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View All Beach Homes by Island Real Estate of Anna Maria Island, Inc

Island Real Estate Vacation Rentals has many different options, so we mean it when we say “Vacation YOUR Way”! There are over 200 hand-picked properties available for your vacation – by selecting “View All” you are now able to scroll through all choices in order to better locate your perfect “peace” of paradise. On this page, a small thumbnail photo of each rental will give you an idea of what the property looks like. On the other side you will find the number of bedrooms and how many guests the property sleeps. You will also see Island Real Estate’s proprietary Star Rating for the property. 5 star is high luxury with every amenity imaginable while 2 star is an average, clean, comfortable vacation rental.

With just one click you may read what previous guests have had to say about any property – these are always the very best testimonials (we hope to list one from you after you stay with us!).

Like what you see and want more information? Click on the photo and be taken to a page specifically for the property. Available to review is a more detailed description, locate the rental on a Google map, check the rates, watch a virtual tour and confirm availability.

After looking through all the information, you may email the property to a friend, family member or traveling companion by choosing the “email property” button. You may also create a “favorites” page and save to look again later or compare with others you like as well.

No matter what, you may ALWAYS call us toll free and our experienced vacation specialists will help you find the perfect vacation spot. Enjoy and let us make your experience fun!

Sunfish - 102 55th St
Holiday rental condo for the discriminating vacationer only in Holmes Beach, FL. (3) Bedrooms, (2.5) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twins. Heated pool, free wireless, pets welcome (dogs only, with deposit).  West of Gulf Drive.

Minnie Cottage - 125 47th St
Vacation in style and comfort with an Anna Maria Island holiday to this coastal cottage with in-pool tiki bar and umbrella. (3) Bedroom, (3) Bathroom, accomodates up to (8) people: 2 King, 1 Queen, 1 Sleeper Sofa. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

411 63rd St
Light and bright vacation villa with community boat ramp available in Holmes Beach, FL.  (2) Bedroom, (2) Bath, accomodates up to (4) people: 1 King, 2 Twin. Free wireless internet, sorry no pets allowed.

Palm Isle 3207
Everyone wants to spend their Anna Maria Island vacations at Palm Isle Village. See what all the excitement is about for yourself - you won't be disappointed! (1) Bedroom, (1) Bathroom, accomodates up to (3) people: 1 King, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, Gulf View.

Blue Lagoon
Find the perfect vacation cottage for your trip to Holmes Beach, FL.  With a total of 10 bedrooms available, Blue Lagoon can accommodate as much as 28 guests or as few as just the 2 of you.

Sea la vie - 101 31st St
Ideal for small families and honeymooners, this cozy little cabin is private and perfectly located right on the Gulf of Mexico. (2) Bedroom, (1) Bathroom, accomodates up to (5) people: 1 Queen, 1 Twin, 1 Sleeper Sofa. Free wireless, sorry no pets allowed, gulf front location.
 

Living The Dream 703 So Bay
** April 2014 Easter Last Minute Special!  Was $3248, now just $2499 per week.  BEST priced 4 bedroom AMI home!  **

"Living The Dream" is a spacious 2,650 sq. ft. luxurious private vacation rental home with an attached 1 car garage and has been recently re-modeled with ALL new furnishing throughout.


Palm Isle 3204
** Fantastic Value - Flexible Arrival Dates - Last Minute Discounts **

 

 

 

Everyone wants to spend their Anna Maria Island vacations at Palm Isle Village. See what all the excitement is about for yourself - you won't be disappointed! (2) Bedroom, (1) Bathroom, accomodates up to (6) people: 1 Queen, 1 Bunk Bed, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed,Gulf View.


Mangrove Cottage-105 Mangrove
Charming vacation cottage with in-pool tiki bar on Anna Maria Island, FL. (2) Bedrooms, (2) Bath, accommodates up to (5) people: 1 King, 2 Twin, 1 Trundle. Private heated pool, free wireless, pets welcome (with a deposit), less than two blocks to the beach.

303Aand303B 61st St-Gulf Winds
EASTER week now just $5180!

Enjoy this set of elevated vacation homes with two private lagoon style pools and lush tropical plants about two blocks to the gulf in Holmes Beach, FL. (8) Bedrooms, (6 full, 2 1/2) Bath, accomodates up to (23) people: 3 King, 3 Queen, 5 Twins 1 Double & 2 Sleeper Sofa. Private heated pools, free wireless, sorry no pets allowed, less than two blocks to the beach.


Pisces Playground-205 73rd St
Military Discount:  This owner is offering a 15% military discount.

This vacation duplex is open, airy, and waiting to welcome you into paradise. (2) Bedroom + loft, (2) Bathroom, accomodates up to (6) people: 1 Queen, 3 Twins, 1 Trundle. Free wireless, sorry no pets allowed, less than two blocks from the beach.


La Casa Poulos
Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costeria. And the reason is blissfully simple – because they’re the crème de la crème. (3) Bedroom, (3) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Air Mattress. Heated pool with spa, free wireless, sorry no pets allowed, gulf front location.

La Casa LaMar
Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costeria. And the reason is blissfully simple – because they’re the crème de la crème. (2) Bedroom + den, (2) Bathroom, accomodates up to (5) people: 1 King, 2 Twin, 1 Sleeper Sofa. Heated pool with spa, free wireless, sorry no pets allowed, gulf front location.

Vista Grande 1
Nothing but gulf front decadence is waiting at this luxury holiday rental for the most discriminating of vacationers. (3) Bedroom, (3) Bath, accomodates to (6) people: 1 King, 1 Queen, 2 Twin. Heated pool, free wireless, sorry no pets allowed, gulf front location. 

Lazy Daze 512 74th ST
Bay Palms canal home located at 512 72nd ST. Holmes Beach, Anna Maria Island, FL -- (3) Bed: (2) Bath Accommodates up to (6) people:Allows weekly rentals so bring your

Gulf View Townhomes Unit 4
Recently remodeled vacation townhome that will offer a quiet and cozy retreat for your next Florida holiday. (2) Bedrooms, (2.5) Bath, accomodates up to (6) people: 1 Queen, 2 Twins, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

Appletini - 308W 58th St
APPLETINI is an ALL NEW beautifully renovated duplex only a within 5 mins of the famously pristine beaches of the Gulf of Mexico. (2) Bedroom, (2) Bathroom, accomodates up to (7) people: 1 King, 1 Double, 1 Sleeper Sofa. Private heated pool, free wireless, pet friendly (up to 25lbs, with deposit), less than two blocks from the beach.

Sunset Beach Unit 106
DIRECT GULF FRONT condo! Sundrenched days and sweet dreams are waiting for you at the Sunset Beach condominium complex right on the world famous, white sands of Anna Maria Island. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 Queen, 2 Twins, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, gulf front location.

La Casa Wendt
Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costeria. And the reason is blissfully simple – because they’re the crème de la crème. (2) Bedroom + den, (2.5) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Heated pool with spa, free wireless, sorry no pets allowed, gulf front location.

West Bay Point 234
Old Florida but still fabulous and updated, this holiday condo in West Bay Point and Moorings offers a quiet slice of paradise to calll your own. (2) Bedroom, (2) Bath, accomodates to (4) people: 1 King, 1 Queen. Heated pool, free wireless, sorry no pets allowed. 

Blue Lagoon 3 - Egret
Get away from it all with a week at Blue Lagoon - one of the most popular spots to have your Anna Maria Island vacation. (2) Bedrooms, (2) Bathrooms, accomodates up to (6) people: 1 Queen, 2 Twins, 1 Sleeper Sofa. Heated pool, free wireless, pets welcome (with deposit), less than two blocks to the beach.

Peaceful Palms-7302 Palm Dr
Enjoy a week of sweet dreams and serenity by taking your next Florida holiday to this cozy vacation rental named Peaceful Palms. (2) Bedroom, (1) Bathroom, accomodates up to (6) people: 1 Queen, 2 Twins, 1 Futon. Free wireless, pet friendly (up to 25lbs, with deposit).

200 66th St W
All the comfort of home, all the luxury of a hotel at this vacation duplex. (3) Bedrooms, (2) Bathrooms, accomodates up to (6) guests. 1 King, 1 Queen, 2 Twins. Shared heated pool, free wireless, sorry no pets allowed, less than two blocks from the beach.

Anna Maria Island Club Unit 18
Spectacular views of the sunset are just the beginning of the fabulous amenities found at this vacation condo in Bradenton Beach, FL. (2) Bedroom, (2) Bath, accomodates (6) people: 1 King, 2 Twin, 1 Sleeper Sofa. Free wireless internet, heated community pool with spa, Direct Gulf Front.

209 69th A
Ground level of this charming, well cared for vacation duplex in Holmes Beach, FL. (3) Bedrooms, (2.5) Bath, accommodates up to (8) people: 1 King, 2 Twin, 1 Sleeper Sofa. Shared heated pool, free wireless internet, pet friendly (with deposit), less than two blocks to the beach.

Cayman Cay Unit 207
The centerpiece of this vacation condo is the sweeping, screened in patio. With privacy and protection from mosquitos, you’ll have many mellow and happy memories to take home with you.  (2) Bedroom, (2) Bathroom, accommodates up to (4) people: 1 King, 2 Twin, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two block to the beaches.

Sea Glass - 126A 51st St
This vacation rental offers sophisticated designer decor with enough fun personality to make it a dreamy spot for your next Florida family holiday.  (3) Bedroom, (2) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

619 Rose St - Dream Maker
** Highlighting an Exceptional Opportunity at 619 Rose St!   EVERYTHING about this Bean Point area home is SPECIAL - from the unique architecture and design created in the style of Frank Lloyd Wright to the one of a kind "egg lights" over the dining table.  Porcelain tile floors, chef's kitchen, vaulted ceilings with elegant overhead palm fans and a very unique floor plan offer the perfect balance between privacy and comfort.  For the discriminating luxury vacationer. **

 

 

 

Stunning luxury vacation beach house for relaxing with family and friends on the highly coveted north end of Anna Maria Island, FL. (3) Bedroom, (3.5) Bath, accommodates up to (6) people. 2 Queen, 2 Twin. Private heated pool, sorry no pets allowed, free wireless, less than two blocks to the beach.


Water's Edge 103 North
If you're looking for a charming vacation rental to spend your next visit to Anna Maria Island, you might just be looking for something in the Water's Edge condominium complex. You'll be right in the heart of Holmes Beach! (3) Bedroom, (3) Bath, accomodates to (6) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, gulf front location. 

Sweet Retreat Cottage-748 NoSh
Enjoy a week or a month of seaside serenity at this indulgent vacation cottage in Anna Maria City, FL. (3) Bedrooms, (2) Bath, accommodates up to (8) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach. Beach access is right across the street.

208 Periwinkle Plaza
Spacious, sundrenched, seasonal rental with a screened in patio. (3) Bedrooms, (2.5) Bath, accommodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. Private heated pool, free wireless internet, , sorry no pets allowed, less than two blocks to the beach.

Sunset Villa 3- 1001 Gulf Dr
Sunset Villa is waiting for you! Located directly across the street from the some of gulfcoast Florida's best beaches. (2) Bedrooms, (1.5) Bath, accommodates up to (6) people: 1 King, 2 Twins, 1 Sleeper Sofa. Heated pool, free wireless and sorry no pets allowed. Direct Gulf views and the beach is right across the street. 

408 80th Street
No need for frills when this vacation home is less than two blocks from the Gulf of Mexico in Holmes Beach, FL. (3) Bedroom, (3) Bath, accomodates up to (6) people: 2 Queen, 2 Twin. Private heated pool, free wireless, pets welcome (with a deposit).

North Beach Village Unit 27
Welcome to North Beach Village unit 27 on beautiful Anna Maria Island. This great location offers the perfect spot to walk to the beach or to shopping and dining in

Palm Isle 3210
** Fantastic Value - Flexible Arrival Dates - Last Minute Discounts **

 

 

Everyone wants to spend their Anna Maria Island vacations at Palm Isle Village. See what all the excitement is about for yourself - you won't be disappointed! (1) Bedroom, (1) Bathroom, accomodates up to (4) people: 1 King, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, Gulf View.


Water's Edge 205 South
If you're looking for a charming vacation rental to spend your next visit to Anna Maria Island, you might just be looking for something in the Water's Edge condominium complex. You'll be right in the heart of Holmes Beach! (1) Bedroom, (1.5) Bath, accomodates to (4) people: 1 Queen, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, gulf front location. 

Coquina Beach Club 205
Sunsets, shimmering gulf waters, and sand between your toes are all waiting for you at this fabulous and recently renovated vacation condo in Bradenton Beach.  (2) Bedroom, (2) Bathroom, accommodates up to (4) people: 1 King, 2 Twin. Heated pool, free wireless, sorry no pets allowed, gulf front location.

Maple Cottage-120 Maple
Charming little vacation cottage complete with a sunroom!  (3) Bedrooms, (2) Bathrooms, accomodates up to (8) guests. 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Sorry no pets, free wireless, less than two blocks from the beach.

PBC 908 Waterside Lane
Tasteful, spacious, vacation villa in a privated gated community less than two miles from the beach in Bradenton, FL.  (2) Bedroom, (2) Bath, accommodates up to (4) people: 1 King, 1 Queen. Heated pool, free wireless, pet friendly (with deposit).

Bradenton Beach Club
Bradenton Beach Club is a luxury condo community featuring amenities such as an elevator, two heated pools, boardwalk and fishing pier. (2) Bedrooms, (2) Bath, accommodates up to (4) people: 1 King, 2 Twin. Pool, free wireless, sorry no pets allowed, gulf front location.  Note: 1 Parking spot.

606 Key Royale Dr.
Vacation home in a private community with ample amenities – all on a small island linked to Anna Maria Island in Holmes Beach, FL. (3) Bedroom, (3) Bath, accommodates up to (8) people. 2 Queen, 2 Twin, 1 Sleeper Sofa. Private heated pool, sorry no pets allowed, canal front location. 

Sand Dollar Cottage-738NShore
This charming bungalow offers a peaceful place to getaway from it all on the quiet north end of Anna Maria Island. (2) Bedroom, (1) Bathroom, accomodates up to (4) people; 1 Queen, 2 Twin. Free wireless, pet friendly (with deposit), less than two blocks to the beach.

SeaShell-Sunsets-105 78th
A custom-built luxury vacation rental with a tropical paradise right out in your own backyard! 4) Bedroom, (4.5) Bathroom, accomodates up to (10) people: 2 King, 4 Twin Beds, 2 Trundle. Private heated pool with spa, free wireless, sorry no pets allowed.
 

West Bay Point 12
A chic and charming vacation condo in the desired Westbay Point and Moorings complex. You'll love every minute of a Holmes Beach holiday at this property. (2) Bedroom, (1.5) Bath, accomodates to (6) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed. 

Palm Cay Unit 8 3000 Gulf Dr
Second floor vacation condo with peeks of the Gulf of Mexico from your front porch!  (1) Bedroom, (1) Bathroom, accomodates up to (4) people: 1 King, Sleeper.  Heated pool, free wireless, sorry no pets allowed, less than two blocks from the beach.

StarFish Beach Cottages
** VACATION YOUR WAY - these properties offers flexible ARRIVAL AND DEPARTURE dates ** Photos shown are a sample of the cottages available. <span style="\\"text-align:" left;="" background-color:="" rgb(252,253,253);="" font-family:="" \\'lucida="" grande\\',="" sans\\',="" arial,="" sans-serif\\"="">Starfish Beach is the perfect location offering guests multiple choices. There are two bedroom cottages, all ground level with a large heated pool as the centerpiece. With a total of 6 bedrooms available, Starfish Beach can accommodate as much as 16 guests or as few as just the 2 of you.</span></p>

HoneyWood House 243 Willow
APRIL 2014 weekly special of $1,900.00 per week. (no other discount would apply)

Living at the beach is like living anywhere else except it's BETTER in almost every way imaginable! Experience it for yourself in 243 Willow Ave, Anna Maria Island.


North Shore Cottage-871 NShore
Enjoy a week of Old Florida-style living at this charming split level vacation cottage on the coveted north end of Anna Maria City. (3) Bedroom, (2) Bathroom, accomodates up to (8) people: 2 Queen, 2 Twin, 1 Sleeper Sofa. Pet friendly (dogs only, with a deposit), less than two blocks from the beach. 

Anna Maria Island Club Unit 40
Luxurious and highly sought after Anna Maria Island Club offers some of the best sunset views in Bradenton Beach, FL.  (2) Bedroom, (2) Bath, accomodates up to (4) people: 1 King, 2 Twins. Heated pool with spa, free wireless, sorry no pets allowed, DIRECT GULF FRONT. 

Gulf Shores Unit 203
Gulf Shores is a beautiful property, and the name really says it all. Looking out over the Gulf of Mexico, this vacation home is sure to be one of the greatest rentals you have ever stayed in. (3) Bedrooms, (2) Bath, accomodates up to (6) people: 1 King, 2 Twins, 1 Sleeper Sofa. Free wireless, sorry no pets allowed, gulf front location.

131 East White Avenue
Vacation duplex on a street known nationally for the best surfing on Anna Maria Island in Holmes Beach, FL. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King,  2 Twin, 1 Sleeper Sofa. Shared heated pool, free wireless, pet friendly (with deposit), less than two blocks to the beach.

The Seashell Cottage
This fabulous little beach cottage is a getaway worth writing home about. Enjoy a week of small town serenity in Anna Maria City. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King, 2 Twins, 1 Sleeper Sofa. Free wireless, Small dogs only, less than two blocks to the beach. 

Starfish Beach Unit 4
Starfish Beach Cottage #4 is a totally renovated vacation condo offering you a retreat wit hthe best of Anna Maria Island life and luxury. (2) Bedroom, (2) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Heated pool, free wireless, pet friendly (up to 25lbs, with deposit).

Coconuts 108 100 73rd St
Charming Gulf Front Condo located just steps away from the Gulf of Mexico. This ground level one bed room one bath condo sleeps up to 4 people. There are two queen's beds

Wind Song-114 48th ST
EASTER week special at $4550 rental fee plus applicable charges. 

Welcome to Wind Song. Fantastic brand new luxury home just two houses from the beach at 114 48th St., Holmes Beach on Anna Maria Island. (4) Bed: (3) Bath: Accommodates up to (10) people.


Turtle Cove East
Both sides of this charming vacation duplex are decorated in a palette of warm tropical colors and Old Florida style in Holmes Beach, FL. (2) Bedroom, (1) Bath, accomodates to (4) people: 1 Queen, 2 Twin. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach. 

25 Seaside Court
This updated vacation villa offers a dock for your boat or fishing in Holmes Beach, FL. (2) Bedrooms, (2) Bathrooms, accomodates up to (4) guests. 1 Queen, 2 Twins. Free wireless, pets welcome (with deposit) , bay front location. 

6407B Gulf Dr, Upstairs
This vacation home is just an seashell throw from the spectacular Gulf of Mexico beaches in Holmes Beach, FL. (2) Bedroom, (2) Bath, accomodates up to (6) people: 1 King, 2 Twin, 2 Air Mattresses. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

Flip Flops Forever-201 73rd St
** Very Economical FIVE bedroom home with a pool - 20% OFF LAST MINUTE RESERVATIONS ** Everything you wanted in a Holmes Beach vacation rental and more! Flip Flops Forever even offers a private outdoor putting green for you to enjoy.  (5) Bedroom, (3) Bathroom, accommodates up to (12) people: 1 King, 3 Queen, 2 Twin, 1 Trundle, 1 Infant-sized Bed. Private heated pool, free wireless, pets welcome (dogs only, with deposit), less than two blocks from the beach.

Beach View 5 - 3704 6th Ave
World famous sunbathing, shelling, fishing, or just lounging are right outside your door - only 350 steps to the Gulf of Mexico from this vacation condo in Holmes Beach, FL.  (2) Bedroom, (2) Bath, accommodates up to (5) people: 1 King, 2 Twin, 1 Sleeper Sofa. Free wireless, sorry no pets allowed, less than two blocks to the beach.

Misty Beach-5802 Imperiore Ave
Dig your toes into island life by taking your family holiday to this vacation villa in Homes Beach, FL. (2) Bedroom, (2) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 1 Futon. Private heated pool, free wireless, pet friendly (up to 25lbs, with deposit), less than two blocks to the beach. 

Island Jewel-632 Emerald Lane
Unwind for a week at this vacation home in coveted Key Royale; perfectly situated at the end of a quiet cul-de-sac just one house from Bimini Bay. (3) Bedrooms, (2.5) Bathroom, accomodates up to (6-8) people: 1 King, 4 Twins, 1 Queen Air Mattress. Private heated pool, free wireless, sorry no pets allowed, canal front location.

Dock Holiday-700 Jacaranda
Bring your whole family including the boat for a week of holiday under the shade of mango and palm trees at this Anna Maria City vacation home. (4) Bedroom, (2.5) Bathroom, accommodates up to (8) people: 2 King, 1 Queen, 2 Twin. Private heated pool, free wireless, sorry no pets allowed, less than two blocks from the beach and canal-front.

204 Willow Avenue
No need for a pool when you’re this close to the Gulf of Mexico at this vacation home in Anna Maria City, FL.  (3) Bedrooms, (2) Bath, accommodates up to (6) people: 2 Queen, 2 Twin. Free wireless internet, sorry no pets welcome, less than two blocks to the beach.

Jackie's Cottage-209 N Harbor
Boaters and anglers in particular will enjoy this vacation home with a private and community boat dock available. (4) Bedroom, (3) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 4 Twin, 1 Sleeper. Private solar heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach and canal front.

Vista Grande 3 Penthouse
This exclusive penthouse is the crown jewel of Vista Grande - experience over the top decadence without sacrificing any of Anna Maria Island's friendly beachtown charm. (3) Bedroom, (3) Bath, accomodates to (6) people: 1 King, 1 Queen, 2 Twin. Heated pool, free wireless, sorry no pets allowed, gulf front location. 

209 69th B
Top level of this charming, well cared for vacation duplex in Holmes Beach, FL. (3) Bedrooms, (2.5) Bath, accommodates up to (8) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Shared heated pool, free wireless internet, sorry no pets allowed, less than two blocks to the beach.

La Casa O'Bar
Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costeria. And the reason is blissfully simple – because they’re the crème de la crème. (3) Bedroom, (2.5) Bathroom, accomodates up to (6) people: 1 King, 2 Queen, 2 Twin. Heated pool with spa, free wireless, sorry no pets allowed, gulf front location.

506 Key Royale Drive
Spacious and sunny vacation home on the canal in Holmes Beach, FL. (3) Bedroom, (2.5) Bath, accomodates up to (6) people: 1 King, 4 Twin. Private heated pool, free wireless, pet friendly (with deposit).

Sea Pirate Unit 2- 3303 Gulf
Right across the street from your vacation condo is the sparkling Gulf of Mexico and our famous sugar sand beaches. This ground floor vacation condo is a little sliver of paradise to call your own. (3) Bedroom, (2) Bathroom, accomodates up to (7) people: 2 Queen, 1 Twin, 1 Air Mattress. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

Tina's Piece of Paradise
Hop to it!  SPECIAL  - Easter week now just $3100!

A vacation home like Tina's Piece of Paradise is just the place to make fabulous family memories in Florida! A high chair and Pack & Play are also available for the littlest vacationers. (4) Bedrooms, (3) Bath, accommodates up to (14) people: 3 King, 1 Bunk Bed, 2 Sleeper Sofa, 1 Air Mattress. Private heated pool, free wireless, sorry no pets allowed.  


Blue Wave Villas-207E 75th St
Cozy, comfortable, but above all classy vacation duplex in Holmes Beach, FL. (2) Bedrooms, (1) Bath, accommodates up to (4) people: 1 King, 2 Twin. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

North Beach Village Unit 63
Lucky Dux is a two bedroom and two bath townhome at 6250 Holmes Blvd in desirable North Beach Village of Holmes Beach one block to the pristine Gulf beaches of Anna Maria

PBC 518 Sanderling Circle
Enjoy a week of rest and recooperation in the Perico Bay Club in Bradenton, FL.  (2) Bedrooms, (2) Bath, accomodates up to (6) people: 1 Queen, 1 Double, 1 Sleeper Sofa. Pool, free wireless, sorry no pets allowed. Free domestic long distance calling.

Coco Cabana 309 58th ST Unit A
This property showcases designer quality furnishings and is fully equipped with all the most updated features. This vacation rental is close to shopping,dining and hop

Anna Maria Island Club Unit 21
Enjoy this spectacular Gulf front location, on the beach with views and sunsets, at this wonderful Anna Maria Island vacation beach front condo.

 

 

 

 


Beach House Resort 4
** Best priced DIRECT GULF FRONT vacation condo on the island! Some summer weeks as low as $699!! **

 

Welcome to the Beach House Resort, with stunning panoramas of the gulf in every unit. Located just blocks from downtown Bradenton Beach, FL. (1) Bedroom, (1) Bath, accomodates up to (4) people: 1 Queen, 1 Sleeper Sofa. Free wireless internet, pet friendly (small only, with deposit), DIRECT gulf front.


Palm Cottage 2916 Avenue E
Enjoy the privacy and shade from lush vegetation surrounding this darling vacation bungalow located in Holmes Beach, FL. (4) Bedrooms, (2) Bath, accommodates up to (8) people: 1 King, 2 Queen, 2 Twin (trundle).  Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

Gulf View Unit 101
Spend a week living in a postcard right on the diamond white shores of Bradenton Beach. (2) Bedrooms, (2) Bath, accomodates up to (4) people: 1 King, 2 Twins. Free wireless, sorry no pets allowed, gulf front location.

 


 


Coastal Sands-213 70th St
Life is sweeter when you're spending a week atCoastal Sands in Holmes Beach, FL. (3) Bedrooms, (2) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless, pets welcome (with deposit), less than two blocks to the beach.

Hidden Cove Unit 6
Escape away to paradise in the Hidden Cove vacation condominiums, one of the most popular spots for your Anna Maria Island holiday.  (2) Bedrooms, (2.5) Bathroom, accomodates up to (4) people: 1 King, 2 Twins. Pool, free wireless, sorry no pets allowed, gulf front location

200-202 66th St House
There's enough room and relaxation for the whole family at this vacation duplex. (5) Bedrooms, (4) Bathrooms, accomodates up to (12) guests. 2 King, 2 Queen, 2 Twins, 1 Sleeper Sofa. Shared heated pool, free wireless, sorry no pets allowed, less than two blocks from the beach.

316 Hardin B
Decorated with Key West style and sensibility, this vacation cottage is a short walk from the gulf in Holmes Beach, FL. (1) Bedrooms, (1) Bath, accomodates up to (4) people: 1 Queen, 2 Twins. Free wireless, pet friendly (with deposit).

Sea Palm Cottage-3008 Avenue E
Spend a week in the leisurely, Old Florida state of mind at this charming vacation cottage just steps from a free trolley stop. (3) Bedroom, (2) Bathroom, accomodates up to (7) people: 2 Queen, 1 Twin, 1 Twin Air Mattress. Free wireless, sorry no pets allowed, less than two blocks to the beach.  (1) parking spot
 

Palm Isle 3208
Everyone wants to spend their Anna Maria Island vacations at Palm Isle Village. See what all the excitement is about for yourself - you won't be disappointed! (2) Bedroom, (1) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, Gulf View.

Tropical Sunset 3
Take in one of Anna Maria Island's most spectacular views of the sunset at this vacation rental condo in Holmes Beach, FL. (2) Bedrooms, (2) Bath, accomodates up to (6) people: 1 King, 1 Queen, 1 Twin, 1 Trundle Bed. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach. 

Sunfish - 104 55th St
Holiday rental condo for the discriminating vacationer only in Holmes Beach, FL. (3) Bedrooms, (2.5) Bath, up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Heated pool, free wireless, pets welcome (with deposit).  West of Gulf Drive.

Pelican Landing AMI-306 55th
You'll be close to all the favorite things to do on Anna Maria Island while spending a week's holiday at this well-appointed vacation home! (3) Bedroom, (2) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless, sorry no pets allowed, less than two blocks from the beach.

Beachcomber-3020 Ave F
The Gulf of Mexico is visible from an open deck, the front dining area and even the kitchen at this vacation rental in Holmes Beach, FL.  (2) Bedroom, (1.5) Bath, accommodates up to (6): 2 King, 1 Sleeper Sofa. Free wireless, sorry no pets allowed, gulf front location.

414 A Magnolia
This duplex vacation rental is nestled right between the Tampa Bay and the Gulf of Mexico in Anna Maria City, FL. Less than three blocks to either!  (2) Bedroom, (1) Bath, accomodates up to (6) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Free wireless, sorry no pets allowed.

Island Oasis - 111 81st St
Hop to it!  SPECIAL  - Easter week now just $5900!

Holmes Beach luxury rental with an enviable backyard that includes a wet bar and iPod compatible speakers. (5) Bedroom, (3.5) Bath, accommodates up to (12) people: 4 King, 2 Sleeper Sofa. Private heated pool with spa, free wireless, sorry no pets allowed, less than two blocks to the beach.


Casa Del Sol - 310 Clark Lane
Hop to it!  SPECIAL - Easter week just $3100!

This vacation townhome has some truly special touches such as a private veranda off the master bedroom in Holmes Beach, FL. (4) Bedrooms, (3.5) Bath, accommodates up to (10) people: 2 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. Free wireless, pet friendly (less than 25lbs, with deposit), less than two blocks to the beach.


901 Waterside Lane
Perico Bay Club vacation condo with floor to ceiling windows overlooking a gorgeous mangrove nature preserve in Bradenton, FL.(2) Bedroom, (2) Bath, accommodates up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed. 

303B 61st St-East Wind
EASTER week now just $2590!

Enjoy a week of paradise around your private backyard oasis at this elevated luxury vacation rental in Holmes Beach, FL.  (4) Bedroom, (3.5) Bathroom, accommodates up to (11) people: 1 King, 2 Queen, 1 Twin ,1 Double &  1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.


Seaside Beach House 105
Ideal for small families and honeymooners, this cozy little cabin is private and perfectly located (2) Bedroom, (1.5) Bathroom, accomodates up to (4) people: 1 King, 2 Twin. Heated pool, free wireless, sorry no pets allowed, gulf front location.
 

Down by the Sea-268 Gladiolus
Set in a lush, tropical setting with a heated salt water pool. Lovingly and locally decorated to make you feel right at home in Anna Maria City, FL. (3) Bedroom, (2) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twin. Private heated salt water pool, free wireless, pet friendly (under 25lbs, with deposit), less than two blocks to the beach.

Island Pearl - 204 76th St
The world will be your oyster with a week at this Holmes Beach luxury vacation rental known as Island Pearl. (4) Bedroom, (4) Bathroom, accomodates up to (8) people: 2 King, 1 Queen, 2 Twin. Private heated pool with spa, free wireless, sorry no pets allowed, less than two blocks to the beach.

Playa Casanas South-3222 Gulf
Perfect for multifamily vacations, rent one or both sides of this vacation rental duplex directly on the sparkling white, quartz sands of Holmes Beach, FL. (2) Bedroom, (1) Bathroom, accomodates up to (4-6) people: 1 Queen, 2 Twins, 1 Sleeper Sofa. Free wireless, sorry no pets allowed, gulf front location.

316 Hardin A
Decorated with Key West style and sensibility, this vacation cottage is a short walk from the gulf in Holmes Beach, FL.  (2) Bedrooms, (1) Bath, accommodates up to (4) people: 1 King, 1 Sleeper Sofa. Free wireless, pet friendly (with deposit).

Almost Gulf Front-203 69th St
Easter week now just $5250!

Something for everyone in this bright, spacious luxury rental in Holmes Beach, FL. (6) Bedrooms, (4.5) Bath, accommodates up to (16) people: 4 King, 1 Queen, 2 Twin, 2 Sleeper Sofa. Private heated pool with spa, free wireless, pet friendly (with deposit), less than two blocks to the beach.


Water's Edge 105 South
If you're looking for a charming vacation rental to spend your next visit to Anna Maria Island, you might just be looking for something in the Water's Edge condominium complex. You'll be right in the heart of Holmes Beach! (1) Bedroom, (1.5) Bath, accomodates to (4) people: 1 King, 1 Queen Murphy Bed. Heated pool, free wireless, sorry no pets allowed, gulf front location. 

Cabana - 104B 29th St
You could spend an entire week barefoot when you stay at this lovely little bungalow - you're that close to the Gulf of Mexico! (3) Bedroom, (2) Bathroom, accomodates up to (8) people: 2 Queen, 2 Twins, 1 Sleeper Sofa, 1 Crib. Free wireless, sorry no pets allowed, less than two blocks to the beach.

Holly Jewel-727 Holly Road
Welcome to "Holly Jewel" located at 727 Holly Road on the northern end of beautiful Anna Maria Island. This private and lovely three bedroom and 2 1/2 bath vacation

305 B 62nd Street
Sweet dreams and soothing, tropical decor wait for you at this vacation duplex in Holmes Beach, FL. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 2 Queen, 2 Sleeper Sofas. Free wireless, pet friendly (with deposit), less than two blocks to the beach.

Imperial House D-23
A quiet vacation condo for 55+ visitors that will put you right in the heart of all your favorite ways to unwind. (2) Bedrooms, (1) Bathroom, accomodates up to (4) people: 1 Queen, 1 Double. Heated pool, sorry no pets allowed, less than two blocks to the beach and bayfront

Key Lime Cottage West-202 73rd
Key Lime Cottage WEST, 3 bedroom 2 bath NEW duplex with private heated pool.  Sleeps up to 6. 

Katie's Beach Bungalow
Elevated, Old Florida style vacation house right across from the Gulf of Mexico in Bradenton Beach, FL. (2) Bedrooms, (2) Bath, accommodates up to (4) people: 1 King, 1 Queen. Free wireless, pets welcome (with deposit), less than two blocks to the beach.

 

<span style="\\"font-size:" 12px;\\"="">**Please note: Pool heat is an additional $150 per week.  Please ask to add this feature at time of reservation **


Au Soleil - 717 Jacaranda Rd
You'll certainly be feeling sunny after a week of holiday at this luxury vacation rental on Anna Maria Island, FL. (4) Bedroom, (3) Bath, accommodates up to (10) people: 1 King, 2 Queen, 2 Twin, 1 Murphy Bed. Private pool with spa, free wireless, pets welcome (under 25lbs, with deposit), less than two blocks to the beach.  

Runaway Bay Unit 272
Beautifully  updated with new designer features throughout that makes this a special spot in RunAway Bay Condo complex. This elevated 2 bedroom 2 bath condo makes you feel like

6300 Flotilla Dr Unit 81
Sports buffs spend your holiday at this vacation condo with community features such as tennis courts and your own practice putting green in Holmes Beach, FL.(2) Bedroom, (2) Bath, accommodates up to (4) people. 1 King, 2 Twin. Heated pool, sorry no pets allowed, free wireless. 

Water's Edge 209 North
If you're looking for a charming vacation rental to spend your next visit to Anna Maria Island, you might just be looking for something in the Water's Edge condominium complex. You'll be right in the heart of Holmes Beach! (2) Bedroom, (2) Bath, accomodates to (6) people: 1 King, 2 Twin, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, gulf front location. 

Bikini Bottom-213 Periwinkle
Enjoy your personal poolside oasis in the backyard of this vacation cottage in Anna Maria City, FL.  (3) Bedroom, (2) Bath, accommodates up to (10) people: 2 King, 3 Twin, 1 Sleeper Sofa. Private pool, free wireless, sorry no pets allowed.

Sundance-744 North Shore Dr
No flips flops required to walk to the beach from this luxury vacation home in Anna Maria City, FL. (3) Bedroom, (2) Bath, accomodates up to (6) people: 2 King, 2 Twin. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

Tortuga-212 81st St
** SPECIAL newly listed property!  Enjoy introductory rates before the word gets out about this great home.  Plus 20% off last minute reservations! **

 

 

 

 

Slow down and get yourself on island time with a week at this ground level duplex in Holmes Beach, FL. (3) Bedrooms, (2) Bathrooms, accomodates up to (6) guests. 2 King, 2 Twins. Private heated pool, free wireless, sorry no pets allowed.  Note, this property has a Friday-Friday schedule.  Please call our office if you would like to request an exception.


No Bad Days-7100 Holmes
Wash away the sand, salt, and stress with a luxurious vacation at this vacation home where a bad day simply isn't allowed. (4) Bedroom, (3) Bathroom, accomodates up to (10) people: 2 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. Private heated pool with spa, free wireless, sorry no pets allowed, less than two blocks to the beach.

Turtle Cove West
Both sides of this charming vacation duplex are decorated in a palette of warm tropical colors and Old Florida style in Holmes Beach, FL. (2) Bedroom, (1) Bath, accomodates to (4) people: 1 Queen, 2 Twin. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach. 

525 Key Royale Drive
Escape to the quiet and coveted neighborhood known as Key Royale - it's where everyone on Anna Maria Island wants to be. (3) Bedrooms, (3) Bath, accomodates up to (6) people: 1 King, 1 Queen, 2 Twins. Private heated pool, sorry not pets allowed, free wireless, canal-front location.

Shoreline Terrace-901 NShore
Come sunset, there’s no better place to be than the sundrenched patio of this vacation rental. Cook up the day’s catch on the propane grill and experience love at first sunset. (3) Bedroom, (3) Bathroom, accomodates up to (6-8) people: 2 King 1 Full, 2 Twins. Free wireless, sorry no pets allowed, gulf front location.
 

My Sisters Beach House
Welcome to "My Sister's Beach House" located at 520 Bay View Place on beautiful Anna Maria Island, Florida. This unique and special home has just been all updated and welcomes the descriminating guest. (5) Bedroom, (4) Bathroom, accomodates up to (10) people: 4 Kings, 2 Twins. Private heated pool and spa, free wireless, sorry no pets allowed, canal front with large dock.

Pretty Palms-203 Periwinkle
Updated furnishings and fixtures inside with a backyard paradise outside. (3) Bedrooms, (2) Bath, accommodates up to (6) people: 2 Queen, 2 Twin. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

Plum Cottage 322 64th St
Ground level vacation villa just a short stroll to the beach and features a garden area with lagoon style heated pool - the perfect place to relax! (2) Bedroom, (2) Bathroom, accomodates up to (6) people: 1 Queen, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless, less than two blocks to the beach.

Las Palmas-120 Park Avenue
West of Gulf and in the city of Anna Maria.This lovely ground level Anna Maria Island beach single family home awaits you for the vacation you deserve! This rental home

Hidden Cove Unit 2
Escape away to paradise in the Hidden Cove vacation condominiums, one of the most popular spots for your Anna Maria Island holiday.  (2) Bedrooms, (2.5) Bathroom, accomodates up to (6) people: 1 King, 2 Twins. Pool, free wireless, sorry no pets allowed, gulf front location.

Beach View 4- 3702 6th Ave
Enjoy the perfect location of this vacation condo in Holmes Beach, FL. Steps from the sandy white beaches of the Gulf of Mexico. (2) Bedroom, (2) Bath, accomodates up to (5) people. 1 King, 2 Twin, 1 rollaway bed. Free wireless, sorry no pets allowed, less than two blocks to the beach.  Sorry, Early Arrival Guarantee is not available for this property. 

414 B Magnolia
This duplex vacation rental is nestled right between the Tampa Bay and the Gulf of Mexico in Anna Maria City, FL. Less than three blocks to either! (2) Bedroom, (1) Bath, accomodates up to (6) people: 1 King, 2 Twin, 1 Sleeper Sofa. Private heated pool, free wireless, sorry no pets allowed.

Shore Birds-514 68th St
The perfect vacation home for the family of water loving anglers. Shore Birds is a luxury vacation rental complete with its own dock. (2) Bedroom, (2) Bathroom, accomodates up to (4) people: 1 Queen, 1 Full. Private heated pool, free wireless, pet friendly (small dogs only, with $500 deposit), canal front location.
 

Grant's View - 412 S Bay Blvd
You're in a prime location for dolphin watching at this Anna Maria City vacation home right on Tampa Bay. (2) Bedrooms, (2) Bath, accomodates up to (6-8) people: 1 King, 2 Twins, 1 Sleeper Sofa. Free wireless, pets welcome (up to 15lbs, with deposit).

Blue Manatee Retreat-214 69th
Updated Holmes Beach Island home just steps to the Gulf of Mexico beaches. Enjoy this vacation rental with a caged heated pool and a brand new paver area with propane grill

Palm Isle 3209
Everyone wants to spend thier Anna Maria Island vacations at Palm Isle Village. See what all the excitement is about for yourself - you won't be disappointed! (2) Bedroom, (2) Bathroom, accomodates up to (8) people: 2 King, 1 Sleeper Sofa, 1 Air Mattress. Heated pool, free wireless, sorry no pets allowed, Gulf View.

Bermuda Bay Club 24 - 1473
Welcome to the Bermuda Bay Club Unit 24 located just blocks from downtown Bradenton Beach, Florida on beautiful Anna Maria Island! Jump the free Trolley, ride to Holmes

Addie-Sea Palma Sola Condo
Welcome to Palma Sola Harbour Condominium just off Cortez Rd. in Bradenton, less than one and a half miles to the Gulf beaches and attractions. This freshly updated 1 bedroom, 1 bathroom ground level condo will make you feel at home and is available for you to stay 3 month days or longer.

Sea 'Esta - 890 North Shore
Easy access to the beach and historic Rod N Reel Pier is available at this vivid luxury rental in Anna Maria City, FL. (3) Bedroom, (2) Bathroom, accomodates up to (6)people: 1 King, 1 Queen, 1 Sleeper Sofa. Free wireless, pet friendly (up to 25 lbs, with deposit), less than two blocks to the beach.

Paradise Found-5802 DePalmas
All you vacation fantasies are just waiting to come true at this peaceful vacation rental in Holmes Beach, FL! (3) Bedroom, (3) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 2 Twin.Heated pool, Free wireless, sorry no pets allowed, less than two blocks from the beach.

Coastal Breeze-207 73rd St
Come discover your new home away from home at this luxury vacation rental in Holmes Beach, FL. (3) Bedroom, (2) Bathroom, accommodates up to (8) people: 1 King, 1 Queen, 1 Twin, 1 Double, 1 Sleeper Sofa. Private heated pool, free wireless internet, sorry no pets allowed, less than two blocks from the beach.

Key Lime Cottages 202-204 73rd
202 & 204 73rd ST welcomes you to this recently re-done and updated island duplex. Just steps from the Gulf of Mexico and the pure white sandy beaches of Anna Maria

Palm Isle 3211
Everyone wants to spend their Anna Maria Island vacations at Palm Isle Village. See what all the excitement is about for yourself - you won't be disappointed! (1) Bedroom, (1.5) Bathroom, accomodates up to (2) people: 1 King, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, Gulf View.

Mango Breeze - 141 50th St
A weeklong holiday at this vacation cottage, lovingly called Mango Breeze, will leave you refreshed, renewed, and relaxed. (4) Bedroom, (3.5) Bathroom, accomodates up to (8) people: 2 King, 1 Queen, 2 Twin. Private heated pool, free wireless, pet friendly (dogs up to 25 lbs only, with deposit), less than two blocks to the beach.

Promise Kept 206 76 ST
Welcome to "Promise Kept" located at 206 76th Street in Holmes Beach on beautiful Anna Maria Island, Florida. This newly constructed 3 bedroom 2 bathroom ground level

SeaDreams - 721 North Shore Dr
Enjoy fantastic sunsets and views of the aqua blue waters of the Gulf of Mexico from this Anna Maria City vacation rental. All your Sea Dreams can come true with a week of holiday here. (4) Bedroom, (3) Bathroom, accomodates up to (10) people: 2 King, 1 Queen, 4 Bunk Beds. Free wireless, sorry no pets allowed, gulf front location.
 

202 66th St E
All the comfort of home, all the luxury of a hotel at this vacation duplex. (2) Bedrooms, (2) Bathrooms, accomodates up to (6) guests. 1 King, 1 Queen, 1 Sleeper Sofa. Shared heated pool, free wireless, sorry no pets allowed, less than two blocks from the beach.

Palm Isle 3215
Everyone wants to spend their Anna Maria Island vacations at Palm Isle Village. See what all the excitement is about for yourself - you won't be disappointed! (12) Bedroom, (1.5) Bathroom, accomodates up to (4) people: 1 King, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, Gulf View.

Coral Escape - 132 50th St
Hop to it!  SPECIAL  - Easter week now just $5900!

Dive into a private pool during the day and shark your family on the pool table at night when you spend a holiday at this luxury vacation rental in Holmes Beach, FL. (6) Bedroom, (4.5) Bath, accommodates up to (14) people: 3 King, 2 Queen, 1 Bunk Bed, 1 Sleeper Sofa. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.


Bermuda Bay Club 26 - 1437
This luxurious vacation condo is the place to be in Bradenton Beach, FL. You'll be within walking distance of the live music and nightlife on Bridge Street. (3) Bedroom, (2.5) Bath, accomodates (8) people: 2 Queen, 2 Twin, 1 Sleeper Sofa. Heated pool with spa, free wireless, sorry no pets allowed, less than two blocks from the beach.

Key Lime Cottage East-204 73rd
Key Lime Cottage EAST, 3 bedroom 2 bath NEW duplex with private heated pool.  Sleeps up to 6. 

303A 61st St-West Wind
EASTER week now just $2590!

An elevated vacation home with everything you could want on holiday - including a 50" flat screen and backyard poolside paradise. (2) Bedroom, (1.5) Bath, accomodates to (6) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed. 


Anna Maria Island Club Unit 17
Enjoy an office area with wireless internet - Skype with friends and family with frolicking dolphins in the background! (2) Bedroom, (2) Bath, accomodates (4) people: 1 King, 2 Twins. Heated pool with spa, free wireless, sorry no pets allowed. Direct Gulf Front

Casa di Rose-6250 Holmes Blvd
Refresh, renew, and relax among lush landscaping for privacy at this vacation condo in Holmes Beach, FL. (3) Bedrooms, (2.5) Bath, accommodates up to (8) people: 2 Queen, 2 Twin, 1 Sleeper Sofa and Chair. Free wireless, pet friendly (with owner approval and deposit), less than two blocks to the beach.

Palm Isle 3203
Everyone wants to spend their Anna Maria Island vacations at Palm Isle Village. See what all the excitement is about for yourself - you won't be disappointed! (2) Bedroom, (2) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 1 Sleeper Sofa, 1 Air Mattress. Heated pool, free wireless, sorry no pets allowed, Gulf View.

Runaway Bay Unit 256
Great get away on beautiful Anna Maria Island. This condo in a fabulous bay front complex located at 1801 Gulf Drive North in Bradenton Beach on Anna Maria Island, FL.

Gulfpath - 104A 29th St
You'll be bronzed, barefoot, and blissful after a week at this island vacation home -- (3) Bedroom, (2) Bathroom, accommodates up to (8) people: 2 Queens, 2 Twins, 1 Sleeper Sofa, 1 Portable Crib. Free wireless, sorry no pets allowed, less the two blocks to the beach.

Sunset Beach Unit 204
Sundrenched days and sweet dreams are waiting for you at the Sunset Beach condominium complex right on the world famous, white sands of Anna Maria Island. (2) Bedrooms, (2) Bath, accommodates up to (4) people: 2 Queen. Heated pool, free wireless, sorry no pets allowed, gulf front location.

Blue Lagoon 2 - Sand Dollar
Get away from it all with a week at Blue Lagoon - one of the most popular spots to have your Anna Maria Island vacation. (2) Bedrooms, (2) Bathrooms, accomodates up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Heated pool, free wireless, pets welcome (with deposit), less than two blocks to the beach.

124 50th AMI Beach House
Hop to it!  SPECIAL  - Easter week now just $5900!

Nothing but glamour and luxury waits for you at this ground level vacation home in Anna Maria City, FL. (5) Bedrooms, (4.5) Bath, accommodates up to (14) people: 2 King, 1 Queen, 4 Twin, 2 Sleeper Sofas. Private heated pool with spa, free wireless internet, sorry no pets allowed, less than two blocks to the beach.


Coquina Sands - 100A 52nd St
This sprawling vacation beach house offers you the ultimate Anna Maria Island experience complete with panoramas of the Gulf of Mexico in Holmes Beach, FL.  (3) Bedroom, (3) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twins. Private pool with spa (heat in spa only), free wireless internet, sorry no pets allowed, less a block to the beach.

Palm Isle 3201
** Fantastic Value - Flexible Arrival Dates - Last Minute Discounts **

 

 

 

Everyone wants to spend their Anna Maria Island vacations at Palm Isle Village. See what all the excitement is about for yourself - you won't be disappointed! (2) Bedroom, (2) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, Gulf View.


Gulf Shores Unit 205
Gulf Shores is a beautiful property, and the name really says it all. Looking out over the shimmering turquoise waters, this vacation home is sure to be one of the greatest rentals you have ever stayed in. (3) Bedrooms, (2) Bath, accomodates up to (8) people: 1 King, 1 Queen, 1 Full, 1 Sleeper Sofa. Free wireless, sorry no pets allowed, gulf front location.

Blue Wave Villas-207W 75th St
Cozy, comfortable, but above all classy vacation duplex in Holmes Beach, FL. (2) Bedrooms, (1) Bath, accommodates up to (4) people: 1 King, 2 Twin. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

Water's Edge 104 South
If you're looking for a charming vacation rental to spend your next visit to Anna Maria Island, you might just be looking for something in the Water's Edge condominium complex. You'll be right in the heart of Holmes Beach! (2) Bedroom, (2) Bath, accomodates to (4) people: 1 King, 2 Twin. Heated pool, free wireless, sorry no pets allowed, gulf front location. 

Allegria by the Sea-309 64thST
Fantastic private custom-built vacation rental home just a short stroll to the white sandy beaches of Anna Maria Island and the Gulf of Mexico. Enjoy the large heated

Almost Heaven-205 72nd St
This Holmes Beach vacation rental is just a short stroll from the sugar sand beaches. The tropical 3 bedroom, 2 bath vacation cottage is completely renevated and features a heated pool.

Southern Comfort on HolmesBlvd
Get comfortable in your own corner of island life by enjoying a week of Southern Comfort in Holmes Beach, FL. Nothing soothes your sunburn quite like a luxury vacation rental to come home to! (3) Bedroom, (2.5) Bathroom, accomodates up to (86) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless, pet friendly (with deposit), less than two blocks to the beach

Sandy Point Unit 208
Sandy Pointe is a secluded complex, close to shopping and conveniently located to stroll away. (2) Bedroom, (2) Bathroom, accomodates up to (4) people; 1 Queen, 2 Twin. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.  * Get your exercise on three flights of stairs cause there is no elevator *

Hideaway - 304 74th St
A perfect blend of Anna Maria Island's tiny beach town charm, stylish and comfortable taste with room for the whole family!  (2) Bedrooms, (2) Bathroom, accomodates up to (6) people: 1 King, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless, pets welcome (with a deposit).

Willow Cottage - 108 Willow
Bright vacation bungalow with sundrenched, private pool deck in Anna Maria City, FL. (3) Bedrooms, (2) Bath, accommodates up to (8) people: 1 King, 1 Queen, 2 Twins & Queen sleeper sofa Private heated pool, free wireless, pets under 25lbs. are welcome, 3rd house away from the beach.

Holly Hideaway-730 Holly Road
With a breezy wooden patio outside, a cozy brick fireplace inside, and Florida gulf coast style throughout, you'll never want to spend a holiday on Anna Maria Island anywhere else. (2) Bedrooms, (2) Bathroom, accomodates up to (4) people: 1 King, 1 Queen,  Private heated pool, free wireless, pets welcome (dogs only, up to 25lbs with deposit).

120 White Avenue
Luxurious vacation rental - a dreamy pick for weddings or any other celebration in paradise. (4) Bedrooms, (2) Bath, accommodates up to (14) people: 1 King, 2 Queen, 4 Twin, 3 air mattresses. Private heated pool with waterfall, free wireless, pet friendly (with deposit), less than two blocks to the beach.

Sandy Point Unit 206
Lovely two bedroom, two bath Island holiday condo in Sandy Pointe condominiums. The condo backs up to a 30+ acre reserve!

North Beach Village Unit 58
This elevated 3 bedroom and 3 bath townhome at 6250 Holmes Blvd in desirable North Beach Village of Holmes Beach one block to the pristine Gulf beaches of Anna Maria

Palm Gables - 106 36th St
All the comfort and amenities of home, with all the decadence of a hotel at this charming luxury rental in Anna Maria City.  (3) Bedroom, (2) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 2 Twin. Free wireless, sorry no pets allowed, less than two blocks from the beach.

North Beach Village Unit 55
It's so much better than hotel living at the North Beach Village condominium complex - and you'll even find a beach wagon and toys for you to use. (2) Bedroom, (2) Bathroom, accomodates up to (7) people: 1 King, 1 Double, 1 Twin. Heated pool, free wireless, pet friendly (up to 25lbs, with deposit).

Plum Cottage 324 64th St
Enjoy plenty of island flavors as you’ll be close to some of our favorite local dining, shopping, and water activities while staying at this quaint vacation cottage. (3) Bedroom, (2) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 2 Twins. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

4808A Gulf Drive
** One of the BEST priced 3 bedroom pool homes in Holmes Beach. 20% off new reservations within 30 days of arrival! **

(3) Bedroom, (2.5) Bath, accomodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Port-a-Crib. Private heated pool, free wireless, pets welcome (with deposit), less than two blocks to the beach.


Dolphin Watch - 12108 Gulf Dr
You will be within walking distance of the famous Sandbar Restaurant, but get your order to go so you can enjoy one of the best tables on the island right outside your back door. (2) Bedrooms, (1) Bath, accommodates up to (6) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Free wireless, pet friendly (with deposit), less than two blocks to the beach.

Runaway Bay Unit 279
A week at the fabulous Runaway Bay Condominiums complex will put you just a flip flops' stroll to the pristine Gulf of Mexico beaches that make Anna Maria Island proud. (1) Bedroom, (1) Bathroom, accomodates up to (4) people: 1 King, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

Beach Retreat-208A 72nd St
Everything you wanted and more - video and board games, beach cart and coolers, even an elevator - all at this beautifully decorated vacation paradise in Holmes Beach, FL.  (4) Bedroom, (2.5) Baths, accommodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. Heated private pool, free wireless, a block and a half from the beach.

Heron Heaven-5613 Gulf
You'll love this Frank Lloyd Wright style vacation home with sensational sunset views from a large, elevated deck in Holmes Beach, FL. (2) Bedroom, (2) Bath, accommodates up to (6) people. 1 Queen, 2 Twin, 1 Sleeper Sofa. Free wireless, sorry no pets allowed, less than two blocks to the beach.

Safari Suite - 1105 Gulf Dr S
A vibrant vacation condo such as Safari Suite comes around once in a lifetime! See for yourself with a week of island life in Bradenton Beach, FL. (1) Bedroom, (1) Bathroom, accomodates up to (4) people; 1 King, 1 Sleeper Sofa. Pet friendly (with deposit), less than two blocks to the beach.

North Beach Village Unit 72
It's so much better than hotel living at the North Beach Village condominium complex - this townhome features a recently added 45" flat screen in the living room. (3) Bedroom, (2.5) Bathroom, accomodates up to (6) people: 1 Queen, 4 Twins. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

Harmony House-779 Jacaranda Rd
Trust us, after a week of harmony at this vacation house, you'll wish that you could call it home!  (3) Bedrooms, (2) Bathroom, accomodates up to (8) people: 1 King, 1 Full, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

Sun Ray - 305B 65th St
This vacation duplex is a warm, welcoming spot for your next holiday in Holmes Beach. Rent one or both sides and soak up the Florida sunshine with your whole family. (2) Bedroom, (2) Bathroom, accomodates up to (4) people: 1 Queen, 2 Twin. Private heated pool, free wireless, sorry no pets allowed.

La Casa Barnes
Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costeria. And the reason is blissfully simple – because they’re the crème de la crème. (2) Bedroom + den, (2.5) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 1 Futon. Heated pool with spa, free wireless, sorry no pets allowed, gulf front location.

Turtle Nest - 305A 65th St
Cozy and oh-so-comfy vacation rental across the street from the world-famous white sand beaches of Anna Maria Island and the Florida gulfcoast. (2) Bedroom, (2) Bath, accomodates to (4) people: 1 Queen, 2 Twin. Private heated pool, free wireless, sorry no pets allowed. 

Minnie Retreat-6301B Holmes Bv
Get yourself on island time with a holiday at this three story, key lime colored vacation rental. (3) Bedroom, (2.5) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. Private heated pool, free wireless,  less than two blocks to the beach.

Blue Lagoon 1 - Coquina
Cozy vacation cottage perfect for honeymooners in Holmes Beach, FL. Our sunsets are the most romantic around! (1) Bedroom, (1.5) Bath, accomodates up to (4) people: 1 King, 1 Sleeper Sofa. Heated pool, free wireless, pet friendly (with deposit), less than two blocks to the beach.

4002 6th Avenue
Whoever said “you can’t have it all” never spent a week at this Mediterranean style single family home in Holmes Beach, FL.  (3) Bedrooms, (3) Bath, accomodates up to (6) people: 2 Queen, 2 Twins. Private heated pool, free wireless, just one block to the beach.

Blue Heron Beach House
Hop to it!  SPECIAL  - Easter week now just $3600!

This adorable vacation cottage is decorated in that Old Florida style that will have you falling in love at first sunset. (4) Bedroom, (2) Bath, accomodates (10) people: 2 King, 2 Twin, 1 Bunk Bed, 1 Sleeper Sofa. Private pool, free wireless,  less than two blocks from the beach.


West Bay Cove 214
Charming and spotless condo located at West Bay Cove - one of the most popular spots for a quiet Anna Maria Island vacation. (1) Bedroom, (1) Bath, accomodates to (4) people: 1 Queen, 1 Queen Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed. 

The Palms - 810 NShore Dr
This well constructed, well cared for extra large Anna Maria City holiday home boasts beach access to Bean Point!  (5) Bedrooms, (3.5) Bath, accommodates up to (10) people: 1 King, 3 Queen, 2 Twins. Free wireless, sorry no pets allowed, just a short walk across the street to Bean Point!   

Beachy Villa Vista-116 45th
Hop to it!  SPECIAL  - Easter week now just $5900!

Welcome to Beachy Villa Vista! Gulf Peeks from this New Luxury Home located at 116 45th Street, Holmes Beach, Anna Maria Island, FL-- (5) Bed: (4.5) Bath: Accommodates up to 12 people and Pet Friendly.


Hidden Cove Unit 1
Escape away to paradise in the Hidden Cove vacation condominiums, one of the most popular spots for your Anna Maria Island holiday.  (2) Bedrooms, (2.5) Bathroom, accomodates up to (4) people: 1 King, 2 Twins. Heated pool, free wireless, sorry no pets allowed, gulf front location.

Hidden Cove Unit 3
Escape away to paradise in the Hidden Cove vacation condominiums, one of the most popular spots for your Anna Maria Island holiday.  (2) Bedrooms, (2.5) Bathroom, accomodates up to (4) people: 1 King, 2 Twins. Pool, free wireless, sorry no pets allowed, gulf front location.

Casa Varadero-619 Gladstone
Welcome to Casa Varadero a new ground level vacation rental home on Anna Maria Island in the quiet upscale neighborhood of Key Royale.This canal front home is OVER the

Sandy's Getaway-122 Peppertree
Enjoy the lesiurely pace of Old Florida with a week of holiday at this charming vacation duplex in Anna Maria City, FL. (3) Bedroom, (2) Bathroom, accomodates up to (9) people: 1 Queen, 1 Twin, 1 Trundle Bed, 2 Sleeper Sofa. Free wireless, pet friendly (dogs only, with deposit), less than two blocks to the beach.

La Vie en Rose 616 Rose St
Welcome to "La Vie en Rose"" located at 616 Rose Street on the northern end of beautiful Anna Maria Island. This lovely three bedroom and two bath vacation rental with heated pool 

Bay View Terrace 40
Stay close to the bay, beaches, and Bayfront Park at this vacation condo in the heart of Bradenton Beach, FL.  (2) Bedroom, (1.5) Bath, accommodates up to (4) people: 1 King, 1 Sleeper Sofa. Heated pool, sorry no pets allowed, less than two blocks from the beach.

Palm Isle 3206
Everyone wants to spend their Anna Maria Island vacations at Palm Isle Village. See what all the excitement is about for yourself - you won't be disappointed! (2) Bedroom, (1) Bathroom, accomodates up to (6) people: 1 King, 1 Bunk Bed, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, Gulf View.

Water's Edge 209 South
If you're looking for a charming vacation rental to spend your next visit to Anna Maria Island, you might just be looking for something in the Water's Edge condominium complex. You'll be right in the heart of Holmes Beach! (2) Bedroom, (2) Bath, accomodates to (4) people: 1 King, 1 Queen. Heated pool, free wireless, sorry no pets allowed, gulf front location. 

Fountain Head 2
Gone Coastal is located at the Fountainhead Condo Complex and just a few steps from the beautiful beaches and azure blue water of the Gulf of Mexico.

Beach Blanket Bungalow-206Lake
Welcome to  206 LakeView Drive located on the northern end of beautiful Anna Maria Island. This private and lovely three bedroom and 2  bath vacation rental

Old Bridge Village
** Vacation in style at new LOWER RATES!  SPECIAL - $2500 for 2 weeks **

 

Glamour meets good times when you spend a week of holiday at this Bradenton Beach vacation home. (2) Bedroom, (2.5) Bathroom, accomodates up to (6) people: 1 King, 1 Double, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks from the beach.
 


Blue Lagoon 4 - Loggerhead
Spacious, sunny vacation villa with room for the whole family in Holmes Beach, FL. (3) Bedrooms, (3.5) Bath, accommodates up to (6) people: 2 King, 1 Queen. Heated pool, free wireless, pet friendly (with deposit), less than two blocks to the beach.

Gulf Breeze-203E 69th St
Hop to it!  SPECIAL  - Easter week now just $5900!

You'll never forget the views from this luxury vacation rental - a sweeping vista of the Gulf of Mexico and its shimmering quartz sand beaches. It will be love at first sunset! (6) Bedrooms, (4.5) Bath, accomodates up to (16) people: 3 King, 1 Queen, 2 Twins, 1 Full, 2 Sleeper Sofa. Private heated pool with spa, free wireless, pet friendly (with a deposit), less than two blocks to the beach.


Star Fish Cottage-209 Palm Ave
Starfish Beach is the perfect location offering guests multiple choices. There are two bedroom cottages, all ground level with a large heated pool as the centerpiece. With a total of 6 bedrooms available, Starfish Beach can accommodate as much as 16 guests or as few as just the 2 of you.

Sandy Pants - 133 White Ave
The only thing that makes a week in paradise better is if you're spending it in the sort of laidback luxury found at this vacation rental called Sandy Pants. (2) Bedroom, (1.5) Bathroom, accomodates up to (5) people; 1 King, 1 Twin, 1 Double, 1 Sleeper Sofa. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

Starfish Beach Unit 2
Starfish Beach are one of Anna Maria Island's most coveted condominium complexes. From the moment you arrive, you’ll feel like this vacation cottage is an oasis all your own. (2) Bedroom, (2) Bathroom, accomodates up to (4) people: 2 Queen. Heated pool, pet friendly (with deposit).

Villa de la Playa-3603A 4th
** SPECIAL: 10% DISCOUNT ON ALL BOOKINGS MADE WITHIN 45 DAYS OF ARRIVAL **

 

 

The whole family can get away from it all on the top floor of this condo building located less than two blocks from the Gulf of Mexico beaches. (2) Bedroom, (1) Bath, accomodates to (6) people: 1 King, 2 Queen. Private heated pool, free wireless, pet friendly (dogs only, with deposit), less than two blocks to the beach. 


131 West White Avenue
Vacation duplex on a street known nationally for the best surfing on Anna Maria Island in Holmes Beach, FL. (3) Bedrooms, (2.5) Bath, accommodates up to (9) people: 2 King,  2 Twin Bunk Beds, 1 Trundle Bed, 1 Air Mattress. Shared heated pool, free wireless, pet friendly (with deposit), less than two blocks to the beach.

Peony House-405 Spring Ave
Brand new construction in 2011.Peony House in Anna Maria City is an elevated vacation home with that same bright and inviting quality as the blossom it's named for! (4) bedrooms, (3) bathrooms, accomodates up to (10) guests: 1 King, 1 Queen, 2 Twins, 1 Full. Free wireless, sorry no pets allowed.

5200 Gulf Dr Unit 401S
Enjoy a magical sunset in this well maintained Gulf of Mexico DIRECT beachfront Condo... Perfect get away condo. The large heated pool and nestled right in the sands of

Bermuda Bay Club 12 - 1461
Enjoy sunset on a wooden walkway that spreads out right into the water. (3) Bedroom, (2.5) Bath, accomodates (8) people: 1 King, 4 Twin, 1 Sleeper Sofa. Heated pool with spa, free wireless, sorry no pets allowed, less than two blocks from the beach.

Palm Isle 3205
Everyone wants to spend their Anna Maria Island vacations at Palm Isle Village. See what all the excitement is about for yourself - you won't be disappointed! (1) Bedroom, (1) Bathroom, accomodates up to (2) people: 1 King, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, Gulf View.

Bungawillow - 116 Willow
This vacation cottage has everything you will need for a relaxing holiday, including a short walk to the famously pristine and powder-soft sands of Anna Maria City, FL.  (1) Bedrooms, (1) Bath, accommodates up to (4) people: 1 Queen, 1 Sleeper Sofa. Free wireless, sorry no pets allowed, West of Gulf Drive!

Anna Maria AHHHH
Send all your cares drifting by enjoying spectacular views of the sea and sunsets from this vacation condo in Bradenton Beach, FL. (2) Bedroom, (2) Bath, accomodates (4-6) people: 1 King, 1 Queen, 1 Twin, 1 Sleeper Sofa. Heated pool with spa, free wireless, sorry no pets allowed, Direct Gulf Front.

Dragonfly Breeze - 140 50th St
A week at the fabulous Dragonfly Breeze and you'll feel like an Anna Maria Island native - you're right in the beating heart of our community. (3) Bedroom, (2) Bathroom, accommodates up to (6) people: 1 King, 2 Queen. Private heated salt water pool, free wireless, sorry no pets allowed, less than two blocks from the beach.

Shell House -215 Fir Ave
Let yourself be charmed by the Old Florida style and state of mind at this ground level vacation home. Heated lagoon style pool.(2) Bedrooms, (2) Bathrooms, accomodates up to (4) guests. 1 King, 2 Twins. Free wireless, pets welcome (with deposit), less than two blocks from the beach.

SeaBreeze Sands-202 38th
** Enjoy 20% off a new reservation made within 30 days of arrival!  Ask for the "Last Minute Special"!!  **

Seabreeze Sands offers over 2500 sq ft of Anna Maria Island style luxury - you'll never want to go back to hotel living again. (3) Bedroom, (3.5) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 2 Twins. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.
 


202 78th Street
All your vacation dreams are ready to come true at this elevated vacation home. (2) Bedrooms plus loft, (2) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twin, 1 Futon. Free wireless, pet friendly (25lbs or less with deposit), less than two blocks from the beach.

Rest a Shore - 838 South Bay
This effervescent luxury rental is a balance of modern comfort and casual beach living, and it all sits against an endless backdrop of the bay and pool deck. (4) Bedroom, (3.5) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 4 Twins. Private heated pool with spa, free wireless, sorry no pets allowed, bay front location.

Tiffany Place 213
Don't miss a single sunset from your balcony at this gulf front vacation condo in Holmes Beach, FL.  (2) Bedroom, (2) Bath, accomodates up to (6) people: 1 King, 2 Twin, 1 Bunk Bed. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

Sea Grape Lane - 103 Seagrape
Vintage vacation cottage tucked away for privacy under the shade of actual sea grapes and directly on the Gulf of Mexico. (2) Bedroom, (1) Bathroom, accomodates up to (6) people: 1 King, 1 Queen,1 Twin, 1 Trundle. Free wireless, sorry no pets allowed, gulf front location.

La Casa Leann
Some of the most popular vacation rentals on Anna Maria Island can be found at La Casa Costeria. And the reason is blissfully simple – because they’re the crème de la crème. (3) Bedroom, (2.5) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 2 Twin, 1 Air Mattress. Heated pool with spa, free wireless, sorry no pets allowed, gulf front location.

Sea's the Day - 207 Coconut
A soothing vacation cottage like the one at 207 Coconut will make you forget all about hotel living. (2) Bedroom, (2) Bathroom, accomodates up to (7) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Private heated pool, free wireless, pet friendly, washer-n-dryer (with deposit), less than two blocks to the beach.
 

6407A Gulf Drive, Downstairs
You will feel right at home in this fabulous ground floor beach rental that is newly renovated in Holmes Beach, FL. (2) Bedroom, (2) Bathroom, accommodates up to (5) people: 1 King, 2 Twin, 1 Air Mattress. Heated pool, free wireless, sorry no pets allowed, less than two blocks from the beach.

All Decked Out-509 SoBay Blvd
Welcome to 509 South Bay Blvd right across from the bayside beach and a short stroll to Pine Ave shopping and dining. This tastefully updated elevated home is ideal for a family looking for a larger home with private pool yet both beach and bay access.

LaRaya-801 Jacaranda
801 Jacaranda located just two blocks from Bean Point on beautiful Anna Maria Island, FL. This recently totally remodeled home offers designer features throughout and

Water's Edge 106 North
There are seven miles of pristine, powder soft sands on Anna Maria Island and you can spend a week on them with a holiday to Water's Edge Condominiums. (2) Bedroom, (1.5) Bathroom, accomodates up to (6) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, gulf front location.

L'Plage 6430
Hop to it!  SPECIAL  - Easter week now just $4200!

LaPlage Condos is one of the few complexes on Anna Maria Island that boasts a beach front heated pool - spend a week of holiday soaking up the sunshine around it! (4) Bedroom, (4) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. Heated pool with spa, free wireless, sorry no pets allowed, gulf front complex yet this unit has limited views.


Casa Calienta-217 Pine Ave
For the vacationers with impeccable and luxurious tastes, we suggest a week of sand and suntans at this Bradenton Beach rental home. (2) Bedroom, (2) Bathroom, accomodates up to (6) people: 1 King, 1 Twin, 1 Sleeper Sofa, 1 Trundle Bed. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

620 Rose Street
Charming vacation cottage with a shady oasis for you to enjoy in the backyard -- (3) Bedroom, (2) Bathroom, accommodates up to (7) people: 2 Queens and 2 Twins, 1 Futon. Free wireless, sorry no pets allowed. 

Playa Casanas Family
Perfect for multifamily vacations, rent one or both sides of this vacation rental duplex directly on the sparkling white, quartz sands of Holmes Beach, FL. (4) Bedroom, (2) Bathroom, accomodates up to (8 - 10) people: 2 Queen, 4 Twins, 2 Sleeper Sofa. Free wireless, sorry no pets allowed, gulf front location.

Starfish Beach Unit 1
Kingfisher Cottage at Starfish Beach isn’t just a place to stay – it’s your means to a truly tranquil state of mind. (2) Bedroom, (2) Bathroom, accomodates up to (6) people: 2 Queen, 1 Sleeper Sofa. Heated pool, free wireless, pet friendly (with deposit)
 

Fountainhead 5
Vacation rental at Fountainhead Condominiums just steps from the Gulf of Mexico's azure waters and white sand beaches. (2) Bedrooms, (2) Bath, accomodates up to (6) people: 1 Queen, 2 Twins, 1 Sleeper Sofa. Heated pool, free wireless, pet friendly (with deposit), less than two blocks to the beach.

PBC 944 Sandpiper
Come to paradise and stay with us in our Perico Bay Club unit located at 944 Sandpiper Circle, Bradenton, FL Enjoy the peaceful surroundings from your screened lanai

Coral Reef - 215 64th St
Hop to it!  SPECIAL  - Easter week now just $3800!

Spacious, private vacation home that offers peeks of the gulf and backyard tiki bar in Holmes Beach, FL. (5) Bedroom, (3.5) Bath, accommodates up to (10) people: 2 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. Private heated pool, free wireless, pet friendly (with deposit), less than two blocks to the beach.


Starfish Beach Unit 3
Star Fish Beach 3 - Anna Maria Island's premier upscale development offers this vacation rental condo for the discriminating vacationer only. Starfish Beach are one of Anna Maria Island's most coveted condominium complexes. From the moment you arrive, you’ll feel like this vacation cottage is an oasis all your own. (2) Bedroom, (2) Bathroom, accomodates up to (4) people: 2 Queen. Heated pool, pet friendly (with deposit).

Tarpon Key-308 55th St
You'll never forget the peeks of the gulf and sunset vistas from your balcony at this Holmes Beach vacation rental. (3) Bedroom, (2.5) Bathroom, accomodates up to (6) people; 2 Queen, 2 Twin. Free wireless, sorry no pets allowed.

Windshore-206 B 73rd St
Easter Week 2014 Special Price of $1,750.00 (no other discounts would apply)
 

 

Windshore is an ALL NEW beautifully renovated duplex only a SHORT walk to the beach. This property showcases designer quality furnishings and is fully equipped.


Playa Casanas North-3222 Gulf
Perfect for multifamily vacations, rent one or both sides of this vacation rental duplex directly on the sparkling white, quartz sands of Holmes Beach, FL. (2) Bedroom, (1) Bathroom, accomodates up to (4-6) people: 1 Queen, 2 Twins, 1 Sleeper Sofa. Free wireless, sorry no pets allowed, gulf front location.

316 Hardin Ave
This updated island vacation rental duplex is a short stroll to the Gulf of Mexico and perfect for multi family traveling to Holmes Beach, FL. (3) Bedroom, (2) Bath, accommodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. Free wireless, pet friendly (with deposit).

Sandy Point Unit 207
Sandy Pointe offers vacation condominiums with spectacular views of Tampa Bay's Intercoastal Waterway. (2) Bedroom, (2) Bathroom, accomodates up to (4) people; 1 Queen, 2 Twin. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

306 B 56th St
This multi level vacation home offers casual but upscale comfort in Anna Maria City, FL. (3) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. Privated heated pool, sorry no pets allowed, less than two blocks to the beach.

Captains House-208 Haverkos
The Captains House welcomes you to 208 Haverkos Ct, Holmes Beach; FL. Living at the beach is like living anywhere else except it's BETTER in almost every way imaginable!

Fun In The Sun - 302 62nd St
This private vacation rental in Holmes Beach will allow you to reconnect with family or friends, providing memories that will last a lifetime. (3) Bedrooms, (2) Bath, accomodates up to (6) people: 1 King, 1 Queen, 2 Twins. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

Blue Lagoon 5 - Sandpiper
Blue Lagoon has one of the most charming community pools around - you're sure to make new friends next to waterfall or under the shade of a tiki hut. (2) Bedrooms, (2) Bathrooms, accomodates up to (6) people: 1 King, 2 Twins, 1 Sleeper Sofa. Heated pool, free wireless, pets welcome (with deposit), less than two blocks to the beach.

Garden Cottage-420 Spring Ave
Mellow out for a week among the greenery in your private backyard at 420 Spring Ave, known as Garden Cottage in Anna Maria City, FL. (2) Bedrooms, (2) Bath, accomodates up to (6) people: 1 Queen, 2 Full. Free wireless, pet friendly (up tp 25lbs, with deposit).

516 68th St
Lounge the day away by the caged pool and soak up some sun at this updated vacation house in Holmes Beach, FL.  (4) Bedroom, (4) Bath, accomodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Trundle Bed. Private pool , free wireless, pets welcome (up to 25 lbs with deposit).  NOTE:  This home welcomes vacations with a month & bi-weekly minimum stay.

Casa Campoamor 11107 Gulf Dr.
Steps to the beach - "Old Florida" beach cottage located at 11107 Gulf Drive, Anna Maria, Anna Maria Island, FL -- (3) Bed: (2 ) Bath: Accommodates up to (6)

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