View All Beach Home 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!

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.

215 Fir Ave

Let yourself be charmed by the Old Florida style and state of mind at this ground level vacation home. (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.

Allegria by the Sea

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

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.

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.

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 (heat extra), free wireless, pets welcome (up to 25 lbs with deposit).

4002 6th Avenue

Whoever said “you can’t have it all” never spent a week at this Mediterranean style townhouse in Holmes Beach, FL. (3) Bedrooms, (3) Bath, accomodates up to (6) people: 2 Queen, 2 Twins. Private heated pool, free wireless, less than two blocks from 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.

Jackie's Cottage-209 N Harbor

** ROLL BACK PRICES! BOOK NOW AND ENJOY SOME WEEKLY RATES UP TO $400 OFF PREVIOUS SEASONS ** 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.

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.

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).

West Wind - 303A 61st St

SPECIAL - Memorial Week, $1950 Rental fee for the week - that's 20% off!

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.

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.

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.

Plum Cottage 324

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 (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.

Blue Parrot-504 Key Royale Dr

There's nothing but sweet dreams and serenity in this Key West style vacation home on Anna Maria Island, FL. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King, 2 Twin, 1 Sleeper Sofa. Free wireless, sorry no pets allowed.

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! It is this reserve that makes this vacation

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.

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.

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.

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.

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), gulf front location.

413 63rd Street

A vacation villa that feels like home with fabulous community amenities in Holmes Beach, FL. (2) Bedroom, (2) Bath, accomodates up to (4) people: 2 Queen. Free wireless.

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.

203 Periwinkle Plaza

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.

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.

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.

Gulf Winds-303Aand303B 61st St

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 (22) people: 3 King, 3 Queen, 6 Twin, 2 Sleeper Sofa. Private heated pools, free wireless, sorry no pets allowed, less than two blocks to the beach.

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.

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.

Blue Heron Beach House

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, pets welcome (wtih deposit), less than two blocks from the beach.

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.

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.

5613 Gulf Drive

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.

L'Plage 6430 gate code 08642

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 location.

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.

Old Bridge Village

Vacation in style at new LOWER RATES! SPECIAL - $2500 for 2 week

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.

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.

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 (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Private heated pool, free wireless, pets welcome (dogs only, up to 25lbs with deposit).

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).

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

Sandy Beach-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.

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, pet friendly (with deposit), less than two blocks to the beach.

Casa Del Sol - 310 Clark Lane

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.

Runaway Bay Unit 234

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 Queen, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

Palm Isle 3201

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: 1 King, 1 Queen, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks from the beach.

Lucky Dux

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

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.

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.

Palm Isle 3203

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: 1 King, 1 Queen, 1 Sleeper Sofa, 1 Air Mattress. Heated pool, free wireless, sorry no pets allowed, less than two blocks from the beach.

958 Sandpiper Circle

Visit this vacation condo at Perico Bay Club and enjoy tranquil nature walks plus a convenient location two miles from the beaches in Bradenton, FL. (2) Bedroom, (2) Bath, accommodates up to (4) people: 1 King, 2 Twins. Heated pool, sorry no pets allowed.

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).

Plum Cottage 322

Any open weeks left in May 2013 just $750 each! Ask for this Last Minute Deal when calling to book!

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.

Island Oasis - 111 81st St

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.

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.

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.

Bay View Terrace 35

Breathtaking bay views and a barely noticeable walk to the beaches at this vacation condo in Bradenton Beach, FL. (1) Bedroom, (1) Bath, accommodates up to (4) people: 1 King, 1 Sleeper Sofa. Heated pool, sorry no pets allowed, less than two blocks from the beach.

Water's Edge 109 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 (4) people: 1 King, 2 Twin. Heated pool, free wireless, sorry no pets allowed, gulf front location.

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.

Sea Pirate Unit 2

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.

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.

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.

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.

Palm Isle 3205

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! (1) Bedroom, (1) Bathroom, accomodates up to (2) people: 1 King, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks from 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.

Safari Suite - 1105 Gulf Dr S

An elegant and vibrant vacation condo such as Safari Suite comes around once in a lifetime! See for yourself with a week of luxurious 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.

4808A Gulf Drive

One of the BEST priced 4 bedroom pool homes in Holmes Beach. 20% off new reservations within 30 days of arrival! (4) Bedroom, (2.5) Bath, accomodates up to (8) people: 1 King, 2 Queen, 2 Twin, 1 Port-a-Crib. Private heated pool, free wireless, pets welcome (with deposit), less than two blocks to the beach.

Casa Campoamor

Recently acquired rental property. More details to come. Call for more information.

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.

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.

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.

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.

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.

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. Free wireless, sorry no pets allowed, less than two blocks from 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.

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.

Direct Gulf Front - 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.

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.

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.

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), gulf front location.

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.

124 50th AMI Beach House

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.

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.

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.

Vista Grande 2

The best of everything can be found at this holiday townhouse rental - including some of the most breathtaking gulf views you could hope to find on Anna Maria Island. (3) Bedroom, (3) Bath, accomodates to (8) people: 1 King, 1 Queen, 2 Twin, 2 Air Mattress. Heated pool, free wireless, sorry no pets allowed, gulf front location.

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.

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.

Tortuga 2

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.

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.

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.

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 (8) people: 1 King, 1 Queen, 2 Twin, 2 Air Mattress. Heated pool, free wireless, sorry no pets allowed, gulf front location.

2916 Avenue E

Get MORE, pay LESS! All the space of a 4 bedroom private pool home at the price of an average 3 bedroom - PLUS 20% off new reservations within 30 days of arrival! 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 (12) people: 1 King, 2 Queen, 2 Twin, 1 Sleeper Sofa, 2 Air Mattresses. 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.

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.

Bowman Beach House-2812 Ave B

This vacation rental home offers a lovely getaway - you will love the large screened in lanai on Holmes Beach, FL. 2) Bedrooms, (2) Bath, accommodates up to (6) people: 2 Queen, 1 Sleeper Sofa. Private heated pool with spa, free wireless, pets welcome (up to 25lbs, with deposit).

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.

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.

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.

Coral Reef - 215 64th St

Attention Early Bird planners: April and May 2013 SPECIAL - just $2200 per week!

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.

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.

204 73rd St

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 Island. All

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.

Mangrove Cottage

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.

Sunfish - 102 55th Str

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.

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.

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.

Tina's Piece of Paradise

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.

Beach House Resort 4

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), less than two blocks to the beach.

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

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.

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

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.

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).

Palm Isle 3210

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! (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 from the beach.

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).

Rooftop Sunsets

The crown jewel of this condominium is the private rooftop deck equipped with lounge chairs for your private sunbathing and relaxation. Be sure to remember the SPF30. (2) Bedroom, (2) Bathroom, accomodates up to (6) people: 1 King, 1 Full, 1 Twin, 2 Sleeper Chairs. Heated pool, free wireless, sorry no pets allowed, gulf front location.

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, less than two blocks from 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.

Beach View 4

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.

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, less than two blocks from the beach.

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.

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.

944 Sandpiper Circle

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

La Casa Davis

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.

Runaway Bay Unit 232

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 (3) people: 1 King, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

Gulf Breeze-203E 69th St

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.

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 Air Mattress. 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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

Island Dawn - 311 66th St

Sleep until noon or rise with the golden Florida sun; either way you'll have nothing but sweet dreams for a week at this Holmes Beach vacation rental. (3) Bedrooms, (3) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless, pet friendly (with deposit).

Villa de la Playa-3603 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.

Sunset Beach Unit 106

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.

202-204 73rd St

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

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.

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, less than two blocks from the beach.

Playa Casanas South-3222 Gulf

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).

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.

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.

Sunset Villa 3

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, sorry no pets allowed, gulf front location.

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.

Coral Escape - 132 50th St

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.

Misty Beach-5802 Imperiore Ave

Dig your toes into island life by taking your family holiday to this vacation villa in Homes Beach, FL. (3) 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.

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).

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.

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.

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.

Palm Isle 3206

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, (1) Bathroom, accomodates up to (6) people: 1 King, 1 Bunk Bed, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks from 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.

202 73rd St

202 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 Island. All

Sandy Point Unit 210

This holiday condo at Sandy Pointe unit overlooks a peaceful nature perserve and offers views of the Tampa Intercoastal Waterway. (2) Bedroom, (2) Bathroom, accomodates up to (6) people; 1 King, 1 Queen, 1 Sleeper Sofa. Heated pool, pets welcome (up to 15 lbs, with deposit), 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.

Casa di Rose

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.

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

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.

Almost Gulf Front

Special! 20% off Last Minute Bookings within 30 days of arrival!! 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.

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.

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.

Pina Colada

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

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, less than two blocks from the beach.

Livin'on the Water's Edge 106N

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.

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.

619 Rose Street

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.

Sweet Retreat Cottage

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.

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).

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.

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), gulf front location.

Palm Isle 3215

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! (12) Bedroom, (1.5) Bathroom, accomodates up to (4) people: 1 King, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks from the beach.

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.

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).

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.

504 69th Street

Bring the whole family, including your boat to this updated vacation home with dock access in Holmes Beach, FL. If you book with Island Real Estate, ask us for our boat rental special only available to OUR guests! (3) Bedroom, (2) Bath, accomodates between (6-8) guests. 1 Queen, 1 Full, 2 Twin, 1 Sleeper Sofa. Private non-heated pool, sorry no pets allowed.

Turtle Cove East

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.

Cayman Cay Unit 203

Vacation condo with brand new Tommy Bahama style furnishings. (2) Bedroom, (2) Bathroom, accomodates up to (6) people: 1 King, 2 Twins, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

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.

Sea Glass - 126A 51st St

This vacation rental offer 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.

Palm Cay Unit 8

Second floor vacation condo with peeks of the Gulf of Mexico from your front porch! (3) Bedroom, (2) 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.

Honeywood House-213 70th St

Life is sweeter when you're spending a week at Honeywood House 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 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.

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).

Sunset-Hideway

Charming vacation duplex with that Old Florida sensibility is just waiting for your next Holmes Beach holiday. (4) Bedrooms, (4) Bath, accommodates up to (12) people: 1 King, 4 Twins, 2 Sleeper Sofa. Private heated pool, free wireless, sorry no pets allowed.

108 8th Street South

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.

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.

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.

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.

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.

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.

Blue Wave Villas-207W 75th St

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.

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.

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.

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!

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.

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.

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, less than two blocks to the beach.

Beach View 5

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.

120 Maple Avenue

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.

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, 1 Sleeper. Private pool with spa (heat in spa only), free wireless internet, sorry no pets allowed, 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.

Paradise Retreat-308W 58th St

Paradise Retreat 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.

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

Palm Isle 3208

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, (1) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks from the beach.

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.

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.

Palm Isle 3204

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, (1) Bathroom, accomodates up to (6) people: 1 Queen, 1 Bunk Bed, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks from the beach.

The Palms - 810 NShore Dr

This well constructed, well cared for Anna Maria City holiday home boasts peeks at the Gulf of Mexico and its famously colorful sunsets. (5) Bedrooms, (3.5) Bath, accommodates up to (10) people: 1 King, 3 Queen, 2 Twins. Free wireless, sorry no pets allowed, 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.

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 30 days or longer.

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.

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.

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.

Palm Isle 3211

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! (1) Bedroom, (1.5) Bathroom, accomodates up to (2) people: 1 King, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks from the beach.

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.

Sea Shell and 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.

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.

SeaBreeze Sands

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.

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.

East Wind - 303B 61st St

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 (10) people: 1 King, 2 Queen, 2 Twin, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.

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.

106 52nd Street

Elevated vacation home with a spectacular view of the sea. (3) Bedrooms, (2) Bathrooms, accomodates up to (6) guests. 1 King, 1 Queen, 2 Twins. Free wireless, sorry no pets allowed, less than two blocks from the beach.

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.

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).

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.

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.

StarFish Beach Cottages

** VACATION YOUR WAY - these properties offers flexible ARRIVAL AND DEPARTURE dates ** Photos shown are a sample of the cottages available. 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.

Runaway Bay Unit 176

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. (2) Bedroom, (2) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.