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. 

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.

** FALL SPECIAL - $1,000 per week plus fees Sept, Oct, Nov and Dec (holiday weeks excluded)((no other discounts apply)) ** 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.

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

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.

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.

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.

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.

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.

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.

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.

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.

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.  

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.

** 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.

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

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.

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.  

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

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).

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.   **Please note: Pool heat is an additional $150 per week.  Please ask to add this feature at time of reservation **

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.

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.  

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. 

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.

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!

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.

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.

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.

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.

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.

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.

** Only ONE week left open all summer - June 15th! Grab it while you can and enjoy a 20% off Last Minute Special **   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.

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.

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.

** SPECIAL - Brand NEW island duplex less than two blocks to the beach! ** Key Lime Cottage WEST, 3 bedroom 2 bath NEW duplex with private heated pool.  Sleeps up to 6. 

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.

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).

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.

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

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.  

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.

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.

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.

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.

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.

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.

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.

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.

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. 

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.

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.  

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.

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

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.

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.

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.

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

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.

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.

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.

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. 

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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

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.

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.  

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.

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).

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

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).

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.

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.

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.

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

** 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.  

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.

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).

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. 

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.

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.

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.

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.

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.

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.

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.

** 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.

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. 

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.

** 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.

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.

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).

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. 

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.

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.

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. 

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.

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.

** 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.

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.

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.

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.

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.

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).

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.

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.

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

** Fantastic Value - Flexible Arrival Dates - Last Minute Discounts ** 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.

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

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.

** Summer Special - Rent one week, get the second week for FREE! Vacation 14 nights for the price of 7 **  For stays now through August 31, 2013! 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.  

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.

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).

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.

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.

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.

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.

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.

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

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.

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.

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.

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.

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. 

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.

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.  

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).

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.

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.  

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).

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).

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.

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.

** 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.

** 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.

** 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. 

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.

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.

** SPECIAL - Brand NEW island duplex less than two blocks to the beach! ** Key Lime Cottage EAST, 3 bedroom 2 bath NEW duplex with private heated pool.  Sleeps up to 6.