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Anna Maria Island Villas

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    Travellers to Anna Maria Island are booking July dates now. Secure your holiday rental today, and have the perfect trip.
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    Our one bedroom, one bath, first floor condo has no steps with convenient parking right outside our front door. It has festive island decorating. New carpeting, new flat screen TV and new furniture through out. It has a full size new washer and dryer. Fully equipped kitchen with all the...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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     3 Bedroom, 2.5 Bath (Sleeps 6) - “North Beach Village” 6250 Holmes Boulevard unit 72 in Holmes Beach. Relax in casual luxury and comfort at North Beach Village unit 72 Gulf Dream! This Anna Maria Island vacation rental home has everything you need for the perfect getaway with up to six...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Island Time 309 62nd St ~ RA755071 / 23
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Welcome to your very own private island resort: You’ll find everything you need for the perfect Anna Maria Island vacation when you stay at “Island Time”! Just a short walk to the beach, this gorgeous home accommodates up to eight guests with three bedrooms and two bathrooms. From the West...
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    Holmes Beach, Anna Maria Island 34209
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    611 Gladstone - Private home 4 Bedroom / 3 Bath with private pool , maximum occupancy of 6 people. This very spacious four bedroom and three bath home is located in the quiet yet very popular Key Royale community. Just a short stroll to the beach, shopping, restaurants or the library. It features...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Anna Maria Island vacation rental home “Cozy Cottage” is the perfect place to reconnect with friends and family while making life lasting memories by the beach. This stunning four star vacation rental home offers everything to accommodate six guests comfortably with three bedrooms and three...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Updated 2 bedroom townhouse condo in Bradenton Beach with an unobstructed view of the Gulf of Mexico. Grab your beach chairs, umbrella, cooler and towels (provided) cross Gulf Drive and you're on the beach in a minute. If your enjoy fishing, the pier extending out into the Gulf is a great place to...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    3 Bedroom, 2 Bathroom (Sleeps 7) – 620 Rose Street in Anna Maria Fall in love with the perfect Anna Maria Island vacation rental! 620 Rose Street is located in the coveted north end of Anna Maria Island in the beautiful city of Anna Maria. No frills and casual, 620 Rose Street is a great...
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    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Authentic spacious beach cottage charm in a mid-century shell. Located a couple blocks from Florida's best powder sand beach and situated across from Bimini Bay with use of our dock. Explore the quiet paradise where the locals live. The Pine Ave shops and famous Beach Bistro Restaurant are less...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    217 84th - Private home 3 Bedroom/ 2 Bath with private pool , maximum occupancy of 6 people. Old Florida with all the comforts! of home~ 217 84th. Street 3 bedroom 2 bath home in quiet residential area of Holmes Beach. Private, screened-in, solar heated pool. 3 blocks to the beach. Spacious and...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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      On Anna Maria Island, the Mediterranean design of Beach Escape promises you exactly the same enjoyment. This home is just the sort of place where relaxing will become second nature, and enjoying the company of family and friends is made so easy. (3) Bedroom, (3) Bath, accommodates up to (6):...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island Beach Palms 5B is completely surrounded by water and has just been completely updated with a new state of the art ultra high efficiency air conditioning system...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Sea Breeze Sands is a fabulous three story vacation home sitting right across from the Gulf of Mexico and Anna Maria Island’s world famous, white sugar beaches. There are seven miles of beach along our barrier island and the sand is mostly pulverized quartz, which keeps it cool and powder soft...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Coconuts Beach Front 108 Ground floor1 / 19
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Absolutely stunning in every way! This ultimate luxury beach vacation rental home is for relaxing with family and friends at the highly coveted north end of Anna Maria Island. It's just a short stroll from Bean Point beach and an easy walk to the Rod & Reel and City piers for fishing, dining or...
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    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    The Flamingo unit at the Blue Dolphin Inn, located at 780 Jacaranda in the Historic Village of Anna Maria is a wonderful and spacious three bedroom, two bath upstairs unit furnished in a tropical theme. The Blue Dolphin Inn consists of four units surrounding a free style heated pool with...
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    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island 'Beach Paradise 6 is located on Holmes Beach directly in the middle of Anna Maria Island and is conveniently located across from the seven acre Manatee Public...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Aloha and welcome to our Island Home. Ohana is Hawaiian for family and that is who you are when you stay with us. Our retreat is nestled on Anna Maria Island, Florida and is a short 5 minute walk to the white sand beaches and turquoise waters of the Gulf of Mexico. We offer three locations on Anna...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Sandy Point Cove 112 - Condo 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. Direct Bay Front 2 bedroom 2 bathroom condo overlooking the mangroves and the bay Located in a quiet residential area and c onvenient to grocery, shops and restaurants. Just 4 blocks to the serene sandy beaches...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two queen...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    FAMILY/CHILD FRIEDLY CONDOMINIUM. The Beach Palms is located with-in walking distance of Anna Maria Island's best waterfront restaurants, beach shops, gift shops, shell shops, boutiques and the quaint shopping village on historic Bridge St. that leads right out onto the pier, famous for strolling,...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Coquina Beach Club #204 is a beautiful two bedroom, two bath Gulf front condo with a heated pool. This spacious unit has an unobstructed view of the emerald water of the Gulf and you can walk the beach is for miles in either direction. The complex has a large heated pool and undercover parking....
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Enjoy amazing sunsets from the screened lanai of this recently remodeled 2 bedroom, 2 bath Gulf front tastefully furnished to comfortably fit 4 people. This condo has cable TV in the master bedroom and the living room, towels and linens, kitchen items, cooking utensils and beach chairs. Enjoy a dip...
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    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Blue Bayou will have you falling in love with the island life! This great canal front home is platinum rated, and includes all the amenities you expect from a relaxing Florida vacation by the beach. Not only will you be close to beaches, but near great island style attractions too! “Blue...
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    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Enjoy your own slice of island life with a week at 25 Seaside Court!  (2) Bedrooms, (2) Bathrooms, accommodates up to (4) guests. 1 Queen, 2 Twins. Highspeed internet, pets welcome with fee, bay front location with boat access, not far from the beach. Located in a quiet but vibrant neighborhood...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Bedroom, 1.5 Bath (sleeps 5) - "Sandy Pants" - 133 White Avenue, Anna Maria Remodel January 2015! Be the first to see all the new decor, appliances, etc. “Sandy Pants” is a chic multilevel Anna Maria vacation rental home with coastal flair and everything you need for the perfect Island...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Words cannot begin to properly describe this privately tucked away island paradise nestled into the middle of Anna Maria island and located on one of the largest privately owned stretches of Holmes Beach, 'The Tiki', which sleeps 9, is arguably one of the most elite and unique beachfront homes on...
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    Anna Maria Island, Florida 34217
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    The Anna Maria Island Beach Castaway 1 is located directly in the middle of Anna Maria Island and is a beautiful 2 bedroom, 1 washrrom condo conveniently across from the seven acre Manatee Public Beach and the shimmering Gulf of Mexico. This is one of only two lifeguard protected beaches on the...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Sugar Plum Hideaway West ~ RA552401 / 24
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    “Sugar Plum Hide Away West” is a cute ground level duplex located in the spectacular city of Anna Maria. Just a short walk to the beach, you don’t even have to cross a street, to access the white sand and blue waters of pristine gulf beaches from this adorable Anna Maria vacation home. The...
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    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    **SPECTACULAR WATERFRONT HAVEN PRIVATE POOL/SPA**1 / 24
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    PRIVATE!!PRIVATE!!PRIVATE!!! LOOKING FOR A ROMANTIC GETAWAY? CELEBRATING A SPECIAL BIRTHDAY OR ANNIVERSARY? WANT A TROPICAL HONEYMOON? ESCAPING THE WINTER SNOW?? If you want to enjoy the sun, water and pool time without neighbors looking across a canal, or neighbors in their pool to the home next...
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    Bradenton Beach, Anna Maria Island 34208
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Seagrass Flats Condo #3 is a upper level, pool side unit located at 101 25th Street North in Bradenton Beach. It is a four unit complex located near one of the widest beaches on the island and features a heated pool and barbeque area. Immediately across from the beach, you can be on the sand in...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    The Good Times Downstairs Unit B, located at 303 Highland Avenue in Bradenton Beach is a quiet, two bedroom, and two bath unit with a spacious living room, large open design European kitchen and very spacious open deck. Just one very short block to the beach, the unit provides the ultimate in...
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    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedroom, 2.5 Bath (sleeps 6) - "La Casa Leann" – 7318 Gulf Drive La Casa Costiera unit 9 in Holmes Beach. Fall in love with tropical paradise when you visit Anna Maria Island vacation rental condominium “La Casa Leann”. This 3 bedroom 2.5 bathroom condo style raised home accommodates up to...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Welcome to Casa Varadero a new ground level vacation rental home on Anna Maria Island in the quiet upscale neighborhood of Key Royale. This canal front home is over the top. This single family custom designed and furnished home looks like something you would see in an upscale magazine. No detail...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bradenton Beach Club 230 - Condo 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. While the exterior hints of a quaint Mediterranean village, the chic interior is pure Anna Maria Island Americana. So well appointed with comfortable furniture,with fishing dock, pools, easy access to the beach,...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Smoking allowed
    About this property
    FAMILY/CHILD FRIEDLY CONDOMINIUM. Surrounded by water with the Gulf of Mexico to the west, the Intra-Coastal Waterway to the east, Tampa Bay to the north and Sarasota Bay to the south. We have the best location on Anna Maria Island where the island is only 150 yards wide. Our complex stretches from...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Smoking allowed
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    The perfect condominium with direct views of the pristine Gulf of Mexico, you’ll want to vacation at “La Casa LaMar” year after year. This ground level 3 bedroom 2 bathroom condominium comfortably sleeps 5 guests with 1 king bed, 2 twin beds and 1 sleeper sofa. Fall into a sense of peace...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Paradise Pointe, located in the quiet north end of beautiful Anna Maria awaits the vacationer in you. This picture perfect ground level three bedroom two bathroom vacation rental single family home is located on a lagoon canal and has a private heated pool & spa. Also, it is about 2 blocks to the...
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    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
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    Smoking allowed
    About this property
    Spectacular, direct gulf front condo with an enviable Gulf front location, on the beach with gorgeous views and breath-taking sunsets! (2) Bedroom, (2) Bath, accommodates up to (4) people: 2 Kings. This wonderful Anna Maria Island vacation beach front condo has been completely remodeled and...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Grant's View is a private bay front home is located on the Tampa Bay where you will enjoy the amazing endless views of the open water, not to mention Dolphins swiming by! This bayfront home is furnished with beach style furniture which offers a rich and comfortable atmosphere and is fully...
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    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Shared Garden
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    Pet friendly
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    About this property
    The Sail Away Cottage is located at 2113 Avenue C in Bradenton Beach. This historic cottage was built in 1920 and moved to its current location in the 1980’s. It is only 170 steps to the sandy beaches and there is even a peek of the gulf! While the cottage still has the look and feel of the...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    Enjoy a relaxing beachfront getaway when you visit this laid back Bradenton Beach vacation rental. Anna Maria Island Club unit 44 offers stunning views in a comfortable island style paradise setting perfect for up to four guests. Located directly on the sugar fine sand of the Gulf of Mexico, Anna...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This home was completely remodeled from the ground up, so everything is new. The designer decor is sophisticated, yet fun and perfect for the island atmosphere. The new kitchen with granite counters, and beautiful stainless steel appliances is equipped with everything you need to make your meals...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Stunning canal front Anna Maria Island vacation rental home “3 Oars” is the perfect destination for your next luxury getaway! With everything you expect from a fun and relaxing vacation, “3 Oars” has it all! Spaciously accommodating up to eight guests with four bedrooms and four bathrooms no...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Anna Maria Island Vacation Rental1 / 31
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    FIVE MINUTE WALK TO THE BEACH - BEACH CART PROVIDED Runaway Bay (RAB), located on beautiful Anna Maria Island (AMI) on the Gulf coast of Florida, is an attractive condominium complex with every imaginable amenity. RAB has the Island's largest heated swimming pool, tennis courts, bocce ball,...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    The Anna Maria Island Beach Retreat is a completely remodeled two bedroom one bathroom condo, located four houses from Anna Maria Island’s exquisite white powder sand beaches. Included with your stay is one free breakfast for everyone in your party plus free daily beach chais and umbrella rentals...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Runaway Bay 2051 / 22
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Runaway Bay 205 - Condo 2 Bedroom/ 2 Bath , maximum occupancy of 6 people. Runaway Bay ----Large complex ---right across the street from the beach. Easy beach access. Largest heated pool on the Island, tennis, fishing dock, shuffle board and clubhouse. Upstairs unit with views of the pond....
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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