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Holmes Beach Vacation Rentals

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    Travelers to Holmes Beach are booking July dates now. Secure your vacation rental today, and have the perfect trip.
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Coconuts Poolside Unit 1031 / 19
    (1)Terrible
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Island Walk 3131 / 21
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Island Walk 313 - Townhouse/Duplex 3 Bedroom/ 2 .5 Bath with private pool , maximum occupancy of 6 people. There is a memory in every grain of sand!~ Beautiful, spacious, comfortable Townhouse. New 3 bedroom 2 + 1/2 bath townhouse with garage. Private Pool ( not caged) area, beautiful porch...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The Lake by the Beach at 6806 Palm Drive offers the best of both worlds! This beautiful two bedroom, two bath home is situated on a spring fed lake yet it's only three blocks to the beach. New renovations include a brand new family room addition with easy access to the beautiful pool! A unique...
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    Holmes Beach, Anna Maria Island 34218
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lovely Heated Pool, Spa Home 1 Block from the Gulf1 / 36
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    We installed a new pool with a spa January 2016 and a new dock in March. There is an outside bath house with heated Shower. If you search on Google for mahanarental it will take you directly to my website. Look for the Florida Home Tab. This island home just one block from the beach offers a one...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Visit AMI Beach Home, a marvelous custom-built ground floor vacation rental home just a few steps from the white sandy beaches of Anna Maria. 4 spacious Bedrooms, 3.5 Bathrooms, accommodates up to 8 people, 3 King beds, 2 Twin beds, 1 Queen sleeper sofa in living room. Enter the luxurious...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    You will enjoy this gulf front condominium on Florida’s Anna Maria Island. This is a smoke free two-bedroom unit right on the beach with only a few feet of sand separating you from the inviting waters of the Gulf of Mexico. Seaside Beach House is a ten unit condominium located at 102 68th Street...
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    Holmes Beach, Anna Maria Island 34218
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    You’ll be relaxing into that vacation frame of mind at first glimpse of this three story, key lime colored vacation home in the center of Holmes Beach. This luxury rental offers refreshing island luxury, an open floor plan with volume ceilings, a sprawling terrace, and private tropical yard with...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    The peaceful and airy feeling “Sandy Point 202” is a condo style Holmes Beach vacation home located in the center of Anna Maria Island. This calming uncluttered home offers accommodations for 6 guests. “Sandy Point 202” has a clean feel, decorated with white hues and dark wood furnishings with...
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    Holmes 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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    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 6 Quick View
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    To say we live in paradise is no exaggeration and we’d like to invite you to experience it yourself with a week at Sea Palm Cottage! This vacation rental home offers room for seven guests, making it ideal for families with children. (3) Bedroom, (2) Bathroom, accommodates up to (7) people: 2...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    This multi-level, single family vacation home offers casual island luxury across an open floor plan with volume ceilings, a large wooden terrace, and tropical yard with sparkling pool. Everything you could want in a vacation home and more sitting within 500 yards of the flour soft, sugar sand...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Island Jewel welcomes you! This is a renovated and designer decorated vacation home in the highly coveted Key Royale neighborhood perfectly situated at the end of a quiet cul-de-sac just one house from Bimini Bay with southern exposure. You’ll be surrounded by the verdant Florida landscape and...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Castnetter Beach Resort 101 / 4
    (3)Excellent
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Located in the center of beautiful Anna Maria Island at the Manatee Public Beach. Castnetter 10 is a Pool - Side Studio with (1) full Bath, Queen size bed, and Queen size sleeper sofa. Refrigerator and microwave....
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Direct gulf front two bedroom and two bath condo in desirable Water's Edge complex which is the best place for a holiday rental. Enjoy the large heated pool and just steps to the Gulf of Mexico. Whether you stay a week or a month this is the perfect condo for a winter retreat, vacation rental or...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Experience a glamorous Anna Maria Island vacation rental home when you stay at 623 Ivanhoe Lane. Nestled in between the fifth hole of Key Royale Golf course and Bimini Bay 623 Ivanhoe Lane is in the most coveted area of Holmes Beach. This Luxury ground level, 3 bedroom, 3 bathroom Anna Maria...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Find everything that makes a fun beach getaway on Anna Maria Island memorable when you stay at Holmes Beach vacation rental home 6313 North Beach Village. This three bedroom townhouse style vacation rental sleeps up to five guests, and is just a short walk to beautiful gulf beaches. Nestled...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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     3 Bedroom, 2 Bath (sleeps 8) - "Coco Cabana" - 309 A 58th Street, Holmes Beach Welcome to Coco Cabana located at 309 58th Unit A! This property showcases designer quality furnishings and is fully equipped with all the most updated features. (3) Bedroom, (2) Bath, accommodates (8) people:2...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Located in Holmes Beach, on Anna Maria island. This one bedroom two bath unit is a full size apartment with full size kitchen all appliances dishwasher, stove full size refrigerator, living area, dinning area and a separate bedroom has king size bed. Two full size bathrooms. Its just steps to the...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedroom, 2 Bath (Sleeps 6) – “Gulf Place” – 6700 Gulf Drive Unit 14 in Holmes Beach. Offering everything you could want from a direct beach front paradise getaway, “Gulf Place” is the perfect condo style Anna Maria Island vacation rental home for up to 6 guests! This 3 bedroom 2 bathroom...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Islands West Resort, located at 3605 Gulf Drive in Holmes Beach, is a tranquil resort with a large heated pool just a short stroll to the Gulf, shopping and restaurants. Enjoy the relaxing charm of island living when you stay at the Islands West Resort. The property consists of four, one bedroom...
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    Holmes Beach, Anna Maria Island 34218
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    “La Mer” is a lovely destination for a fun and relaxing Anna Maria Island getaway. This stylish home comfortably sleeps up to six guests with fantastic amenities just a short stroll to gulf beaches. When you visit “La Mer” you’ll find everything you want from an island vacation including a...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Island Beach Club 21 - Condo 2 Bedroom / 2 Bath gulf front , maximum occupancy of 4 people. Community pool. Gulf Coasts Finest!~ Looking for the ultimate Gulf front luxury vacation? Well, look no further. You will love this second level 2 bedroom/2 bath condo. Newly and completely renovated...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, 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 queen...
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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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    When you arrive at Anna Maria Island vacation rental home “Mermaid Crossing” you are greeted with true island style and luxury. This three bedroom three bath room home spaciously accommodates up to six guests with one king bed, two queen beds and endless charm. Located in the central area of the...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    While Anna Maria Island is a place that you can go barefoot about twenty two hours of the day, we still don’t like to skip on luxury.  (2) Bedrooms, (1) Bath, accommodates up to (4) people: 1 King, 2 Twins. Blue Wave Villas are cozy, comfortable, and above all, classy, making this a dream...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Seaside Beach House #101 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a heated pool at beachside. It’s one of the nicest complexes on Anna Maria Island. This "hidden away" property is located on a quiet side street in the northern end of Holmes Beach. The beach...
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    Holmes 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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    Welcome to Gulf Shores Condominiums! We more than know how to live a life of luxury, but simplicity is what we really covet. What will really stick with you long after you leave Anna Maria Island, are the memories of sitting literally nestled on the gulf shores.  Large sliding glass doors and...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedroom, 2.5 Bath (Sleeps 6) - “Palm Gables” 106 36th Street in Holmes Beach. Enjoy the gulf front Anna Maria Island vacation you deserve when you visit “Palm Gables”. This gorgeous three bedroom condominium offers accommodations for up to six guests with a fabulous tropical feel. If you’ve...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedroom, 2 Bath (sleeps 6) - "Almost Heaven" - 205 72nd Street, Holmes Beach Welcome to Almost Heaven! A charming single family pool home which is a very short stroll to the beautiful gulf beaches. This tropical 3 bedroom and 2 bath beach vacation rental cottage is completely renovated...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    (3) Bedroom, (3) Bath (Sleeps 6) – “LaMedeira”- 305 64th St unit A in Holmes Beach. “LaMedeira” is a stylish Anna Maria Island vacation rental home sure to make your dream getaway luxurious and memorable! No details were overlooked in the design of the sleek and comfortable blue white and...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    This is the Florida view you have been dreaming of... Single family home situated at the end of a natural canal with a view over the water. Sit outside, fish off our dock, take out the kayaks, or just walk steps across the street to the beach! This is not your typical beach rental. It is our...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    4 Bedroom, 3 Bath - “Tina's Piece of Paradise” - 407 80th Street in Holmes Beach. When looking to accommodate a large group during you paradise Anna Maria Island vacation look no further than “Tina’s Piece of Paradise”. After spending a week at this fabulous Holmes Beach vacation rental home...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Fountain Head 61 / 19
    (5)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Fountain Head 6 - Condo 2 Bedroom / 1.5 Bath , maximum occupancy of 4 people. Florida Living at it's Finest!~ Is a location near attractions important, particularly when this location comes at a reasonable price? Is an easy walk to the white-sand beaches, shopping or dining, something you would...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    7310 Holmes Blvd1 / 14
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    7310 Holmes - Duplex 1 Bedroom / 1 Bath , maximum occupancy of 4 people. Fun in the Sun!~ Ground level duplex that's fun and adorable. This one bedroom, one bath unit has a private outdoor patio area. This unit has recently been renovated and is perfect for a couple with visiting guests....
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    (4) Bedroom, (4) Bath (Sleeps 8) – “Beachy Blue”- 129 52nd St in Holmes Beach. “Beachy Blue” is a magnificent Anna Maria Island vacation home that will make your vacation feel truly luxurious! This spacious rental home offers accommodations for up to 8 guests including 4 roomy bedrooms with 1...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Seaside Beach House #201 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a heated pool at beachside. It’s one of the nicest complexes on Anna Maria Island. This "hidden away" property is located on a quiet side street in the northern end of Holmes Beach. The beach...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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     It’ll be hard to miss the style, taste, and indulgence waiting for you at this three story, Holmes Beach vacation home. From the moment you pull into the driveway and spot that distinctive and invigorating coral color we love so much in Florida, you’ll know a week of cushy comfort and relaxation...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    West Bay Point Moorings 42 - Condo 2 Bedroom/ 2 Bath , maximum occupancy of 6 people. Relax and enjoy the tranquility of West Bay Point Moorings with its community of waterfowl, splashing dolphins and slow moving pleasure boats while taking in the panoramic view of Tampa Bay. Your vantage point...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    A dream come true holiday oasis perfect for large families. (6) Bedrooms, (4.5) Bath, accommodates up to (16) people: 4 King, 1 Queen, 2 Twin, 2 Sleeper Sofa. Private heated pool with spa, outdoor kitchen, free wireless, pet friendly with fee, less than two blocks to the beach. New Luxury...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    West Bay Cove 222 - Condo 2 Bedroom/ 2 Bath , maximum occupancy of 6 people. West Bay Cove is a great location for taking advantage of everything that Anna Maria Island has to offer. Only a block from the public beach area, close to the grocery store, several shops and at a trolley stop, this...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gulf Breeze ~ RA434641 / 24
    (1)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Fantastic new private vacation rental home with outstanding Gulf Views from two of the four balconies and large heated pool equipped with a swim up Tiki hut in tropical paradise setting. Ample seating will ensure everyone can relax and enjoy the extra large pool area. Your outdoor paradise is...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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