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Anna Maria Island Beach Rentals

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$291
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1 / 71
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Bradenton Beach
2 Bedrooms, 1 Bathroom, Sleeps 6
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$128
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1 / 10
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Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 5
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Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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About this property
Sarasota bay fond , few steps short walk to Gulf of Mexico white sandy beach, private dock and pool with hot tub , Free byk and kykak... View all property information
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$179
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1 / 28
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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About this property
From the same owners of A Lime Cottage (p277325), who've been recognized as TripAdvisor 'rated excellent' vacation rental, Flipkey 2012 and 2013 Top Vacation Rental, 2012 Top Rental Manager', we're delighted to now have Lemon Cottage. Nestled in a quiet residential boating community across from... View all property information
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$181
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1 / 16
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Bradenton Beach
2 Bedrooms, 1 Bathroom, Sleeps 4
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About this property
UPDATED IN 2012. Quoted Rates are for each unit. Old Florida with sparkling clean modern twist. Heated pool...ideal location for Weddings, Family Reunions, Group Gatherings. Only 95 short steps to the Gulf of Mexico! Wow, what a location. Enjoy the pristine white sand beaches so famous on Bradenton... View all property information
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$208
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1 / 18
Holmes Beach
4 Bedrooms, 8 Bathrooms, Sleeps 12
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About this property
Enjoy this new elevated vacation rental home with private lagoon style pool with lush tropical plants about two blocks to the beach in Holmes Beach. Fashionably yet comfortably decorated living room offers big comfy furniture centered around a new 50' flat screen TV with Blue Ray/DVD player where... View all property information
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Holmes Beach
3 Bedrooms, 2 Bathrooms, Sleeps 8
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About this property
Hawaiian Tide 206 81st Street Unit B Holmes Beach, Fl 34217 Hawaiian Tide is a brand new ground level private duplex with a private heated pool! With tropical landscaping throughout the backyard and pool area you will feel as if you are transported to your own personal island. Centrally... View all property information
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Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
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About this property
Anna Maria Beach Place #6, located at 201 35th Street in Holmes Beach is a charming beachside complex featuring six units surrounding a heated pool and tropical gardens. Immediately across a rarely traveled, dead end road are the white sandy beaches and the emerald green water of the Gulf of... View all property information
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1 / 9
Holmes Beach
3 Bedrooms, 2 Bathrooms, Sleeps 10
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About this property
This beautifully decorated 2 bedroom, 1 bath and 3 bedroom, 2 bath duplex is just a short half block from the white sand beaches of Anna Maria Island. The 2 bedroom unit sleeps 7 people and the 3 bedroom sleeps up to 10 people. Palm Haven is the perfect vacation spot for anyone! Amenities Include:... View all property information
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1 / 23
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Anna Maria
4 Bedrooms, 3 Bathrooms, Sleeps 8
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About this property
Beachie, Bright and Beautiful. Say no more. You’re there! Ready to satisfy that oh-my-gosh-we-need-a-vacation? Beach Nest will make you absolutely swoon. Kick off your shoes and throw them in the back of the closet. Promise yourselves to live in bathing suits from breakfast to bedtime!... View all property information
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$419
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1 / 21
Holmes Beach
3 Bedrooms, 4 Bathrooms, Sleeps 6
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About this property
ISLAND HOME - on a quiet street and just four houses from a white, wide and natural beach with sea oats and grasses adjacent to a turquoise sea. Newly re-appointed three bedroom two and one-half bath single family home. Beautiful views of the Gulf of Mexico from master bedroom, guest bedroom and... View all property information
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$1,163
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1 / 12
Holmes Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
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About this property
Palm Views is a comfortable and welcoming 3 bedroom, 2 bath townhome located in one of Anna Maria's finest neighborhoods just 1 block from the beach. Lush landscaping gives this home privacy and charm with a peek of the Gulf from the lanai. Townhouse-style layout features a garage on the ground... View all property information
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$149
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1 / 23
Anna Maria
3 Bedrooms, 2 Bathrooms, Sleeps 8
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  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Elder access
  • x
About this property
Your time on Anna Maria Island should be perfectly charming in this classic beach-style cottage perfectly located on the west side of Gulf Drive in the city of Anna Maria. Only steps away from the azure blue waters of the Gulf of Mexico, this unique vacation rental boasts two very large bedrooms... View all property information
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$191
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1 / 9
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Suitable for children
  • x
  • x
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  • Elder access
  • x
  • ?
About this property
Need a full recharge during your beach vacation? Try our two-bedroom condo on Anna Maria Island. Here, you’ll find the calm hush of island life without chain restaurants or towering hotels to block your view of the glittering, turquoise Gulf of Mexico. And thanks to three walls of windows, most... View all property information
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$307
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1 / 12
Holmes Beach
3 Bedrooms, 7 Bathrooms, Sleeps 6
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  • x
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About this property
Luxury is within reach at this new direct gulf front two or three bedroom plus library/den luxury holiday condo. Located at 7308 Gulf Dr, Holmes Beach, Anna Maria Island, FL. Relax your cares away in the master suite fit for royalty with king size bed, dual headed shower and Jacuzzi tub.... View all property information
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$231
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1 / 27
Holmes Beach
3 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
http://www.villachezshell.com Villa Chez Shell is a newly renovated Mediterranean beach home that offers a luxurious getaway. The highlight of this newly renovated 3 bedroom and 3 bathroom property is its tropical private backyard complete with a lagoon shaped pool and a soothing stone waterfall.... View all property information
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$198
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1 / 8
Holmes Beach
2 Bedrooms, 1 Bathroom, Sleeps 4
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  • x
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About this property
Welcome to Yellowfin Cottage on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. The Yellowfin Cottage side includes a private heated pool (not shared), hot/cold outdoor shower,... View all property information
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$774
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1 / 19
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • ?
  • x
  • ?
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  • Elder access
  • x
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About this property
Beachview Condo #6 at 3704 6th Avenue in Holmes Beach, is a very comfortably furnished and recently updated unit in a smaller complex, just a few short steps to the beach and located out of the way on a dead end street. Beachview offers a heated pool, and every amenity to make your stay here a... View all property information
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$465
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1 / 30
Holmes Beach
6 Bedrooms, 4 Bathrooms, Sleeps 15
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About this property
Sands of Time 6908 Holmes Blvd. Holmes Beach, Fl. 34217 Sands of Time is a brand new luxury island tropical home with 6 bedrooms, 4.5 bathrooms and is only a short 2-3 minute stroll to the Gulf beach. The heated pool features a deluxe spa and an over-sized lanai next to the pool features a... View all property information
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$283
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1 / 21
Holmes Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
*** Ask about our specials running now through the end of the year!! *** Welcome to your own Tropical Paradise. This completely brand new duplex offers a private outdoor HEATED pool with lush tropical trees around and a sitting area in the pool to just sit back, and relax. The kitchen is every... View all property information
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$187
Per Night
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1 / 9
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Recently remodeled island duplex just steps to the pristine Gulf of Mexico beaches of Holmes Beach. This vacation rental has been lovingly remodeled, and furnished with everything you could desire for a trip to our little 'Peace' of paradise. The light and bright interior will allow you to... View all property information
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$133
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1 / 9
Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 2
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  • Pets allowed
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  • x
  • x
  • ?
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  • Elder access
  • x
  • ?
About this property
3205 Gulf Drive at Palm Isle Village in Holmes Beach, FL - Anna Maria Island's NEWEST and finest condominium complex offers several fabulous holiday villas all designer decorated and with floor plans maximizing water views. A heated pool is a great place to relax after a day at the beach. Widow... View all property information
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$108
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1 / 14
Holmes Beach
3 Bedrooms, 2 Bathrooms, Sleeps 7
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  • x
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  • x
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About this property
** Fall Savings! Rent one week, get the second for FREE! 14 days of sunshine and paradise for the price of 7! Now through December 2014, new reservaitons only ** Ground level remodeled three bedroom and two bath island vacation rental home just one short block to the best beaches Anna Maria... View all property information
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From
$3,024
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1 / 12
2 Bedrooms, 3 Bathrooms, Sleeps 6
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  • Air Conditioning
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Located on the sugary sand beach of the Gulf of Mexico, this property has everything for your perfect vacation, just bring your lightly packed suitcase, everything else has been provided for your comfort! Two spacious bedrooms with two bathrooms, gourmet kitchen with best of appliances and... View all property information
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$128
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1 / 12
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • x
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  • Elder access
  • x
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About this property
Two bedroom, two bath with a huge Tropical pool and 10' waterfall right outside your back door. The pretty upgraded kitchen offer granite countertops, stainless appliances and ample counter space for prepare meals or just hanging around enjoying a drink together. There is wireless... View all property information
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$145
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1 / 25
Holmes Beach
2 Bedrooms, 1 Bathroom, Sleeps 6
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Island Paradise!! 3208 6th Avenue at Palm Isle Village in Holmes Beach, FL - Anna Maria Island's NEWEST and finest condominium complex offers several fabulous holiday villas all designer decorated and with floor plans maximizing water views. A heated pool is a great place to relax after a day at... View all property information
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$315
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1 / 45
Holmes Beach
6 Bedrooms, 9 Bathrooms, Sleeps 16
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  • Pets allowed
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  • x
  • ?
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  • Elder access
  • x
  • ?
About this property
Memorable Gulf Views from this New Luxury Home located at 203E 69th Street, Holmes Beach, Anna Maria Island, FL -- (6) Bed: (4.5) Bath: Accommodates up to (16) people: 3 Kings, 1 Queen, Set of Bunk beds w/ Full trundle (Twin bunk on top w/ Full underneath) & 2 Queen Sleeper Sofas: Internet -... View all property information
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$147
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1 / 17
Holmes Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Suitable for children
  • x
  • x
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  • Elder access
  • x
  • ?
About this property
Endless Sunset Views From your private screened balcony overlooking the white sandy beach of Anna Maria Island. Spacious three bedroom, two bath 2nd floor direct Gulf front condo nestled in the soft white sand beaches next to the sparkling Gulf of Mexico waters. This vacation rental... View all property information
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$194
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1 / 15
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Pets allowed
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  • Suitable for children
  • x
  • x
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  • Elder access
  • x
About this property
Brand new with a beautifully landscaped backyard, Heated pool, paver deck, and just a block to the beach. Full kitchen with Corian countertops and Stainless Steel appliances. Sleeps up to 6 people. 868 Sq. Ft. 7805B Gulf Drive, Holmes Beach Two Bedroom/Two Bath Villa With private HEATED pool!... View all property information
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$99
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1 / 30
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This beautifully 2014 decorated first floor 2 bed condo is set in an idyllic, peaceful setting amongst the natural beauty of Anna Maria Island and only a short walk from the stunning white sandy beaches. This fully air conditioned condo comprises of a large lounge with a tiled floor, new leather 3... View all property information
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$774
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1 / 15
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Pets allowed
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  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Fountainhead Condo #4, located at 3402 6th Avenue in Holmes Beach is just a few steps from the beautiful beaches and emerald green water of the Gulf. This eight unit complex has a heated pool and laundry room on site.This unit is beautifully furnished and well equipped for your enjoyment. The unit... View all property information
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$199
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1 / 24
Anna Maria
2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Waterfront
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
With its luscious landscaping, eclectic look and colorful Key-West style, Simpatico could be right out of Coastal Living Magazine. This bungalow is perfect for the ideal secluded island vacation! Located on the north end of Anna Maria Island, this canal home, with a boat dock and kayaks,... View all property information
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$373
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1 / 20
Holmes Beach
4 Bedrooms, 7 Bathrooms, Sleeps 8
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  • Pets allowed
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  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Wiggle your toes in the sand…relax with your morning coffee, afternoon tea or sunset drinks - or all three - on the white sandy beach which is just a short stroll from this luxury rental. Beach Retreat is a newly renovated 4 bedroom, 2½ bath vacation home just steps from the Gulf of Mexico and... View all property information
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From
$291
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1 / 21
Holmes Beach
4 Bedrooms, 2 Bathrooms, Sleeps 9
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  • x
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About this property
Away to Play 117 White Avenue Holmes Beach Fl. 34217 This grand Victorian style Island home is luxury at its best! A newly constructed 4 bedroom, 2.5 bath elevated home with a private heated pool is surrounded by tropical landscaping. You will find Away to Play is a very short walk to the Gulf... View all property information
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From
$285
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1 / 25
Holmes Beach
3 Bedrooms, 3 Bathrooms, Sleeps 6
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  • x
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About this property
**SPECIAL: 10% DISCOUNT ON ALL BOOKINGS MADE WITHIN 45 DAYS OF ARRIVAL** (above offer excludes holidays) Luxury is the word with this completely remodeled three bedroom, three full bath townhome vacation rental that offers gulf views. Enjoy your own personal day spa experience from the... View all property information
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From
$283
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1 / 24
Holmes Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
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  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Available for Thanksgiving and Christmas!! Specials available! Decorated with an artist's eye for color, Turtle Nest is a brand new luxurious 3 bedroom / 2 bath home just minutes from the beach on Anna Maria Island. Come enjoy our pool and ultra-comfy bedrooms, well-appointed kitchen and so much... View all property information
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$283
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1 / 19
Holmes Beach
5 Bedrooms, 3 Bathrooms, Sleeps 12
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  • Pets allowed
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  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
** VACATION YOUR WAY - this property welcomes SATURDAY TO SATURDAY reservations ** ** Very Economical FIVE bedroom home with a pool - 20% OFF LAST MINUTE RESERVATIONS! *** (30 days prior to arrival) Welcome to Flip Flops Forever, Holmes Beach, Anna Maria Island, FL...Steps from the Gulf... View all property information
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1 / 17
Holmes Beach
2 Bedrooms, 7 Bathrooms, Sleeps 7
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  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Gracious Town Home located at 3701 Gulf Drive, Holmes Beach, Anna Maria Island, FL -- (2) Bed: (2.5) Bath: Accommodates up to (6) people: 1 Queen, 2 Twins & Sleeper Sofa: wirless internet, No smoking: No Pets. Absolutely fabulous two bedroom and two and a half baths in Gulfview Town Houses... View all property information
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1 / 15
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Dishwasher
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  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The While Away, located at 6203 Holmes Blvd. in Holmes Beach is a two bedroom, two bath, ground level duplex with a private heated pool. This very spacious duplex is located in a quiet, residential neighborhood just a short stroll to the beach, shopping or the library. It’s a perfect spot to... View all property information
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1 / 16
Holmes Beach
3 Bedrooms, 7 Bathrooms, Sleeps 8
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  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Ultra-spacious 1520 sq ft 3 bedroom, 2.5 bath holiday condo located at 6250 Holmes Blvd in North Beach Village of Holmes Beach just 1 block from the pristine Anna Maria Island beaches. Lush landscaping gives this townhome privacy and charm. Townhouse-style layout with a 2-car garage on the ground... View all property information
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1 / 14
Holmes Beach
3 Bedrooms, 7 Bathrooms, Sleeps 6
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  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Large three bedroom and two and a half bath townhome at 6250 Holmes Blvd in desirable North Beach Village of Holmes Beach one block to the pristine Gulf beaches of Anna Maria Island. Beautifully updated and furnished with no detail left unimagined. New kitchen with a French bistro flare, new... View all property information
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1 / 28
Holmes Beach
5 Bedrooms, 8 Bathrooms, Sleeps 12
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  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
BRAND NEW Custom-built Island Home located at 111 81st Street, Holmes Beach, Anna Maria Island, FL -- (5) Bed: (3.5) Bath Accommodates up to (12) people: 4 Kings, 2 Twin Sleeper Sofas, 1 Sleeper Sofa. Internet - Wireless: No smoking: Pets considered. Fantastic private custom-built vacation... View all property information
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1 / 29
Holmes Beach
3 Bedrooms, 7 Bathrooms, Sleeps 6
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  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Recently remodeled three bedroom two and a half bath townhome located at 6250 Holmes Blvd in desirable North Beach Village of Holmes Beach with a two car garage. New stainless steel appliances in the custom kitchen and a washer/dryer at your fingertips. The large community heated swimming pool is... View all property information
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$150
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1 / 20
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
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... View all property information
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1 / 20
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Located in the heart of Anna Maria Island, at 3703 5th Avenue, in the sun-drenched community of Holmes Beach this roomy two bedroom, two bathroom condo is a recently up-dated, re-decorated and well maintained roomy, light and airy unit with covered parking plus a heated pool. Leave the car at home... View all property information
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$166
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1 / 19
Holmes Beach
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This townhouse is beautifully decorated and completely modern with everything you need for the perfect vacation in paradise! The townhouse is convenient to everything on the island - walk to the beach, supermarket, retail shops, and restaurants. Or catch the local trolley and cruise the island to a... View all property information
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1 / 22
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Bman Beach Cottage located at 2812 Avenue B in Holmes Beach is a cute 2 bedroom 2 bath private home. This ground level home has two screened lanais one overlooking the pool and Jacuzzi. The kitchen has been newly updated as well as one of the bathrooms. This property has long distance and WiFi... View all property information
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$200
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1 / 17
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enjoy the balmy Gulf breezes and the sound of the surf from anywhere in this recently remodeled gulf front condo. The beautiful island style decor gives you a taste of what Anna Maria Island has to offer her guests. Enjoy the endless sunsets for your private balcony, or take a dip in the large... View all property information
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From
$896
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1 / 17
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Hammock Haven is a wonderful two bedroom two bath home located at 2702 Avenue C in Holmes Beach. This two story beach get away has a distant gulf view and a peek at the bay. Hammock Haven is close to dining, beach, trolley, and the bay. Stroll the beaches, fish the bay, and explore the many... View all property information
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