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Holiday Homes and Apartments Holmes Beach, FL

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    Travellers to Holmes Beach are booking July dates now. Secure your holiday rental today, and have the perfect trip.
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    $229
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    1 / 11
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    $236
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    5 of 5 stars (3) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    5 of 5 stars (5) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    4.5 of 5 stars (4) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    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 cooks dream with new appliances and modern cabinets. Windshore is... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $206
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    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 7
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    About this property
    APPLETINI is a fantastic duplex only a short 5 minute walk to the beach. This property showcases designer quality furnishings and is fully equipped with all the most updated features. This vacation rental is close to shopping,dining and hop the free trolley and explore from Bradenton Beach to the... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $131
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    1 / 16
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • x
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    • x
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    About this property
    Very contemporay condo, just refurnished and remodeled, and equipped with more than everything you need for a relaxing and unforgettable vacation in Paradise. The unit is inspiring and gives you a laid back feeling immediately after entering. A huge pool with lounges and sun umbrellas are waiting... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    About this property
    Bright and light condo on the second floor with view to the Palma Sola Bay (left side) and a peek-a- boo-view to the beach (right side) but only some steps away from the blue green water of the Gulf. 7 miles of white sandy beaches invite you for walking, swimming or only relaxing and enjoying the... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 / 12
    4.5 of 5 stars (9) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • ?
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    About this property
    Apartment 1 is located on the lower level, with a private patio in the back, and the ability to walk straight out to the heated swimming pool. It has one bedroom with a queen size bed and there is a pull-out sofa in the living room. If you are looking for a great, affordable place to stay on Anna... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $203
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    4.5 of 5 stars (4) Very good
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Waterfront
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    • Suitable for children
    • ?
    • ?
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    • ?
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    About this property
    Apartment 8 is located on the upper level. It has one bedroom with a queen size bed and there is a pull-out sofa in the living room. The apartment has its own private balcony with stunning beach and sunset views. There is also a large shared deck with tables and chairs which overlooks the pool.... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $221
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    1 / 26
    4.5 of 5 stars (2) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
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    • Pets allowed
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    • x
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    • x
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    About this property
    Welcome to Paradise Found. A wonderful ground level 3 bedroom 3 bath recently updated Holmes Beach Island home. Close to the beach and walking distiance to shopping and dining http://www.islandreal.com/bre/properties/holmes-beach-5802-de-palmas/ Additional amenities include: screened lanai... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    4.5 of 5 stars (4) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • x
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    About this property
    Beachy and bright condo on the second floor of a small 2-story-building (20 units in total), overlooking the mangroves with view to the Palma Sola Bay. Only some steps away from the ocean and the wonderful wide and powder sanded beaches. The condo is recently refurnished; masterbedroom with a... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $523
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    1 / 14
    3 Bedrooms / 4 Bathrooms / Sleeps 11
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    • Air Conditioning
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    • Hot Tub
    • Internet Access
    • Ocean Views
    • Pool Table
    • Private Outdoor...
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    • x
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    About this property
    200 feet from the Gulf Beach-Dead End Street. 2810 sqft of air conditioned luxury, 3 Bedroom, 5 Bath, All 3 bedrooms have private bath with walk-in shower. Deluxe kitchen with double fridge, wine fridge, double oven, microwave, dishwasher, water distiller and well equipped to cook Thanksgiving... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $2,751
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    4.5 of 5 stars (2) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • x
    About this property
    Spacious 3-level House with 2 large decks overlooking the beautiful Gulf of Mexico. House is fully furnished with a large flat screen TV and Bose Stereo System. Great Gulf views from living room and Master Bedroom. One Guest room also has a gulf view. Large garage is fully equipped with beach... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $789
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    1 / 8
    5 of 5 stars (5) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Balcony
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    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    This well-furnished two bedroom condo is next to a quiet nature preserve and has a fine view of the bay separating Anna Maria Island from Florida's mainland as well as the Sandy Pointe heated swimming pool. The beach is just 2 blocks away with its bright white sand and aquamarine waters. For... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $144
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    1 / 25
    4.5 of 5 stars (12) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Pets allowed
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    • x
    • x
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    • x
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    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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    Holmes Beach, Anna Maria Island 34217
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    $196
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    1 / 5
    5 of 5 stars (6) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 6
    Overview Reviews (6) Make Enquiry
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    If you are looking for a simple, quiet, stress-free place to enjoy the beach, Heron House on Anna Maria Island is it! Heron House is a cozy, Old Florida-style duplex. There is a new pool and tiki bar in our yard next door to the rental units that is available for all our guests! The beach is only... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $327
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    1 / 70
    2 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
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    • Grill
    • Internet Access
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    Special Offer April 25-May 2 $1100.00 all-inclusive. Save $1017.00. Anna Maria Island is not a place you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island 'Beach Paradise Condo' is located on Holmes Beach directly in the middle of Anna Maria Island... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $1,113
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    1 / 13
    2 Bedrooms / 3 Bathrooms / Sleeps 4
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    Anna Maria Island, West of Bradenton Florida. A quiet townhouse steps to the Gulf of Mexico. A bird and Turtle sanctuary. Beautiful beaches with dining and shopping nearby. This is the most beautiful island just North of Longboat Key Florida. The sunsets are the most beautiful. Enjoyable for... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $2,161
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    1 / 29
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Internet Access
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    • Waterfront
    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • ?
    About this property
    Adriel's Place in Anna Maria...located in upscale private golf club neighborhood, a stone throw from pristine beaches, restaurants and island entertainment ( less than 1 mile ). An expansive backyard dotted with majestic palms, papered terrace and pool overlooking sailboat water. Fishing and... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $165
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    3.5 of 5 stars (9) Average
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (9) Make Enquiry
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    • Pets allowed
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    • x
    • x
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    • x
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    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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    Holmes Beach, Anna Maria Island 34217
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    $224
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    1 / 24
    4.5 of 5 stars (3) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    • ?
    About this property
    Kick off your shoes, sit back, relax, and enjoy a view of the sparkling waters of the Gulf of Mexico and the white sand beaches of Anna Maria Island from the balcony of this two-bedroom, two-bath condo. This lovely, beachfront condo has been newly decorated with a unique kind of 'Florida-style'... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $280
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    1 / 24
    4.5 of 5 stars (5) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    This vacation rental has been completely refurbished, with tile floors and ceiling fans throughout and a beautiful heated pool. Centrally located on Anna Maria Island, Twin Villa is a short two block walk to the beach. The well-appointed kitchen is equipped with a vegetable sink, stainless... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • 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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    Holmes Beach, Anna Maria Island 34217
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    4.5 of 5 stars (4) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    This charming 2 Bedroom 2 Bath is the fourth house from the gorgeous white sand beach on the Gulf of Mexico. Remodeled and updated, this fully furnished home features 1450 sq ft, plus garage and patio. Amenities include living room plus family room with TVs in both, fully equipped kitchen, laundry... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $224
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    1 / 12
    5 of 5 stars (5) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Pets allowed
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    • x
    • ?
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    • x
    • ?
    About this property
    Up to four guests can fit comfortably in the rental home and that's not including furry, four legged members of your family. (2) Bedroom, (2) Bathroom, accommodates up to (4) people: 1 King, 1 Queen. Also, as one of our pet friendly properties, Misty Beach is happy to welcome animals up to 25lbs!... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $524
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    1 / 30
    5 of 5 stars (13) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Grill
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    • Satellite TV
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    • Waterfront
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
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    About this property
    Celebrate the day with the brilliant sunshine, glorious sunsets and star-studded skies! This luxury three-bedroom two-bath Gulf-front beach home is located in a quiet, secluded area of Anna Maria Island at 103-45th Street in Holmes Beach. The white sandy beach stretches for miles along the length... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $2,613
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    4.5 of 5 stars (3) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Escape to the Breakers in Holmes Beach, one of the finest luxury gulf front vacation homes on Anna Maria Island. Enjoy the tropical breezes and aqua-blue surf from the deck overlooking the white sand beach and sparkling Gulf of Mexico. Watch the dolphins cavort in the surf. Relax at the end of a... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $1,172
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    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • x
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    About this property
    Lovely Bayside Condo recently remodeled, 2 Bedroom, 2 Bathroom, fully air conditioned, screened lanai, heated pool and covered parking. Easy access to: retail shops, grocery store and restaurants. 200 hundred yards to Free Island Trolley. Five minute walk to white sand beaches. Bike to nearby... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $262
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    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Gulf Place 2A 6700 Gulf Drive #2 Holmes Beach, Fl 34217 Direct Gulf front newly remodeled 3 bedroom, 2 bath condo with large open covered balcony. Breathtaking views of the Gulf of Mexico right out your window . Bright and light and very inviting and features a large open balcony, updated... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $206
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    4 of 5 stars (2) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
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    • x
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    • Elder access
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    About this property
    Enjoy this beautifully furnished and renovated direct Gulf front vacation rental condo with a heated pool beachside. This spacious two bedroom, two bath corner end unit is perfect for your vacation enjoyment. The living room features nice comfortable furniture to sit around and relax after a... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $178
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    1 / 16
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Gulf Sands #102 4200 Gulf Drive #102 Holmes Beach, FL 34217 This Gulf Sands, 2 bedroom 2 bathroom, second floor condo has been recently updated with new appliances and furnishings. Wonderful side views of the Gulf waters from the living room, master bedroom and private balcony. Large heated... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    Island Paradise #3 3708 Gulf Drive Unit 3 Holmes Beach, Fl. 34217 Island Paradise is just that- the best view on Anna Maria Island. Panoramic views of the beautiful blue waters of the Gulf of Mexico and the white sand beaches. And don't forget the legendary sunsets. It simply does not get any... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 stars (1) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 9
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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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    Holmes Beach, Anna Maria Island 34217
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    4 of 5 stars (1) Very good
    8 Bedrooms / 6 Bathrooms / Sleeps 19
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    Summer House 211 54th St Holmes Beach, Fl 34217 Summer House is a brand new 8 bedroom and 6 bathroom rental home just completed and rental ready! The rental home has so many fun options for everyone- close to the beach, Gulf and Bay water views, table games, water slide, spa, roof top deck with... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4.5 of 5 stars (14) Very good
    1 Bedroom / 6 Bathrooms / Sleeps 4
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    3215 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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    Holmes Beach, Anna Maria Island 34217
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    4 of 5 stars (1) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    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, Anna Maria Island 34217
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    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    Island Paradise Unit # 2 3708 Gulf Dr. Unit # 2 Holmes Beach, Fl. 34217 This beautiful Gulf front condo makes you feel like you are living right on top of the beautiful blue waters of the Gulf of Mexico. The entire living area and kitchen are facing west with lots of crystal blue water in front... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Pineapple Pointe 117 51st Holmes Beach, Fl. 34217 How about this beautiful beach bungalow, nestled on a quiet street only a short 1-2 minute stroll to the white sand beach of the Gulf of Mexico. A perfect place to enjoy that family vacation and just get lost for a while. It features... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 of 5 stars (1) Very good
    6 Bedrooms / 5 Bathrooms / Sleeps 16
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    Blue Water View 118 50th St. Holmes Beach, Fl. 34217 This new 6 bedroom, 5 full bathroom luxury rental property has large views of the Gulf of Mexico from the roof top deck. It offers the upscale amenities of a brand new home: pool side bar with TV, ping pong table, gas grill and outdoor... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    202 73rd ST welcomes you to this recently re-done and updated island duplex. Just steps from the Gulf of Mexico and the pure white sandy beaches of Anna Maria Island. All new furniture and custom touches throughout to make your stay a pleasant and peaceful one. Enjoy your holiday by the new heated... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Island House 306 A 56th Street Holmes Beach , FL 34217 For true Southern Living and if only the best will do, this beautiful island vacation home has a large private pool that is electrically heated to ensure year round warm water to swim in surrounded by gardens landscaped with tropical trees... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 of 5 stars (1) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Peacock Crossing 205 Unit B Peacock Lane Holmes Beach, Fl 34217 Peacock Crossing is a newly renovated ground level duplex that features 3 bedrooms and 2 bathrooms and a private heated pool with swim-up Tiki table. Tucked away on a quiet residential street this cute as a button, Island bungalow... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 of 5 stars (1) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    Villa Florence 4104 6th Ave. Holmes Beach, FL. 34217 Villa Florence is a magnificent 3 bedroom/ 3 bathroom villa that exudes Mediterranean style. Gated at the front, it has pristine landscaped grounds full of palm trees and tropical plants. Walking through the entrance of this home, you are... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    Aloha Home 206 55th Street Holmes Beach, Fl. 34217 This is a gorgeous 3 bedroom, 2 bath home with a heated pool. Spectacular and unsurpassed tropical landscaping surrounds the entire home - especially the private pool area. The outdoor paver patio is partially covered for a break from the... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Grill
    • Pool
    • Satellite TV
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    About this property
    2 Bedroom/1 Bath Duplex, with a HEATED POOL, and only 75 yards to the beach! Connecting door to make it a 4 Bedroom/2 Bath. Great location close to trolley stop. Sleeps up to 4 each side! 798 Sq. ft.. 203 71st St. east HB 2 Bedroom/I Bath duplex Heated pool 75 yards to the beach... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 stars (7) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    The Cove at Sandy Pointe #213 3601 East Bay Drive #213 Holmes Beach, Fl 34217 ISLAND CONDO - Beautifully presented, bright and airy 2 bed/ 2 bath AC upper floor condo. The lounge and Master bedroom, which has a King sized bed and en-suite shower room, both lead out onto a very private lanai... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 of 5 stars (1) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Waterfront
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    About this property
    One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. 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... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    Key Largo Cottage 315 62nd St. Holmes Beach, Fl. 34217 Step into Key Largo Cottage and feel the sun-drenched, tropical ambience. This newly-constructed cottage has a heated pool complete with swim-up table and waterfall surrounded by lush foliage which creates a private backyard oasis. The... View all property information
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    Holmes Beach, Anna Maria Island 34617
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    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Beach Bliss 304 58th St. Unit A Holmes Beach, Fl. 34217 If you are looking for that perfect cozy island vacation getaway, than look no further! Centrally located to all that Anna Maria Island has to offer this 2 bedroom and 2 bathroom newly constructed private duplex has got it all! The tropical... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    4 of 5 stars (2) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    About this property
    Old Florida Style Cottage Duplex a Very Short Stroll to the Beach -- Holmes Beach, Anna Maria Island, FL -- (2) Bed: (1) Bath: Accommodates up to (4) people: 1 Queen & 2 Twins: No smoking: No Pets. Heated pool, shared. This newly remodeled and updated island duplex is just a stroll to the... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217