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Holiday Homes and Apartments Holmes Beach, FL

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    Travellers to Holmes Beach are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 of 5 stars (1) Terrible
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    One bedroom one bath condo located on the poolside. 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... 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 16 | Quick View
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    About this property
    This 3 bedroom 2.5 bath villa with garage is steps from the pristine white sandy beaches on the Gulf of Mexico. This unit is fully furnished in tropical decor and has all the luxuries of home for a stress free vacation. Optional rental of private boat slip. The villa's main features are the pool... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 10
    3.5 of 5 stars (3) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Beautiful Condo just steps from the white sandy beach!. Spacious 2 bedroom/ 2 Bath with partial views from the rear lanai. Tastefully decorated and a fully stocked kitchen make this your home away from home!. Unobstructed views from the rooftop deck make for spectacular sunsets. Master bedroom has... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 stars (19) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    A brand NEW 2300 sq/ft, 3 bedroom modern beach house with heated and very private pool. A perfect location just steps from the beach, marina and the main plaza with great shops, a grocery store and restaurants. No need to drive anywhere. Located in a quiet neighborhood with tropical greenery, large... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    In a tropical setting, complete with an above ground pool with a large sun deck. We are a 2 minute walk to the beach. Our visitors love biking the island and taking walking tours to the various places of interest on the island. There are four bedrooms and three baths. The master suite has a... View all property information
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    Holmes Beach, Anna Maria Island 34217
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Come relax and enjoy your beach vacation at The Cast Away! Located conveniently across from the Manatee Public Beach and the Gulf of Mexico. This two bedroom and one bath unit sleeps six with a queen size bed, two twin beds and a sofa bed. A full size kitchen and living room are included for your... View all property information
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    Holmes Beach, Anna Maria Island 34217
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Casa Sierra 205 A has everything you’ll need for a fun Anna Maria Island paradise vacation. This two bedroom two bathroom Mediterranean style Holmes Beach vacation rental condo offers accommodations for up to six guest with one king bed,two twin beds and a queen sleeper sofa. When you arrive... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Custom built in 2013 this three bedroom, two bath home is beautifully designed for six guests. Come to Island Breeze and relax with all the amenities to make your vacation home a truly memorable experience. From your first step into the oasis you will feel yourself decompress. Eleven foot ceilings... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 29
    5 of 5 stars (17) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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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    Holmes Beach, Anna Maria Island 34217
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    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Gorgeous Efficiency and steps to white sandy beaches from this 1 bedroom, 1 bath elevated vacation rental, one story up overlooking pool area. Stairs go up to small deck in front of the efficiency. With 3 x 8 open deck to enjoy the sunsets, or overlooking pool. Feel the warm gulf breezes lounging... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    One bedroom one bath condo located on the poolside. 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... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 11
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    LaPlayita 5 - Condo 2 Bedroom / 2 Bath , maximum occupancy of 6 people. Unforgetable Vacations Created Here!~ Vaulted Ceiling in Living Room. Upper Level Master Bedroom/Bath. Lower Level Bedroom/Bath. Telephone, Cable TV, wi-fi internet service available. Fully Furnished.Covered Parking.... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 14
    4.5 of 5 stars (2) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    3011 Ave E-1 - Triplex Condo 4 Bedroom/ 2 Bath , maximum occupancy of 8 people. Wouldn't you rather be at the Beach?~ Nestled in a quiet residential area just one half block from the beach, is a tri-plex offering a pleasant environment for individual guests or the family clan. Rent all units,... View all property information
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    Holmes Beach, Anna Maria Island
    1 Bedroom, 1 Bathroom, Sleeps 8 | Quick View
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    Two bedroom two bath condo located upstairs 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 6 to... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Charming cottage-style duplex 2 blocks from beach with sugary sand and safe swimming in the beautiful Gulf of Mexico. Walk to restaurants, shops, library, laundry, & more. Clean & well appointed with tasteful modest furnishings provide a comfortable relaxing & quiet home away from home, or base... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Beachside Palms Anna Maria Island Resort is extremely conveniently located directly across from the famous Manatee County Public Beach on the gorgeous Gulf of Mexico. All 3 of our units were completely updated in 2016. They feature new cabinets, stainless steel appliances and granite countertops.... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 10
    2.5 of 5 stars (2) Poor
    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... View all property information
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    Holmes Beach, Anna Maria Island
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    1 / 13
    4.5 of 5 stars (5) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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
    Location Information
    Holmes Beach, Anna Maria Island 34217
    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... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 28
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Direct across street from our unit at Gulf Sands. Both units use the same pristine Beach... Over 700 ft of Beach less than 100 yards away. Recently decorated lovely Pool and Barbecue Area.Spacious pool area with shaded area Bedrooms are private as well as bathrooms. rooms do not open into LV.... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    At 5 bedrooms and 3 full bathrooms, this is one of the newest rentals on Anna Maria Island. HEATED SALT WATER POOL AND SPA Straight down the road to the beach, and around the corner to restaurants, pubs & stores. Featuring a huge heated pool to relax in after your busy day, Island Time Beach... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 14
    3 of 5 stars (1) Average
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The Beachcomber, located at 3306 4th Avenue in Holmes Beach is the ideal, dream vacation home. This gulf front home is newly constructed and features a brand new heated pool and spa nestled in a tropical setting. It does not get any better than this! Luxurious furnishings, an elevator, a gourmet... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 16
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Just steps from the beach!! This 2 bedroom Gulf side townhouse has been completely remodeled & exquisitely decorated!! We are just 120 steps (1 minute walk) from the beach with no streets to cross and within walking distance of many shops and restaurants. The unit sleeps 4 in 2 large upstairs... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 39
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    This brand new 4 bedrooms and 4 bathrooms home has some of the best sunset views on Anna Maria Island!! Located a block from the beach, it is only a minute walk until white powdery sand is between your toes! Easy on the kids and even easier on you! Around the corner from restaurants, pubs & stores... View all property information
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    Holmes Beach, Anna Maria Island 34217
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Bradenton Beach Club 247 - Condo 3 Bedroom/ 2 Bath, maximum occupancy of 6 people. While the exterior hints of a quaint Mediterranean village, the chic interior is pure Anna Maria Island Americana. So well appointed with comfortable furniture,with fishing dock, pools, easy access to the beach,... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 13
    3 of 5 stars (1) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Gorgeous gulf views and steps to white sandy beaches across the street from this 2 bedroom,2 bath elevated vacation rental. Up two flights of stairs to this top unit, with a partial view of the Gulf of Mexico just outside your front door. With 12 x 63 open covered deck below to enjoy the gulf... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Coral Cottage is a newly renovated 2 bedroom, 2 bathroom bungalow which includes its own private heated pool nestled in lush tropical landscaping. The white sand beaches are only a short 2-3 minute walk away. Featuring a King bed in the Master bedroom and a Queen bed in the second bedroom. There... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 18
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Horizon West 112 - Condo 2 Bedroom / 2 Bath , maximum occupancy of 4 people. Beach Bound.....This is your place!~ 2 bedroom 2 bath condo 1 very short block to beach. Beautifully decorated with comfortable furniture. Everything you need for a relaxing vacation. Pet friendly Anna Maria Island is... View all property information
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    Holmes Beach, Anna Maria Island
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Spend your Anna Maria Island vacation in five star luxury when you visit “Fernweh”. This new Holmes Beach vacation rental offers both a stylish and relaxing destination for up to eight guests. If you experience wanderlust “Fernweh” is truly the place for you with a fabulous location,... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 10
    4 of 5 stars (2) Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    529 Key Royale - Private canal home 6 Bedroom / 5 Bath with private pool , maximum occupancy of 12 people. Outstanding large home perfect for a family! This beautiful Florida pool home is on a canal offering 6 bedrooms- 5 bathrooms . Luxury at its best! Sip your coffee in the morning on the... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 31
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    At 3 bedrooms and 2 full bathrooms, this is a great little rental on Anna Maria Island. A few short blocks to the beach, and around the corner to restaurants, pubs & stores. Featuring a heated pool and spa to relax in after your busy day, Starfish East is a luxurious and welcome retreat in the... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 24
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Centrally located on Anna Maria Island in the city of Holmes Beach, this dog-friendly vacation rental is on a large corner lot just one block from the white sand beaches of the Gulf of Mexico. Upon arrival, you will be greeted by a large covered porch - the perfect location to relax and enjoy the... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Welcome to On Island Time; a stunning, entirely new luxury rental home only 3 minutes' walk from the powdery white sand beaches and Gulf of Mexico. With its own private heated salt water pool with spa, 3 bedrooms and 2 bathrooms this is the epitome of luxury. Everything is brand new!!! 3 flat... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 32
    4.5 of 5 stars (22) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Fantastic 2 bedroom / 1.5 bath townhome just 200 steps to the beach. Relax in Paradise at #116 52nd Street in Holmes Beach on Anna Maria Island and enjoy all the comforts that this beautifully furnished townhome has to offer. Newly decorated with granite countertops, stainless steel appliances,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 9
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Eye-popping Peach Bellini is a newly renovated, small-dog friendly, 2 Bedroom/2 Bath Villa. Whether you relax in the private heated pool nestled in a lush tropical landscaped setting or take a short 2-3 minute stroll to the sugar white sand beaches this bunglaow and its conveinient location will... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 18
    5 of 5 stars (22) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Shady Pines is a tastefully updated 2 BR, 1-1/2 bath beach house right on the beautiful Gulf of Mexico. Walk out the door to a wide, white, powdery beach and the Gulf. This 2 bedroom beach house is located in the most perfect spot you willl ever find! Great views and privacy. This quiet beach... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Located in Holmes Beach on Florida's beautiful Anna Maria Island, Aqua Maria is just steps to the beach. Newly decorated and updated, this two bedroom, two bath vacation rental is inviting and relaxing. Gorgeous furnishings from <a href="http://www.thepamaroshop.com/" target="_blank">The Pamaro... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 24
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Waterfront
    • DVD Player
    • Balcony
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    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Grab your flip flops and get ready to head to the beach when staying in this Gulf Sands condo! With a private balcony overlooking the turquoise waters of the Gulf of Mexico, this vacation rental is a fantastic place to stay during your Anna Maria Island vacation. There is plenty of space for... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Sandy Beach Access Duplex, 2 bedrooms, 2 baths, 6 Places Newly renovated, fully furnished, 2 BR 2 Bath duplex. New landscaping. 1 1/2 blocks (300 yards) to a beautiful sandy beach. Cable TV's, Wireless Internet, DVD Player. Laundry room. Anna Maria Island offers the perfect vacation, whether... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 21
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Cottage By the Sea is a Unit within the charming Sea Pirate condo complex located on a tranquil and desirable stretch of Gulf Drive in Holmes Beach, Florida. It is tucked away right across the street (less than 100 ft.) from the turquoise waters of the Gulf of Mexico and the expansive... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 12
    4 of 5 stars (5) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
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    • Waterfront
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    • Hot Tub
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    • Private Outdoor...
    • Washer
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This is a gorgeous home, just 1/4 block from the beach which you can see from the balcony. Private elevator to all floors, relaxing living room with flat screen TV. Impressive Kitchen with granite counter tops, Stainless steel appliances, wood floors, bar sitting area, large dining room.... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 24
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    With breathtaking views of the Gulf of Mexico from almost every room and just steps to the beach, you may never want to leave the soothing and relaxing atmosphere of Starfish Villa. Located in Holmes Beach on Florida's beautiful Anna Maria Island, this two-bedroom, two-bath, elevated home equipped... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 20
    5 of 5 stars (86) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    PRIVATE ISLAND PARADISE - This unique custom home is hidden on a huge garden lot surrounded by palms, birds of paradise, tropical plants and a 6 ft fence. Few island homes offer this degree of privacy. SPACIOUS ELEGANCE - The home has 2,600 sq ft (240 sq m.) of ground level indoor living space with... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 34
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    * SPECIAL DOES NOT INCLUDE SPRING BREAK WEEK OF APRIL 2-9TH OR MEMORIAL WEEKEND Be one of the first to enjoy this brand new 5 bedroom, 4 bathroom beach home just a one minute walk to the famous Anna Maria Island beach. The beach stretches for miles in each directions. Feel the powdery sand... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Breath-taking panoramic views of the sparkling Gulf of Mexico and sugar sand beaches.  (2) Bedrooms, (2.5) Bathroom, accommodates up to (6) people: 1 King, 2... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 46
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    OCEAN VIEW is a brand new construction home that features 6 bedrooms and 5.5 bathrooms and a fantastic location-just a 1 minute stroll to the White sandy beaches at the 65th st access! This lovely property offers a private heated pool with a spa, water slide and grotto. The backyard is an oasis... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Satellite TV
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    When you stay in this spacious two-bedroom family-friendly condo you will definitely become a beach potato! Just steps from Anna Maria Island's beautiful white sand beach in the city of Holmes Beach, with 1,349 square feet, this vacation rental provides plenty of space to relax and enjoy your time... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217