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Beach Rentals in Anna Maria Island, FL

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    Travellers to Anna Maria Island are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 13
    5 of 5 stars (1) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    5 of 5 stars (2) Excellent
    Holmes Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    3.5 of 5 stars (3) Average
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 20
    5 of 5 stars (1) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Bradenton Beach Club 252 - Condo 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. So well appointed with comfortable furniture,with fishing dock, pools, easy access to the beach, and located near shopping, trolley, and restaurants, Bradenton Beach Club welcomes you to relax, relax, relax. So... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    Holmes Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Welcome to Sunset Glow - a Brand New vacation home in our rental program! Live the life of luxury right in the heart of Anna Maria Island. This home was... View all property information
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    Holmes Beach, Anna Maria Island 34217
    Holmes Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    Located in Holmes Beach, on Anna Maria island. This one bedroom two bath unit is a full size apartment with full size kitchen all appliances dishwasher, stove full size refrigerator, living area, dinning area and a separate bedroom has king size bed. Two full size bathrooms. Its just steps to the... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 14
    5 of 5 stars (1) Excellent
    Holmes Beach
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    532 70th - Private canal home 5 Bedroom / 5 Bath with private pool , maximum occupancy of 10 people. Our Sandsational family home!~ Would you care to escape to Florida with style and sophistication? Indulge friends and family while pampering yourself vacationing at this elegant residence... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 28
    5 of 5 stars (2) Excellent
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Beautifully remodeled 3 bedroom/2.5 bath home with luxury amenities on the North End of Anna Maria, just 4 houses to Bean Point, one of the quietest beaches on the island, and 2 blocks to the famous Rod & Reel Pier! Private Backyard with Heated Pool, and an open floor plan with vaulted ceilings!... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    Holmes Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    Located in Holmes Beach, on Anna Maria island. This one bedroom two bath unit is a full size apartment with full size kitchen all appliances dishwasher, stove full size refrigerator, living area, dinning area and a separate bedroom has 2 full size beds. Its just steps to the beach. Covered parking.... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 24
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Kick off your shoes and get your relaxation on at LimeMariaVille! Located on Anna Maria Island in Holmes Beach, this is the perfect vacation rental for you, your family and friends. This beautiful three bedroom, 2.5 bath home has all the amenities and more for a fun time! A fully-equipped kitchen... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
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    1 / 27
    Holmes Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    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
    1 / 24
    4 of 5 stars (1) Very good
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Anna Cabana A is the perfect getaway! Located on the north end of Anna Maria Island and just a short stroll to the beach, this cute bungalow beckons you to stay and relax. This adorable vacation rental has been completely refurbished inside and out! A queen bedroom and a full bunk with twin over,... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    1 / 34
    5 of 5 stars (2) Excellent
    Holmes Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Luxury is yours with this gorgeous ocean view four bedroom, four full bath luxury townhome vacation rental in Holmes Beach. Enjoy your own personal day spa experience from the privacy of the master suite fit for royalty with king size sleigh bed, separate shower and Jacuzzi tub. There is a... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 21
    5 of 5 stars (3) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    <BR>Please note: we welcome only stays of seven nights or more, and require Saturday arrivals.<BR>--------------------------------------------------------------------------------------------------<BR><BR>This delightful cottage isn't just a place to stay – it's your means to a truly tranquil state... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 14
    4.5 of 5 stars (2) Very good
    Holmes Beach
    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
    Location Information
    Holmes Beach, Anna Maria Island
    Holmes Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; 4 Bedroom, 4 Bath (Sleeps 10) - “Bimini Bay” 4807 2nd Avenue in Holmes Beach. The perfect holiday getaway for family and friends, “Bimini Bay” is a... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 27
    4.5 of 5 stars (6) Very good
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This gorgeous 3 bedroom/2 bath villa, offers a private heated pool, newly remodeled with granite countertops, stainless appliances, and brand new furnishings throughout. Outdoor paver patio for private sunning, or put the umbrella and chairs in the pool to cool off. The beach is only a block... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 35
    5 of 5 stars (2) Excellent
    Anna Maria
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Newly remodeled, 4 bedroom/3 bath home, just 90 Steps to the beach, with a large private HEATED pool! Quiet setting in the beautiful north end of Anna Maria, and located west of Gulf Drive for easy beach access with no streets to cross. Easy walking distance to many shops and restaurants, and... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Lush tropical landscaped setting. Beautifully maintained two bedroom vacation rental on gorgeous Anna Maria Island. Secluded beaches, shopping, restaurants, golf, fishing and relaxation. Apartment includes full kitchen, 50' flat screen TV in living room, flat screen TV also in one of the two... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 20
    5 of 5 stars (1) Excellent
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Completely remodeled, Beautiful, 3 Bedroom/2 Bath villa with private backyard, PRIVATE Heated pool, and only 75 yards to the beach! Beautiful new granite countertops, stainless appliances, and tile throughout. King Master bedroom with TV, Queen Bedroom w/ TV, Full/Twin bunk in the third bedroom... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
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    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    this 3 story condo is directly across the street from the gulf of mexico. this condo has 2 balconies to sit and relax and look at the gulf.this condo is appox. 8 very short blocks from bridge street were their are restaurants and bars and even a mini gulf coarse. we have a free shuttle that goes up... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 25
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Come relax and enjoy your beach vacation at The Dolphin Club! 2 bedrooms and 1 bathroom, the master bedroom has a queen bed and the other has 2 twin beds. There is also a sleeper couch in the living room which can sleep 2 people. Fully air conditioned. Includes covered parking and outdoor deck with... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 24
    Holmes Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Seabreeze Villa is a fabulous home for your vacation on Anna Maria Island. This beautiful Mediterranean designed home is located in central Holmes Beach, and is within walking distance of shopping, restaurants, and the white sand beach! This spacious home is equipped with a fantastic kitchen,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 29
    4.5 of 5 stars (23) Very good
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Aloha and welcome to our Island Home. <BR>Ohana is Hawaiian for family and that is who you are when you stay with us. Our retreat is nestled on Anna Maria Island, Florida and is a short 5 minute walk to the white sand beaches and turquoise waters of the Gulf of Mexico. <BR>We offer three locations... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    5 of 5 stars (12) Excellent
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Island Hideaway East has been newly renovated for your vacation pleasure! Over 800 square feet of living area boasts a king master and a twin bedroom with a hall bath. The open and spacious living area includes a kitchen with granite countertops and stainless appliances. The kitchen opens onto an... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holmes Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; 4 Bedroom, 3 Bath (Sleeps 14) - “Tina's Piece of Paradise” - 407 80th Street in Holmes Beach. When looking to accommodate a large group during you... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 20
    3 of 5 stars (1) Average
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
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    Pelican Cove 14 - Condo 2 Bedroom /2 Bath bay view, maximum occupancy of 4 people. Florida's Finest Beach to Bay Resort! Bring The Boat and the Sunscreen!~ Located near the shops and restaurants on Bridge Street, Pelican Cove lures those who appreciate a lively vacation. Start your day with a... View all property information
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    Bradenton Beach, Anna Maria Island
    1 / 25
    4 of 5 stars (1) Very good
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    GULF FRONT CONDO - Direct gulf front 2 bedroom 2 bath upstairs condo with a breathtaking view of the Gulf of Mexico. Large private screened balcony overlooking the beach. Fully equipped kitchen. Owner has provided many extras for your enjoyment. Heated pool and assigned covered parking. Stroll down... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Holmes Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    Located in Holmes Beach, on Anna Maria island. This one bedroom two bath unit is a full size apartment with full size kitchen all appliances dishwasher, stove full size refrigerator, living area, dinning area and a separate bedroom has 2 full size beds. Its just steps to the beach. Covered parking.... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 13
    4 of 5 stars (2) Very good
    Holmes Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    215 84th - Private home 4 Bedroom/ 3 Bath , maximum occupancy of 8 people. Florida Ambiance at it's finest!~ Anna Maria Island, noted for its old Florida ambiance, offers this Key West styled home, where you may awaken to greet the dawn swimming in your heated private pool, or soak in the spa... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 22
    5 of 5 stars (3) Excellent
    Anna Maria
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Beautiful, Brand New, Ground Level 4 bedroom/3 bath home, just around the corner from the Rod & Reel Pier, Bayfront Park, and just a couple of blocks to Fabulous Bean Point Beaches and Sunsets. Beautiful back yard with Heated Pool surrounded by a large paver deck and beautiful outdoor lounging... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 24
    4.5 of 5 stars (4) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    Part of the Spinnakers Vacation Cottages compound, Crows Nest is what some have called an adult version of a tree house, so you know kids will love it! A one bedroom, one bath vacation rental that sleeps six, Crows Nest features an awesome private deck where you'll have a great space to enjoy... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; One of the best vacation spots on Anna Maria Island, “La Casa Marie” is an amazing  gulf front 3 bedroom 2.5 bathroom Holmes Beach vacation rental... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    Anna Maria
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Cute and Cozy Cottage just 200 steps to Beach. Walk to Shops, Free Trolley, Resturants, Pier, Museum and more. This apt is attached to another unit that shares the pool. Rent it for the whole family. All the comforts of home. Just bring you towel and suit. Beautiful Beach and Wildlife.... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 24
    4.5 of 5 stars (30) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Plumfish is a fabulous villa from unique designers Pineapplefish.. It is a wonderful, blue stilted home, with very special, relaxing views across the Hammock Bayou, that you can enjoy from the terrace or sitting close to the water on a romantic, private deck.<BR><BR>Plumfish has been decorated to... View all property information
    Location Information
    Anna Maria Island, Florida 34216
    1 / 23
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Let the "Good Times" roll at this original and fun Anna Maria Island vacation home! The location is excellent, just a few blocks to the white sand beaches of the Gulf of Mexico! This fantastic, three-bedroom, two-bath vacation rental offers everything you need for a relaxing getaway. There are two... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Runaway Bay 278 - Condo 2 Bedroom/ 2 Bath ), maximum occupancy of 4 people. Runaway Bay ----Large complex ---right across the street from the beach. Easy beach access. Runaway Bay ----Large complex ---right across the street from the beach. Easy beach access. Largest heated pool on the... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; 7001 B Holmes Boulevard is where Anna Maria Island vacations become lifetime memories! This beautiful Holmes Beach vacation rental home provides... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3011 Ave E-2 Triplex Condo 2 Bedroom/ 2 Bath , maximum occupancy of 6 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
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 89
    5 of 5 stars (2) Excellent
    Bradenton Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    June Special Offer $1300.00 All-Inclusive Save $371.00. 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 Palms has just been completely updated with a new state of the art ultra high efficiency air conditioning... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 24
    4.5 of 5 stars (2) Very good
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Child-friendly
    • ?
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    • x
    About this property
    Life is Good at the Beach, located on the north end of Anna Maria Island, is a fantastic place to start your vacation. This three-bedroom, two-bath, vacation rental is just a five minute walk to the beautiful north end beaches near Bean Point and two blocks to the Rod & Reel Pier. The extra-large... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 12
    3.5 of 5 stars (2) Average
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Island Beach Club 4 - Condo 2 Bedroom / 1 Bath ground level gulf front , maximum occupancy of 4 people. Gulf Coast's Finest!~ Looking for the ultimate Gulf front luxury vacation? Well, look no further. You will love this ground level 2 bedroom/1 bath condo. Anna Maria Island is a tropical... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Welcome to Bella Vida, a Brand New vacation home in our rental program! Some may know that "Bella Vida" means "Beautiful Life", and your time spent at this... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    4.5 of 5 stars (5) Very good
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • ?
    • ?
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    • x
    About this property
    Located on the north end of Anna Maria Island, only 200 steps to the white sand beaches of the Gulf of Mexico, AMI Retreat is the perfect place for your vacation! With an estimated 2100 square feet, this gorgeous three-bedroom, two-bathroom family- and dog-friendly vacation rental has plenty of... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 25
    5 of 5 stars (1) Excellent
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • x
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    3 Bedroom/2 Bath Villa, with its own Backyard, PRIVATE Heated pool, and only 75 yards to the beach! Beautiful new granite countertops, stainless appliances, and tile throughout. King Master bedroom with TV, Queen Bedroom w/ TV, Full/Twin bunk in the third bedroom with TV, and a full size Sleeper... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 19
    3.5 of 5 stars (4) Average
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
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    Coquina Beach Club 206 - Condo 2 Bedroom/ 2 Bath ocean view, maximum occupancy of 4 people. Beautiful sugar sand beach, brilliant sunsets and balmy breezes await you at this two bedroom, two bath, beachfront condo. This second floor, end unit is very bright and nicely furnished with views of the... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    1 / 37
    4.5 of 5 stars (2) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    Tropical, quiet, 2 bedroom/ 2 bath duplex, just over a block to the beach, and a block to the free Island trolley! Elevated, with one car garage underneath filled with beach chairs and wagon. Heated Pool surrounded by a large paver deck, lush landscape and plenty of seating. Sleeps up to 4. 1160... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • ?
    • Smoking allowed
    • x
    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.; Welcome to Tropical Oasis, NEW to our vacation rental program! Located in the heart of Anna Maria Island, you will endure the ultimate relaxation within this... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 23
    5 of 5 stars (2) Excellent
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Washer
    • DVD Player
    • Private Outdoor...
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Beautiful 3 bedroom/2 bath beach house with Florida style furnishings! Corian countertops, beautiful Ceramic tile throughout, and high ceilings with crown molding. Private backyard with Heated Pool, waterfall, tropical landscape, and covered patio. Sleeps up to 8 people. Main house 1116 Sq. ft.,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Terrace
    • Air Conditioning
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    • Pet-friendly
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    • x
    • x
    • Smoking allowed
    • x
    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.; This two bedroom, two bath direct gulf front vacation condo gives room for six guest to enjoy the Gulf waves crash in the distance while a little bit closer... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217