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House Rentals in Anna Maria Island, FL

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    All 915 Rentals in Anna Maria Island
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    From
    $356
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    1 / 25
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    From
    $267
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    1 / 36
    Bradenton Beach
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    $999
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    1 / 19
    Holmes Beach
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    $150
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    1 / 12
    Holmes Beach
    Studio / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • DVD Player
    • Patio
    • Dryer
    • Air Conditioning
    • Waterfront
    • Water Views
    • Washer
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Come and put your toes in the sand! This large studio with balcony sleeps a maximum of 4 guests. Ideally designed for 2 Adults and 2 Children, this unit has one king bed and two twin sleepers, and is decorated with the Tropical Island Beach style furnishings. Relax on your private balcony and... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $365
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    1 / 24
    5 of 5 stars (14) Excellent
    Holmes Beach
    5 Bedrooms / 8 Bathrooms / Sleeps 10
    Overview Reviews (14) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ***RECENT UPDATES!!! This property was recently updated with new features and amenities including; new patio furniture, new bench seats, a new entry table, new grill, new patio doors, updated décor, new lighting, wall pictures, throw pillows, bedding and ceiling fans.*** Large and private vacation... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $241
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    1 / 24
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Water Views
    • Waterfront
    • Washer
    • Dryer
    • Patio
    • Private Outdoor...
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Bay view Home, located at 404 21st Place in Bradenton Beach is a hidden treasure! This wonderful home features two bedrooms and two bathrooms on a quiet street ending at the water. Best of all, this beautiful home is canal front with beautiful views of the bay! It features a private heated pool,... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    $357
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    1 / 31
    Bradenton Beach
    4 Bedrooms / 3 Bathrooms / Sleeps 11
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • DVD Player
    • Garage
    • Satellite TV
    • Patio
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is a 4 bedroom home with it's own private pool, open and spacious floor plan, marble counter tops throughout, views of the beach and bay and gorgeously decorated with top of the line amenities. Located on beautiful Anna Maria Island 1 block to beach and 1 block to the bay. Please ask about... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    $481
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    1 / 23
    Bradenton Beach
    6 Bedrooms / 3 Bathrooms / Sleeps 12
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    Amenities & Details
    • Water Views
    • Deck
    • Dryer
    • Satellite TV
    • Private Outdoor...
    • Patio
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful Beach Cottage in perfect location Available separately or as a combination - Please call for rates and availability of each of the 2 bedroom units. This adorable vacation rental in Bradenton Beach is actually three 2 bedroom rentals combined into one vacation rental package, for a total... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    $116
    / Night
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    1 / 20
    4 of 5 stars (1) Very good
    Anna Maria
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dryer
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Located in the heart of Anna Maria Village this recently updated one bedroom apartment is located just a few houses from the beautiful Gulf Beaches. Direct beach access with no streets to cross! 146 steps to the beach and less than a 2 minute walk. Bring your boats and wave runners as there is... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $256
    / Night
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    1 / 13
    5 of 5 stars (1) Excellent
    Holmes Beach
    4 Bedrooms / 8 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Picture perfect custom-built vacation rental home located at 141 50th Street in Holmes Beach on Anna Maria Island! You will just love all this home has to offer and it's located WEST of Gulf Drive. With over 2,500 square feet this home has a lot to offer! Perfectly situated just steps from the... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $125
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    1 / 16
    5 of 5 stars (1) Excellent
    Anna Maria
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This Charming 2BR/1BA beach cottage is just a few properties to the beach and has direct beach access. No streets to cross to get to the beach! Updated kitchen with an apartment size electric range and full size refrigerator. The bedrooms have a Queen size bed and two twin beds. There is an open... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $206
    / Night
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    1 / 16
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool...
    • Internet Access
    • Dryer
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This Newly remodeled 2 bedroom, 2 bath ground floor home with Pool is located one very short block to the beautiful white sand beaches of Anna Maria Island. Quiet North Holmes Beach location. The home offers a spacious living room, Florida room and fully equipped and nicely appointed kitchen. The... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $1,749
    / Week
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    1 / 16
    4 of 5 stars (1) Very good
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dryer
    • Garage
    • Satellite TV
    • Grill
    • Patio
    • Deck
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This beautiful 2200 sq ft beach home was built in 2006 and has all the modern luxuries including; an elevator, solid wood cabinets, granite countertops, wood floors, carpet in bedrooms, dishwasher, garbage disposal, 3 large bedrooms, 2 ½ baths, Jacuzzi tub in master bathroom, private heated pool,... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $624
    / Week
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    1 / 8
    4 of 5 stars (2) Very good
    Bradenton Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Refrigerator
    • Cooker
    • Balcony
    • Washer
    • Satellite TV
    • Linens Provided
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This lovely unit is located in a small complex in Bradenton Beach, the most southern town on Anna Maria Island. The villa has all the comforts of home including a memory foam mattress, WIFI, and flat screen TV's in the living/dining area and the bedroom. The complex offers close proximity to the... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    From
    $332
    / Night
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    1 / 33
    5 of 5 stars (6) Excellent
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Parking
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Coastal living in a tropical setting! Gorgeous ground level 3 bedroom/3 bath home with designer touches at every glance. This light and airy, open-concept floor plan is generously appointed with flat screen TVs in all rooms and tile floors throughout every one of its almost 2000 square feet. You... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $1,749
    / Week
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    1 / 30
    5 of 5 stars (1) Excellent
    Anna Maria
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Boat Available
    • Waterfront
    • Internet Access
    • DVD Player
    • Satellite TV
    • Water Views
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Canal Place is a restored three bedroom, three bath Old Florida island home with a pool and hot tub; neutral and relaxing decor with a spacious living room and just a short stroll to the white sand beaches if Anna Maria. Direct waterfront with beautiful canal views. Sleeps upto 8 people. Amenities... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34217
    From
    $874
    / Week
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    1 / 13
    4 of 5 stars (1) Very good
    Anna Maria
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Grill
    • Internet Access
    • Waterfront
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • DVD Player
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Copacabana is a 2 bedroom, 2 bath private canal front home with a pool; with tile floors throughout and a designer's stylish touch, you will feel you have found your home away from home! Copacabana will accommodate 6-8 people and offers a separate family room with a large flat screen TV that is... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $624
    / Week
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    1 / 10
    4.5 of 5 stars (3) Very good
    Bradenton Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Stereo System
    • Washer
    • Grill
    • Internet Access
    • Balcony
    • Refrigerator
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The Villas is a small, 5 unit complex with a pool located steps from downtown Bradenton Beach and the beautiful white sand beaches of Anna Maria Island. All the units are clean and tastefully decorated with new ceramic tile floors and appliances. The complex offers FOUR 1 bedroom, 1 bath units and... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    From
    $906
    / Week
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    1 / 16
    4 of 5 stars (5) Very good
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 7
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Dryer
    • Washer
    • Internet Access
    • Patio
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This beautifully decorated 2 bedroom, 1 bath and 3 bedroom, 2 bath duplex is just a short half block from the white sand beaches of Anna Maria Island. The 2 bedroom unit sleeps 7 people and the 3 bedroom sleeps up to 10 people. Palm Haven is the perfect vacation spot for anyone! Amenities Include:... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $139
    / Night
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    1 / 26
    5 of 5 stars (1) Excellent
    Holmes Beach
    3 Bedrooms / 7 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Large three bedroom and two and a half bath townhome at 6250 Holmes Blvd in desirable North Beach Village of Holmes Beach one block to the pristine Gulf beaches of Anna Maria Island. Beautifully updated and furnished with no detail left unimagined. New kitchen with a French bistro flare, new... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    From
    $156
    / Night
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    1 / 17
    4 of 5 stars (8) Very good
    Bradenton Beach
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Water Views
    • Patio
    • Air Conditioning
    • Internet Access
    • Deck
    • Cooker
    • Satellite TV
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Come and recapture the simple pleasures of life by experiencing the colors of 'true island' living at it's best. Koi One Vacation Rentals offers a pallet of tropical hues. Lushly landscaped settings, gulf views, waterfalls and seabirds create a unique and charm-filled escape. Each apartment is... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    From
    $170
    / Night
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    1 / 25
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    We call this Home Beach Beauty for good reason! This beautiful home is West of Gulf Drive and only 175 steps to the beach with no streets to cross to get to the beach! A great family retreat with 3 bedrooms and 2.5 bathrooms. Coastal living furnishings and cute decor!! 10' ceilings, pine plank... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $169
    / Night
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    1 / 15
    3 of 5 stars (1) Average
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Watersports Nearby
    • Air Conditioning
    • Washer
    • There Are Tennis...
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    BEACHCOMBER, just 200ft from 7 miles of white sandy beach, is a beautifully furnished cottage with 2 bedrooms, 1 double and 1 twin. The master bedroom has an en-suite bathroom. There is also a 2nd bathroom with shower, WC and basin only. A large open plan living room, kitchen, dining room leads... View all property information
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    Location Information
    Anna Maria Island, Florida FL34217
    From
    $267
    / Night
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    1 / 24
    4.5 of 5 stars (5) Very good
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Washer
    • Dryer
    • Patio
    • Grill
    • Satellite TV
    • Private Outdoor...
    • Wi-Fi
    • Garage
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $161
    / Night
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    1 / 11
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Star Fish Beach 3 - Anna Maria Island's premier upscale development offers this vacation rental condo for the discriminating vacationer only. Every detail has been taken care of with our guest's relaxation in mind. A heated pool in a tropical landscape offers an oasis to relax after a long day of... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $266
    / Night
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    1 / 25
    5 of 5 stars (1) Excellent
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Garage
    • Deck
    • Washer
    • DVD Player
    • Patio
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Palm Villa is a New England-style cottage and a Florida Keys getaway all rolled into one, but located on beautiful Anna Maria Island! Just a short five-minute stroll to the white sand beach and azure blue water of the Gulf of Mexico, this home and location will bring you back time and again. The... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $160
    / Night
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    1 / 20
    4.5 of 5 stars (3) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Sauna
    • DVD Player
    • Shared Tennis Court
    • Air Conditioning
    • Washer
    • Satellite TV
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Sun Plaza West, located in Holmes Beach on Anna Maria Island, is a fantastic get-away for the beach lover and tennis enthusiast! This two-bedroom, two-bath, end unit condo is located just steps to the white sand beaches of the Gulf of Mexico. This vacation rental features a large master suite with... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $196
    / Night
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    1 / 24
    4.5 of 5 stars (3) Very good
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Washer
    • Satellite TV
    • Cooker
    • Patio
    • Private Outdoor...
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Escape to Serenity sums it up for this quaint and cozy duplex (with no shared walls). You will feel as if you have landed on your own personal island with this gem of a property. This fantastic, two-bedroom, one-bathroom vacation rental will help you find some serenity. This home boasts an all-new... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $151
    / Night
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    1 / 24
    4 of 5 stars (2) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Grill
    • Washer
    • Air Conditioning
    • Satellite TV
    • Garage
    • Dryer
    • DVD Player
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Launching your kayak at sunrise from the canal dock of this gorgeous two-bedroom, two-bath home is a fantastic way to start your vacation on Anna Maria Island. Located on one of the many Holmes Beach canals, this tropically-lush landscaped vacation rental, just three short blocks to the pristine... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $306
    / Night
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    1 / 19
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Luxury is yours with this brand new gulf view rare three bedroom and three full bath luxury holiday condo. Pamper yourself and stay awhile on our little 'peace' of paradise known as Anna Maria Island. Relax your cares away in the master suite fit for royalty with king size bed, dual headed... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $196
    / Night
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    1 / 24
    5 of 5 stars (5) Excellent
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Grill
    • Refrigerator
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Satellite TV
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Escape to Serenity sums it up for this quaint and cozy duplex (with no shared walls). You will feel as if you have landed on your own personal island with this gem of a property. This fantastic, two-bedroom, one-bathroom vacation rental will help you find some serenity. This home boasts an all-new... View all property information
    Make Enquiry
    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $276
    / Night
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    1 / 24
    4.5 of 5 stars (3) Very good
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • DVD Player
    • Private Outdoor...
    • Garage
    • Dryer
    • Wi-Fi
    • Patio
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Begin your vacation in this gorgeous and luxurious Mediterranean style home! Boasting three bedrooms and three baths, there is room to bring the whole family for a wonderful stay on Anna Maria Island. Just a mere block and a half to the white sand beach or steps to the private heated pool, you... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $294
    / Night
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    1 / 24
    4.5 of 5 stars (7) Very good
    Holmes Beach
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Wi-Fi
    • DVD Player
    • Dryer
    • Satellite TV
    • Patio
    • Garage
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This four-bedroom pet-friendly vacation rental with a heated pool is just a block to the white sand beaches of Anna Maria Island and the Gulf of Mexico. Located in Holmes Beach, Beautiful Villa by the Sea offers an open floor plan with plenty of space to accommodate 10. On the main floor you will... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $177
    / Night
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    1 / 24
    5 of 5 stars (4) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Water Views
    • Wi-Fi
    • Elevator/Lift access
    • Washer
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $227
    / Night
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    1 / 14
    4 of 5 stars (3) Very good
    Holmes Beach
    3 Bedrooms / 7 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This spacious Canal front pool home is located in the desirable Key Royale subdivision of Holmes Beach. The sparkling blue water fully caged pool allows you to float your cares away. The pool/lanai area is very large with spaces to relax, eat and swim. This vacation rental home is large... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $160
    / Night
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    1 / 23
    4.5 of 5 stars (10) Very good
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (10) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Grill
    • Private Outdoor...
    • Deck
    • Wi-Fi
    • Cooker
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    **SPECIAL** Receive $100 off weekly rentals through July 31, 2015! To take advantage of this offer use the promo code HIDEAWAY when reserving Island Hideaway East! ------------ Island Hideaway East has been newly renovated for your vacation pleasure! Over 800 square feet of living area boasts a... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $214
    / Night
    View Details
    1 / 24
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Elevator/Lift access
    • Dryer
    • Washer
    • Grill
    • Water Views
    • Waterfront
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Once you open the door to this Gulf View, you will begin to relax. Restful and soothing beach colors throughout this two-bedroom, two-bath condo will encourage you to have a fabulous vacation on Anna Maria Island. The breathtaking view of the sparkling water through floor to ceiling windows in the... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $321
    / Night
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    1 / 24
    5 of 5 stars (6) Excellent
    Anna Maria
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Dryer
    • Private Outdoor...
    • Washer
    • DVD Player
    • Refrigerator
    • Wi-Fi
    • Garage
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Steps from the white sand beaches of Anna Maria, this four-bedroom, three bath, elevated house is just the place to build sand castles and memories! Located on Pine Avenue in Anna Maria, this charming beach vacation rental with a new backyard pool is beckoning you to start your vacation now. A... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $231
    / Night
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    1 / 24
    5 of 5 stars (7) Excellent
    Anna Maria
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Dryer
    • Grill
    • Porch
    • Patio
    • Refrigerator
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This two-bedroom, two-bath vacation rental is located on the quiet north end of Anna Maria Island. Whispering Pines is just three houses from one of the most beautiful beach accesses on the island. This classic 1920's beach cottage has been lovingly restored. The original wood molding, fireplace,... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $160
    / Night
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    1 / 24
    5 of 5 stars (7) Excellent
    Holmes Beach
    3 Bedrooms / 7 Bathrooms / Sleeps 6
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sun Fish - Anna Maria Island's newest upscale development offers this vacation rental attached condo for the discriminating vacationer only. Every detail has been taken care of with our guest's relaxation in mind. A heated pool in a tropical landscape offers an oasis to relax after a long day of... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $214
    / Night
    View Details
    1 / 24
    5 of 5 stars (4) Excellent
    Anna Maria
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Washer
    • Waterfront
    • Dryer
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Grill
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Come and enjoy your own private Island Oasis! Located on the north end of Anna Maria Island in the city of Anna Maria, one block from the bay and a few blocks from the City Pier, this charming vacation rental will allow for some serious relaxation. This home-away-from-home offers two bedrooms and... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $151
    / Night
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    1 / 17
    4.5 of 5 stars (4) Very good
    Anna Maria
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Stereo System
    • Wi-Fi
    • Cooker
    • Air Conditioning
    • DVD Player
    • Linens Provided
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This vacation rental is located on Anna Maria Island's historic Pine Avenue, halfway between the Gulf of Mexico and the Anna Maria City Pier! This adorable, one bedroom cottage, with high beamed ceilings, wood floors and shabby chic décor throughout is ideal for a vacation getaway! This quaint... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $214
    / Night
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    1 / 23
    4.5 of 5 stars (8) Very good
    Anna Maria
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Grill
    • Linens Provided
    • Satellite TV
    • Cooker
    • Refrigerator
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Location, location, location. Welcome to the quaint and quiet north end of Anna Maria Island! This classic AMI elevated, open floor plan vacation rental boasts three bedrooms and two baths with plenty of room for a large family or group to spread out and relax! Two queen-size beds, a full-size... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $235
    / Night
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    1 / 24
    4.5 of 5 stars (8) Very good
    Anna Maria
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Stereo System
    • Dryer
    • Grill
    • Wi-Fi
    • Patio
    • Private Outdoor...
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    BON AMI will be your 'good friend' after a vacation stay. Located on the north end of Anna Maria Island and a short distance to Bean Point, this heated pool stilt home will beckon you back year after year! Beautifully decorated, this three-bedroom, two-bath vacation rental is spacious, airy, and... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $304
    / Night
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    1 / 19
    5 of 5 stars (2) Excellent
    Holmes Beach
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ** VACATION YOUR WAY - this property welcomes SATURDAY TO SATURDAY reservations ** ** Very Economical FIVE bedroom home with a pool - 20% OFF LAST MINUTE RESERVATIONS! *** (30 days prior to arrival) Welcome to Flip Flops Forever, Holmes Beach, Anna Maria Island, FL...Steps from the Gulf... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $620
    / Night
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    1 / 24
    4.5 of 5 stars (7) Very good
    Anna Maria
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Fireplace
    • Deck
    • Satellite TV
    • Washer
    • Waterfront
    • Air Conditioning
    • Sauna
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located on the north end of Anna Maria Island in the city of Anna Maria, this family-friendly vacation rental was built for rest and relaxation. Beginning with the lush landscaping that meets you at the front door, all the way through to the putting green, kayak launch and boat dock, this house has... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $302
    / Night
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    1 / 24
    5 of 5 stars (4) Excellent
    Anna Maria
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Washer
    • Waterfront
    • Wi-Fi
    • Water Views
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This gulf-front vacation rental cottage is located right on the beach on the secluded north end of Anna Maria Island. Step out Wave Crest's door and into the waiting lounge chairs and rub your toes in the beautiful white sand beaches of AMI or enjoy the views of the sparkling Gulf of Mexico waters... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $250
    / Night
    View Details
    1 / 24
    5 of 5 stars (4) Excellent
    Anna Maria
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Patio
    • Satellite TV
    • DVD Player
    • Private Outdoor...
    • Washer
    • Waterfront
    • Stereo System
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Starfish Dreams is the perfect place to start your vacation! This family-friendly vacation rental is centrally located on Pine Avenue in the city of Anna Maria on Anna Maria Island, halfway between the Gulf of Mexico and Tampa Bay. If that were not enough, it also has a heated pool and is on a... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $160
    / Night
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    1 / 23
    5 of 5 stars (2) Excellent
    Anna Maria
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Refrigerator
    • Satellite TV
    • Cooker
    • Washer
    • Wi-Fi
    • Linens Provided
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Your time on Anna Maria Island should be perfectly charming in this classic beach-style cottage perfectly located on the west side of Gulf Drive in the city of Anna Maria. Only steps away from the azure blue waters of the Gulf of Mexico, this unique vacation rental boasts two very large bedrooms... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $428
    / Night
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    1 / 16
    Holmes Beach
    3 Bedrooms / 7 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the Palm Gables located at 106 36th ST directly on the Gulf of Mexico. This well-appointed 3 bedroom, 2 1/2 bath condo with heated pool on the beach. You have secure covered parking to an elevator for ease of getting to this wonderful condo. This unit is spacious; decorator furnished... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217