We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Anna Maria Island, FL

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    ₹ 0
    ₹ 14,092 Average
    ₹ 67,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travellers to Anna Maria Island are booking December dates now. Secure your holiday home today, and have the perfect trip.
    1 / 24
    Holmes Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    1 / 14
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    1 / 14
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    1 / 17
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • Balcony
    • Patio
    • Grill
    • Internet Access
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    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
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 16
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; The cottages at Palm Isle Village are some of the finest and most favored vacation properties on Anna Maria Island. We are always very proud to recommend... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 15
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; Beautifully renovated tropical paradise for your holiday getaway.Private heated pool, free wireless internet, pet friendly (up to 25lbs) with fee, less than... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    4.5 of 5 stars (4) Very good
    Anna Maria
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Patio
    • Washer
    • Parking
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    With its luscious landscaping, eclectic look and colorful Key-West style, Simpatico could be right out of <em>Coastal Living Magazine</em>. This vacation rental bungalow is perfect for the ideal secluded island vacation! Located on the north end of Anna Maria Island, this canal home, with a boat... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 31
    Holmes Beach
    8 Bedrooms, 6 Bathrooms, Sleeps 22 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; Enjoy this set of elevated vacation homes with two private lagoon style perfect for large family getaways. (8) Bedroom, (7) Bath, accommodates up to (23)... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.;  3 Bedroom, 2.5 Bath (Sleeps 6) - “North Beach Village” 6250 Holmes Boulevard unit 72 in Holmes Beach. Relax in casual luxury and comfort at North Beach... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 17
    4.5 of 5 stars (4) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Patio
    • Grill
    • Internet Access
    • Outdoor Dining Area
    • Satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This charming 2 Bedroom 2 Bath is the fourth house from the gorgeous white sand beach on the Gulf of Mexico. Remodeled and updated, this fully furnished home features 1450 sq ft, plus garage and patio. Amenities include living room plus family room with TVs in both, fully equipped kitchen, laundry... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    List your property for free!
    List your holiday home where TripAdvisor travellers can find it.
    Add a Listing
    1 / 24
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The quintessential Florida beach side condo, you’ll love your Anna Maria Island vacation when you stay at West Winds 6828. This fun and tropical inspired coastal getaway accommodates up to four guests with two bedrooms and two full bathrooms. Nestled in the West Winds community on the Gulf... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 44
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Patio
    • Internet Access
    • Waterfront
    • Air Conditioning
    • Porch
    • Grill
    • Balcony
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Special Offer One Week Rental Between June 1-30 $1300.00 All-Inclusive Save $371.00. Come relax and enjoy your beach vacation at The Cast Away! Located conveniently 20 feet from the beach and the glorious Gulf of Mexico. This two bedroom and one bath condo sleeps six with a queen size bed, two... View all property information
    Location Information
    Anna Maria Island, Florida 34217
    1 / 9
    4.5 of 5 stars (16) Very good
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Becker Beach Bungalow offers a charming, comfortable stay less than 2 blocks from the beach. Accommodates 6 people comfortably; master bedroom with 1 queen bed and second bedroom with 2 twin beds. The living room also has a queen size sofa bed. Relax and enjoy the quiet of Anna Maria with its... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 24
    4.5 of 5 stars (2) Very good
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Patio
    • DVD Player
    • Washer
    • Wi-Fi
    • Satellite TV
    • Private Outdoor...
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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 / 24
    4.5 of 5 stars (30) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Waterfront
    • Washer
    • Patio
    • Air Conditioning
    • Private Outdoor...
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    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 / 18
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; Beach Bound is located just a short block from the Gulf of Mexico and 7 miles of beautiful Anna Maria Beachfront. It is elegantly furnished and has been... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 18
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; Welcome to Gulf Shores Condominiums! We more than know how to live a life of luxury, but simplicity is what we really covet. What will really stick with you... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; 3 Bedroom, 2 Bath (sleeps 8) - "Coastal Sands" - 213 70th Street, Holmes Beach Welcome to Coastal Sands! It time to slow down and drag your feet in the... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 59
    2 of 5 stars (1) Poor
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Grill
    • DVD Player
    • Private Outdoor...
    • Washer
    • Balcony
    • Air Conditioning
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Anna Maria Island’s Beach Paradise “10” is a charming Studio that has recently undergone complete interior renovations for a fresh, Tropical “At-The-Beach” ambience. This efficiency comfortably sleeps four in a “Suite” like setting which includes a Queen Size bed and a Queen Size sofa bed with Full... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 17
    Holmes Beach
    6 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; Fantastic new private vacation rental home with outstanding Gulf Views from two of the four balconies and large heated pool equipped with a swim up Tiki hut... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    Get the List
    1 / 24
    Holmes Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Terrace
    • Parking
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; 4 Bedroom, 3 Bath (sleeps 8) - "Jackie's Cottage" - 209 N. Harbor Drive, Holmes Beach Manatee Heaven! – Watch the manatees play from the private boat... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; Bedroom, 1.5 Bath (sleeps 5) - "Sandy Pants" - 133 White Avenue, Anna Maria Remodel January 2015! Be the first to see all the new decor, appliances,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 26
    Holmes Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Terrace
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; Magical and stunning vacation rental with an enviable backyard that includes a wet bar and pool oasis. (5) Bedroom, (3.5) Bath, accommodates up to (12)... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 16
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Air Conditioning
    • Internet Access
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; You’ll be in vacation mode from the second you drive up and see sunshine glinting off the rich, bronze walls and eye popping turquoise details of Bradenton... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 11
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; The panoramic views from this dreamy vacation home are something that you will need to tell absolutely everyone back home about – you’ll be sitting literally... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 21
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Parking
    • Grill
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Absolutely adorable vintage Bradenton Beach vacation rental cottage “A Pirates Cove” will have you wishing you could stay here forever! This two bedroom one bathroom cottage accommodates up to six guests with one king bed, one double bed, a twin bunk bed. Just one block from pristine Gulf of... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 7
    Anna Maria
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Private Garden
    • Satellite TV
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Carissa Coastal Cottage B is a beach get away, approximately 150+/- steps to the sandy white beach! This property has been completely renovated, new kitchen and bath, new AC. Beacy decor, nice size rooms. It is located in Holmes Beach on Anna Maria Island and is in a quiet neighborhood. You can... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34217
    1 / 35
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; The perfect condominium with direct views of the pristine Gulf of Mexico, you’ll want to vacation at “La Casa LaMar” year after year. This ground level 3... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 20
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Terrace
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; 2 Bedroom, 2 Bath (sleeps 4) - "Coquina Beach Club Condominiums" - 1906 Gulf Drive N, Bradenton Beach A week of light and bright luxury living is waiting... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 27
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; Experience a glamorous Anna Maria Island vacation rental home when you stay at 623 Ivanhoe Lane. Nestled in between the fifth hole of Key Royale Golf course... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 55
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.;   On Anna Maria Island, the Mediterranean design of Beach Escape promises you exactly the same enjoyment. This home is just the sort of place where... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Balcony
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; 2 Bedroom, 2 Bathroom (Sleeps 4) – “Anna Maria Island Club 27” – 2600 Gulf Drive in Bradenton Beach. With stunning direct gulf front views, the stylish... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 22
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Sauna
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; 2 Bedroom, 2 Bath (sleeps 6) - Runaway Bay Condominium: "Hawk's Nest" - 1801 Gulf Drive North Unit #272, Bradenton Beach Welcome to "Hawk's Nest"! This... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 22
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; 2 Bedroom, 2.5 Bath (Sleeps 6) - “North Beach Village” - 6250 Holmes Boulevard unit 63 in Holmes Beach. You will love spending time with friends and... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 15
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.;  Imperial House - Well maintained 55+ Condo located on Gulf Dr and on the bay. The community heated pool will float your cares away. All this and more is... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 25
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Hot Tub
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; Enjoy spacious Florida glamour with a week at this three bedroom, three bath vacation townhome. Outfitted with lighthearted colors on the wall and... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; If you're looking to spend your holiday in a luxurious and relaxing setting “La Casa Wendt” is the place to be! Located on direct gulf front in the “La Casa... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 52
    5 of 5 stars (5) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Parking
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Shared Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Affordable, comfortable and convenient for your next Florida vacation, Apt. 162 Runaway Bay Resort gives you all the amenities you'll need for a truly wonderful, relaxing vacation on beautiful, laid-back Anna Maria Island. Our fully furnished 2 bedroom, 2 bath home from home includes free... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 9
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; The right company can be a retreat all in themselves. So when you’re looking for an escape in Anna Maria Island with someone special, consider a week spent... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 22
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; “Salt Shack” is an adorable 3 bedroom 2 bathroom Anna Maria Island vacation rental home spacious enough for up to 7 guests. This ground level duplex in... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 17
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; On Anna Maria Island, you hear a lot about visitors experiencing love at first sunset. By the time sun is setting on your first day, most people are hooked.... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 25
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Terrace
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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
    1 / 20
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; While Anna Maria Island is a place that you can go barefoot about twenty two hours of the day, we still don’t like to skip on luxury.  (2) Bedrooms, (1)... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 16
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Grill
    • Waterfront
    • Patio
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Sea Waves cottage is located at north end of anna maria island. Brand new renovation, 3 bedroom with 2 bath room, with private dock, sailboat direct to bimini bay, unobstructed , natural view of bimini bay. Less than three minute walk to beach, walking distance to pine ave and the city pier and... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 24
    Bradenton Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Balcony
    • Internet Access
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    “103 South Beach Village” is the perfect Anna Maria Island vacation rental home to make memories that last a lifetime! This 3 bedroom 2.5 bathroom town house style vacation rental rooms up to six guests with one king bed, one queen bed and two twin beds in a casual paradise getaway. Located... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 16
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Balcony
    • Shared Outdoor Pool...
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Bayview Condo H - Condo 2 Bedroom/ 2 Bath bay view, maximum occupancy of 4 people. Nighttime, the Gulf of Mexico bathed in darkness, from your lanai you may enjoy illuminated Sarasota Bay, watching late afternoon storms on the mainland, boats heading to port or sounds of snorting dolphins passing... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    1 / 24
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Balcony
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; Located in beautiful Bradenton Beach, “Sunset Terrace” is the perfect Anna Maria Island vacation rental for 4 guests right on the Gulf of Mexico! This 2nd... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 24
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; Periwinkles are small, sunshine loving flowers with a color so distinct they name crayons after it. On a street baring their name in Anna Maria Island,... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 22
    Holmes Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; 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
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 10
    Anna Maria
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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.; The various shades of blue throughout Sea's the Day make this a  water lover's dream vacation cottage. Sitting about 200 steps to the beach access, it's like... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216