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 Homes and Apartments Holmes Beach, 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
    $264 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Community
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travellers to Holmes Beach are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    1 / 9
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    1 / 29
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    1 / 14
    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.; This home was completely remodeled from the ground up, so everything is new. The designer decor is sophisticated, yet fun and perfect for the island... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 29
    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.; Recently updated, find the casual and relaxing Anna Maria Island paradise getaway you’ve dreamt of at North Beach Village 55. This three bedroom two and a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 30
    2 Bedrooms, 2 Bathrooms, 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.;   Enjoy a magical sunset in this well maintained Gulf of Mexico direct beachfront Condo... Perfect get away condo. The large heated pool and nestled right... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 21
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • 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.; Beautiful light, bright and beachy relaxing seasonal rental. (4) Bedroom, (4) Bathroom, accomodates up to (8) people: 2 Kings, 1 Queen, 2 Twins. Private... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 41
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Washer
    • Parking
    • Air Conditioning
    • Balcony
    • Waterfront
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ** Call +1 908 236 2966 to inquire about this property Island Paradise is just that - the best view on Anna Maria Island. Panoramic views of the beautiful blue waters of the Gulf of Mexico and the white sand beaches. And don't forget the legendary sunsets. It simply does not get any better than... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Terrace
    • 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.; 3 Bedroom, 2.5 Bath (Sleeps 6) - “Palm Gables” 106 36th Street in Holmes Beach. Enjoy the gulf front Anna Maria Island vacation you deserve when you... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 11
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    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.; Wash away the sand, salt, and stress with a luxurious vacation at this vacation home where a bad day simply isn't allowed. (4) Bedroom, (3) Bathroom,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 24
    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
    1 / 20
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • 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.; Sea Breeze Sands is a fabulous three story vacation home sitting right across from the Gulf of Mexico and Anna Maria Island’s world famous, white sugar... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • 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.; Gorgeous town house style Anna Maria Island vacation rental “North Beach Village 40” will be the memorable vacation spot that makes you absolutely fall in... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    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.;   Southern Comfort is a luxury three bedroom vacation home less than two blocks from the beach. (3) Bedroom, (2.5) Bathroom, accomodates up to (8) people: 1... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Balcony
    • Parking
    • 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.; When you arrive at Anna Maria Island vacation rental home “Mermaid Crossing” you are greeted with true island style and luxury. This three bedroom three bath... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 32
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Washer
    • Wi-Fi
    • Private Garden
    • Grill
    • DVD Player
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Your perfect place to stay when visiting Anna Maria Island. This property has a heated pool and it's just a 1 minute walk to the white sand beach at the Gulf of Mexico. The house can accomodate up to 7 persons and has two parking lots directly in front of the house. You have a private heated... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 15
    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.; This multi-level, single family vacation home offers casual island luxury across an open floor plan with volume ceilings, a large wooden terrace, and... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • 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.; 3 Bedroom, 2.5 Bath (Sleeps 8) - “North Beach Village” - 6250 Holmes Boulevard unit 27 in Holmes Beach. For a relaxing and fun Anna Maria Island... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 24
    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
    1 / 25
    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Grill
    • Air Conditioning
    • Balcony
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • 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 comfort and Luxury are what you look for in an Anna Maria Island vacation, this is the perfect place for you! Accommodating up to 9 guests this glamorous... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    Get the List
    1 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Air Conditioning
    • 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.; (3) Bedroom, (3) Bath (Sleeps 6) – “Beachy Blue”- 129 52nd St in Holmes Beach. “Beachy Blue” is a magnificent Anna Maria Island vacation home that will... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 24
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Washer
    • Private Outdoor...
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    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 / 26
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Waterfront
    • Parking
    • Terrace
    • 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.; 3 Bedroom, 2 Bath (Sleeps 6) – “Gulf Place” – 6700 Gulf Drive Unit 14 in Holmes Beach. Offering everything you could want from a direct beach front... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 55
    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
    1 / 25
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Balcony
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • 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 place for a fun filled memorable vacation destination is waiting for you at the vacation rental home “Summer Breeze”! This gorgeous five bedroom... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • 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.; Holmes Beach vacation rental “Rest Assured” is a fun tropical inspired ground level home comfortably accommodating up to 8 vacationers. Located in beautiful... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 18
    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
    1 / 24
    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
    1 / 24
    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
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; 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... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Parking
    • Grill
    • Terrace
    • 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.; Anna Maria Island vacation rental home “Cozy Cottage” is the perfect place to reconnect with friends and family while making life lasting memories by the... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 25
    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
    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    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.;   Elegant and chic duplex ready for your tropical escape. (3) Bedrooms, (2.5) Bath, accommodates up to (9) people: 2 King,  2 Twin Bunk Beds, 1 Trundle Bed,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 33
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | 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.; You'll be close to all the favorite things to do on Anna Maria Island while spending a week's holiday at this well-appointed vacation home! (3) Bedroom, (2)... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Internet Access
    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.; Key Lime Cottage East welcomes you to this recently re-done and updated island duplex. All new furniture and custom touches throughout to make your stay a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | 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.;   Refreshing and tropical are the perfect ways to describe this vacation rental home Mango Breeze at 141 50th Street! Spend a week here in Holmes Beach and... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • 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.; Hidden Cove is a slightly ironic name for these vacation condominiums – they’re some of the most popular properties we offer! It must have something to do... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 20
    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
    1 / 25
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Air Conditioning
    • 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.; Located on gulf front property, “Sun Plaza West” is a beautiful beach side Holmes Beach vacation rental home perfect for 4 guests! Well equipped with... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 23
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Shared Outdoor Pool...
    • Balcony
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    611 Gladstone - Private home 4 Bedroom / 3 Bath with private pool , maximum occupancy of 6 people. This very spacious four bedroom and three bath home is located in the quiet yet very popular Key Royale community. Just a short stroll to the beach, shopping, restaurants or the library. It features... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 18
    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
    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | 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.; Island Jewel welcomes you! This is a renovated and designer decorated vacation home in the highly coveted Key Royale neighborhood; perfectly situated at the... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Internet Access
    • Hot Tub
    • 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.; If you're looking to spend your holiday in luxurious and relaxing setting, La Casa Costiera is the place to be! You’ll know it’s something special from the... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 33
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • 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.; This vacation rental is exactly what you’ve been dreaming of – three stories of laid back luxury, with three bedrooms, two and a half bathrooms, peeks of a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 31
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • 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.;   Breath-taking panoramic views of the sparkling Gulf of Mexico and sugar sand beaches.  (2) Bedrooms, (2.5) Bathroom, accommodates up to (4) people: 1... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 21
    4 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.;  Welcome to Casa Varadero a new ground level vacation rental home on Anna Maria Island in the quiet upscale neighborhood of Key Royale.This canal front home... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • 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.; When a starfish needs to get away from something and can’t, it will sometimes need to detach an arm. After a week of staying in the Starfish Beach... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | 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.; Welcome to West Winds Condo. This updated 2 bedroom 2 bathroom condo comfortably accommodates up to 6 guests.  (2) Bedroom, (2) Bath, accommodates up to (6)... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 70
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    • Washer
    • DVD Player
    • Grill
    • Waterfront
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Special Offer Sept. 1-Oct. 30 $1000.00 all-inclusive for a one week rental save $782.50. Anna Maria Island is not a place you go to the beach. When you are on Anna Maria Island you are at the beach.The Anna Maria Island 'Beach Paradise Condo' is located on Holmes Beach directly in the middle of... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 26
    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
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | 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.;   The Captains House welcomes you! Living at the beach is like living anywhere else except it's better in almost every way imaginable! Experience it for... View all property information
    Location Information
    Holmes Beach, Anna Maria Island