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.

Holmes Beach Vacation Rentals

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
    $275 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Community
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travellers to Holmes Beach are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 63
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    1 / 7
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    1 / 25
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    1 / 35
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Washer
    • Grill
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Breath-taking panoramic views of the sparkling Gulf of Mexico and sugar sand beaches.  (2) Bedrooms, (2.5) Bathroom, accommodates up to (6) people: 1 King, 2 Twins and loft. Community pool, free wireless, sorry no pets, gulf front location. Hidden Cove is a slightly ironic name for these... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Balcony
    • Air Conditioning
    • Internet Access
    • Terrace
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
     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 Village unit 72 Gulf Dream! This Anna Maria Island vacation rental home has everything you need for the perfect getaway with up to six... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 45
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Patio
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    FAMILY/CHILD FRIEDLY CONDOMINIUM. The Anna Maria Island Beach Retreat is a completely remodeled two bedroom one bathroom condo, located four houses from Anna Maria Island’s exquisite white powder sand beaches. Included with your stay is one free breakfast for everyone in your party plus free daily... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 69
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    FAMILY/CHILD FRIEDLY CONDOMINIUM. The Anna Maria Island Beach Castaway 1 is located directly in the middle of Anna Maria Island and is a beautiful 2 bedroom, 1 washrrom condo conveniently across from the seven acre Manatee Public Beach and the shimmering Gulf of Mexico. This is one of only two... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 37
    4.5 of 5 bubbles (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Washer
    • Parking
    • Grill
    • Air Conditioning
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    COMPLETELY REMODELED 2 bedroom/ 2 bath duplex unit. Tastefully furnished and decorated, you will feel right at home. A plush King bed in one bedroom and twin beds in the other. It's just over a block to the beach, and a block to the free Island trolley! Elevated, with one car garage underneath... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Terrace
    • Balcony
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The peaceful and airy feeling “Sandy Point 202” is a condo style Holmes Beach vacation home located in the center of Anna Maria Island. This calming uncluttered home offers accommodations for 6 guests. “Sandy Point 202” has a clean feel, decorated with white hues and dark wood furnishings with... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Parking
    • Satellite TV
    • Washer
    • Grill
    • Air Conditioning
    • Internet Access
    • Patio
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Kick off your shoes and get your relaxation on at LimeMariaVille! Located on Anna Maria Island in Holmes Beach, this is the perfect vacation rental for you, your family and friends. This beautiful three bedroom, 2 bath home has all the amenities and more for a fun time! A fully-equipped kitchen... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Internet Access
    • Grill
    • Washer
    • Shared Garden
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Islands West Resort, located at 3605 Gulf Drive in Holmes Beach, is a tranquil resort with a large heated pool just a short stroll to the Gulf, shopping and restaurants. Enjoy the relaxing charm of island living when you stay at the Islands West Resort. The property consists of four, one bedroom... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34218
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • DVD Player
    • Shared Garden
    • Parking
    • Grill
    • Waterfront
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The Tiki, located at 3214 Gulf Drive in Holmes Beach is a spectacular three bedroom, two bath home directly on the emerald waters of the Gulf of Mexico. While the Tiki is located in a very quiet area on a secluded beach area, it is within a five minute walk to shopping and restaurants. Recent... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 28
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Parking
    • Private Garden
    • Satellite TV
    • Private Outdoor...
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This Beautiful new 4 bedroom 3 bathroom home ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the heated pool in your own backyard oasis. This house has every luxury you could want, Flat screen TV’s, stainless steel... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 30
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Washer
    • Shared Garden
    • Internet Access
    • Parking
    • Hot Tub
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Sand Dollar, located at 143 50th Street in Holmes Beach is a beautiful, newly constructed four bedrooms, three and one half bath home with a large heated pool surrounded by native landscaping. It’s located on a quiet residential street west of Gulf Drive and less than a two minute walk to the... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 35
    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Washer
    • Hot Tub
    • Private Outdoor...
    • Waterfront
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful waterfront 3 bedroom/2 bath home with Heated Pool, Dock, and just over a block to the beach! Covered Patio by pool area and beautiful views of the canal from the Dock. Great location in a quiet neighborhood, a few steps to the Trolley Stop, and a short walk to the Public Beach and Cafe.... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 38
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Patio
    • DVD Player
    • Satellite TV
    • Private Outdoor...
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Huge 4 bedroom/3.5 bath home, just a short block to the beach(just over 100 yards), and a couple houses to the free Island trolley! Beautiful back yard with Heated Pool. Large Master Suite upstairs with private deck Sleeps up to 8. 2830 sq. ft. 210 67th 4 Bedroom/3.5 Bath/House Rates from... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 39
    2 of 5 bubbles (3) Poor
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Washer
    • Patio
    • DVD Player
    • Private Outdoor...
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Welcome to the ultimate in large family luxury vacation homes, with peeks of the Gulf of Mexico from the balconies! This 6 bedroom/4.5 bath beauty features a large, private, tropically landscaped backyard with heated pool and hot tub, gas grill, swim up tiki, and covered tiki bar area with flat... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Balcony
    • Washer
    • DVD Player
    • Hot Tub
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
     It’ll be hard to miss the style, taste, and indulgence waiting for you at this three story, Holmes Beach vacation home. From the moment you pull into the driveway and spot that distinctive and invigorating coral color we love so much in Florida, you’ll know a week of cushy comfort and relaxation... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 26
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Air Conditioning
    • Balcony
    • Internet Access
    • DVD Player
    • Grill
    • Parking
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Franks Beach House is a beautiful three bedroom, two bath direct Gulf front home located at 3212 Gulf Drive in Holmes Beach. It features a very large open deck facing the beach as well as a screened lanai for when you want a little shade. The expansive beach stretches for miles in either... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34218
    1 / 33
    5 of 5 bubbles (7) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Parking
    • Grill
    • Washer
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Holmes Beach, Anna Maria Island 34217
    Get the List
    1 / 27
    4.5 of 5 bubbles (9) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Patio
    • Washer
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Perfect 2 bedroom/2 bath, with a private HEATED pool in a very lush tropical setting. Loggerhead is just a couple of blocks to the beach, and the free island Trolley! The front entry takes you right into the open great room where the entire family can hang out and talk about the great time they... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 30
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Patio
    • Grill
    • Wi-Fi
    • Washer
    • Parking
    • DVD Player
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Casa Sierra Resort is a private Mediterranean style four unit complex in the heart of Anna Maria Island with just a two minute walk to the beautiful white sand beach! Each unit offers an outdoor patio with the spacious common area providing a large heated pool, gazebo, lush tropical landscaping,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Patio
    • DVD Player
    • Grill
    • Private Outdoor...
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Cute and updated cottage with a beautifully landscaped private backyard, PRIVATE Heated pool, paver deck, fully stocked kitchen with Granite countertops and Stainless Steel appliances. The Living Room is outfitted with very comfortable furnishings to make you feel right at home! Your family will... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 33704
    1 / 18
    3 of 5 bubbles (1) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • Patio
    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful, Brand New, 3 bedroom/2 bath home with Heated Pool and Hot Tub! Granite Countertops, vaulted ceilings, Stainless Appliances, and more. Great location in a quiet neighborhood, just a couple blocks to the beach, and a half block to the Free Island trolley. Enjoy the pool and hot tub with... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 13
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Grill
    • Balcony
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    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. Blue Wave Villas are cozy, comfortable, and above all, classy. After staying for a week in these two bedroom, one bath duplexes spending your vacation in hotels... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 17
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Air Conditioning
    • Balcony
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy the large heated pool and just steps to the Gulf of Mexico. Whether you stay a week or a month this is the perfect condo for a winter retreat, vacation rental or an island escape. There are so many island activities at your fingertips: Stroll seven miles of unspoiled Anna Maria Island... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 64
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    FAMILY/CHILD FRIEDLY CONDOMINIUM. The Anna Maria Island Beach Castaway 2 is located directly in the middle of Anna Maria Island and is a beautiful 2 bedroom, 1 washroom condo conveniently across from the seven acre Manatee Public Beach and the shimmering Gulf of Mexico. This is one of only two... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Grill
    • Washer
    • Air Conditioning
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    7001 B Holmes Boulevard is where Anna Maria Island vacations become lifetime memories! This beautiful Holmes Beach vacation rental home provides accommodations for up to 8 guests including 3 Bedrooms, 2 Bathroom with 1 King bed, 1 Queen bed, 2 Twin beds, and a Queen Sleeper sofa. Located a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Washer
    • Air Conditioning
    • Terrace
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Updated Holmes Beach Island home just steps to the Gulf of Mexico beaches. Enjoy this vacation rental with a caged heated pool and a brand new paver area with propane grill. This vacation rental has everything to offer with three bedrooms, brand new kitchen, nicely furnished and well equipped... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 26
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Parking
    • Grill
    • Hot Tub
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    LaPlage #9 is one of the most sought-after direct beachfront condos on Anna Maria Island. It just doesn't get any better than this! Relax in tropical splendor ~ La Plage will exceed your expectations! This luxury beachfront enclave on the sugar white sands of Anna Maria Island, Florida is a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 14
    1 of 5 bubbles (1) Terrible
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Direct Gulf Front cottage in Holmes Beach! When we say that Sea la vie is right on the beach, we mean one step off the back porch!  (2) Bedroom, (1) Bathroom, accommodates up to (5) people: 1 Queen, 1 Twin, 1 Sleeper Sofa. Open the windows and fall asleep to crashing waves. Sea gulls and... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 19
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Shared Garden
    • Parking
    • Washer
    • DVD Player
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Anna Cabana Bungalow #2 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex that’s fun and affordable. It adjoins three other of the Cabana Bungalow units and is next door to the Cabana Beach House. With the numerous room configurations this is a perfect complex for... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34218
    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Hot Tub
    • Washer
    • Grill
    • Balcony
    • Parking
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Garden Home, located at 419 Clark Drive in Holmes Beach is a spectacular, three bedrooms, and two-bath pool home. This beauty is hidden among tropical gardens, ensuring a private, tropical vacation getaway. Nothing was spared in the recent renovation to this home! Its 2600 square feet of... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34218
    1 / 34
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Patio
    • Private Outdoor...
    • Washer
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Three bedroom, two bath totally redone home with gorgeously landscaped backyard and heated pool! Only houses to the Gulf of Mexico and a beautiful white sand stretch of beach! This home has been updated with Mexican tile, granite countertops, and stainless kitchen! King-sized master bedroom, second... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Balcony
    • Parking
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Leave the couch at home and become a beach potato when you vacation in this spacious two-bedroom family-friendly condo just steps from Anna Maria Island's beautiful white sand beach! With 1,349 square feet, this vacation rental offers plenty of space to relax and enjoy your time away from the... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 53
    4 of 5 bubbles (2) Very good
    8 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Washer
    • Satellite TV
    • Hot Tub
    • Patio
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Welcome to the ultimate in Large Family luxury vacation Homes, with beautiful views of the Gulf of Mexico and sunsets from the Roof Top Deck. This beautiful 8 bedroom/5.5 bath home resides only one short block to the beach and features a gorgeous kitchen with Granite countertops and Stainless... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 12
    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Terrace
    • Air Conditioning
    • Washer
    • Internet Access
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Palm Views is a comfortable and welcoming 3 bedroom, 2 bath townhome located in one of Anna Maria's finest neighborhoods just 1 block from the beach. Lush landscaping gives this home privacy and charm with a peek of the Gulf from the lanai. Townhouse-style layout features a garage on the ground... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Washer
    • Grill
    • Terrace
    • Internet Access
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Find everything that makes a fun beach getaway on Anna Maria Island memorable when you stay at Holmes Beach vacation rental home 6313 North Beach Village. This three bedroom townhouse style vacation rental sleeps up to five guests, and is just a short walk to beautiful gulf beaches. Nestled... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Terrace
    • Hot Tub
    • Balcony
    • Internet Access
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Stunning canal front Anna Maria Island vacation rental home “3 Oars” is the perfect destination for your next luxury getaway! With everything you expect from a fun and relaxing vacation, “3 Oars” has it all! Spaciously accommodating up to eight guests with four bedrooms and four bathrooms no... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Washer
    • Balcony
    • Air Conditioning
    • Internet Access
    • Terrace
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Islands West Resort, located at 3605 Gulf Drive in Holmes Beach, is a tranquil resort with a large heated pool just a short stroll to the Gulf, shopping and restaurants. Enjoy the relaxing charm of island living when you stay at the Islands West Resort. The property consists of four, one bedroom... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34218
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Parking
    • Waterfront
    • DVD Player
    • Balcony
    • Air Conditioning
    • Terrace
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Seaside Beach House #101 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a heated pool at beachside. It’s one of the nicest complexes on Anna Maria Island. This "hidden away" property is located on a quiet side street in the northern end of Holmes Beach. The beach... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 46
    4 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Parking
    • Washer
    • Internet Access
    • Grill
    • Shared Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Welcome to the Four Beach Lovers (Formerly Dawg Daze). Located at 2908 Avenue E in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of the four units is fully equipped and tastefully furnished. All four units feature a private... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34218
    1 / 69
    8 Bedrooms, 4 Bathrooms, Sleeps 20 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Internet Access
    • Washer
    • Parking
    • Air Conditioning
    • Shared Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Welcome to the Garden Villas at 301 - 307 42nd Street in Holmes Beach. This delightful island locale is situated conveniently across from the Manatee Public Beach and the Gulf of Mexico. Walk to the Cafe on the Beach, West Coast Surf Shop and the nearby Island Centre Shopping which serves all of... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34218
    1 / 12
    5 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Shared Garden
    • Internet Access
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Anna Cabana Resort, located at 3711 4th Avenue in Holmes Beach consists of four units, all located less than one block to the beach. All four units have been are decorated in a festive, tropical decor. There is also an onsite laundry room for provided for your use. A brand new heated pool has... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34218
    1 / 18
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Parking
    • Internet Access
    • Waterfront
    • Shared Garden
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Welcome to the Four Beach Lovers (Formerly Dawg Daze). Located at 2908 Avenue E in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of the four units is fully equipped and tastefully furnished. All four units feature a private... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34218
    1 / 12
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The right company can be a retreat all in themselves. When you’re looking for an escape in Anna Maria Island with someone special, consider a week spent at PIV3215 in Holmes Beach.  (1) Bedroom, (1.5) Bathroom, accommodates up to (4) people: 1 King, 1 Sleeper sofa. You’ll have plenty of... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 18
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Parking
    • Terrace
    • DVD Player
    • Washer
    • Balcony
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Elegant and tropical poolside paradise holiday rental. (4) Bedroom, (3.5) Bath, accommodates to (12) people: (2) Kings, (1) Queen, (4) Twin Bunks, (1) Queen Sleeper Sofa. Heated pool, free wireless internet, sorry no pets allowed, about two and a half blocks to the beach. Enjoy this new... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 29
    5 of 5 bubbles (6) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Patio
    • Washer
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Marvelous vacations are experienced at this lovely 3 bedroom 2 bath villa with private heated pool! Just a 5 minute walk to the beach, Chiki Tiki West is the perfect island getaway for up to 6 members of your sandy family. The pristine white sand beaches of Anna Maria are just over 2 blocks from... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Washer
    • Shared Garden
    • Grill
    • Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Anna Cabana Bungalow #3 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex that’s fun and affordable. It adjoins three other of the Cabana Bungalow units and is next door to the Cabana Beach House. With the numerous room configurations this is a perfect complex for... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34218
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • Internet Access
    • Grill
    • DVD Player
    • Shared Garden
    • Parking
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Welcome to the Four Beach Lovers (Formerly Dawg Daze). Located at 2908 Avenue E in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of the four units is fully equipped and tastefully furnished. All four units feature a private... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34218