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
    €183 Average
    €1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travellers to Anna Maria Island are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 34
    Anna Maria
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    1 / 41
    5 of 5 bubbles (7) Excellent
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 35
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    1 / 32
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Parking
    • Air Conditioning
    • Grill
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Gorgeous 3 bedroom/2 bath villa, with Private Heated Pool and Large Tiki Bar. Newly remodeled with granite countertops, stainless appliances, and brand new furnishings throughout. Outdoor paver patio for private sunning, or put the umbrella and chairs in the pool to cool off. The beach is only a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 28
    Anna Maria
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Patio
    • Private Outdoor...
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Beach Baby is situated on the north end of Anna Maria and is only 4 houses to the gorgeous Gulf waters that the Island is famous for. This great two story house offers a private Heated Pool with Hot Tub and two hammocks on which you can take in the island sun. The main living level contains the... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 18
    3 of 5 bubbles (1) Average
    Holmes Beach
    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 / 12
    4 of 5 bubbles (5) Very good
    Holmes Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Satellite TV
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Private Outdoor...
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This is a gorgeous home, just 1/4 block from the beach which you can see from the balcony. Private elevator to all floors, relaxing living room with flat screen TV. Impressive Kitchen with granite counter tops, Stainless steel appliances, wood floors, bar sitting area, large dining room.... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 35
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | 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.; 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... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 13
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Grill
    • Washer
    • Hot Tub
    • Parking
    • Air Conditioning
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    On the Gulf of Mexico.. steps from the Beach. On Beautiful Historic Anna Maria Island,<BR> One BR.w/ sleep couch sleeps 4.on 2nd floor overlooking pool & garden<BR> Fullly equipped Kitchen, with Microwave . 2 TV's, wi-fi, cable <BR>New furnishings. Pool & Hot Tub, Washer & Dryer on... View all property information
    Location Information
    Anna Maria Island, Florida 34217
    1 / 25
    5 of 5 bubbles (12) Excellent
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Patio
    • Washer
    • Private Outdoor...
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    If you search on Google for mahanarental it will take you directly to my website. Look for the Florida Home Tab. We installed a new heated pool and Spa in January 2016. Our island home just one block from the beach offers a one of a kind setting which gives you the pleasures of a spring-fed lake... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34218
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 39
    5 of 5 bubbles (2) Excellent
    Holmes Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Hot Tub
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful, Brand New, 5 bedroom/3.5 bath Waterfront home with Heated Pool, Hot Tub, Dock, and just over a block to the beach! Covered Patio by pool area and peeks of the Gulf and Bay from the top patios. Great location in a quiet neighborhood, a few steps to the Trolley Stop, and a short walk to... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 35
    5 of 5 bubbles (1) Excellent
    Holmes Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Grill
    • Patio
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Formerly "Mellow Yellow". Awesome 4 bedroom/2.5 bath home with an over-sized garage and private elevator access to all 3 levels Gorgeous tropical pool setting with large deck. Beautifully decorated furnished throughout sporting granite counter tops, stainless appliances, wood floors, and 10'... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 30
    4.5 of 5 bubbles (3) Very good
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor...
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Gorgeous, remodeled home on the west side of Gulf Drive, no streets to cross to the Gulf of Mexico! Queen-sized master bedroom with Flat screen TV/DVD and quiet patio, Queen in Second Bedroom with Flat Screen TV/DVD and patio to pool area, and 2 twin trundle beds in guest room with Flat screen... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 38
    5 of 5 bubbles (2) Excellent
    Holmes Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Wi-Fi
    • Private Outdoor...
    • DVD Player
    • Washer
    • Air Conditioning
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful, Brand New, Ground Level 4 bedroom/3 bath home, just a short block to the beach. Beautiful back yard with Heated Pool surrounded by a large paver deck and beautiful outdoor dining and gas grill area by pool. Open Living/Family/Dining Room area for everyone to gather, and attention to... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 20
    4 of 5 bubbles (1) Very good
    Anna Maria
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Wi-Fi
    • Satellite TV
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Located in the heart of Anna Maria Village this recently updated one bedroom apartment is located just a few houses from the beautiful Gulf Beaches. Direct beach access with no streets to cross! 146 steps to the beach and less than a 2 minute walk. Bring your boats and wave runners as there is... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 24
    4.5 of 5 bubbles (8) Very good
    Holmes Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Private Outdoor...
    • Grill
    • Satellite TV
    • Patio
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This four-bedroom pet-friendly vacation rental with a heated pool is just a block to the white sand beaches of Anna Maria Island and the Gulf of Mexico. Located in Holmes Beach, Beautiful Villa by the Sea offers an open floor plan with plenty of space to accommodate 10. On the main floor you will... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 31
    Holmes Beach
    8 Bedrooms, 6 Bathrooms, Sleeps 23 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • 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.; 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 / 15
    5 of 5 bubbles (6) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Patio
    • DVD Player
    • Grill
    • Parking
    • Satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Just steps from the beach!! This 2 bedroom Gulf side townhouse has been completely remodeled & exquisitely decorated!! We are just 120 steps (1 minute walk) from the beach with no streets to cross and within walking distance of many shops and restaurants. The unit sleeps 4 in 2 large upstairs... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 40
    3 of 5 bubbles (1) Average
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • Parking
    • Satellite TV
    • Wi-Fi
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful ground level 3 bedroom/2.5 bath home, with a quiet north end location only a block to the beach! There is a King in the master with a private patio, a Queen in the second, twin beds in the third, and a queen sleeper sofa in the sunroom (which has blinds for privacy), all accommodating up... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 25
    5 of 5 bubbles (1) Excellent
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    • Patio
    • Grill
    • Satellite TV
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    3 Bedroom/2 Bath Villa, with its own Backyard, PRIVATE Heated pool, and only 75 yards to the beach! Beautiful new granite countertops, stainless appliances, and tile throughout. King Master bedroom with TV, Queen Bedroom w/ TV, Full/Twin bunk in the third bedroom with TV, and a full size Sleeper... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    Get the List
    1 / 23
    5 of 5 bubbles (5) Excellent
    Anna Maria
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Porch
    • Parking
    • Private Outdoor...
    • Air Conditioning
    • Washer
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    We call this home "A Time Out" cottage and you will definitely say, "We deserve a time out at this place!" This completely remodeled private home on Anna Maria Island's north end features four bedrooms, two baths and the most wonderful tropical and lush pool and patio area! On the main level of... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 20
    Bradenton Beach
    2 Bedrooms, 6 Bathrooms, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Parking
    • Private Garden
    • Washer
    • Satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Two Bedroom/2bath Home in Bradenton Beach Sleeps 6.<BR><BR>This is a two bedroom/2bath home in Bradenton beach, with washer/dryer, new kitchen (granite counters), big screen/WiFi, great fishing on your own dock, on a quiet street, five minute walk to bridge street shopping area, two minute walk to... View all property information
    Location Information
    Bradenton 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
    • 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.; Absolutely adorable vintage Bradenton Beach vacation rental cottage “A Pirates Cove” will have you wishing you could stay here forever! This two bedroom one... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 36
    Holmes Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | 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.; 4 Bedroom, 4 Bath (Sleeps 10) - “Bimini Bay” 4807 2nd Avenue in Holmes Beach. The perfect holiday getaway for family and friends, “Bimini Bay” is a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 29
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Grill
    • Terrace
    • 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.; Welcome to Heavenly Holly located on the northern end of beautiful Anna Maria Island! This lovely single family elevated three bedroom and two bath... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 23
    3.5 of 5 bubbles (3) Average
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Porch
    • Patio
    • Grill
    • DVD Player
    • Washer
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Just one short block away from the pristine water of the Gulf of Mexico and Anna Maria Island's gleaming white sand beaches, this two-bedroom, one-bath vacation rental has been updated inside and out for your vacationing pleasure. A well-appointed kitchen and outdoor grill may entice you to create... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 36
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island Beach Breeze is a beautiful two bedroom, one bathroom condo that has just been completely remodeled. Everything in the condo is new including the wiring,... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    1 / 24
    Anna Maria
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Balcony
    • Hot Tub
    • Parking
    • Internet Access
    • 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 - Jan 31 : Saturday check-in required, Saturday check-out required.; A unique and truly luxurious vacation experience is waiting for you at Anna Maria vacation rental “Cayman Bay” located on the coveted north end of Anna Maria... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 20
    5 of 5 bubbles (2) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Porch
    • Secure Parking
    • Air Conditioning
    • Washer
    • Private Garden
    • Outdoor Dining Area
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Totally furnished apartment close to the beach. Spend quality time in a nice neighborhood. Enjoy activities such as playing tennis, kayaking, water skiing, fishing, painting, swimming, walking your dog and meeting new people at the dog park , the library or the Community Center.<BR>Two bedroom, two... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 16
    4.5 of 5 bubbles (6) Very good
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • DVD Player
    • Washer
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Patio
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This beautifully decorated 2 bedroom, 1 bath and 3 bedroom, 2 bath duplex is just a short half block from the white sand beaches of Anna Maria Island. The 2 bedroom unit sleeps 7 people and the 3 bedroom sleeps up to 10 people. Palm Haven is the perfect vacation spot for anyone! Amenities Include:... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 36
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    • 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.; You’ll be relaxing into that vacation frame of mind at first glimpse of this three story, key lime colored vacation home in the center of Holmes Beach. This... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 40
    5 of 5 bubbles (3) Excellent
    Holmes Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Patio
    • Private Outdoor...
    • Washer
    • Air Conditioning
    • Grill
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Very spacious 4 bedroom/3 bath home, just a short block to the beach (just over 100 yards), and a couple houses to the free Island trolley! Beautifully tropical landscaped back yard with a Heated Pool surrounded by a large paver deck and plenty of seating options. Huge open Living/Family Room area... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    3.5 of 5 bubbles (3) Average
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Terrace
    • Balcony
    • Parking
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This very private, standalone two-bedroom vacation rental condo that sleeps four is located on the south end of Anna Maria Island in the city of Bradenton Beach. With 1079 square feet and soft colors throughout you are sure to enjoy your time away from everyday life in this family-friendly condo.... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34218
    1 / 20
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A beautiful condo in stunning grounds for your next Florida vacation. Unit 127 at Runaway Bay Resort gives you all the amenities that you need for a wonderfully relaxing vacation on beautiful Anna Maria Island. The fully furnished 2 bedroom, 2 bath condo includes free high speed wireless internet,... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 18
    5 of 5 bubbles (23) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Waterfront
    • Grill
    • Outdoor Dining Area
    • Washer
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Shady Pines is a tastefully updated 2 BR, 1-1/2 bath beach house right on the beautiful Gulf of Mexico. Walk out the door to a wide, white, powdery beach and the Gulf. This 2 bedroom beach house is located in the most perfect spot you willl ever find! Great views and privacy. This quiet beach... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 25
    Anna Maria
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Private Garden
    • Wi-Fi
    • Private Outdoor...
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Location, location, location. If you are looking to be close to the GULF beach, this is the one. Beach Cay is perfectly situated at the very desirable North End of Anna Maria Island, just steps to the Gulf of Mexico's white sugar sand beaches (the Gulf side of the island, not the bay side!). Beach... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 10
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Sandy Beach Access Duplex, 2 bedrooms, 2 baths, 6 Places Newly renovated, fully furnished, 2 BR 2 Bath duplex. New landscaping. 1 1/2 blocks (300 yards) to a beautiful sandy beach. Cable TV's, Wireless Internet, DVD Player. Laundry room. Anna Maria Island offers the perfect vacation, whether... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 13
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    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.; Welcome to 801 Jacaranda Road located at the north end of beautiful Anna Maria Island, less than 2 blocks from Bean Point Beach and the best sunset you will... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 13
    4.5 of 5 bubbles (3) Very good
    Holmes Beach
    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 / 30
    5 of 5 bubbles (5) Excellent
    Holmes Beach
    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 / 12
    4.5 of 5 bubbles (31) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Waterfront
    • Grill
    • Washer
    • Satellite TV
    • Private Outdoor...
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Lemonfish is a large, southern style rental property from unique designers Pineapplefish. Perched on a canal leading to Bimini Bay and minutes from the gorgeous beaches of Anna Maria Island, Lemonfish is a 3 storey sumptuous home that will accommodate up to 8 guests. The spacious open plan living... View all property information
    Location Information
    Anna Maria Island, Florida 34216
    1 / 38
    5 of 5 bubbles (2) Excellent
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • Washer
    • Satellite TV
    • Grill
    • DVD Player
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    A Shore Thing will surely please the entire family and have you wanting to return for years to come. The heated pool is nestled amongst native palms and outfitted with a built-in tiki umbrella where you can relax away the day. The spacious, open concept, vaulted ceiling, living area along with... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 34
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Terrace
    • Shared Outdoor Pool...
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    West Bay Cove 222 - Condo 2 Bedroom/ 2 Bath , maximum occupancy of 6 people. West Bay Cove is a great location for taking advantage of everything that Anna Maria Island has to offer. Only a block from the public beach area, close to the grocery store, several shops and at a trolley stop, this... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    Bradenton Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Balcony
    • Terrace
    • 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.; This rental home on Anna Maria Island sleeps up to 10 and comes fully equipped. This Bradenton Beach vacation home provides you and your family or small... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 30
    Anna Maria
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | 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.; Immaculate, stunning and spacious multi-level holiday island rental. (5) Bedroom, (4) Bathroom, accomodates up to (10) people: 4 Kings, 2 Twins, 1 Queen... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 38
    5 of 5 bubbles (1) Excellent
    Bradenton Beach
    6 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Hot Tub
    • Washer
    • Private Outdoor...
    • Patio
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Completely Updated, Designer furnished 6 bedroom/5 bath home with large privacy fenced yard, Heated Saltwater Pool, Hot Tub, Ping Pong Table, and Boat Slip(across street, depth depends on tides)! Covered Tiki Bar by pool area. Kids game room in 6th bedroom with large flat screen TV, Wii,... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 6
    Anna Maria
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Housekeeping...
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This unit is a Wonderful Beach Vacation Spot ! It is fully furnished, with 2 TV's, Wi-Fi, Cable , pool, hot tub, Patio with 2 grills, directly on the BEACH - with fabulous Gulf of Mexico blue water. There is a 5 Star Zagat rated resturant on the property. There is twice weekly maid service and... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34228
    1 / 25
    Anna Maria
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    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.; Welcome to "Holly Hideaway" located on the northern end of beautiful Anna Maria Island. This lovely two bedroom and two bath vacation rental features all... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 28
    Holmes Beach
    3 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.;   Close to the Beach, classic, and cute!  Welcome to Little Miss Magic located at beautiful Anna Maria Island on the West Coast of Florida. Beach access... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 40
    5 of 5 bubbles (2) Excellent
    Holmes Beach
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Hot Tub
    • Private Outdoor...
    • DVD Player
    • Washer
    • Satellite TV
    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