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.

House 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}
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    All 911 Rentals in Anna Maria Island
    loading...
    Travellers to Anna Maria Island are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    Sort by
    From
    $108
    / Night
    View Details
    1 / 24
    4.5 of 5 stars (4) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (4) Make Enquiry
    From
    $186
    / Night
    View Details
    1 / 15
    4.5 of 5 stars (2) Very good
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    From
    $181
    / Night
    View Details
    1 / 18
    4 of 5 stars (1) Very good
    Anna Maria
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    From
    $155
    / Night
    View Details
    1 / 20
    4.5 of 5 stars (3) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Sauna
    • DVD Player
    • Shared Tennis Court
    • Air Conditioning
    • Washer
    • Satellite TV
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Sun Plaza West, located in Holmes Beach on Anna Maria Island, is a fantastic get-away for the beach lover and tennis enthusiast! This two-bedroom, two-bath, end unit condo is located just steps to the white sand beaches of the Gulf of Mexico. This vacation rental features a large master suite with... View all property information
    Make Enquiry
    From
    $259
    / Night
    View Details
    1 / 31
    Bradenton Beach
    4 Bedrooms / 3 Bathrooms / Sleeps 11
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • DVD Player
    • Garage
    • Satellite TV
    • Patio
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is a 4 bedroom home with it's own private pool, open and spacious floor plan, marble counter tops throughout, views of the beach and bay and gorgeously decorated with top of the line amenities. Located on beautiful Anna Maria Island 1 block to beach and 1 block to the bay. Please ask about... View all property information
    Make Enquiry
    From
    $205
    / Night
    View Details
    1 / 25
    4 of 5 stars (1) Very good
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Hot Tub
    • Water Views
    • Patio
    • DVD Player
    • Washer
    • Internet Access
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    GULF FRONT CONDO - Direct gulf front 2 bedroom 2 bath upstairs condo with a breathtaking view of the Gulf of Mexico. Large private screened balcony overlooking the beach. Fully equipped kitchen. Owner has provided many extras for your enjoyment. Heated pool and assigned covered parking. Stroll down... View all property information
    Make Enquiry
    From
    $937
    / Week
    View Details
    1 / 11
    4.5 of 5 stars (3) Very good
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Dryer
    • Balcony
    • Deck
    • Linens Provided
    • Internet Access
    • Dishwasher
    • Washer
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • 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
    Make Enquiry
    From
    $207
    / Night
    View Details
    1 / 12
    5 of 5 stars (5) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Up to four guests can fit comfortably in the rental home and that's not including furry, four legged members of your family. (2) Bedroom, (2) Bathroom, accommodates up to (4) people: 1 King, 1 Queen. Also, as one of our pet friendly properties, Misty Beach is happy to welcome animals up to 25lbs!... View all property information
    Make Enquiry
    From
    $2,115
    / Week
    View Details
    1 / 22
    4.5 of 5 stars (7) Very good
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Internet Access
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Villa de la Playa is a luxurious three bedroom, three bath town home with a private pool and spa, located at 3603 4th Avenue in Holmes Beach, less than a block to the white sandy beach. It is a top of the line Anna Maria vacation rental!This totally renovated property left nothing undone! A new... View all property information
    Make Enquiry
    From
    $173
    / Night
    View Details
    1 / 24
    3 of 5 stars (2) Average
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • DVD Player
    • TV
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Villa Tuscany 4110 6th Avenue Holmes Beach, FL 34217 The enchanting Villa Tuscany is nestled in gated tropical gardens with views towards the Bay waters of Anna Maria Sound. Walls are topped with decorative Italian style balustrading and brightly covered bougainvillea along with flowering... View all property information
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    $1,088
    / Week
    View Details
    1 / 21
    5 of 5 stars (2) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Washer
    • Wi-Fi
    • Dryer
    • TV
    • Watersports Nearby
    • Air Conditioning
    • Patio
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Please note: we welcome only stays of seven nights or more, and require Saturday arrivals. -------------------------------------------------------------------------------------------------- This delightful cottage isn't just a place to stay – it's your means to a truly tranquil state of mind.... View all property information
    Make Enquiry
    From
    $342
    / Night
    View Details
    1 / 21
    5 of 5 stars (1) Excellent
    Holmes Beach
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to this new ground level vacation rental home on Anna Maria Island, this home is OVER the TOP! Easy stroll to the Gulf of Mexico and the white sugar sands on some of the best beaches anywhere. Short stroll in the evening for a magical sunset. Come for a holiday to the West Coast of... View all property information
    Make Enquiry
    From
    $725
    / Night
    View Details
    1 / 17
    5 of 5 stars (1) Excellent
    Holmes Beach
    4 Bedrooms / 9 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to Sea Shell and Sunsets! BRAND NEW Custom-built Island Home located at 105 78th Street, Holmes Beach, Anna Maria Island, FL -- (4) Bed: (4.5) Bath Accommodates up to (10) people: 2Kings, 4 twins, sleeper sofa. Internet - Wireless: No smoking: No pets Fantastic private custom-built... View all property information
    Make Enquiry
    From
    $375
    / Night
    View Details
    1 / 27
    5 of 5 stars (5) Excellent
    Bradenton Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Boat Available
    • Washer
    • Grill
    • Satellite TV
    • Patio
    • Internet Access
    • Water Views
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our South Beach Village Hotel Homes are an ideal place for a relaxing holiday on the Gulf Coast. These 7 luxurious and attractive two-story townhomes are just a crosswalk away from the beautiful white sugar powder sands of Bradenton Beach. They are also within walking distance of historic Bridge... View all property information
    Make Enquiry
    From
    $266
    / Night
    View Details
    1 / 20
    Holmes Beach
    3 Bedrooms / 8 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ** VACATION YOUR WAY - this property welcomes SATURDAY TO SATURDAY reservations ** Gorgeous Gulf views located at 202 38th Street, Holmes Beach, Anna Maria Island, FL-- (3) Bed: (3.5) Bath: Accommodates up to (6) people: King, Queen & 2 twins: Internet - Wireless: No smoking: No Pets.... View all property information
    Make Enquiry
    From
    $218
    / Night
    View Details
    1 / 34
    4.5 of 5 stars (5) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Cooker
    • Washer
    • Dryer
    • Refrigerator
    • Grill
    • Linens Provided
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Tropical, quiet, 2 bedroom/ 2 bath duplex, just over a block to the beach, and a block to the free Island trolley! Elevated, with one car garage underneath filled with beach chairs and wagon. Heated Pool surrounded by a large paver deck, lush landscape and plenty of seating. Sleeps up to 4. 1160... View all property information
    Make Enquiry
    From
    $170
    / Night
    View Details
    1 / 33
    5 of 5 stars (1) Excellent
    Anna Maria
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • DVD Player
    • Cooker
    • Satellite TV
    • Refrigerator
    • Patio
    • Air Conditioning
    • Internet Access
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful 2B/1B cottage on the quiet North end, only 5 houses to the beach, and no streets to cross. Beautiful new Heated Pool. Twins can be converted to King in all bedrooms. NO dishwasher, no garbage disposal.Rear trash pick up! Charcoal Grill, not gas. Both units also include private... View all property information
    Make Enquiry
    From
    $2,623
    / Week
    View Details
    1 / 22
    4.5 of 5 stars (7) Very good
    Holmes Beach
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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
    Make Enquiry
    From
    $173
    / Night
    View Details
    1 / 13
    4 of 5 stars (1) Very good
    Anna Maria
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Birds Eye View 802 Gladiolus Street Anna Maria, FL 34216 This spacious and charming 2 bedroom, 2.5 bath elevated home is just three houses from the Gulf of Mexico! It is located near popular Bean Point at the prestigious northern tip of Anna Maria Island. It has fabulous island style... View all property information
    Make Enquiry
    From
    $149
    / Night
    View Details
    1 / 9
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Island Beach Club #1 3013 Avenue F #1 Holmes Beach, FL 34217 The Island Beach Club #1 is a newly updated ground level condo which is tucked away in the quiet Gulf front community. This 2 bedroom and 2 bathroom home has all new tile floors, fully equipped kitchen and much more as part of its... View all property information
    Make Enquiry
    Get the List
    From
    $186
    / Night
    View Details
    1 / 13
    5 of 5 stars (1) Excellent
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Fantastic new private vacation rental home with outstanding features located in Holmes Beach. Relax in the beautiful lagoon style heated pool or sit around the patio in your own private tropical paradise. Ample seating will ensure everyone can relax and enjoy the extra large pool area.... View all property information
    Make Enquiry
    From
    $187
    / Night
    View Details
    1 / 16
    5 of 5 stars (9) Excellent
    Bradenton Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • DVD Player
    • Cooker
    • Satellite TV
    • Refrigerator
    • Grill
    • Dryer
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Tradewinds Resort on Anna Maria Island! Condo-cottage with Old Florida charm..... Welcome to paradise.....This cottage has Old Florida charm and is within a small resort, just steps from a beautiful private gulf beach. Drive into the Tradewinds Resort, and you will find quaint, pastel colored... View all property information
    Make Enquiry
    From
    $242
    / Night
    View Details
    1 / 25
    4.5 of 5 stars (7) Very good
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    **SPECIAL: 10% DISCOUNT ON ALL BOOKINGS MADE WITHIN 45 DAYS OF ARRIVAL** (above offer excludes holidays) Luxury is the word with this completely remodeled three bedroom, three full bath townhome vacation rental that offers gulf views. Enjoy your own personal day spa experience from the... View all property information
    Make Enquiry
    From
    $181
    / Night
    View Details
    1 / 5
    5 of 5 stars (6) Excellent
    Holmes Beach
    1 Bedroom / 1 Bathroom / Sleeps 6
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Dryer
    • Satellite TV
    • Private Outdoor...
    • Air Conditioning
    • DVD Player
    • Grill
    • Refrigerator
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    If you are looking for a simple, quiet, stress-free place to enjoy the beach, Heron House on Anna Maria Island is it! Heron House is a cozy, Old Florida-style duplex. There is a new pool and tiki bar in our yard next door to the rental units that is available for all our guests! The beach is only... View all property information
    Make Enquiry
    From
    $181
    / Night
    View Details
    1 / 26
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Bay Palms canal home located at 512 72nd ST. Holmes Beach, Anna Maria Island, FL -- (3) Bed: (2) Bath Accommodates up to (6) people:Allows weekly rentals so bring your boat. Use the lift and dock. Kick back and relax in this charming 3 bedroom 2 bath island oasis!. Boaters will enjoy the dock on... View all property information
    Make Enquiry
    From
    $242
    / Night
    View Details
    1 / 16
    5 of 5 stars (1) Excellent
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Gulf Place 2A 6700 Gulf Drive #2 Holmes Beach, Fl 34217 Direct Gulf front newly remodeled 3 bedroom, 2 bath condo with large open covered balcony. Breathtaking views of the Gulf of Mexico right out your window . Bright and light and very inviting and features a large open balcony, updated... View all property information
    Make Enquiry
    From
    $190
    / Night
    View Details
    1 / 24
    4.5 of 5 stars (3) Very good
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Washer
    • Satellite TV
    • Cooker
    • Patio
    • Private Outdoor...
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Escape to Serenity sums it up for this quaint and cozy duplex (with no shared walls). You will feel as if you have landed on your own personal island with this gem of a property. This fantastic, two-bedroom, one-bathroom vacation rental will help you find some serenity. This home boasts an all-new... View all property information
    Make Enquiry
    From
    $543
    / Night
    View Details
    1 / 12
    5 of 5 stars (5) Excellent
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Luxury is here in this brand new direct gulf front three bedroom and three full bath Anna Maria island luxury holiday rental. Relax your cares away in the master suite fit for royalty, dual headed shower with massage jets and a Jacuzzi tub. Each bedroom has it's own private bath. Outdoor living... View all property information
    Make Enquiry
    From
    $363
    / Night
    View Details
    1 / 6
    5 of 5 stars (1) Excellent
    Bradenton Beach
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Coastal Cove 301 Church St. Bradenton Beach, Fl 34217 Coastal Cove is a brand new 5 bedroom + bonus room, 4.5 bathroom private rental home that has been newly constructed and is ready for rental! This luxury home offers sweeping Gulf and Bay water views from the rooftop deck, a private heated... View all property information
    Make Enquiry
    From
    $161
    / Night
    View Details
    1 / 30
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to Bridgeport Condominium Unit 304. Located overlooking the intercostal water way of Tampa Bay. This unit has been completely updated in 2013 with top of the line furnishing throughout. From the quartz countertops, quality furniture, new mattresses and a side lanai that you can watch the... View all property information
    Make Enquiry
    From
    $604
    / Night
    View Details
    1 / 26
    5 of 5 stars (1) Excellent
    Anna Maria
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Cayman Bay 505 Magnolia Ave. Anna Maria, Fl. 34216 Cayman Bay may well be one of the most exquisite private homes available for rent on all of Anna Maria Island. This 4 bedroom/4 bathroom 5300 sq. ft. custom home has all the fine touches and professional craftsmanship one would expect in a... View all property information
    Make Enquiry
    From
    $383
    / Night
    View Details
    1 / 25
    5 of 5 stars (2) Excellent
    Anna Maria
    4 Bedrooms / 3 Bathrooms / Sleeps 9
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • DVD Player
    • Internet Access
    • Grill
    • Washer
    • Dryer
    • Patio
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newly remodeled, 4 bedroom/3 bath home, just 90 Steps to the beach, with a large private HEATED pool! Quiet setting in the beautiful north end of Anna Maria, and located west of Gulf Drive for easy beach access with no streets to cross. Easy walking distance to many shops and restaurants, and... View all property information
    Make Enquiry
    From
    $270
    / Night
    View Details
    1 / 26
    5 of 5 stars (4) Excellent
    Anna Maria
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Water Views
    • Private Outdoor...
    • Air Conditioning
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newly remodeled 2 bedroom/2 bath home. Brand new pool, hot tub, and landscape with a serene canalfront setting. Located on a quiet dead-end street, close to the trolley, the beach, and walking distance to Anna Maria shops and restaurants. Bring your boat and take part in some of the best fishing on... View all property information
    Make Enquiry
    From
    $189
    / Night
    View Details
    1 / 18
    5 of 5 stars (1) Excellent
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Pineapple Pointe 117 51st Holmes Beach, Fl. 34217 How about this beautiful beach bungalow, nestled on a quiet street only a short 1-2 minute stroll to the white sand beach of the Gulf of Mexico. A perfect place to enjoy that family vacation and just get lost for a while. It features... View all property information
    Make Enquiry
    From
    $112
    / Night
    View Details
    1 / 13
    Anna Maria
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Steps to the beach - 'Old Florida' beach cottage located at 118 Palmetto Avenue, Anna Maria, Anna Maria Island, FL -- (2) Bed: (2 ) Bath: Accommodates up to (6) people: 1 King, 2 twins, 1 queen sleeper: Wireless : free long distance phone in the USA and enhanced cable channels. No smoking: Pets... View all property information
    Make Enquiry
    From
    $259
    / Night
    View Details
    1 / 24
    4.5 of 5 stars (5) Very good
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Washer
    • Dryer
    • Patio
    • Grill
    • Satellite TV
    • Private Outdoor...
    • Wi-Fi
    • Garage
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This vacation rental has been completely refurbished, with tile floors and ceiling fans throughout and a beautiful heated pool. Centrally located on Anna Maria Island, Twin Villa is a short two block walk to the beach. The well-appointed kitchen is equipped with a vegetable sink, stainless... View all property information
    Make Enquiry
    From
    $218
    / Night
    View Details
    1 / 34
    5 of 5 stars (3) Excellent
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Stereo System
    • Patio
    • Washer
    • Dryer
    • Horse Riding Nearby
    • Private Outdoor...
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This beautifully decorated 3 bedroom and 2 bathroom duplex offers all the comforts of home with all the benefits of paradise. Enjoy your time outside in the pool or lounging on the patio surrounded by the tropical palm tree landscaping. Grill up some burgers, steaks, or some fresh seafood on the... View all property information
    Make Enquiry
    From
    $155
    / Night
    View Details
    1 / 24
    5 of 5 stars (4) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Washer
    • Grill
    • Private Outdoor...
    • Patio
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This elevated vacation rental offers all the modern conveniences while instilling tranquil island flair. Located in Holmes Beach on Anna Maria Island, Southern Comfort is a two-bedroom, two-bath home that sleeps four. Tastefully decorated in beach décor with hardwood and tile floors throughout,... View all property information
    Make Enquiry
    From
    $134
    / Night
    View Details
    1 / 20
    5 of 5 stars (3) Excellent
    Anna Maria
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Cooker
    • Satellite TV
    • Refrigerator
    • Washer
    • Boat Available
    • Dryer
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Great 1 Bedroom/1 Bath remodeled cottage on the quiet North End with outdoor patio, ceramic tile throughout, and granite countertops. The allure of the Gulf of Mexico Beach just 250 steps away. A back yard dock on Lake LaVista Bayou with a patio table, umbrella, and sling back chairs. Launch the... View all property information
    Make Enquiry
    From
    $225
    / Night
    View Details
    1 / 24
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy spectacular views of the beach and sunsets from this wonderful Anna Maria Island vacation beachfront condo. This direct gulf front complex offers you the opportunity to walk directly out to the beautiful white sandy beach and then relax at the pool & spa- who could ask for more! There are... View all property information
    Make Enquiry
    From
    $331
    / Night
    View Details
    1 / 40
    4.5 of 5 stars (6) Very good
    Anna Maria
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • DVD Player
    • Dryer
    • Private Outdoor...
    • Patio
    • Waterfront
    • Air Conditioning
    • Water Views
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful, cheerful and tropucal 4 bedroom/2 bath home with beautiful new furnishings throughout! Comfortable and roomy with split floor plan (two bedrooms on each side!). Ceramic tile throughout, beautiful open kitchen area with breakfast bar and granite countertops. The living room opens up onto... View all property information
    Make Enquiry
    From
    $423
    / Night
    View Details
    1 / 26
    5 of 5 stars (3) Excellent
    Anna Maria
    3 Bedrooms / 2 Bathrooms / Sleeps 9
    Overview Reviews (3) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Seaside 851 N. Shore Dr. Anna Maria, Fl. 34216 Seaside is a private, luxury home located on the very northern tip of Anna Maria Island. It looks directly at the Skyway Bridge, Egmont Key and Downtown St. Petersburg- you will not find a more breathtaking view anywhere on the island. The home... View all property information
    Make Enquiry
    From
    $876
    / Week
    View Details
    1 / 16
    4 of 5 stars (5) Very good
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 7
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Dryer
    • Washer
    • Internet Access
    • Patio
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This beautifully decorated 2 bedroom, 1 bath and 3 bedroom, 2 bath duplex is just a short half block from the white sand beaches of Anna Maria Island. The 2 bedroom unit sleeps 7 people and the 3 bedroom sleeps up to 10 people. Palm Haven is the perfect vacation spot for anyone! Amenities Include:... View all property information
    Make Enquiry
    From
    $151
    / Night
    View Details
    1 / 19
    4 of 5 stars (1) Very good
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Peacock Crossing 205 Unit B Peacock Lane Holmes Beach, Fl 34217 Peacock Crossing is a newly renovated ground level duplex that features 3 bedrooms and 2 bathrooms and a private heated pool with swim-up Tiki table. Tucked away on a quiet residential street this cute as a button, Island bungalow... View all property information
    Make Enquiry
    From
    $519
    / Night
    View Details
    1 / 38
    Anna Maria
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Casa Bonita located at 230 Oak Ave Anna Maria, FL is a brand NEW custom built home and new to vacation rentals. Come experience this very upscale private single family home on a quiet street in the City of Anna Maria on beautiful Anna Maria Island, FL. just a short stroll to the white sugar sand... View all property information
    Make Enquiry
    From
    $224
    / Night
    View Details
    1 / 12
    4.5 of 5 stars (4) Very good
    Holmes Beach
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • DVD Player
    • Dryer
    • Internet Access
    • Satellite TV
    • Stereo System
    • Water Views
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Make Enquiry
    From
    $69
    / Night
    View Details
    1 / 13
    4 of 5 stars (1) Very good
    Holmes Beach
    1 Bedroom / 2 Bathrooms / Sleeps 3
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Grill
    • Stereo System
    • Refrigerator
    • Washer
    • Satellite TV
    • Patio
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Nice and cozy accommodation and so close to the white beaches with white seashell courtyard for your BBQ party. Make you feel right at home and want to come back each time once you have been with us. We have cable TV in both living and bedroom, and fast Internet access ( WLAN). Beds: 1 Double Bed,... View all property information
    Make Enquiry
    From
    $190
    / Night
    View Details
    1 / 19
    5 of 5 stars (7) Excellent
    Anna Maria
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • DVD Player
    • Wi-Fi
    • Stereo System
    • Grill
    • Private Outdoor...
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Pineapple Cottage, centrally located on historic Pine Avenue in the city of Anna Maria, is the perfect place to slow down and catch your breath! This Anna Maria Island cottage is tastefully decorated with wood floors, granite and stainless kitchen, tiled shower and comfortable furnishings. The... View all property information
    Make Enquiry
    From
    $214
    / Night
    View Details
    1 / 20
    5 of 5 stars (2) Excellent
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Internet Access
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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 for... View all property information
    Make Enquiry
    From
    $4,188
    / Week
    View Details
    1 / 22
    Holmes Beach
    7 Bedrooms / 7 Bathrooms / Sleeps 24
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Anna Cabana Resort, located at 3709 Gulf Drive and 3711 4th Avenue in Holmes Beach consists of five units, all located less than one block to the beach. Four of the units are the Anna Cabana Bungalows. The fifth unit is the Anna Cabana Beach House. All five units have been are decorated in a... View all property information
    Make Enquiry