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Cottages in Anna Maria Island, FL

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    From
    $1,318
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    1 / 21
    4.5 of 5 stars (5) Very good
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    $335
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    1 / 23
    5 of 5 stars (2) Excellent
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8
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    $418
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    1 / 34
    5 of 5 stars (2) Excellent
    Holmes Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1 / 20
    4.5 of 5 stars (18) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Grill
    • Shared Outdoor Pool...
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    • Pet-friendly
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    • Child-friendly
    • ?
    • ?
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    • Elder access
    • ?
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    About this property
    Located in the heart of Anna Maria Island, at 3703 5th Avenue, in the sun-drenched community of Holmes Beach this roomy two bedroom, two bathroom condo is a recently up-dated, re-decorated and well maintained roomy, light and airy unit with covered parking plus a heated pool. Leave the car at home... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 / 17
    5 of 5 stars (5) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Internet Access
    • Shared Outdoor Pool...
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
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    • Elder access
    • ?
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    About this property
    Seacrest II Condo, Unit #4 at 3703 5th Avenue in Holmes Beach, is a very comfortably furnished and recently updated unit in a smaller complex, just a few short steps to the beach and located out of the way on a dead end street. Seacrest offers a heated pool, and every amenity to make your stay here... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 / 21
    4.5 of 5 stars (18) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Shared Outdoor Pool...
    • Internet Access
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Seacrest II Condo, Unit #3 at 3703 5th Avenue in Holmes Beach, is a very comfortably furnished and recently updated unit in a smaller complex, just a few short steps to the beach and located out of the way on a dead end street. Seacrest offers a heated pool, and every amenity to make your stay here... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    1 / 30
    5 of 5 stars (2) Excellent
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Reviews (2) Make Enquiry
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    • Dryer
    • Washer
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Patio
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful Tropical villa with Bamboo ceilings and furniture, a private landscaped backyard, Heated pool, gas grill, and a large covered tiki bar, paver deck, and Full kitchen with Granite countertops and Stainless Steel appliances. Sleeps up to 8 people. 1316 Sq. ft. 303A 64th St., Holmes Beach... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $2,294
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    1 / 22
    4.5 of 5 stars (33) Very good
    Holmes Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Reviews (33) Make Enquiry
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    Amenities & Details
    • Grill
    • Water Views
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Serenity is a custom built four bedroom, four bath pool home located at 2914 Avenue E in Holmes Beach. Just one house from the beach, the Serenity has sweeping views of the Gulf of Mexico from the master bedroom suite. Additional features include tile and natural wood floors throughout,... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $981
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    1 / 28
    4 of 5 stars (1) Very good
    Holmes Beach
    8 Bedrooms, 4 Bathrooms, Sleeps 18
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Private Outdoor...
    • Stereo System
    • Satellite TV
    • Air Conditioning
    • Deck
    • Internet Access
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $2,643
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    1 / 22
    3 of 5 stars (2) Average
    Bradenton Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 14
    Overview Reviews (2) Make Enquiry
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    • Grill
    • Internet Access
    • Water Views
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Hideaway Cove is a bay front triplex located at 120 9th Street North in Bradenton Beach. This triplex features panoramic bay views of the Intracoastal Waterway and a spacious front yard facing the water. A swing is even provided to sit and enjoy the sunrises or just to relax and watch the boats go... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    $1,025
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    1 / 20
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4
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    • Shared Outdoor Pool...
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Gulf Sound is a gulf side, ground level tri-plex located at 2814 Gulf Drive in the southern end of Holmes Beach. This two bedroom one bath unit is fully equipped with everything you need for your stay. Each unit has been updated and is comfortably furnished. It's quiet, yet close to shopping,... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $879
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    1 / 18
    5 of 5 stars (4) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Shared Outdoor Pool...
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Cove at Sandy Pointe #202, at 3601 East Bay Drive is a cheerful, two bedroom and two bath condo in a secluded complex close to shopping and conveniently located to the beach. Sandy Point features undercover parking and a large heated pool. Each unit has a large screened lanai.This well... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island
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    $377
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    1 / 22
    4.5 of 5 stars (18) Very good
    Holmes Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 12
    Overview Reviews (18) Make Enquiry
    Overview Reviews (18)
    Amenities & Details
    • Water Views
    • Internet Access
    • Grill
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Harrison Home is a very spacious four bedroom, four bath pool home located at 6901 Gulf Drive in Holmes Beach, just 150' to a beautiful sandy beach. Located in the preferred northern end of Holmes Beach, this home features a private pool with fenced yard, poolside gazebo, extensive new... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $431
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    1 / 22
    5 of 5 stars (2) Excellent
    Anna Maria
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
    Amenities & Details
    • Dryer
    • DVD Player
    • Internet Access
    • Patio
    • Air Conditioning
    • Washer
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful, Brand New, Ground Level 4 bedroom/3 bath home, just around the corner from the Rod & Reel Pier, Bayfront Park, and just a couple of blocks to Fabulous Bean Point Beaches and Sunsets. Beautiful back yard with Heated Pool surrounded by a large paver deck and beautiful outdoor lounging... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $2,197
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    1 / 22
    Bradenton Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
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    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Good Times A and B, located at 303 Highland Avenue in Bradenton Beach is a quiet, duplex with four bedrooms and four baths. Each unit features a spacious living room, large open design and very spacious open deck. Just one very short block to the beach, the unit provides the ultimate in... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    $1,513
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    1 / 21
    4.5 of 5 stars (2) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
    Amenities & Details
    • Water Views
    • Waterfront
    • Dishwasher
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $2,294
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    1 / 22
    5 of 5 stars (1) Excellent
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Grill
    • Shared Outdoor Pool...
    • Internet Access
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Beachside is a custom built three bedroom, three bath home located at 113 31st Street in Holmes Beach. This spectacular home is west of Gulf Drive for easy beach access with no busy streets to cross. There is a wonderful heated, salt water pool and spa for your use. The pool area is tropical... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $478
    / Night
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    1 / 38
    5 of 5 stars (1) Excellent
    Holmes Beach
    5 Bedrooms, 2 Bathrooms, Sleeps 10
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Water Views
    • Internet Access
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $371
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    1 / 33
    5 of 5 stars (6) Excellent
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Reviews (6) Make Enquiry
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Grill
    • Parking
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $226
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    1 / 23
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Dryer
    • Washer
    • DVD Player
    • Air Conditioning
    • Deck
    • Satellite TV
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    1 / 21
    4 of 5 stars (18) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (18) Make Enquiry
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    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    • Dishwasher
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Fountainhead Condo #3, located at 3402 6th Avenue in Holmes Beach is just a few steps from the beautiful beaches and emerald green water of the Gulf. This eight unit complex has a heated pool and laundry room on site. Due to some long awaited tree removal, there is now a nice beach view from the... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $264
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    1 / 27
    5 of 5 stars (3) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Private Outdoor...
    • Internet Access
    • DVD Player
    • Satellite TV
    • Patio
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Adorable and Updated 2 BR/2BA villa with a private heated pool. This villa is located on a quiet residential street, just a short walk to the beautiful beach, with no busy streets to cross to get there, and easily walkable to the 'downtown' Holmes Beach area for shopping and restaurants and more!... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $406
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    1 / 40
    5 of 5 stars (2) Excellent
    Holmes Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Amenities & Details
    • Satellite TV
    • Dryer
    • Private Outdoor...
    • Washer
    • Air Conditioning
    • Patio
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $1,172
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    1 / 22
    4.5 of 5 stars (7) Very good
    Holmes Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Amenities & Details
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Gulfview Townhomes unit 1, located at 3701 5th Avenue in Holmes Beach is located on a very quiet dead end street just a short stroll to the emerald waters of the Gulf of Mexico and only a block from 25 shops and restaurants featuring at least six unique cuisines. This small four unit complex... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34218
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    1 / 22
    4 of 5 stars (2) Very good
    Holmes Beach
    7 Bedrooms, 6 Bathrooms, Sleeps 24
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    • Shared Outdoor Pool...
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Islands West Resort, located at 3605 Gulf Drive in Holmes Beach, is a ground level resort with a large heated pool. Enjoy the relaxing charm of island living where you’ll feel that you've gone back to a simpler time. The resort consists of four, one bedroom, one bath units and one, two... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $335
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    1 / 25
    5 of 5 stars (2) Excellent
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Patio
    • Washer
    • Dryer
    • DVD Player
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Great Ground Level 3 Bedroom/2 Bath Home with a Heated Pool located in the quiet north end and just 3 houses to the beach!! King-Sized master bedroom with TV, Queen in the 2nd Bedroom with TV, and Twins in the Third with TV. Cable TV, DVD, and Flat Screen TV in Living Room. High speed Internet,... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
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    $928
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    1 / 19
    4 of 5 stars (11) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (11) Make Enquiry
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    • Shared Outdoor Pool...
    • Dishwasher
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beachview Condo #6 at 3704 6th Avenue in Holmes Beach, is a very comfortably furnished and recently updated unit in a smaller complex, just a few short steps to the beach and located out of the way on a dead end street. Beachview offers a heated pool, and every amenity to make your stay here a... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island
    From
    $406
    / Night
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    1 / 28
    5 of 5 stars (2) Excellent
    Anna Maria
    3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Amenities & Details
    • Dryer
    • Satellite TV
    • Air Conditioning
    • Washer
    • Patio
    • Private Outdoor...
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located four houses (2 min stroll) from Anna Maria's sugary beach, 'Cozy Cottage' is the ultimate retreat for relaxation and reconnecting with family or friends. Nestled on Anna Maria's cherished North End, this luxurious home features (3) bedrooms and (3) baths - two bedrooms have en-suite... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $2,783
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    1 / 22
    4.5 of 5 stars (25) Very good
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 12
    Overview Reviews (25) Make Enquiry
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    Amenities & Details
    • Grill
    • Water Views
    • Internet Access
    • Dishwasher
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Breakers 3, located at 103 45th Street in Holmes Beach. This luxury three-bedroom, two-bath Gulf-front beach home is located in a quiet, secluded area of Holmes Beach. The white sandy beach stretches for miles along the length of the island and spectacular Gulf vistas can be seen from the living... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $2,636
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    3 of 5 stars (1) Average
    Bradenton Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
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    • Dishwasher
    • Internet Access
    • Water Views
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Bay Delight is just that; a delight! This bay side four bedroom, four bath duplex, located at 2500 Avenue B in Bradenton Beach offers every conceivable amenity to make your stay here a pleasant and comfortable one. Each unit offers full size washer and dryer, microwave and dishwasher.... View all property information
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    Bradenton Beach, Anna Maria Island 34217
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    $442
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    5 of 5 stars (4) Excellent
    Holmes Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Amenities & Details
    • Hot Tub
    • Deck
    • Internet Access
    • Air Conditioning
    • Washer
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautifully furnished 4 bedroom/3.5 bath home just a block to the beach! Large greatroom layout with four separate balconies, high ceilings, and tropical hardwood floors throughout. Master Suite on the main floor has large walk-in closet and ensuite bathroom with Jacuzzi soaker tub and separate... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $329
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    5 of 5 stars (2) Excellent
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 10
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    • Air Conditioning
    • Private Outdoor...
    • Parking
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Holmes Beach, Anna Maria Island 34217
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    $2,294
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    4.5 of 5 stars (29) Very good
    Bradenton Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Water Views
    • Shared Outdoor Pool...
    • Dishwasher
    • Waterfront
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Breakers 4 at the Sandcastle, located at 200 Gulf Drive South in Bradenton Beach is a luxury Gulf front condominium that embodies the old Florida lifestyle. Enjoy panoramic views of the Gulf of Mexico and Bridge Street. Stay in the midst of Bradenton Beach’s historical district where Key West style... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    From
    $311
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    5 of 5 stars (4) Excellent
    Anna Maria
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Private Outdoor...
    • Internet Access
    • DVD Player
    • Water Views
    • Satellite TV
    • Air Conditioning
    • Waterfront
    • Hot Tub
    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
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    Location Information
    Anna Maria, Anna Maria Island 34216
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    $215
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    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6
    Overview Make Enquiry
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    • Internet Access
    • Patio
    • Washer
    • DVD Player
    • Dryer
    • Air Conditioning
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    2 Bedroom/1 Bath updated condo in a quiet area, and just a few steps from the beautiful white sand beach! King in the master with TV, Twins in the second bedroom with TV, and a queen sleeper sofa in the living room. Amenities also include Heated pool, Washer/Dryer, Cable TV, DVD, High Speed... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $2,148
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    5 of 5 stars (3) Excellent
    Bradenton Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Shared Outdoor Pool...
    • Water Views
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Views, views, views! You will love watching the waves and the sunset over the sandy Gulf beach—one hundred steps away—as well as the boats and the sunrise over the Bay. Located at 102 6th Street South in Bradenton Beach, this beautiful and comfortable beach property is an easy walk to historic... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    $879
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    4.5 of 5 stars (3) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Dishwasher
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Cove at Sandy Pointe #113, at 3601 East Bay Drive is a cheerful, two bedroom and two bath condo in a secluded complex close to shopping and conveniently located to the beach. Sandy Pointe features undercover parking and a large heated pool. Each unit has a large screened lanai.This well... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $395
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    5 of 5 stars (2) Excellent
    Anna Maria
    3 Bedrooms, 1 Bathroom, Sleeps 6
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    • Patio
    • Dryer
    • Private Outdoor...
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautifully remodeled 3 bedroom/2.5 bath home with luxury amenities on the North End of Anna Maria, just 4 houses to Bean Point, one of the quietest beaches on the island, and 2 blocks to the famous Rod & Reel Pier! Private Backyard with Heated Pool, and an open floor plan with vaulted ceilings!... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $251
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    4.5 of 5 stars (5) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Air Conditioning
    • Satellite TV
    • Washer
    • Grill
    • Patio
    • Internet Access
    • Dryer
    • DVD Player
    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
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $766
    / Night
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    Anna Maria
    5 Bedrooms, 4 Bathrooms, Sleeps 16
    Overview Make Enquiry
    Overview
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    • Wi-Fi
    • Satellite TV
    • Game Room
    • Hot Tub
    • Shared Tennis Court
    • Air Conditioning
    • Private Outdoor...
    • Pool Table
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Enjoy the Dolce Vita (The Good Life!) in Palm Villa, a new six bedroom, four bathroom luxury island home close to the beach. The Italian influence in the design is reminiscent of properties found in Venice and Tuscany. The two master suites each have their own Jacuzzi spa tub, a separate shower... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 1234
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    $186
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    1 / 39
    5 of 5 stars (1) Excellent
    Anna Maria
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Washer
    • Air Conditioning
    • Internet Access
    • Dryer
    • Boat Available
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newly Remodeled 1 Bedroom/1 Bath Cottage in a serene north end location. 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 provided kayaks right from the dock or choose to bring your own... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
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    $879
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    4.5 of 5 stars (8) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Washer
    • Satellite TV
    • Internet Access
    • Dryer
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Cove at Sandy Pointe #205, at 3601 East Bay Drive is a cheerful, two bedroom and two bath condo in a secluded complex close to shopping and conveniently located to the beach. Sandy Pointe features undercover parking and a large heated pool.This well appointed and recently refurnished unit... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island
    From
    $2,685
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    4 of 5 stars (1) Very good
    Holmes Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 11
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    • Shared Outdoor Pool...
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Welcome to the SS Salamander located at 121 50th Street in Holmes Beach. This recently updated duplex is just a one block stroll down a side street to the beautiful white, sandy beaches. It’s located in a quiet and preferred residential neighborhood yet it's easily within walking distance to... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $6,835
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    5 of 5 stars (12) Excellent
    Holmes Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 10
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    • Internet Access
    • Shared Outdoor Pool...
    • Dishwasher
    • Grill
    • Water Views
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Absolutely Perfect Beach House, located at 3009 Avenue F in Holmes Beach is just that – absolutely perfect! This spectacular four bedroom, three and one half bath gulf front home with an extra media room. It has its own private beach and heated pool has just been built. This beautiful home is... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $455
    / Night
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    Holmes Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 12
    Overview Make Enquiry
    Overview
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    • Shared Outdoor Pool...
    • Parking
    • Grill
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful, brand new, 5 bedroom/3.5 bath home with large privacy fenced lushly tropical landscaped yard, heated pool, hot tub, elevator, and ping pong table! There is large covered patio by the pool area with outside dining options and plenty of seating in the large great room area. The kitchen... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $717
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    5 of 5 stars (2) Excellent
    Holmes Beach
    6 Bedrooms, 4 Bathrooms, Sleeps 14
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    • Internet Access
    • Hot Tub
    • Washer
    • Air Conditioning
    • Private Outdoor...
    • DVD Player
    • Deck
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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 Brand New, 6 bedroom/4.5 bath home with 10' ceilings, Granite countertops, and Stainless Appliances features a large privacy fenced yard, Tropical Heated Pool and Hot Tub, Swim... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $155
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    5 of 5 stars (3) Excellent
    Anna Maria
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Reviews (3) Make Enquiry
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    • Air Conditioning
    • Satellite TV
    • Dryer
    • Boat Available
    • Patio
    • DVD Player
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • 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
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $391
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    4.5 of 5 stars (8) Very good
    Holmes Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Reviews (8) Make Enquiry
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    • Grill
    • Shared Outdoor Pool...
    • 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
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $2,783
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    4.5 of 5 stars (19) Very good
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Water Views
    • Grill
    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $322
    / Night
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    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
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    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Dryer
    • Patio
    • Satellite TV
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Holmes Beach, Anna Maria Island 34217