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Cottages in Anna Maria Island, FL

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    695 Holiday Rentals in Anna Maria Island
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    $1,078
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    1 / 19
    4.5 of 5 stars (8) Very good
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Overview Reviews (8)
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    $1,257
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    1 / 18
    4.5 of 5 stars (15) Very good
    Bradenton Beach
    1 Bedroom, 2 Bathrooms, Sleeps 5 | Quick View
    Overview Reviews (15)
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    $3,718
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    1 / 17
    4.5 of 5 stars (12) Very good
    Holmes Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 13 | Quick View
    Overview Reviews (12)
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    $853
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    1 / 16
    4.5 of 5 stars (17) Very good
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Overview Reviews (17)
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    $2,141
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    1 / 30
    Bradenton Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    $2,303
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    1 / 22
    5 of 5 stars (1) Excellent
    Bradenton Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
    Overview Reviews (1)
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    • Grill
    • Internet Access
    • Waterfront
    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    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
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    $185
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    1 / 15
    5 of 5 stars (24) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (24)
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    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Elder access
    • ?
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    About this property
    Seagrass Flats Condo #4 is an upper level, gulf side unit located at 101 25th Street North in Bradenton Beach. It is a four unit complex located near one of the widest beaches on the island and features a heated pool and barbeque area. Immediately across from the beach, you can be on the sand in... View all property information
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    Bradenton Beach, Anna Maria Island
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    $808
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    1 / 18
    4.5 of 5 stars (3) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (3)
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    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
    • ?
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    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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    $930
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    1 / 16
    4 of 5 stars (5) Very good
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
    Overview Reviews (5)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • 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
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    $330
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    1 / 15
    3 of 5 stars (1) Average
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Overview Reviews (1)
    Amenities & Details
    • Air Conditioning
    • Grill
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • 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
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    Location Information
    Anna Maria, Anna Maria Island
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    $136
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    1 / 11
    4 of 5 stars (11) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Overview Reviews (11)
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    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Islands West Resort, located at 3605 Gulf Drive in Holmes Beach, is a tranquil resort with a large heated pool just a short stroll to the Gulf, shopping and restaurants. Enjoy the relaxing charm of island living when you stay at the Islands West Resort. The property consists of four, one bedroom... View all property information
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    $853
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    1 / 10
    4 of 5 stars (6) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
    Overview Reviews (6)
    Amenities & Details
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    Anna Cabana Bungalow #2 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex that’s fun and affordable. It adjoins three other of the Cabana Bungalow units and is next door to the Cabana Beach House. With the numerous room configurations this is a perfect complex for... View all property information
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    1 / 24
    5 of 5 stars (6) Excellent
    Overview Reviews (6)
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Just steps from the white sand beaches of Anna Maria Island, this four-bedroom, three bath, family-friendly vacation rental is located on the north end of the island in the city of Anna Maria. With a new heated pool, a large, covered and furnished balcony and patio, a gas grill, plus an organic... View all property information
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    Location Information
    Anna Maria, Anna Maria Island
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    $393
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    1 / 22
    4.5 of 5 stars (19) Very good
    Bradenton Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (19)
    Amenities & Details
    • Grill
    • Internet Access
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The Beach House Resort #10, located at 1000 Gulf Drive in Bradenton Beach is in a totally renovated gulf front complex. The white, sandy beach stretches for miles in either direction! It features a large, private spa and spectacular beach views from virtually every room. Numerous chaise lounges... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island
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    $367
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    1 / 51
    Holmes Beach
    6 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    *** Ask about our specials through the end of the year!! *** The world-famous Old Florida charm of Anna Maria meets brand-new, modern living in Villa Chianti, our latest FABULOUS vacation rental. 6 Bedrooms, sleeps 14. Villa Chianti boasts one of the largest beach entry pools on the island with... View all property information
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    $2,065
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    1 / 20
    4.5 of 5 stars (35) Very good
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (35)
    Amenities & Details
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The Captain's Quarters, located at 2801 Gulf Drive in Holmes Beach is an extremely popular three bedroom, two bath home with a private heated salt water pool, tropical landscaping, a double car garage and gulf views from the open deck. This wonderful beach house is less than a five-minute stroll... View all property information
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    $1,347
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    1 / 22
    5 of 5 stars (1) Excellent
    Bradenton Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    Overview Reviews (1)
    Amenities & Details
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Elder access
    • ?
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    About this property
    Seabreeze Cottage is coastal living chic at its best! This huge one bedroom, two bath cottage is located at 103 Highland Avenue in the historic Bridge Street neighborhood of Bradenton Beach. The gorgeous beach is just about 60 yards or so down a quiet street, turn the other way and you are at the... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island
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    $396
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    1 / 38
    5 of 5 stars (1) Excellent
    Holmes Beach
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Overview Reviews (1)
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    $2,559
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    1 / 22
    4.5 of 5 stars (15) Very good
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Overview Reviews (15)
    Amenities & Details
    • Grill
    • Internet Access
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The Azure Seas is a glorious three bedroom, two bath Gulf front home located at 779 North Shore Drive in the much desired and tranquil northern end of Anna Maria Island. Tropical paradise found!! This is the perfect place to forget your troubles and soak in the unbelievable views of the Gulf of... View all property information
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    Location Information
    Anna Maria, Anna Maria Island
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    $898
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    1 / 26
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    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 condo will meet all of your needs without a car. The grounds are well cared for... View all property information
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    $192
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    1 / 16
    4.5 of 5 stars (19) Very good
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Overview Reviews (19)
    Amenities & Details
    • Grill
    • Internet Access
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The Beach House Resort #3, located at 1000 Gulf Drive in Bradenton Beach is in a gulf front complex with panoramic beach views. The white, sandy beach stretches for miles in either direction! There are numerous beach side chaise lounges to sit back and enjoy the sunsets or catch up on your reading.... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island
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    $440
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    1 / 39
    5 of 5 stars (2) Excellent
    Anna Maria
    4 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
    Overview Reviews (2)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    When you 'have anna maria' on your mind, you'll want 'hav'anna hideaway' for your vacation home. This newly constructed 4 bedroom, 4 bath home is located just one short block to the beautiful and sparkling gulf beach. The main floor of the home consists of an open concept living room, kitchen with... View all property information
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    Location Information
    Anna Maria, Anna Maria Island
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    $2,559
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    1 / 22
    4.5 of 5 stars (17) Very good
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (17)
    Amenities & Details
    • Grill
    • Internet Access
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Franks Beach House is a beautiful three bedroom, two bath direct Gulf front home located at 3212 Gulf Drive in Holmes Beach. It features a very large open deck facing the beach as well as a screened lanai for when you want a little shade. The expansive beach stretches for miles in either... View all property information
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    $185
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    1 / 15
    4.5 of 5 stars (14) Very good
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (14)
    Amenities & Details
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Seagrass Flats Condo #1 is a ground level, pool side unit located at 101 25th Street North in Bradenton Beach. It is a four unit complex located near one of the widest beaches on the island and features a heated pool and barbeque area. Immediately across from the beach, you can be on the sand in... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island
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    $321
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    1 / 24
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview
    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    At 3 bedrooms and 2 full bathrooms, this is the newest rental on Anna Maria Island. A few short blocks to the beach, and around the corner to restaurants, pubs & stores. Featuring a heated pool to relax in after your busy day, Amarillo Beach House East is a luxurious and welcome retreat in the... View all property information
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    $148
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    1 / 10
    5 of 5 stars (1) Excellent
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Overview Reviews (1)
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Southern Breeze #1 607 Fern Street #1 Anna Maria, Fl. 34216 ISLAND 6-PLEX - Newly renovated top to bottom June 2013! These are 2 bedroom, 1 bath ground level units located at the tip of Anna Maria Island just steps from the Bay. Heated pool with nicely landscaped surroundings. Each is... View all property information
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    Anna Maria, Anna Maria Island
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    1 / 10
    5 of 5 stars (2) Excellent
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Overview Reviews (2)
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The Villas is a small, 5 unit complex with a pool located steps from downtown Bradenton Beach and the beautiful white sand beaches of Anna Maria Island. All the units are clean and tastefully decorated with new ceramic tile floors and appliances. The complex offers FOUR 1 bedroom, 1 bath units and... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island
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    1 / 21
    4.5 of 5 stars (10) Very good
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Overview Reviews (10)
    Amenities & Details
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Anna's Cottage, located at 105 3rd Street South in Bradenton Beach is a historic beach house located less than a five minute stroll to the emerald green water of the Gulf of Mexico. This refurbished cottage features a large open deck in the backyard with a gas BBQ grill and outside table. It’s a... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island
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    $186
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    1 / 21
    5 of 5 stars (1) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Overview Reviews (1)
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    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
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    About this property
    Coquina Beach Club Unit 203 1906 Gulf Drive N. Bradenton Beach, FL 34216 Coquina Beach Club is a beautiful 2 bedroom 2 bath Gulf front condo with a heated pool and spacious floor plan. Gorgeous unobstructed view of the emerald Gulf water. All new furnishings and stainless steel appliances,... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island
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    Holmes Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Dishwasher
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
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    About this property
    Away to Play 117 White Avenue Holmes Beach Fl. 34217 This grand Victorian style Island home is luxury at its best! A newly constructed 4 bedroom, 2.5 bath elevated home with a private heated pool is surrounded by tropical landscaping. You will find Away to Play is a very short walk to the Gulf... View all property information
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    $1,976
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    1 / 22
    5 of 5 stars (1) Excellent
    Bradenton Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Overview Reviews (1)
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    • Internet Access
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • 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
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    $674
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    1 / 22
    4 of 5 stars (1) Very good
    Holmes Beach
    8 Bedrooms, 4 Bathrooms, Sleeps 20 | Quick View
    Overview Reviews (1)
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    • Pets allowed
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    About this property
    Welcome to the Garden Villas at 4109 Gulf Drive in Holmes Beach. This delightful island locale is situated conveniently across from the Manatee Public Beach and the Gulf of Mexico. Walk to the Cafe on the Beach, West Coast Surf Shop and the nearby Island Centre Shopping which serves all of your... View all property information
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    $396
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    1 / 23
    5 of 5 stars (2) Excellent
    Anna Maria
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Overview Reviews (2)
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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
    From
    $1,482
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    1 / 20
    4.5 of 5 stars (26) Very good
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (26)
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    Sunset Terrace Condo #108 is a newly renovated Gulf front condo with a heated pool, located at 2312 Gulf Drive in Bradenton Beach. It offers a spectacular view of the Gulf of Mexico from almost every room. This beautiful two bedroom, two bath condo sleeps six with a king size bed, a queen size bed... View all property information
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    Bradenton Beach, Anna Maria Island
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    $158
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    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beach Isle 304 58th st. Holmes Beach, Fl. 34217 This newly constructed private 2/2 home is perfect for your island vacation getaway! Lounge by your tropical private, heated pool or on our white sandy beaches, the choice is yours with this versatile home! Centrally located to local restaurants... View all property information
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    4 of 5 stars (1) Very good
    Anna Maria
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    NORTH SHORE VILLA 904 North Shore Drive Anna Maria Welcome to North Shore Villa. This luxury Key West style home has it all. Expansive bay views, private heated pool, extra large master suite with a double shower and Jacuzzi tub, fresh and modern decor, two large balconies, indoor sitting area... View all property information
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    Anna Maria, Anna Maria Island
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    4.5 of 5 stars (23) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Anna Maria Beach Place #6, located at 201 35th Street in Holmes Beach is a charming beachside complex featuring six units surrounding a heated pool and tropical gardens. Immediately across a rarely traveled, dead end road are the white sandy beaches and the emerald green water of the Gulf of... View all property information
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    4 of 5 stars (1) Very good
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Satellite TV
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    About this property
    Happy Island Castle. An elegant beach-house that redefines the idea of island comfort, built with love and an extreme attention to detail. Every room of the house has a unique ambiance combining color, textures and accent lighting. The outdoor area is one of the most spacious on the island with a... View all property information
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    Bradenton Beach, Anna Maria Island
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    $779
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    5 of 5 stars (5) Excellent
    Anna Maria
    9 Bedrooms, 6 Bathrooms, Sleeps 26 | Quick View
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    About this property
    The Blue Dolphin Inn, located at 780 Jacaranda and 404 Alamanda in the tranquil City of Anna Maria features four units surrounding a tropical heated pool with tiki huts, grills, rooftop observation decks and loads of charm. Each unit has its own private patio and gas grill for an evening of... View all property information
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    Anna Maria, Anna Maria Island
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    $353
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    • Air Conditioning
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    • Washer
    • Waterfront
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
    • x
    About this property
    This 3 bedroom/2 bath beachy home has views of the gulf from all but 1 bedroom. It has a 600 sq.ft. deck. The sand is sugary white and this is a private beach, but if you want some action, you can walk to some of the nicest restaurants on the water, or drive 5 or 6 minutes into town. I have had... View all property information
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    Anna Maria, Anna Maria Island
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    4 of 5 stars (14) Very good
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Islands West Resort, located at 3605 Gulf Drive in Holmes Beach, is a tranquil resort with a large heated pool just a short stroll to the Gulf, shopping and restaurants. Enjoy the relaxing charm of island living when you stay at the Islands West Resort. The property consists of four, one bedroom... View all property information
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    4.5 of 5 stars (20) Very good
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
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    • Pets allowed
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    About this property
    Coquina Beach Club #101 is a beautiful two bedroom, two bath Gulf front condo with a heated pool. This spacious unit has an unobstructed view of the emerald water of the Gulf and you can walk the beach is for miles in either direction. The complex has a large heated pool and undercover parking.... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island
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    $1,347
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    4.5 of 5 stars (15) Very good
    Bradenton Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Water Views
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    • Pets allowed
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    About this property
    Bermuda Bay Club is a wonderful Gulf to Bay complex featuring a large heated pool and spa, located at 1467 Gulf Drive in Bradenton Beach. From the pool area you can meander down the boardwalk to the bay while enjoying all the wildlife that Anna Maria Island has to offer. It’s a fantastic spot for... View all property information
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    Bradenton Beach, Anna Maria Island
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    $240
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    4.5 of 5 stars (12) Very good
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pets allowed
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    About this property
    The Flamingo unit at the Blue Dolphin Inn, located at 780 Jacaranda in the Historic Village of Anna Maria is a wonderful and spacious three bedroom, two bath upstairs unit furnished in a tropical theme. The Blue Dolphin Inn consists of four units surrounding a free style heated pool with fountains... View all property information
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    Anna Maria, Anna Maria Island
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    $484
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    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    La Plage Unit #10 6410 Gulf Dr. Holmes Beach, Fl. 34217 La Plage Unit #10 is a luxurious direct Gulf front condo which is located on the second level of the prestigious La Plage Condominimum Complex. This superb Mediterranean style condo offers it all with high ceilings, large space at 2,160 sq.... View all property information
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    4 of 5 stars (2) Very good
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    The Light House welcomes you in with its tropical landscaping, canal view and calming green exterior. This nicely furnished two-bedroom, one-bath vacation rental on Anna Maria Island has everything you need to begin a relaxing and restful vacation. Newer appliances will make quick work of... View all property information
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    Anna Maria, Anna Maria Island
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    5 of 5 stars (11) Excellent
    Holmes Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • Water Views
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    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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    5 of 5 stars (1) Excellent
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (1)
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    • Air Conditioning
    • Balcony
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
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    About this property
    Gaze out of your living room to the calming serenity of the canal as you sip on your favorite beverage at this comfortable and spacious home located in the prestigious north end of the island. This beautiful 3 bedroom 2 bath tastefully decorated home is invitingly awaiting your arrival for the... View all property information
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    Anna Maria, Anna Maria Island
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    $359
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    5 of 5 stars (1) Excellent
    Bradenton Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    From
    $248
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    1 / 16
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 16 | Quick View
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    This 3 bedroom 2.5 bath villa with garage is steps from the pristine white sandy beaches on the Gulf of Mexico. This unit is fully furnished in tropical decor and has all the luxuries of home for a stress free vacation. Optional rental of private boat slip. The villa's main features are the pool... View all property information
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