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Holiday Rentals in Anna Maria, FL

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    From
    €244
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    4 Bedrooms, 3 Bathrooms, Sleeps 8
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    €156
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    4 Bedrooms, 3 Bathrooms, Sleeps 10
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    €142
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    1 / 107
    5 of 5 stars (16) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    €106
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    3 Bedrooms, 3 Bathrooms, Sleeps 7
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    • Wi-Fi
    • Private Fishing...
    • Satellite TV
    • Watersports Nearby
    • Housekeeping...
    • Waterfront
    • Air Conditioning
    • Ocean Views
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    It doesn't get much better than being right on the water, ½ block from the bay beach, and only 7 blocks from Pine Avenue. Sunshine Cottage couldn't be a better name, because this 3 bedroom, 2 bathroom, cottage truly lets you experience the beauty of Anna Maria Island. Enjoy dangling your feet off... View all property information
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    Anna Maria, Anna Maria Island 34216
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    €89
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    1 / 8
    5 of 5 stars (14) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6
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    • TV
    • Wi-Fi
    • Dryer
    • Air Conditioning
    • Washer
    • DVD Player
    • There Are Tennis...
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Charming, newly renovated, the Becker Beach Bungalow offers a comfortable stay less than 2 blocks from the beach. Accommodates 6 people comfortably; master bedroom with 1 queen bed, second bedroom with 2 twin beds, and an additional daybed with pop up in the sun room. The living room also has a... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 28 July 2015
    This beach house was even better than we expected. Everything you need! The walk to the beach was just perfect about 2 minutes. We had perfect weather everyday. Bruce and...
    4 of 5 stars Reviewed 14 May 2015
    The accommodations were extremely reasonable for what was received. The property manager was more than accommodating, dropped off a cooler for me to use to transport flowers for...
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    €1,868
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    4 Bedrooms, 3 Bathrooms, Sleeps 8
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    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Water Views
    • Stereo System
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    A private single family residence of 4300 square feet under roof and 2800 square feet of air conditioned area. One short block to beach access to Tampa Bay. Executive Island home, located directly on beautiful and desirable Bimini Bay. Wonderful waterfront views of open water and large private... View all property information
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    Anna Maria, Anna Maria Island 34216
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    €318
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    1 / 23
    5 of 5 stars (5) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8
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    • Water Views
    • Private Outdoor...
    • Air Conditioning
    • Waterfront
    • Playground
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Ahhhhhh. Welcome to Beach Nest! Ready to satisfy that oh-my-gosh-we-need-a-vacation? Kick off your shoes and throw them in the back of the closet. Promise yourselves to live in bathing suits from breakfast to bedtime! Vacationers, dreamers, honeymooners, would-be family-reunion planners and just... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 24 January 2015
    From the blessed sunny moment we arrived until the morning we left-we smiled. Beach Nest is absolutely enchanting! We saw manatees playing off the dock in our backyard and watched...
    5 of 5 stars Reviewed 7 July 2014
    Five of us ranging in age from 7 to 80 had the pleasure of staying in this home for a week. Everyone had a fantastic time! Many hours were spent in the pool and at the beach. We...
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    €258
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    1 / 38
    4.5 of 5 stars (7) Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 12
    other travellers have booked this property
    Overview Reviews (7) Make Enquiry
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    Amenities & Details
    • Water Views
    • TV
    • DVD Player
    • Internet Access
    • Stereo System
    • Private Outdoor...
    • Air Conditioning
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    WELCOME TO ALL DECKED OUT! Whether getting away for a family vacation, with a group of friends, for a wedding or any other occasion, our gorgeous 5 Bedroom home offers everything you could want for a relaxing holiday on Anna Maria Island.... with incredible views of the Bay! Sit by the tropical... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 23 May 2015
    Having spent hours and hours viewing many different Anna Maria houses on the internet, we eventually picked All Decked Out, as it appeared to cater for all our requirements, we...
    5 of 5 stars Reviewed 20 February 2015
    One of the deck's rails at one end was broken in several places. Needs to be fixed. Other decks were in good shape.
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    €165
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    1 / 24
    5 of 5 stars (7) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (7) Make Enquiry
    Overview Reviews (7)
    Amenities & Details
    • Satellite TV
    • Dryer
    • Stereo System
    • Washer
    • Fireplace
    • Patio
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This two-bedroom, two-bath vacation rental is located on the quiet north end of Anna Maria Island. Whispering Pines is just three houses from one of the most beautiful beach accesses on the island. This classic 1920's beach cottage has been lovingly restored. The original wood molding, fireplace,... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 4 November 2014
    We had the most wonderful stay at Whispering Pines, a beautiful cottage on Anna Maria Island. It couldn't have been more perfect. My parents, my two 12 year-olds and I thoroughly...
    5 of 5 stars Reviewed 28 August 2014
    Whispering Pines is an updated and classic Florida home. We traveled with one young child and we all had more than enough space to relax. The beautiful shores of the beach are...
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    €881
    / Week
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Overview
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    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy an old fashioned Florida beach vacation at this wonderful cottage just 4 houses from the beach! One Florida family has spent over four decades building happy summer memories right in this spot, and they invite you to create some of your own treasured moments on your next visit to Anna Maria.... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
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    From
    €311
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    1 / 14
    5 of 5 stars (10) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 8
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    Amenities & Details
    • Private Outdoor...
    • Water Views
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Satellite TV
    • DVD Player
    • Private Fishing...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This is our personal Vacation Home. C-view is managed by a team we have selected, not a property management company. C-view Florida is one of the few canal homes (29 foot dock) close to the Gulf of Mexico. This newly renovated, 5 bedroom, 3 1/2 bathroom home has a large and beautifully... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 25 April 2011
    I'm torn; I want to keep this amazing house a secret, but I also want to give Ann props for building & maintaining such a gem. She thought of everything, right down to napkin...
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    €3,180
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    5 Bedrooms, 5 Bathrooms, Sleeps 12
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    • Balcony
    • Terrace
    • DVD Player
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This gorgeous three story home in the city of Anna Maria, is an easy walk from Pine Avenue and the City Pier, with direct water views, front and rear, from all living spaces. With 5 bedrooms, 5 baths,4 balconies,3 living areas, an elevator, and a heated salt water pool, you have everything you... View all property information
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    Anna Maria, Anna Maria Island 34216
    From
    €240
    / Night
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Overview
    Amenities & Details
    • Wi-Fi
    • Ocean Views
    • Water Views
    • Air Conditioning
    • Pool Table
    • Private Outdoor...
    • Waterfront
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Step into an ultra private, secluded, tropical paradise with a lush canal front setting in quiet cul-de-sac located on the north end of Anna Maria Island. There is a beautiful heated pool just steps outside your door. The back yard has multiple areas to relax away the day and enjoy the amazing view... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34217
    From
    €756
    / Week
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    2 Bedrooms, 1 Bathroom, Sleeps 5
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Dryer
    • Deck
    • Washer
    • Patio
    • Stereo System
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This villa is quaint and adorable tucked in a quiet neighborhood just 9 houses from the Gulf of Mexico and white sandy north end Anna Maria Island beaches. Step outside your door and stroll down the street in 1 minute or less to the quaint shops and cafes along Pine Ave. Walk to everything the... View all property information
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    Anna Maria, Anna Maria Island 34216
    From
    €152
    / Night
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    1 / 24
    4.5 of 5 stars (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (5) Make Enquiry
    Overview Reviews (5)
    Amenities & Details
    • Private Outdoor...
    • Washer
    • Deck
    • Satellite TV
    • Waterfront
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Come and enjoy your own private Island Oasis! Located on the north end of Anna Maria Island in the city of Anna Maria, one block from the bay and a few blocks from the City Pier, this charming vacation rental will allow for some serious relaxation. This home-away-from-home offers two bedrooms and... View all property information
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    Anna Maria, Anna Maria Island 34216
    4 of 5 stars Reviewed 23 July 2015
    Nice rental,clean,well maintained,good location,but a few items that need to be taken care of. 1) The furnished outdoor grill was so rusted that it proved to be unusable,adding...
    5 of 5 stars Reviewed 5 October 2014
    This vacation rental is just perfect - the interior is so lovely, the kitchen well equiped,the surrounding amazing! We can totally recommend this home and would love to come back!
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    From
    €979
    / Week
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    3 Bedrooms, 2 Bathrooms, Sleeps 6
    other travellers have booked this property
    Overview Make Enquiry
    Overview
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    • Washer
    • Air Conditioning
    • Cooker
    • Deck
    • Satellite TV
    • Wi-Fi
    • Refrigerator
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    As an artist this private three bedroom and two bath elevated vacation home has been a retreat that inspires many paintings of Anna Maria Island. Located on the secluded North End you will enjoy the tranquility of the Island and have an easy stroll to the Gulf of Mexico and the best white... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34217
    From
    €178
    / Night
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Overview
    Amenities & Details
    • There Are Tennis...
    • Horse Riding Nearby
    • Water Park Nearby
    • Grill
    • Linens Provided
    • Air Conditioning
    • Watersports Nearby
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Cute and Cozy Cottage just 200 steps to Beach. Walk to Shops, Free Trolley, Resturants, Pier, Museum and more. This apt is attached to another unit that shares the pool. Rent it for the whole family. All the comforts of home. Just bring you towel and suit. Beautiful Beach and Wildlife.... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    €872
    / Week
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    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Water Views
    • Ocean Views
    • DVD Player
    • Wi-Fi
    • Watersports Nearby
    • Air Conditioning
    • TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This water front, two bedroom condominium (ground floor), sits on the end of Pine Avenue, across the street from the beach and has wonderful seaside views of the bay. It also has its own private fishing dock and boat slip! This unit has been completely remodeled and newly furnished to give you the... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    €488
    / Night
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    5 Bedrooms, 4 Bathrooms, Sleeps 16
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    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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    Anna Maria, Anna Maria Island 1234
    From
    €217
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    1 / 30
    3 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Private Outdoor...
    • Internet Access
    • Satellite TV
    • Washer
    • Air Conditioning
    • Deck
    • Dryer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Completely Remodeled 3 bedroom/2 bath home with private Heated pool. Beautiful new tile, Granite countertops, all new appliances, and living room overlooking the heated pool. Bright, open kitchen, dining and living area! Sleeps up to 8. 1500 Sq. ft. 204 Archer Way, Anna Maria 3 Bedroom/2Bath... View all property information
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    Anna Maria, Anna Maria Island 34216
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    €356
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    1 / 23
    5 of 5 stars (5) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Overview Reviews (5)
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Washer
    • Dryer
    • Private Outdoor...
    • Air Conditioning
    • Water Views
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    We call this home 'A Time Out' cottage and you will definitely say, 'We deserve a time out at this place!' This completely remodeled private home on Anna Maria Island's north end features four bedrooms, two baths and the most wonderful tropical and lush pool and patio area! On the main level of... View all property information
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    Anna Maria, Anna Maria Island 34216
    4 of 5 stars Reviewed 28 May 2015
    Overall, this place is beautiful! Every room is well decorated and comfortable. We loved having our morning coffee on the front porch looking at the bay. We enjoyed lunch and...
    5 of 5 stars Reviewed 8 April 2015
    This special house is located perfectly away from the hustle and bustle, but at the same time everything is easily accessible. The beautiful beach is just a short stroll, and...
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    From
    €289
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    4 Bedrooms, 5 Bathrooms, Sleeps 12
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    Overview
    Amenities & Details
    • Air Conditioning
    • TV
    • Deck
    • Washer
    • There Are Tennis...
    • Watersports Nearby
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    4 Bedroom 3 Bath Large Family Beach House Just 200 steps to the most Beautiful Beach in the World. Crystal Clear waters with plenty of fishing, wildlife and swimming. Great for Multi-Family Gatherings, Weddings, Family reunions or just plain fun. With a 2 bedroom 1 attached apartment for... View all property information
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    Anna Maria, Anna Maria Island 34216
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    €1,245
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    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Overview
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Casa Allegria is just perfect! Beautiful cool beachy colors throughout and only a short walk from the beach. This spacious 3 bedroom, 2 bath ground level home is located in the most sought after area on Anna Maria Island! Close to Pine Avenue, trolley stops, and the SandBar Restaurant. Come and... View all property information
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    Anna Maria, Anna Maria Island 34216
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    €1,245
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    1 / 30
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Water Views
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Private Outdoor...
    • Hot Tub
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Canal Place is a restored three bedroom, three bath Old Florida island home with a pool and hot tub; neutral and relaxing decor with a spacious living room and just a short stroll to the white sand beaches if Anna Maria. Direct waterfront with beautiful canal views. Sleeps upto 8 people. Amenities... View all property information
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    Anna Maria, Anna Maria Island 34217
    From
    €225
    / Night
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    1 / 33
    3 Bedrooms, 1 Bathroom, Sleeps 8
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    Overview
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    • Private Outdoor...
    • Washer
    • Internet Access
    • Dryer
    • Patio
    • DVD Player
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautifully redone 3 bedroom/2.5 bath home! Ceramic tile throughout, and brand new open kitchen area with breakfast bar. Beautiful large caged pool area with huge covered patio! Only a block to the beach, the Sandbar Restaurant, Ginny and Jane E's, Rudy's Subs, Feeling Swell and more. Just a... View all property information
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    Anna Maria, Anna Maria Island 34216
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    €98
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    1 / 14
    5 of 5 stars (7) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Reviews (7) Make Enquiry
    Overview Reviews (7)
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Seaside Views - Waterfront, Steps from Beach & Restaurants This water front, two bedroom condominium (ground floor), sits on the end of Pine Avenue, across the street from the beach and has wonderful seaside views of the bay. It also has it's own private fishing dock and boat slip! We have... View all property information
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    Anna Maria, Anna Maria Island 34217
    From
    €1,735
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    4.5 of 5 stars (7) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Reviews (7) Make Enquiry
    Overview Reviews (7)
    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Satellite TV
    • Watersports Nearby
    • Water Views
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Upscale luxury executive four bedroom waterfront home with private pool dock and elevator. Stylishly furnished and dressed, modern build 2006 - this is our family second home - and is home from home available to you. This exclusive executive property is in the heart of lovely Anna Maria... View all property information
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    Location Information
    Anna Maria, Anna Maria Island FL34216
    5 of 5 stars Reviewed 28 July 2014
    This was a return visit as we loved it so much last time. We felt really relaxed here with the wonderful views from the house and the laid back attitude on the island. We were...
    5 of 5 stars Reviewed 10 July 2014
    This is the perfect vacation home!! Located on a canal with bay views, steps from the city pier and many restaurants and boutiques, this home feels like a slice of heaven. The...
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    €419
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    1 / 29
    4 of 5 stars (5) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Reviews (5) Make Enquiry
    Overview Reviews (5)
    Amenities & Details
    • Air Conditioning
    • Water Views
    • Washer
    • Garage
    • Refrigerator
    • Satellite TV
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Cherryfish is the latest addition to the Pineapplefish collection of houses on Anna Maria Island. It is a spectacular 4 bedroom house, in a fantastic location, just one block from Tampa Bay Beach, the amazing Waterfront Restaurant and the island's most popular tourist destination - City Pier.... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    1 of 5 stars Reviewed 8 July 2015
    On arrival, as we walked up the stairs of the property, we were welcomed to a smell of rotten sewage and flies. Bins had not been emptied and we had to wheel the bins out on bin...
    5 of 5 stars Reviewed 29 January 2015
    Flawless! Cherryfish, a tropical hideaway I never want to leave! The landscaping is unsurpassed providing a private tropical oasis retreat. The home itself is so fresh with...
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    €222
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    1 / 17
    4.5 of 5 stars (35) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Overview Reviews (35)
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Berryfish is a fantastic new Caribbean style, beachfront apartment from Pineapplefish, ideal, due to its flexible accommodation, for larger groups of families and friends. Berryfish is double duplex apartment just a stroll to the beach, with 2 separate accommodations - Berryfish East and West,... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 10 June 2015
    We stayed at Berryfish for our Wedding Weekend with some of our bridal party. It was perfect for us! The rooms were spacious and clean, the living room and kitchen were huge and...
    4 of 5 stars Reviewed 13 September 2013
    Pineapple fish we fell in love with berryfish the whole property is an amazing home from the large sun front deck to the back deck ..I want to buy it off you lol seriously it...
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    €254
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    1 / 23
    5 Bedrooms, 4 Bathrooms, Sleeps 12
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Wi-Fi
    • Private Outdoor...
    • Washer
    • Air Conditioning
    • DVD Player
    • Patio
    • Satellite TV
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Villa Marianne is the ultimate beach getaway for you and your family. Located on the north end of Anna Maria Island in the city of Anna Maria just steps from the white sand beach, this five bedroom, four bath vacation rental will make you never want to leave! Exquisitely decorated with beach... View all property information
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    Anna Maria, Anna Maria Island 34216
    From
    €2,002
    / Week
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    1 / 30
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
    Amenities & Details
    • DVD Player
    • Stereo System
    • Satellite TV
    • Deck
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    The Shady Mango was originally built in 1925. According to local history the heart pine used in constructing the original house came by steam boat to the City Pier and was hauled by horse-drawn lorry up Pine Avenue to the home's present site. In 2004 the home was given a major renovation... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 21 September 2013
    My husband, 2 kids & I stayed at the Shady Mango & LOVED it! It's the perfect place for a vacation for a small family. It's in a great location with walking access to the beach...
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    €289
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    1 / 18
    4 of 5 stars (7) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 9
    Overview Reviews (7) Make Enquiry
    Overview Reviews (7)
    Amenities & Details
    • Water Views
    • Internet Access
    • Stereo System
    • Washer
    • Deck
    • Air Conditioning
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    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 34216
    5 of 5 stars Reviewed 12 July 2015
    We only were there a few days, but all we could say when we got there was "Is this for real?" It was such a wonderful place for our reunion. Very clean in all ways. We all sat...
    5 of 5 stars Reviewed 5 June 2015
    I have rented this house on the beach for the last nine years. The owner has made some much needed improvements............such as new kitchen cupboards and granite top cabinets...
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    From
    €1,859
    / Week
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    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Terrace
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool...
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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 34216
    From
    €1,566
    / Month
    Payment Protection
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    4 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Terrace
    • Internet Access
    • Balcony
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    116 Maples is located on one of the prettiest streets in the village of Anna Maria, this gorgeous 4 bedroom, 2 and a half bath home is just steps away from the beach. This quiet, tree-lined street evokes memories of Florida Gulf Coast islands in days gone by, with a shaded path providing access to... View all property information
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    Anna Maria, Anna Maria Island 34216
    From
    €118
    / Night
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    1 / 39
    5 of 5 stars (1) Excellent
    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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    Anna Maria, Anna Maria Island 34216
    From
    €3,670
    / Month
    Payment Protection
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    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Spend your vacation just steps from our beautiful beaches and crystal-clear waters! Casa Blanca is in the heart of the village of Anna Maria, and west of Gulf Drive...there's no better place to be! Only 5 houses from the beach, you'll be steps from the sand AND just moments from shopping,... View all property information
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    Anna Maria, Anna Maria Island 34216
    From
    €1,664
    / Week
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    1 / 12
    4 of 5 stars (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
    Amenities & Details
    • Internet Access
    • Balcony
    • Terrace
    • Shared Outdoor Pool...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    At this spacious, family friendly home, grab your fishing pole, take the hand of a child and meander to the private dock, cast a line while dangling your feet and spending the day with your child or grandchild. Equipped to entertain a party of eight along with a small pet, this airy pool home... View all property information
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    Anna Maria, Anna Maria Island 34216
    From
    €1,664
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    1 / 25
    4 of 5 stars (9) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Reviews (9) Make Enquiry
    Overview Reviews (9)
    Amenities & Details
    • Balcony
    • Shared Outdoor Pool...
    • Internet Access
    • Terrace
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Nothing restores the body and soul like a stay at the beach!~ 744 Jacaranda---In City of Anna Maria---3 bedroom 3 bath raised home with private screened-in pool. 1 block to beach. Quiet residential area. Pool heat optional @ $20/day. Additional amenities include: tub or shower yes, square... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 5 June 2015
    We loved this house for the week we spent in it. it was very clean and had all the little extras that make a holiday let in the U.S. ideal for a U.K. family - i.e. lots of beach...
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    From
    €140
    / Night
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    1 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Satellite TV
    • Dryer
    • DVD Player
    • Patio
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Begin your relaxing vacation at Beach Walk, located just a block from the white sand beaches of Anna Maria Island. This lovely two bedroom, one bath, home has just been completely remodeled and fabulously decorated! Cozy and relaxing furnishings await you and your friends and family during your... View all property information
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    Anna Maria, Anna Maria Island 34216
    From
    €685
    / Week
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    1 / 22
    3.5 of 5 stars (9) Average
    2 Bedrooms, 1 Bathroom, Sleeps 6
    Overview Reviews (9) Make Enquiry
    Overview Reviews (9)
    Amenities & Details
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Skimmer unit at the Blue Dolphin Inn, located at 404 Alamanda in the Historic Village of Anna Maria is a wonderful two bedroom, one bath downstairs unit furnished in a tropical theme. The Blue Dolphin Inn consists of four units surrounding a free style heated pool with fountains and nearby tiki... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    2 of 5 stars Reviewed 10 March 2013
    I have mixed feelings about this rental property, and that is because I feel it is very overpriced certainly not value for money. The photos on the web are accurate, however it is...
    3 of 5 stars Reviewed 25 February 2011
    I would have given the Skimmer one star on the first couple of days of our stay basically for 2 reasons: paint fumes and noisy pool equipment. The management had decided to...
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    From
    €149
    / Night
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    1 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Washer
    • Patio
    • Dryer
    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Begin your relaxing vacation at Sea Oats, located just a block from the white sand beaches of Anna Maria Island. This lovely two-bedroom, one-bath vacation rental has just been completely remodeled and fabulously decorated! Cozy and relaxing furnishings await you and your friends and family during... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    €140
    / Night
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    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Wi-Fi
    • Dryer
    • DVD Player
    • Air Conditioning
    • Deck
    • Satellite TV
    • Washer
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Grab your flip flops and your bathing suit for your fabulous vacation in this well-appointed Anna Maria home! Cook's Cove is located just steps away from the beautiful, white sand beaches of Anna Maria Island and the azure water of the Gulf of Mexico. Both elderly- and family-friendly, this... View all property information
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    Anna Maria, Anna Maria Island 34216
    From
    €190
    / Night
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    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Deck
    • DVD Player
    • Stereo System
    • Wi-Fi
    • Satellite TV
    • Private Outdoor...
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Life is Good at the Beach, located on the north end of Anna Maria Island, is a fantastic place to start your vacation. This three-bedroom, two-bath, vacation rental is just a five minute walk to the beautiful north end beaches near Bean Point and two blocks to the Rod & Reel Pier. The extra-large... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    €762
    / Night
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    1 / 25
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Elevator/Lift access
    • Deck
    • Air Conditioning
    • Boat Available
    • Wi-Fi
    • Private Outdoor...
    • Waterfront
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is the vacation rental home of your dreams! This custom bay-front home on the north end of Anna Maria Island offers 3600 square feet of luxury accommodations and has all the fine touches and professional craftsmanship one would expect in a high-end custom home. When walking into this amazing... View all property information
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    Anna Maria, Anna Maria Island
    From
    €252
    / Night
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    1 / 28
    5 of 5 stars (2) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
    Amenities & Details
    • 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
    €89
    / Night
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    1 / 25
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Deck
    • Dryer
    • Refrigerator
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located on the north end of Anna Maria Island in the city of Anna Maria on historic Pine Avenue, this two-bedroom, one-bathroom second-floor vacation rental condo has been completely updated and is picture perfect. So much so, once you walk through the front door you'll feel as though you just... View all property information
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    Location Information
    Anna Maria, Anna Maria Island
    From
    €152
    / Night
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    1 / 24
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (4) Make Enquiry
    Overview Reviews (4)
    Amenities & Details
    • Boat Available
    • Stereo System
    • Washer
    • Air Conditioning
    • Deck
    • Wi-Fi
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    With its luscious landscaping, eclectic look and colorful Key-West style, Simpatico could be right out of Coastal Living Magazine. This bungalow is perfect for the ideal secluded island vacation! Located on the north end of Anna Maria Island, this canal home, with a boat dock and kayaks,... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 11 January 2015
    My husband and I and another couple stayed here for one week in December. This was our first stay on the island and we would definitely go back. We have rented homes all over...
    4 of 5 stars Reviewed 29 July 2014
    The entire grounds and unit are artfully decorated with many vignettes located throughout. Very quiet neighborhood but located within easy walking or biking distance of many shops...
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    From
    €95
    / Night
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    1 / 23
    2 Bedrooms, 1 Bathroom, Sleeps 3
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Washer
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Porch
    • Refrigerator
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Spend your vacation in this adorable, cozy and quiet Enchanted Cottage, just steps from the white sand beaches and clear blue waters of Tampa Bay and a short walk to the Gulf of Mexico. This lovely family- and pet-friendly cottage is located on the north end of Anna Maria Island and is surrounded... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    €190
    / Night
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    1 / 24
    4.5 of 5 stars (5) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Reviews (5) Make Enquiry
    Overview Reviews (5)
    Amenities & Details
    • Stereo System
    • Private Outdoor...
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Deck
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Located in the city of Anna Maria on the north end of Anna Maria Island, this gorgeous three-bedroom dog-friendly vacation rental is the perfect place for a vacation retreat! With an estimated 2100 square feet, AMI Retreat has plenty of room to kick off your flip flops and enjoy your down time.... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    4 of 5 stars Reviewed 4 August 2015
    We had a great trip to AMI. The pool is lovely. We liked all of the seating around the pool, the shaded areas, and the sunbathing ledge. It was clean and well-maintained. The...
    5 of 5 stars Reviewed 6 July 2015
    The property was wonderful. The house was maintained very well, the pool was clean, and it came almost fully stocked with plates,pots and pans and every day necessities that you...
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    From
    €872
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    1 / 22
    4 of 5 stars (7) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (7) Make Enquiry
    Overview Reviews (7)
    Amenities & Details
    • Internet Access
    • Grill
    • Dishwasher
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Heron unit at the Blue Dolphin Inn, located at 404 Alamanda in the Historic Village of Anna Maria is a wonderful two 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 and nearby tiki... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 20 June 2015
    We absolutely loved this place. It had everything we needed and was located in an ideal spot near the beach. The unit was clean, well-equipped, and the pool was cute and...
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