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Holiday Rentals in Anna Maria, FL

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    Travellers to Anna Maria are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 20
    5 of 5 stars (6) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    1 / 23
    5 of 5 stars (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Sea Waves cottage is located at north end of anna maria island. Brand new renovation, 3 bedroom with 2 bath room, with private dock, sailboat direct to bimini bay, unobstructed , natural view of bimini bay. Less than three minute walk to beach, walking distance to pine ave and the city pier and... View all property information
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    Anna Maria, Anna Maria Island
    1 / 19
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    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
    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Beautiful, recently renovated 1700 sf home that accommodates up to 8 people. Only a few steps to amazing sandy gulf beach. Enjoy all the amenities of a single level well appointed home with no stairs where you can step out to the beautifully landscaped pool area from your master bedroom or open... View all property information
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    Anna Maria, Anna Maria Island
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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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    Anna Maria, Anna Maria Island
    1 / 41
    5 of 5 stars (3) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    It doesn't get much better than being right on the water, less than one 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... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    5 of 5 stars Reviewed 18 February 2016
    This home is located in walking distance to restaurants and the beach with bikes available as well. It is very nicely and newly decorated. The kitchen is well stocked as well as...
    5 of 5 stars Reviewed 2 December 2015
    We enjoyed our stay at Sunshine Cottage! This home is very clean and very spacious for 6 guests. We loved the flexibility of heading to the beach or relaxing in our own...
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    1 / 20
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    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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    Anna Maria, Anna Maria Island
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    As an artist this private three bedroom and two bath multi-level elevated vacation home has been our family 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... View all property information
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    Anna Maria, Anna Maria Island
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    1 / 11
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Pelican Roost 505 - Private canal home 5 Bedroom/ 5 Bath with private pool, maximum occupancy of 12 people. 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... View all property information
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    Anna Maria, Anna Maria Island
    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The home is immaculately clean and whimsically decorated, professionally landscaped, and boasts one of the larger pools larger backyards and larger 2 bedroom homes on the Island. The spa is accented by iridescent glass. The 20' tall tiki hut was hand-built by Native Americans and houses the bar and... View all property information
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    Anna Maria, Anna Maria Island
    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Sea Breeze cottage is located at north end of Anna Maria island. Brand new renovation, 2 bedrooms with 2 bath rooms, with private dock, sailboat direct to Bimini bay, unobstructed , natural view of Bimini bay. Less than three minute walk to beach, walking distance to pine ave and the city pier and... View all property information
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    Anna Maria, Anna Maria Island
    1 / 45
    4.5 of 5 stars (15) Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    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
    Location Information
    Anna Maria, Anna Maria Island
    5 of 5 stars Reviewed 15 June 2016
    We had the most amazing week on Anna Maria. The property far and away exceeded all of our expectations. Our family included 5 adults and 4 children, and we found the property to...
    5 of 5 stars Reviewed 12 May 2016
    We were so impressed with this home. We had friends and family visit, and they were very interested in future rental. With 5 bedrooms, 3 full baths, outside hose rinse off...
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    1 / 36
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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
    Location Information
    Anna Maria, Anna Maria Island
    5 of 5 stars Reviewed 1 October 2015
    I chose Island Oasis as it ticked every box. This is a beautiful island and the beach is very easy to access, as such I wanted a property with a pool, suitable for two couples...
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    1 / 21
    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    116 Maple Breeze Private home 4 Bedroom / 2 1/2 Bath , maximum occupancy of 7 people. 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... View all property information
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    Anna Maria, Anna Maria Island
    5 of 5 stars Reviewed 3 November 2015
    Wonderful location, The beach is at the end of Maple Ave, a quiet road only a 2 minute walk. The house is well situated, 4 bedrooms and 2 and 1/2 baths. I can only speak of the...
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    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; (3) Bedroom, (3) Bath (Sleeps 8) – “Fish House” – 231 Oak Avenue in Anna Maria. For the perfect Anna Maria Island vacation, escape to the adorably... View all property information
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    Anna Maria, Anna Maria Island
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.;   Willow Cottage is a lovely ground level bungalow in Anna Maria just waiting to give you that tropical vacation you dream of and deserve! This private... View all property information
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    Anna Maria, Anna Maria Island
    1 / 21
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Cabana Condo is located just one property from the beach and has direct beach access down a tropical sandy path just a few steps away from your front door. This location is not only convenient to the beach but also to the grocery store and many shops, restaurants and local activities. This Cute 1... View all property information
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    Anna Maria, Anna Maria Island
    1 / 24
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    About this property
    The lovely Dolphin Pointe resides on the highly desirable north end of Anna Maria, just a three houses away from the beach at Bean Point and a short walk to Rod and Reel Pier. The spacious open concept living area is perfect for spending quality time with the family. The home exudes an Island charm... View all property information
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    Anna Maria, Anna Maria Island
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    1 / 21
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Enjoy an endless summer at this cute and cozy 1 bedroom, 1 bath ground floor duplex unit located just a short block and half to the beach. Direct beach access at the end of the street. Kitchen has a full size refrigerator and apartment size electric range. Bedroom has 2 twin beds. Sleeper sofa in... View all property information
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    Anna Maria, Anna Maria Island
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Nothing better than having the beach at your doorstep! Located in the heart of Anna Maria city this 2 bedroom, 2 bath Direct Gulf Front cottage has 100 feet of Gulf front beach. Enjoy the views from the enclosed sitting room or step right out your door and have your feet buried in the sand just a... View all property information
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    Anna Maria, Anna Maria Island
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    The Canary Cottage has 2 bedrooms plus a bunkroom - and 2 full baths and will Sleep up to 6. Located in the heart of Anna Maria City- This Key West charmer is elevated and has been updated with new tile, fixtures, plus a new tub/shower! Updated furnishings, and appliances, which add to the charm... View all property information
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    Anna Maria, Anna Maria Island
    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Located at the quiet North end of Anna Maria this 3BR/2BA canal front home comes with exceptional views! There are two screened lanais, a boat dock and a garage. Brand new Kitchen with granite countertops and new appliances. Updated furnishings. There are two full size beds, one twin and a queen... View all property information
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    Anna Maria, Anna Maria Island
    1 / 23
    5 of 5 stars (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Start 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
    Location Information
    Anna Maria, Anna Maria Island
    5 of 5 stars Reviewed 29 June 2016
    Over the years my wife and I have visited Anna Maria 8 or 10 times and have stayed at around four different places and Sea Oats is by a long way the best property we have stayed...
    5 of 5 stars Reviewed 25 May 2016
    Excellent service from Coastal Cottages AMI. Bungalow was extremely well equipped/clean and was home from home. Wonderful island with the best beaches. Very friendly people and...
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    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Start 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
    5 of 5 stars Reviewed 20 March 2016
    My partner and I stayed at Beach Walk twice and absolutely loved it. Everything here is top notch. The property is immaculate and extremely comfortable. We enjoyed the privacy of...
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    1 / 19
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beautiful luxury beach front condominium for rent for the first time. There's only 2 condo's on the entire property. This condo is 3500 square feet including gourmet kitchen, dining room, living room with fireplace and built in flat screen TV. screened in lanai overlooking the Gulf of Mexico, den... View all property information
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    Anna Maria, Anna Maria Island
    1 / 39
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Lazy Lagoon has it all! This remodeled 2 bed/2 bath home is anchored in splendid the north end of Anna Maria on a deep water canal with dock, has its own heated pool and hot tub, and is a short walk to the beach, restaurants and free island trolley. The serene canal-front setting coupled with quiet... View all property information
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    Anna Maria, Anna Maria Island
    5 of 5 stars Reviewed 14 January 2014
    We have just come back from a 2 week stay at Lazy Lagoon. House beautiful, all on one level and flooded with light. Pool and hot tab a fantastic feature. House fully equipped and...
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    1 / 30
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    The Shady Mango was originally built in 1925. According to local history<BR>the heart pine used in constructing the original house came by steam boat<BR>to the City Pier and was hauled by horse-drawn lorry up Pine Avenue to the<BR>home's present site.<BR><BR>In 2004 the home was given a major... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    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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    1 / 23
    5 of 5 stars (7) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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! <BR>Vacationers, dreamers, honeymooners, would-be family-reunion planners and... View all property information
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    Anna Maria, Anna Maria Island
    5 of 5 stars Reviewed 23 May 2016
    The pool has sun and shade with comfortable lounging. It is an oasis. The beach is close, but it is not needed. Beach Nest is very comfortable. It is very clean. It is very...
    5 of 5 stars Reviewed 3 December 2015
    When I saw the photos of this house I thought it was too good to be true and that there had to be a catch. Well, it turns out that real life can be better than photos and this...
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    1 / 39
    5 of 5 stars (3) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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
    Location Information
    Anna Maria, Anna Maria Island
    5 of 5 stars Reviewed 27 August 2015
    This property was everything we had hoped for and more! Centrally located in one of the best parts of Anna Maria Island, and even though it was close to one of the main streets it...
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    1 / 33
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Old Florida at it's best! Come enjoy this true Island home with its cute and comfy interior. Located just one short block to the beautiful beaches of Anna Maria Island. Large back yard for sitting outside and enjoying the gulf breezes. Bedrooms have a King bed and twin beds. Living room has a... View all property information
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    Anna Maria, Anna Maria Island
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beach Baby is situated on the north end of Anna Maria and is only 4 houses to the gorgeous Gulf waters that the Island is famous for. This great two story house offers a private Heated Pool with Hot Tub and two hammocks on which you can take in the island sun. The main living level contains the... View all property information
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    Anna Maria, Anna Maria Island
    1 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    This charming, quiet, cozy, Enchanted Cottage is just steps to Tampa Bay and the Historic Anna Maria City Pier, a fun place to fish! A short five blocks to the beautiful powder-soft, white sand and turquoise Gulf water of Anna Maria Island. You may also enjoy the beautiful sunrise from the pier... View all property information
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    Anna Maria, Anna Maria Island
    1 / 29
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Grill
    • Terrace
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Welcome to Heavenly Holly located on the northern end of beautiful Anna Maria Island! This lovely single family elevated three bedroom and two bath... View all property information
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    Anna Maria, Anna Maria Island
    1 / 20
    5 of 5 stars (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
    • Waterfront
    • Patio
    • DVD Player
    • Grill
    • Satellite TV
    • Air Conditioning
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Great 1 Bedroom/1 Bath remodeled cottage on the quiet North End with outdoor patio, ceramic tile throughout, and granite countertops. The allure of the Gulf of Mexico Beach just 250 steps away. A back yard dock on Lake LaVista Bayou with a patio table, umbrella, and sling back chairs. Launch the... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    5 of 5 stars Reviewed 20 January 2014
    We were very pleased with our stay at Snails Pace. Not being familiar with the area and booking online, one is never quite sure what to expect. The location was great, just a...
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    1 / 20
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Washer
    • Parking
    • Outdoor Dining Area
    • Grill
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Salt Box Cottage is newly renovated, bright, clean, cozy and the perfect place for an Anna Maria Island vacation. This quaint vacation rental cottage is just steps to Tampa Bay and five blocks to the beautiful powder-soft, white sand beach and turquoise water of the Gulf of Mexico! Accommodations... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    1 / 35
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    Gulfpath Condo is located directly across the street from beautiful white sand beaches. Enjoy the Gulf Views and beautiful sunsets from this unit. Enjoy sitting on your private deck and listening to the the calm waves roll onshore. The path to the Gulf is just steps from your door. There is also a... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    1 / 18
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This cute 2BR/1BA beach bungalow is on the Gulf side very close to the beach and located at the quiet north end of the Island. Direct beach access just a few properties away. Enjoy the gulf breezes from the screened lanai or the open brick paver patio. This bungalow has plenty of room to relax with... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Wi-Fi
    • Porch
    • Satellite TV
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    It doesn't get much better than this! Relaxing on the Screened lanai overlooking the blue waters of Tampa Bay and the Gulf of Mexico. This elevated 3 bedroom, 2 bath Direct Bay Front home has wonderful views from the master bedroom, living room and screened lanai. Private setting close to Anna... View all property information
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    Anna Maria, Anna Maria Island
    1 / 40
    3 of 5 stars (1) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Beautiful ground level 3 bedroom/2.5 bath home, with a quiet north end location only a block to the beach! There is a King in the master with a private patio, a Queen in the second, twin beds in the third, and a queen sleeper sofa in the sunroom (which has blinds for privacy), all accommodating up... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    3 of 5 stars Reviewed 2 July 2014
    We had a great time on Anna Maria with our two college-aged sons. This house is very nicely located, and the pool is wonderful. The home was spacious and comfortable for four...
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    1 / 23
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    • Parking
    • Grill
    • Patio
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Look no further for the perfect vacation rental! This three bedroom vacation rental is located on the serene north end of Anna Maria Island. Tastefully decorated with beautiful beach décor, and boasting a wonderfully open living and dining space, this vacation rental creates an exceptionally... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    5 of 5 stars Reviewed 3 July 2016
    This was our first visit to AMI. My booking of Bean Point Cottage was solely based on the pictures online, as it did not have any reviews. Bean Point Cottage was the perfect beach...
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    1 / 24
    5 of 5 stars (9) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Patio
    • Wi-Fi
    • Waterfront
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Starfish Dreams is the perfect place to start your vacation! This family-friendly vacation rental is centrally located on Pine Avenue in the city of Anna Maria on Anna Maria Island, halfway between the Gulf of Mexico and Tampa Bay. If that were not enough, it also has a heated pool and is on a... View all property information
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    Anna Maria, Anna Maria Island
    4 of 5 stars Reviewed 25 June 2016
    Super location and gorgeous views of the canal and sunsets. Love the pool area and covered spot under the house.Great for paddle boards and kayak and fishing off the dock. We...
    5 of 5 stars Reviewed 16 May 2016
    Husband and I stayed here for our first anniversary after being married on the island. PERFECT location. Close to the piers and a short walk/bike ride to beach. Shops and general...
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    1 / 39
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Patio
    • Washer
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor...
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    The lovely Dolphin Pointe resides on the highly desirable north end of Anna Maria, just a short walk to the beach, bean point, and the Rod and Reel Pier. The spacious open concept living area is perfect for spending quality time with the family. The home exudes an Island charm with its over 2000... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    1 / 39
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Hot Tub
    • Waterfront
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Welcome to Canal Place, an inculpable island home that is outfitted to offer occupants an unforgettable vacation experience! In your privately cultivated backyard is an assemblage of accessories providing plenty of options for fun in the sun. There is a heated pool, hot tub, kayaks, boat dock,... View all property information
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    Anna Maria, Anna Maria Island
    1 / 36
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • Parking
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This adorable remodeled duplex sits quietly in the highly desirable north end of the Island in the City of Anna Maria. It is a short walk of only a little more than a block to the Gulf beach where the sand is sugary white and the water is a beautiful blue-green color. There is a King in the master... View all property information
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    Anna Maria, Anna Maria Island
    1 / 7
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Private Garden
    • Satellite TV
    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Carissa Coastal Cottage B is a beach get away, approximately 150+/- steps to the sandy white beach! This property has been completely renovated, new kitchen and bath, new AC. Beacy decor, nice size rooms. It is located in Holmes Beach on Anna Maria Island and is in a quiet neighborhood. You can... View all property information
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    Anna Maria, Anna Maria Island
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Washer
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    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Located in the heart of Anna Maria Village and walking distance to everything fun! This 2BR/1.5 Duplex apartment has been recently updated and is located a few houses from the beautiful Gulf Beaches. Direct beach access with no streets to cross. 146 steps to the beach and less than a 2 minute walk.... View all property information
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    Anna Maria, Anna Maria Island
    1 / 40
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    • DVD Player
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Located in the heart of Anna Maria, a gorgeous and spacious Mediterranean style 4 Bedroom/3 Bath Home with a Heated Pool in a very private and peaceful setting. Only steps to Pine Avenue shopping and Trolley Stop, 2 blocks to the Beach, and walking distance to the Pier. The open floor plan features... View all property information
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    Anna Maria, Anna Maria Island
    1 / 24
    5 of 5 stars (9) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
    • Wi-Fi
    • Grill
    • Washer
    • Satellite TV
    • Private Outdoor...
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Pineapple Cottage, centrally located on historic Pine Avenue in the city of Anna Maria, is the perfect place to slow down and catch your breath! This Anna Maria Island cottage is tastefully decorated with wood floors, granite and stainless kitchen, tiled shower and comfortable furnishings. The... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    5 of 5 stars Reviewed 10 February 2016
    411 Pine B. Very nice cottage. Feels like home away from home. We have stayed twice. Walking distance to the City Pier, shopping & restaurants. Definitely would recommend to...
    5 of 5 stars Reviewed 1 July 2015
    Very nice cottage. Within walking distance to beaches and Piers. We enjoyed so much we are going back again this next Jan.
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