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Beach Rentals and Cottages in Anna Maria, FL

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    Travelers to Anna Maria are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 43
    5 of 5 stars (10) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    5 of 5 stars (2) 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, 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
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed December 1, 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...
    5 of 5 stars Reviewed November 4, 2015
    This charming cottage was perfect for a relaxing getaway. The house is well kept, cute and fully met our needs. We took full advantage of the pool each day. I like that the owners...
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    In a tropical setting, complete with pool and large sun deck. Just a short walk to the beach. Our visitors love biking the island and taking walking tours to the various places of interest on the island. There are four bedrooms and three baths. The master suite has a king bed and a Roman tub. The... View all property information
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    Anna Maria, Anna Maria Island 34217
    1 / 20
    5 of 5 stars (3) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Description We are located in the heart of the beautiful city of Anna Maria FL. We are one block from the historic Pine Ave with free trolley service to the entire island. We are two blocks to the beautiful white sand beach. Three blocks in the opposite direction is the bay and the historic City... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed November 6, 2015
    We loved this rental. Rick, the owner, was insanely responsive -- emailing back within minutes the few times we emailed. A good friend and I came here for a creative retreat...
    5 of 5 stars Reviewed September 15, 2015
    This place was great! The house had everything we needed and is in the perfect location! There was plenty of room and tons to do and I'd definitely stay again.
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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
    1 / 22
    5 of 5 stars (19) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    About this property
    4 Bedroom 5 bath luxury beach front house sleeping 8 with heated pool separate spa numerous decks and stunning beach views from every room. We are located on the desirable family friendly island of Anna Maria. The house is direct beach front on the quiet upmarket north end of the island. Recently... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed October 28, 2015
    We couldn't have been happier with our vacation to AMI. Nigel and Maggie's home was perfect for our family! The home was pristine and stocked with anything we would need during...
    5 of 5 stars Reviewed September 30, 2015
    My family and I have enjoyed many high-end beach rental homes over the last 10 years and this home in Anna Maria is exceptional! A couple highlights that cause this property to...
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    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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. This unit will sleep six with a queen size bed, two twin beds and a sofa bed. Many new upgrades to this unit have... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
    Location Information
    Anna Maria, Anna Maria Island 34216
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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 34205
    5 of 5 stars Reviewed September 30, 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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    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    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
    Location Information
    Anna Maria, Anna Maria Island 34216
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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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    Anna Maria, Anna Maria Island 34216
    1 / 22
    8 Bedrooms, 7 Bathrooms, Sleeps 22 | Quick View
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    About this property
    Blue Bay is a gorgeous brand new, custom luxury home that is now completed and ready for rental. This stunning high end home is comprised of two separate buildings, a main house and a guest house, with a tropical pool with tiki, spa, out door kitchen, sun deck and fire pit, in between the two.... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Enjoy our Luxurious Villa diPalma, a beautiful six bedroom, four bathroom luxury island home very close to the best beach in the Northshore. 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... View all property information
    Location Information
    Anna Maria, Anna Maria Island 1234
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This unit is a Wonderful Beach Vacation Spot ! It is fully furnished, with 2 TV's, Wi-Fi, Cable , pool, hot tub, Patio with 2 grills, directly on the BEACH - with fabulous Gulf of Mexico blue water. There is a 5 Star Zagat rated resturant on the property. There is twice weekly maid service and... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34228
    1 / 80
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The Anna Maria Island Beach Castle: Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island Beach Palms condo is located with-in walking distance of Anna Maria Island's best waterfront restaurants including the... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34217
    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 34216
    1 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    Anna Cabana A is the perfect getaway! Located on the north end of Anna Maria Island and just a short stroll to the beach, this cute bungalow beckons you to stay and relax. This adorable vacation rental has been completely refurbished inside and out! A queen bedroom and a full bunk with twin over,... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    1 / 25
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Absolutely Anna is just that -- the epitome of the beach experience you want to have when you visit the beautiful north end of Anna Maria Island. Only two houses away from the footpath to <a href='http://coastalcottagesami.com/bean-point.php'>Bean Point</a>, you are on the gorgeous white sands of... View all property information
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    Anna Maria, Anna Maria Island
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Location + Renovation = Perfect Vacation! Two houses to the beach, West of Gulf Avenue and located in the heart of Anna Maria sits the newly and completely remodeled and redecorated Angelfish. A few short blocks to the shops and restaurants of Pine Avenue, this L-shaped ground level home is... View all property information
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    Anna Maria, Anna Maria Island 34216
    1 / 39
    3 Bedrooms, 2 Bathrooms, 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 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
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    Anna Maria, Anna Maria Island
    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 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
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed September 21, 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...
    5 of 5 stars Reviewed April 6, 2012
    I've been affiliated with The Shady Mango for almost 4 years now, and not once have I had a guest stay there who didn't just love their experience! The cottage is just as...
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    5 of 5 stars (6) 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! 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 December 2, 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...
    5 of 5 stars Reviewed January 23, 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...
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    1 / 107
    5 of 5 stars (25) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Just steps to the sugar sand beaches in Anna Maria, FL. Your 3 bedroom, 2 bath, pool home with sweeping gulf views from two elevated front porches is located in the charming northern end of Anna Maria on North Shore Drive. If you are looking for a tropical vacation home to just relax, take long... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 1 week ago
    This is a great property to stay in. Very well equipped even a welcome vase of flowers with fruit! The owner is very responsive to any questions and helps whenever he can. The...
    5 of 5 stars Reviewed January 7, 2016
    We had a lovely time in Santa Maria. Wonderful house and the location was perfect. Would highly recommend!
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    5 of 5 stars (5) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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
    Location Information
    Anna Maria, Anna Maria Island 34216
    4 of 5 stars Reviewed May 28, 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 April 7, 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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    4.5 of 5 stars (9) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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
    Location Information
    Anna Maria, Anna Maria Island FL34216
    4 of 5 stars Reviewed 3 weeks ago
    We spent a week in this lovely home. The weather was cool, so we didn't use the pool, but there was a beautiful pool with a dock right out the back door. The home was spacious...
    5 of 5 stars Reviewed January 6, 2016
    We couldn't ask for a better place to have a family vacation. The atmosphere is relaxing, restful. The location is perfect.Although it is right on Pine Avenue, the backyard is a...
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    1 / 37
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Newly remodeled, 4 bedroom/3 bath home, just 90 Steps to the beach, with a large private HEATED pool! Quiet setting in the beautiful north end of Anna Maria, and located west of Gulf Drive for easy beach access with no streets to cross. Easy walking distance to many shops and restaurants, and... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed October 27, 2013
    My parent rented this house when they came to visit last winter. We stayed for a week in late January(?) to early Feb and my 3 year old son still asks to go back. Personally I...
    5 of 5 stars Reviewed August 22, 2013
    Our second year staying at "Toes" love the location, pool is great, close to everything...House was very clean, well stocked with dishes, pots, silverware etc.
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    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
    5 of 5 stars Reviewed November 2, 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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    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    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
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beautifully renovated beach cottage in the heart of the village of Anna Maria. Walk to the beaches, shops and restaurants. Enjoy amazing sunsets at the beach or sip a glass of wine in the lush tropical gardens surrounding the cottage. 2 bedrooms with 2 full bathrooms. Quaint beach cottage in a... View all property information
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    Anna Maria, Anna Maria Island 34216
    1 / 31
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Ocean Views
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    • Pet-friendly
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    • x
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    About this property
    Welcome to Yellowfish, one of the most exclusive rental homes on Anna Maria Island. Yellowfish, is a stunning and luxurious, 3 bedroom home, built across 2 beachfront plots on North Shore Drive, recognised as the most exclusive address on Anna Maria. This 3,000 square foot contemporary and elegant... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 1 week ago
    From the moment we arrived we knew we had made the right decision. Yellowfish was beautifully laid out. We arrived late a night and these was a basket of Goodies left out for us...
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    This quaint, old-Florida style rental is nestled in the north shore area of Anna Maria Island. Shabby chic style, located 2 blocks from the beach and 2 blocks from the bay! Only one block from Pine Ave., with its old-time feel with shops and salons. Steps from fine dining, the historic city pier,... View all property information
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    Anna Maria, Anna Maria Island 34216
    1 / 15
    4 of 5 stars (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    At this spacious, family friendly home with private pool, 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... View all property information
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    Anna Maria, Anna Maria Island
    4 of 5 stars Reviewed June 17, 2011
    The pool was not is the best shape when we arrived but after the pool tech. came on Monday it got much better.
    4 of 5 stars Reviewed June 13, 2011
    Check in was quick and easy. The house was very clean and well equipped with just about eveything you needed to make your stay here great. I would highly recomend anyone to stay...
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    1 / 29
    4 of 5 stars (5) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Porch
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    • Pet-friendly
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    • x
    • x
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    • 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
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed January 29, 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...
    4 of 5 stars Reviewed April 14, 2014
    This home was wonderful for our two families of four. Plenty of space for everyone and the pool was perfect. The only complaint we had was the cleanliness upon arrival, there...
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    1 / 9
    5 of 5 stars (14) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    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 and second bedroom with 2 twin beds. The living room also has a queen size sofa bed. Relax and enjoy the quiet of Anna... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed July 28, 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 May 13, 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 / 24
    4 of 5 stars (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    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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    Anna Maria, Anna Maria Island
    4 of 5 stars Reviewed October 26, 2015
    We love Anna Maria! This 2 bedroom condo was ideally located right on the canal, which is right off Tampa Bay. We were able to drop our paddle boards or kayaks right off the...
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    1 / 22
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Anna Cabana B is the perfect getaway. Located on the north end of Anna Maria Island and just a short walk from the beach, this cute bungalow beckons you to relax and stay a while! This adorable island vacation rental has been completely refurbished inside and out! A queen bedroom and a sofa bed... View all property information
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    Anna Maria, Anna Maria Island
    5 of 5 stars Reviewed January 8, 2016
    I enjoyed my vacation in this beautiful house very much. The furniture is very nice and comfortabel and the entiere house is beautiful decorated. It provided everything what I...
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    1 / 24
    5 of 5 stars (7) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    • x
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    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 34216
    5 of 5 stars Reviewed December 29, 2015
    Our family had a great holiday in Starfish dreams. The location on Pine Avenue was great. It was 5 minutes walk to the beaches on the West and less to the pier on the East...
    5 of 5 stars Reviewed September 27, 2015
    Stayed at the perfect Starfish Dreams house for a few days and it was so gorgeous we cannot fault it. The house is so pretty and equipped with everything you could want...
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    1 / 24
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • ?
    • x
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    • 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, is just a... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed January 11, 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 July 29, 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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    1 / 24
    4.5 of 5 stars (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • Child-friendly
    • x
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    • x
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    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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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 3 weeks ago
    Life is Good at the Beach vacation rental is a beautifully, well maintained home. The picutres provided on the website accurately reflect the home and the beach house more than...
    4 of 5 stars Reviewed November 22, 2015
    Great well equipt house, everything we needed and more, close location to beach 5 mins walk, and to the free trolley bus stop 10 mins walk. The only downside of this property is...
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    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    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
    5 of 5 stars Reviewed 1 week ago
    A beautiful home that accommodates a large family. We couldn't find a better place to celebrate our dad's 75th birthday. Extremely clean and very comfortable furnishings!! We were...
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    1 / 23
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Child-friendly
    • x
    • x
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    • x
    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
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    Anna Maria, Anna Maria Island 34216
    1 / 21
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Great ground level one bedroom duplex on the quiet north end. The entry to the house opens up into the living area with comfortable seating and a flat screen TV. To the left of the entry is the dining area and kitchen. The back of the unit contains the bedroom and bath. The side door leads to the... View all property information
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    Anna Maria, Anna Maria Island 34216
    1 / 40
    4.5 of 5 stars (6) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    • x
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    • x
    About this property
    Beautiful, cheerful and tropucal 4 bedroom/2 bath home with beautiful new furnishings throughout! Comfortable and roomy with split floor plan (two bedrooms on each side!). Ceramic tile throughout, beautiful open kitchen area with breakfast bar and granite countertops. The living room opens up onto... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    4 of 5 stars Reviewed August 22, 2013
    This house has it all and in excellent condition. Very clean, well distributed. But, it's a little to far from the beach to go on foot and lack of public parking next to the beach...
    5 of 5 stars Reviewed August 17, 2013
    Love the location and size of house for 4 couples. Like the open floor plan and two eating ares. Every bedroom has a TV to give each guest their privacy. Great outdoor space and...
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    1 / 24
    5 of 5 stars (9) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • Child-friendly
    • x
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    • Elder access
    • x
    About this property
    Pineapple Cottage, centrally located on historic Pine Avenue in the city of Anna Maria, is the perfect place to slow down and catch your breath! This Anna Maria Island cottage is tastefully decorated with wood floors, granite and stainless kitchen, tiled shower and comfortable furnishings. The... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 4 days ago
    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 June 30, 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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    • x
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    • x
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    About this property
    Spring into the waves!~ 209 Spring. 3 bedroom, 2 bath raised home in quiet, residential area of Anna Maria. Private pool. Pool heat optional @ $20/day. 1 block to the beach. Large screen high def Smart TV with free Netflix movies. This property has Wifi. Additional amenities include: sofabed,... View all property information
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    Anna Maria, Anna Maria Island
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
    • x
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    • x
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    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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    Anna Maria, Anna Maria Island 34217
    1 / 30
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newly Remodeled 3 Bedroom/3 Bath with Queen Master, Queen 2nd Bedroom, and Twin Bunk Bed with Twin Trundle. New Pool and landscape, with a quiet canalfront setting. Located on a quiet dead end street, close to the trolley, the beach, the city pier, and walking distance to Anna Maria shops and... View all property information
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    Anna Maria, Anna Maria Island 34216
    1 / 23
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • 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
    Location Information
    Anna Maria, Anna Maria Island 34216