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Beach Rentals in Anna Maria Island, FL

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    1 / 39
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 16
    4 of 5 stars (9) Very good
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    2 Bedroom 2 Bath Unit, Sleeps 6 Pelican Cove is located in a small, private complex on the southern end of Anna Maria Island and one of the few condos with views of both the Gulf and the Bay. You get the best of both worlds at Pelican Cove. It’s just forty yards from one of the most beautiful... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 30 June 2015
    Aside from no elevator to tote all of our belongings up and the air conditioning went out but they promptly sent out a repairman to take care of it...this was a great place. The...
    4 of 5 stars Reviewed 10 March 2015
    This was our second winter stay in this unit and we reserved it again for 2016. We like the convenience of walking to shops, restaurants, post office, and free trolley ride to...
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    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Relax in the casual comfort of an island paradise, and have a true Old Florida experience on Anna Maria Island, where riding bikes is the preferred way to travel and indulging in the simple pleasures of life - sun, beach, scuba dive, Snorkel and relaxation are the favorite past times. Enjoy and... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Bradenton Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Washer
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    About this property
    Key West Style Townhouse with a beautiful Gulf, Beach view in Anna Maria Island. This large townhouse with 3 bedrooms, 3 1/2 baths multi level front unit is the ideal location for family. Overlooking Gulf Drive North located on the West Coast of Florida, Anna Maria Island is situated between the... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 32
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    About this property
    La Plage 9 is the cream of the crop. Direct Gulf Front, high-floor views make this one of the most spectacular luxury condos on all of Anna Maria Island. What you get on the inside is no less outstanding. The deep cherry wood island style furniture is the finest around. Granite counter tops, crown... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 23
    Anna Maria
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Exquisite, completely remodeled cottage located just a short walk to the beach. The cottage offers 2 bedrooms, 1 bath, top of the line amenities and tasteful decor. Kitchen has granite countertops and stainless steel appliances. This property has wireless internet, a large flat screen TV in the... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 27
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    About this property
    Located in the heart of Anna Maria Island in the sun-drenched community of Holmes Beach is 'Seacrest' where you can enjoy island living at its best in this stunning destination.Our light & roomy 2 bedroom condo (one of only four in a quiet location being in a little cul-de-sac) is recently updated,... View all property information
    Location Information
    Anna Maria Island, Florida FL 34217
    5 of 5 stars Reviewed 8 October 2015
    We have visited Seacrest 2 condo 1 several times previously and it was even better than we remembered. It was spotless and beautifully decorated. All of the rooms are spacious and...
    5 of 5 stars Reviewed 22 September 2015
    when I say Home from home that's not strictly true as I do not have the fabulous views over Palm Trees and I can't hear the beautiful sound of the ocean from my home in the UK...
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    1 / 13
    5 of 5 stars (1) Excellent
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Charming cottage-style duplex 2 blocks from beach with sugary sand and safe swimming in the beautiful Gulf of Mexico. Walk to restaurants, shops, library, laundry, & more. Clean & well appointed with tasteful modest furnishings provide a comfortable relaxing & quiet home away from home, or base... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 13 August 2015
    My girlfriend and I had a great experience the Dolphin Duplex. We were in town for a big family reunion and had a lot to coordinate. The owner of Dolphin Duplex was...
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    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Air Conditioning
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    About this property
    Charm. Comfort. Convenience. These are words used to describe our Cozy Cabana vacation rental, ideally located ½ a mile south of historic Pine Avenue in Anna Maria. A quick, three minute stroll lands you on one of Anna Maria Island’s coveted beaches. Not in the mood for the beach? No Problem!... View all property information
    Location Information
    Anna Maria Island, Florida
    1 / 22
    5 of 5 stars (3) Excellent
    Anna Maria
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Pet-friendly
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    About this property
    Beautiful, Brand New, Ground Level 4 bedroom/3 bath home, just around the corner from the Rod & Reel Pier, Bayfront Park, and just a couple of blocks to Fabulous Bean Point Beaches and Sunsets. Beautiful back yard with Heated Pool surrounded by a large paver deck and beautiful outdoor lounging... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 3 weeks ago
    We recently rented this beautiful home on the north end of Anna Maria Island. We had three couples - old friends and this house was perfectly laid out for our comfort and...
    5 of 5 stars Reviewed 1 December 2013
    We arrived early on the island and were met by a friendly team that got us our keys, gave us directions to our destination and even invited us to a Friday night clam bake (sorry...
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    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Terrace
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
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    About this property
    While the exterior hints of a quaint Mediterranean village, the chic interior is pure Anna Maria Island Americana. So well appointed with comfortable furniture,with fishing dock, pools, easy access to the beach, and located near shopping, trolley, and restaurants, Bradenton Beach Club welcomes you... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    1 / 13
    3 of 5 stars (1) Average
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
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    About this property
    Bring The Boat and the Sunscreen!~ Located near the shops and restaurants on Bridge Street, Pelican Cove lures those who appreciate a lively vacation. Start your day with a game of tennis, swim your laps, jog on the white sand beaches, or grab fins and mask for snorkeling. At the end of the... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    3 of 5 stars Reviewed 13 June 2011
    We stayed in this unit in Feb 2010 & 2011 and decided this year to just look around the area to see what else is available for the same Indentical money, and we found 502 Bay...
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    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
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    • Terrace
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    • x
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    • Smoking allowed
    • Elder access
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    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.; Enjoy the gulf coast waters and sandy beaches from this Bradenton Beach vacation condo. What a wonderful view of the Florida Gulf Coast when you awake to... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Make your stay in Florida fun and easy! This 2 Bedroom, 2 Bath condo is direct beachfront with wide open views up and down the coast. The condo is on the top floor (6th) of the building and is completely furnished with a dining table that seats 6 – 8, sofa and loveseat, coffee and end tables, flat... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34218
    1 / 8
    3 of 5 stars (3) Average
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    • Internet Access
    • Terrace
    • DVD Player
    • Balcony
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Beautiful sugar sand beach, brilliant sunsets and balmy breezes await you at this two bedroom, two bath, beachfront condo. This first floor unit is very bright and nicely furnished with views of the beach from the open balcony. Coquina Beach Club has a heated pool, covered parking and is within... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 16 June 2011
    We would love to stay here again! It was our first visit to anna Maria island and we hope to return.
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    1 / 20
    5 of 5 stars (1) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    • Balcony
    • Shared Outdoor Pool...
    • Terrace
    • Internet Access
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    So well appointed with comfortable furniture,with fishing dock, pools, easy access to the beach, and located near shopping, trolley, and restaurants, Bradenton Beach Club welcomes you to relax, relax, relax. So sorry, no grilling allowed. Additional amenities include: dock/boat-slip, sofabed, #of... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 16 June 2011
    This sis a great place and I felt right at home. This is a wonderful place.
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    Bradenton Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    While the exterior hints of a quaint Mediterranean village, the chic interior is pure Anna Maria Island Americana. So well appointed with comfortable furniture, this unit could start a mental debate: to enjoy the island or enjoy the unit. With fishing dock, pools, easy access to the beach, and... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
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    1 / 23
    5 of 5 stars (1) Excellent
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    • Outdoor Dining Area
    • Patio
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    • Satellite TV
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    • Pet-friendly
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    • x
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    About this property
    Part of the Spinnakers Vacation Cottages compound, Cabin 1 is a one bedroom, one bath cottage nestled in a lush tropical landscape. Great for an anniversary celebration, honeymoon or just a getaway! Want to bring the kids? No problem, they will love it here as well! Cabin 1 sits beside the pool... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 11 December 2015
    We loved our cottage, it's location, the decor, cleanliness, layout. The only necessary change would be the bedding, it could use an upgrade!
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    1 / 13
    4 of 5 stars (1) Very good
    Holmes Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    About this property
    Let Shady Palms be 'your place on the beach.' Walk into this charming beach cottage and be greeted by the beautiful Gulf of Mexico. Just out the back door, beyond the sand dunes and sea oats, is the pristine, wide, white sandy beaches of the Gulf of Mexico. You may want to relax in the hammock with... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 10 September 2015
    Shady Palms brings you back to old style Florida, before condos and high rises took over the beaches. This 50's ranch house is surprisingly spacious, with multiple living areas...
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    1 / 24
    4.5 of 5 stars (30) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • x
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    About this property
    Plumfish is a fabulous villa from unique designers Pineapplefish.. It is a wonderful, blue stilted home, with very special, relaxing views across the Hammock Bayou, that you can enjoy from the terrace or sitting close to the water on a romantic, private deck. Plumfish has been decorated to the... View all property information
    Location Information
    Anna Maria Island, Florida 34216
    5 of 5 stars Reviewed 2 September 2015
    My family and I had a fabulous relaxing week at Plumfish. We thought the house had been really well designed without being fussy. The kitchen is very well appointed for those...
    5 of 5 stars Reviewed 10 July 2014
    My family stayed at the Plumfish for the second year in a row. We drove thirteen hours just to have a second chance to enjoy AMI and the Plumfish cottage. The location was very...
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    1 / 37
    4 of 5 stars (2) Very good
    Holmes Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Wheelchair access
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    • Smoking allowed
    • Elder access
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    About this property
    Anna Maria Island offers a family oriented vacation destination, laid back feel ...very relaxing. The island's beauty, world famous white beaches and friendly atmosphere will make you want to come back. The four bedroom home with a Golf Cart to bop around the island. The home is furnished with a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 28 December 2015
    We've completed our trip and it was great, now we're wondering how we get our damage deposit back? Great house for our family. Nice short walk to the beach. Trolleys were very...
    4 of 5 stars Reviewed 2 October 2014
    We enjoyed our stay at Casa Laguna. Great location just a few blocks from the beach and the option to use the golf cart was a nice perk for getting there easily. The pool and spa...
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    1 / 24
    4 of 5 stars (1) Very good
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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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
    Location Information
    Anna Maria, Anna Maria Island
    4 of 5 stars Reviewed 26 October 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 / 29
    5 of 5 stars (15) Excellent
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    About this property
    http://www.villachezshell.com Villa Chez Shell is a newly renovated Mediterranean beach home that offers a luxurious getaway. The highlight of this newly renovated 3 bedroom and 3 bathroom property is its tropical private backyard complete with a lagoon shaped pool and a soothing stone waterfall.... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 29 November 2015
    My family and I have just returned from a wonderful week in this beautiful house. My parents flew in from the UK and myself, my husband and our 5 year old flew in from Los...
    5 of 5 stars Reviewed 18 May 2015
    Amazing house, great location, beautiful in every way, planning our next trip, that says it all!!! Every detail was taken care of and perfect
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    1 / 20
    5 of 5 stars (1) Excellent
    Anna Maria
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
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    • Pet-friendly
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    • x
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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
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 2 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 / 22
    4 of 5 stars (1) Very good
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    There is a memory in every grain of sand!~ Beautiful, spacious, comfortable Townhouse. New 3 bedroom 2 + 1/2 bath townhouse with garage. Private Pool area, beautiful porch balcony, and close to the beach. Fabulous high ceilings, gourmet kitchen and everything you need to get your vacation... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    4 of 5 stars Reviewed 10 June 2011
    Everything was nice. The House, the Pool and the lovely People from aMI. Thx and see you in 2011
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    1 / 24
    5 of 5 stars (2) Excellent
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • x
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    About this property
    This elevated vacation rental will meet your high standards of vacation home living. With over 1400 square feet of living space, this home boasts three large bedrooms with a king master suite, a queen in the second bedroom, and a twin in the third. A queen sofa bed in the living area provides... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 1 week ago
    a great place. the only downside was that it was a 2nd floor living space. lugging luggage and groceries was a bit much - we are not as young as we used to be. other than that...
    5 of 5 stars Reviewed 16 June 2014
    The hide out west was awesome! We took our kids, grandkids and parents. We couldn't have picked a more perfect rental! I even realized after I was on my way home, I had left my...
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    1 / 23
    4.5 of 5 stars (4) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 26 April 2015
    We had a wonderful few days. We were presently surprised and was upgraded to a great unit #110. We enjoyed the area very much. Looking forward to coming back next year.
    3 of 5 stars Reviewed 6 April 2015
    You are steps from a great beach, but the rental could use some updates. Mattress on one bed badly in need of replacement. A faulty air conditioner kept us awake every night.
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    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Come and relax in this very comfortable two bedroom condo.Small complex in the city of Holmes Beach just a stone's throw from the beach. Nicely appointed with new furnishings.Fabulous king sleigh bed in the master bedroom. New 42' TV in the living room. Wi-fi available. The complex also offers a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Wouldn't you rather be at the Beach?~ Nestled in a quiet residential area just one half block from the beach, is a tri-plex offering a pleasant environment for individual guests or the family clan. Rent all units, enough to sleep 18, and plan on a grand reunion. Is this too much space for your... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 15
    4.5 of 5 stars (30) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Honeyfish is a fabulous, single storey vacation rental from Pineapplefish. Its location, on the edge of Bimini Bay, its nautically themed complete with boating artefacts, makes Honeyfish a water lover's dream luxury home on Anna Maria Island. Honeyfish is surrounded by the water and is perfect... View all property information
    Location Information
    Anna Maria Island, Florida FL 34216
    5 of 5 stars Reviewed 1 week ago
    Anna Maria Island is a paradise away from the grind of everyday life. If you haven't been there, you must go to see and experience it for yourself! It was my family's first time...
    5 of 5 stars Reviewed 3 September 2015
    After one week at the Parks in Orlando (4 adults and 3 children aged, 9, 11 and 12), Honeyfish gave us a complete change of pace. Beautiful view and location with a pool that...
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    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 32
    5 of 5 stars (13) Excellent
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    **DISCOUNTS FOR RENTALS OF 28 NIGHTS OR MORE ANY TIME OF YEAR** *****PLEASE ASK US ABOUT SPECIAL PRICING FOR YOUR STAY***** LARGE HEATED FREE-FORM, LUXURY POOL AND SPA WITH SPACIOUS PAVED SURROUND - ADDED AUGUST 2014 TOGETHER WITH TROPICAL LANDSCAPING, AUTOMATED GARDEN LIGHTING AND LARGE GROUND... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 21 December 2015
    Every since we booked this vacation rental we knew it would be great because of the interaction with the owners. They were on top of everything and went out of their to help us...
    5 of 5 stars Reviewed 15 October 2015
    My husband, parents and two boys decided to vacation in Florida this summer. We have always vacationed at hotels or all inclusive resorts. For this vacation we wanted to find a...
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    1 / 21
    5 of 5 stars (21) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    700 ft. of pristine beach frontage, only 16 Units! This beachfront condo is located right on Holmes Beach. Two bedroom, 2 bath. One of the largest pool on the Island. Beach sand ranks in the top 5 worldwide. New elevator and all granite kitchen. Anna Maria has been voted the worlds 'best kept... View all property information
    Location Information
    Anna Maria Island, Florida 34217
    5 of 5 stars Reviewed 19 December 2015
    Let me start by saying this review is long overdue (sorry Frank)...but we enjoyed our stay so much, I didn't want to not write one for such a wonderful condo! Firstly, Frank...
    5 of 5 stars Reviewed 2 November 2015
    We loved output 6 nights in this apartment. It is right on the beach with amazing views & sunsets. We saw dolphins from the balcony. The apartment was comfortable & spacious & had...
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    1 / 58
    5 of 5 stars (27) Excellent
    Bradenton Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    A unique beach cottage with a Caribbean flair and Oh sooo close to the open beach. This colorful beachy cottage features 3 bedrooms & 2 full baths with a large screened lanai overlooking a private tropical heated pool. High speed internet with domestic long distance calling is included. We provide... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 9 July 2015
    It was everything they said and so much more.close to the beach and the bay my wife and I took a long walk every morning while waiting for the kids to get up trolly was a big help...
    5 of 5 stars Reviewed 13 April 2015
    My husband and I recently spent a week at the Sugar Shack and found it to be exactly right.....an easy walk to the beach for evening sunsets, quiet neighborhood, beautiful private...
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    Bradenton Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    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.; This home provides you with your own private pool. It has virtually everything you need for a perfect Island vacation. This home has a private pool and is less... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Sit on your balcony and listen to the gentle sway of the mangroves as you sip on your cocktail and bask in the Florida warmth! 2 bedroom, 2 bath condo in quiet, residential area about 4 blocks to the beach. Walking distance to grocery, shops and restaurants. Fully equipped unit complete with... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 30
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Casa Sierra Resort is a private Mediterranean style four unit complex in the heart of Anna Maria Island with just a two minute walk to the beautiful white sand beach! Each unit offers an outdoor patio with the spacious common area providing a large heated pool, gazebo, lush tropical landscaping,... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 11
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    Welcome to Surf Camp on Anna Maria Island. Completely remodeled in 2013, this duplex is comprised of two stunning beach homes close to the beach in a quiet residential neighborhood. The Surf Camp side includes a private heated pool (not shared), hot/cold outdoor shower, lush landscaping... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 11 May 2015
    From the moment we walked in, it was perfect. Truly two blocks to the beach. Anna maria is a truly unspoiled beach- you can walk for miles and enjoy the peace, surf and sand. The...
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    1 / 21
    5 of 5 stars (7) Excellent
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    At first glimpse, Happy Heron will make you smile! Just one short block away from the pristine water of the Gulf of Mexico and Anna Maria Island's gleaming white sand beaches, this one-bedroom, one-bath vacation rental has been completely remodeled inside and out for your vacationing pleasure.... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 10 May 2015
    We stayed here for 2 weeks and enjoyed every minute. It's nicely decorated and very clean, with everything you'll need for your stay and very close to a beautiful beach. Would...
    5 of 5 stars Reviewed 25 September 2014
    Nicely decorated and furnished, spacious apartment in a great location 5 minutes walk from the beach. Appreciated the beach chairs/towels etc being included as part of the deal...
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    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    5 minutes walk to the beach! Totally renovated, furnished 2 bedroom / 2 full bath townhouse. Tile floors, new kitchen & breakfast bar area, granite countertops and stainless steel appliances. Ground floor has additional kitchenette, full bathroom, large living room area. 2nd floor - two large... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 24
    4.5 of 5 stars (2) Very good
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 4 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 22 November 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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    5 of 5 stars (6) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This well-furnished two bedroom condo is next to a quiet nature preserve and has a fine view of the bay separating Anna Maria Island from Florida's mainland as well as the Sandy Pointe heated swimming pool. The beach is just 2 blocks away with its bright white sand and aquamarine waters. For... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 10 April 2015
    We loved our condo. It had plenty of room for our family which included 2 teens. The trolley stop a short walk a away and easy walk to the beach. Our condo was fabulous. Well...
    4 of 5 stars Reviewed 22 January 2011
    A very well appointed apartment in a great location that had everything you would wish for to enhance your vacation experience. A real home from home that is clean, well...
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    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Enjoy quite sunsets from your private screened balcony at this two bedroom two bathroom third floor condo with preserve views. The large kitchen with breakfast bar is well stocked wth everything you would need for preparing small meals to family dinners. The living room is furnished with a flat... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    1 / 14
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    2 bedroom/2 bath Condo in the heart of the island, and just across the street to the beach. Great location with trolley stop close by. This complex has everything you need for a great vacation. Sleeps up to 4. 1080 Sq. ft. 1801 Gulf Drive N, Bradenton Beach. 2 Bedroom/2 Bath Condo With Heated... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    1 / 24
    4.5 of 5 stars (4) Very good
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Escape to Serenity sums it up for this quaint and cozy duplex (with no shared walls). You will feel as if you have landed on your own personal island with this gem of a property. This fantastic, two-bedroom, one-bathroom vacation rental will help you find some serenity. This home boasts an all-new... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed 26 July 2015
    CLEAN, updated and private. However, No mention of this unit being located a few yards from a sewerage lift in it's description. While sitting outside enjoying the pool- the foul...
    4 of 5 stars Reviewed 3 February 2015
    Very happy with our rental, heated pool and fenced patio were great. Short walk to a wide scenic beach. Mattress was a little too extra firm, will consider for next...
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    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    The number 3 island in the United States so says Trip Advisor. The best island beach sand so says Conde Nast Travelers. So who wouldn't want to stay right on the beach in an immaculate and roomy 2 bedroom, 2 bath condominium in the Tiffany Place Condominium located on the Gulf of Mexico in Holmes... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    Waterfront vacation rentals on Anna Maria Island

    Whether an experienced or a first-time vacation home renter, you’ll enjoy the many choices for beachside getaways on Anna Maria Island. Luxury gulf side villas, quaint beach cottages and canal front condos offer breathing-room space and countless amenities that traditional hotel stays can’t match. Beyond the advantage of preparing some meals at home, your beach rental allows you to slide right into islander life and feel very much at home.

    “Old Florida” charm and easy island living

    Three small communities share Anna Maria Island – Bradenton Beach, Holmes Beach and Anna Maria. Each gathers along 7 miles of silky white beach overlooking the Gulf of Mexico. The island offers the village feel of Old Florida, with simple beach cottages and sandy lanes dipping under lazy Florida oaks and beachfront villas overlooking turquoise bays. There’s plenty to do on the family-friendly island, but nothing quite as important as simple relaxation. Rent a bike to roam the island or a kayak to explore the waterways. Fish, sail, comb the beaches for shells, and pack a little picnic for a sunset meal.

    One-of-a-kind dining and shopping

    Shop names reveal that island boutiques are anything but ordinary. The Painted Gate, Egret’s Landing, Paper Panache and other local establishments offer everything from resort wear to arts and crafts. The free island trolley runs North and South, as a convenient way to explore. Ginny's and Jane E's at the old IGA is a popular spot, where vintage furniture mixes with home-baked quiches and brioches in an internet café setting. One restaurant you can’t miss is Rod & Reel located at the end of a wooden pier jutting out into the bay. Kick back, fish, eat and let that tropical seascape deliver complete relaxation.

    Take a side trip south to “Shangri-la”

    Don your best resort wear and head south along Highway 789 that links Anna Maria Island to Longboat and St. Armand Keys. The gulf front drive leads you to famous St. Armand’s Circle, where elite shopping and pampered dining venues merge in an elegant European atmosphere. After a gourmet lunch, venture over to Sarasota for a visit to the cherished Ringling enclave, home to the Museum of Art and Ca d’Zan Mansion. Set in a lush 20-acre garden overlooking the water, the Venetian mansion is considered “the last of the Gilded Age mansions” built in America.

    Vacation rental homes, a superb value for families and friends

    Spacious living areas, plenty of baths and bedrooms and every imaginable amenity explain why vacation homes are today’s most popular travel choices. From the comfort of your own island getaway, you’ll enjoy every pleasure Anna Maria Island offers.