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Beach Rentals in Anna Maria Island, FL

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    Travellers to Anna Maria Island are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 41
    4.5 of 5 stars (15) Very good
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    1 / 21
    5 of 5 stars (5) Excellent
    Bradenton Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    1 / 29
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    $277
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    • Washer
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    About this property
    visit villachezshell site for details Villa Chez Shell at Holmes Beach is a beautiful Anna Maria Island rental 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... View all property information
    Location Information
    Anna Maria Island, Florida 34217
    1 / 24
    4.5 of 5 stars (3) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $238
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    • Parking
    • Terrace
    • Wi-Fi
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    • Pet-friendly
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    • x
    • x
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    About this property
    Kick off your shoes, sit back, relax, and enjoy a view of the sparkling waters of the Gulf of Mexico and the white sand beaches of Anna Maria Island from the balcony of this two-bedroom, two-bath condo. This lovely, beachfront condo has been newly decorated with a unique kind of 'Florida-style'... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 14 March 2015
    The condo was comfortable, quiet and clean. Neighbors friendly and pretty quiet most of the time. Nice pool location and access to the beach couldn't have been better. The...
    5 of 5 stars Reviewed 1 August 2014
    My husband and I have been visiting Anna Maria Island for several years, often visiting several times a year. This last visit, we had his brother meeting us from Australia and...
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    1 / 12
    5 of 5 stars (1) Excellent
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    $236
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    • x
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    About this property
    The 'Flip Flop' duplex is a fantastic ground level remodeled duplex located one block from the white sandy beaches boasting professional landscaping, beautiful retro interiors, and its own private pool for each side of the duplex. Flop (the yellow side of the duplex) is a one bedroom, one bath... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 8 October 2014
    My husband and I loved Flop Cottage for many reasons. First of all, the landscaping is lush and tropical and the décor is fun and cozy - so you instantly feel like you are on...
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    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Balcony
    • Hot Tub
    • Porch
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    • Wi-Fi
    • Washer
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Overlooking the Gulf of Mexico Beach, on Anna Maria island 2 bedroom unit is arranged on two elevated levels for a total of 1,250 square feet. The apartment is beautifully decorated, fully furnished and has open view of the beach and is one of the Bird's Nest vacation apartments complex. The... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 14
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $190
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    • Satellite TV
    • Parking
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    About this property
    Brand new remodeled cottage with a beautifully landscaped private backyard, Heated pool, paver deck, full kitchen with Granite countertops and Stainless Steel appliances. Sleeps up to 6 people. 880 Sq. ft. 310B 62nd St., Holmes Beach 2 Bedroom/2 Bath Villa Rates from $800 to $1,700 per week... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    $388
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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 / 20
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
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    $277
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    • Internet Access
    • Air Conditioning
    • Grill
    • DVD Player
    • Balcony
    • Washer
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    ANNA MARIA ISLAND #3 TOP 10 ISLAND'S IN U.S.A. Palm Isle 3203,our 2 bedroom island decorated condo is across the street from the beaches of Anna Maria Island. Steps from the heated pool and fully landscaped setting, along with all the amenities of home, your family will enjoy our beach get... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 1 December 2014
    LOVED, LOVED, LOVED this property! It's perfectly located right in the heart of Anna Marie island - easy in and out parking RIGHT in front of the villa. The villa was roomy for us...
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    1 / 23
    5 of 5 stars (8) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $292
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    • Patio
    • Washer
    • Satellite TV
    • Porch
    • Hot Tub
    • Air Conditioning
    • Balcony
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Overlooking the Gulf of Mexico Beach, these 1250 square feet each two bedroom beach townhouses (complex of 4 apartments) arranged on two elevated levels offer beautiful views of Anna Maria island sound. A nice yard with a access to a barbecue area and a six persons tub make our apartments an ideal... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 25 August 2015
    Great apartment with a gorgeous view of the beach! Perfect location.. walk to restaurants and bars. Very clean and equipped kitchen with everything we needed. We really enjoyed it...
    5 of 5 stars Reviewed 17 June 2015
    We had a great week in this lovely rental,the house was well equipped , very clean and ideally situated.The owners were very friendly and provided everything we needed.It was...
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    1 / 12
    4 of 5 stars (5) Very good
    Holmes Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    $313
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    • Waterfront
    • Satellite TV
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Private Outdoor...
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This is a gorgeous home, just 1/4 block from the beach which you can see from the balcony. Private elevator to all floors, relaxing living room with flat screen TV. Impressive Kitchen with granite counter tops, Stainless steel appliances, wood floors, bar sitting area, large dining room.... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed 3 November 2015
    Location and view from balcony are awesome. The condition of the unit needs improvement. The walls and floors are heavily scuffed and appear dirty. The couch and chair in...
    4 of 5 stars Reviewed 10 January 2015
    LOVED Anna Maria Island! Enjoyed walking around the corner to get coffee or breakfast from the locals. Beach was amazing and so close. Free trolley service on the island lets you...
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    1 / 28
    5 of 5 stars (8) Excellent
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $1,320
    / Week
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    • Air Conditioning
    • Balcony
    • Patio
    • DVD Player
    • Grill
    • Satellite TV
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Grab your flip-flops and beach chairs! This family-friendly 3-bedroom, 2 1/2 -bath townhouse is just two quick blocks to the pristine, white sandy beaches of Anna Maria's gorgeous blue waters of the Gulf Coast. And after a relaxing day of sand and sun, come back for a refreshing dip in the heated... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 32417
    5 of 5 stars Reviewed 21 August 2015
    We stayed on Anna Marie Island with several grandchildren. We had everything that we possibly needed for an enjoyable stay. The kids loved the feel of being in a jungle like...
    5 of 5 stars Reviewed 11 August 2015
    This condo was very comfortable, clean, beautifully decorated and fully furnished with all the comforts of home. The kitchen had everything we needed and more! We enjoyed eating...
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    1 / 27
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $188
    / Night
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    • Air Conditioning
    • Satellite TV
    • Parking
    • Patio
    • Washer
    • DVD Player
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    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
    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    $236
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    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to Groovy Gecko Cottage 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 Groovy Gecko Cottage side includes a private heated pool (not shared), hot/cold outdoor shower, lush... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    From
    $210
    / Night
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    • Satellite TV
    • Waterfront
    • Parking
    • Air Conditioning
    • Grill
    • Outdoor Dining Area
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Once you open the door to this Gulf View, you will begin to relax. Restful and soothing beach colors throughout this two-bedroom, two-bath condo will encourage you to have a fabulous vacation on Anna Maria Island. The breathtaking view of the sparkling water through floor to ceiling windows in the... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 5 May 2014
    Gulf View was clean, comfortable and "homey". We had a great week there this april! The view is, no question, outstanding ! The condo was clean and comfortable, the beds were...
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    1 / 34
    Holmes Beach
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
    From
    $596
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    • Hot Tub
    • Private Outdoor...
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    • Balcony
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    * SPECIAL DOES NOT INCLUDE SPRING BREAK WEEK OF APRIL 2-9TH OR MEMORIAL WEEKEND Be one of the first to enjoy this brand new 5 bedroom, 4 bathroom beach home just a one minute walk to the famous Anna Maria Island beach. The beach stretches for miles in each directions. Feel the powdery sand... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    4.5 of 5 stars (11) Very good
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $2,085
    / Week
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    • Grill
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    • Hot Tub
    • Air Conditioning
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    We installed a New pool and Spa in January 2016. Our island home just one block from the beach offers a one of a kind setting which gives you the pleasures of a spring-fed lake with a private dock being installed in Winter 2016 as well as one block walk to the beach with a peek of the gulf. The... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34218
    4 of 5 stars Reviewed 10 January 2014
    We (family with 2 adult children) stayed there over christmas 2013. The house is so comfortable and cozy, that we' ve felt us like at home. The furnishing and fittings are of a...
    5 of 5 stars Reviewed 7 January 2014
    We have now stayed twice at this vacation house and loved it both times. Ken, the owner makes it so easy to book and is a real pleasure to deal with. Booking direct with the owner...
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    1 / 20
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    $328
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    • Patio
    • Grill
    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This beautiful 3 bedroom 3 bathroom Bungalow is only a short walk from the white sands beach of Anna Maria Island. Around the corner from the nearest free trolley stop. You can explore all the beauty of the island or just spend the day relaxing in our own backyard oasis. This is one of the best... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    $2,919
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    • Hot Tub
    • Internet Access
    • Balcony
    • DVD Player
    • Shared Outdoor Pool...
    • Terrace
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    'Are you ready for this?' Anna Maria Island Club--- Stunning Panoramic Views of Gulf of Mexico. Come experience the ultimate in Island luxury on Anna Maria Island with this professionally decorated 2 bedroom/ 2 bath condo with a larger open floor plan than most and boasts an oversized balcony... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
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    1 / 22
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $227
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    • Internet Access
    • Air Conditioning
    • DVD Player
    • Patio
    • Satellite TV
    • Private Outdoor...
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Adorable property with a beautifully landscaped backyard, Private Heated pool, paver deck, and just a block to the beach. Each bedroom has en-suite bath. The fully stocked kitchen with Corian countertops and Stainless Steel appliances allows for home cooking after a nice day at the beach. Then... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 16
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 16 | Quick View
    From
    $268
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    • Washer
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    • Air Conditioning
    • DVD Player
    • Waterfront
    • Satellite TV
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This 3 bedroom 2.5 bath villa with garage is steps from the pristine white sandy beaches on the Gulf of Mexico. This unit is fully furnished in tropical decor and has all the luxuries of home for a stress free vacation. Optional rental of private boat slip. The villa's main features are the pool... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 12
    5 of 5 stars (3) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $327
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    • Washer
    • Air Conditioning
    • DVD Player
    • Porch
    • Waterfront
    • Wi-Fi
    • Balcony
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to paradise on Anna Maria Island! This 2 bedroom bayfront vacation condo has spectacular views stretching south from the Sarasota skyline all the way north to the Sunshine Skyway. Relax on the patio of this Bradenton Beach condominium rental, or in the pool and watch the dolphins play and... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 5 January 2016
    Wow! We rented unit 506 for the week of 26 Dec - 02 Janaury 2016. Bottom-Line, the unit was amazing! The heated pool, the sunrise from the balcony overlooking the bay, the...
    5 of 5 stars Reviewed 5 July 2013
    Typically speaking, we rely on reviews on TripAdvisor to decide where to stay. We took a chance on this one because there weren't any reviews, yet. Wow - are we thrilled we did...
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    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
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    $257
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    • DVD Player
    • Internet Access
    • Satellite TV
    • Washer
    • Balcony
    • Parking
    • Air Conditioning
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This gorgeouse condo, has balcony view of the beach. From the roof balcony you can see miles of beach and beautiful gulf waters. This spacious condo, has two nice size bedrooms, with two balconies, fully equiped kitchen, flat screen tv, really nice sofa that makes into sleeper. The complex has... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 19
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $1,251
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    • Satellite TV
    • DVD Player
    • Internet Access
    • Sauna
    • Washer
    • Patio
    • Air Conditioning
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    300 FEET TO THE BEACH Runaway Bay (RAB), located on beautiful Anna Maria Island (AMI) on the Gulf coast of Florida, is an attractive condominium complex with every imaginable amenity. RAB has the Island's largest heated swimming pool, tennis courts, bocce ball, shuffleboard, and an exercise room... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    other travellers have booked this property
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    $1,668
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    About this property
    Lovely 2 bedroom, 1.5 bath Bay front home with boat/fishing dock. Beautiful views of the Bay. Located on a quiet street just one block to the beach. Located on Ana Maria Island. View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 8
    5 of 5 stars (6) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $167
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • DVD Player
    • Balcony
    • Terrace
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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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    1 / 32
    5 of 5 stars (13) Excellent
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    **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 / 13
    4.5 of 5 stars (2) Very good
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Spacious 3-level House with 2 large decks overlooking the beautiful Gulf of Mexico. House is fully furnished with a large flat screen TV and Bose Stereo System. Great Gulf views from living room and Master Bedroom. One Guest room also has a gulf view. Large garage is fully equipped with beach... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 11 April 2015
    This house is lovely. It is well maintained and clean and has good sized rooms. The description is accurate. It is in an excellent location if you are looking for a beach week...
    5 of 5 stars Reviewed 22 January 2015
    A fantastic home, very well appointed, very clean and the perfect size for a group of 6. The location is spectacular, only steps from the beach and in the heart of Anna Maria...
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    1 / 13
    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 Seahorse Beach House on Anna Maria Island. Completely remodeled in 2013, this duplex is comprised of two stunning new beach homes close to the beach in a quiet residential neighborhood. The Seahorse Beach House side includes a private heated pool (not shared), hot/cold outdoor shower,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 23 May 2015
    We completely enjoyed our stay at The Seahorse vacation home. It was clear the home was recently renovated and is meticulously cared for. The pictures don't do it justice! Ben the...
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    1 / 21
    5 of 5 stars (21) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    $1,390
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    • Balcony
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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 / 62
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    You will be hard-pressed to find something more luxurious than La Casa 12. This high-end condominium is in demand year around. One step inside and you will immediately know why. This luxury property has all the touches - crown molding, granite, deluxe kitchen, over sized balcony, lush tropical... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 16
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Very contemporay condo, just refurnished and remodeled, and equipped with more than everything you need for a relaxing and unforgettable vacation in Paradise. The unit is inspiring and gives you a laid back feeling immediately after entering. A huge pool with lounges and sun umbrellas are waiting... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 13 September 2015
    Beautiful condo with a very convenient location just a few blocks from the beach and close by shops. We stayed for more than a month and it was such a perfect getaway. Definitely...
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    1 / 31
    5 of 5 stars (2) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This beautifully 2015 decorated first floor 2 bed condo is set in an idyllic, peaceful setting amongst the natural beauty of Anna Maria Island and only a short walk from the stunning white sandy beaches. This fully air conditioned condo comprises of a large lounge with a tiled floor, new leather 2... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 12 January 2015
    Always the traveler who seeks value first, I found #106-The Cove at Sandy Pointe after searching TripAdvisor's many listings on Anna Maria Island. If you are doing your research...
    5 of 5 stars Reviewed 24 April 2014
    This is a lovely spacious condo, nicely furnished, with decent wifi, aircon and all mod cons. The condos in the Sandy Point complex all share a pool and we found this to be very...
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    1 / 26
    5 of 5 stars (11) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    • x
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    About this property
    6 reasons why you will love our condos as much as we do: *VIEW! So close to the beach, with a wonderful view from the living room and master bedroom - not to mention from the roof-top terrace! *LOCATION! Close to the beach, grocery store, restaurants and everyday needs. 'We... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 29 December 2013
    A newly refurbished apartment with great facilities, perfectly located for the beach. Local amenities just a few minutes walk away. Easy to book and a warm welcome!
    5 of 5 stars Reviewed 18 November 2013
    This spacious and beautifully decorated condo is located at just 50 steps to one of the most peaceful and natural beaches of Florida. It has all the amenities and extras that a...
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    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
    • x
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    • x
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    About this property
    Enjoy amazing sunsets from the screened lanai of this recently remodeled 2 bedroom, 2 bath Gulf front tastefully furnished to comfortably fit 4 people. This condo has cable TV in the master bedroom and the living room, towels and linens, kitchen items, cooking utensils and beach chairs. Enjoy a dip... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 12
    5 of 5 stars (13) Excellent
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Very spacious two bedroom Condo with a patio area off the living room. Recently remodeled and very nicely furnished. Flat screen TV, fully equipped kitchen with all the appliances. Across the street from the beach, and short distance to area shopping. Unit has waterfall pool, and a relaxing Pool... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 9 July 2015
    We had a great time there. Wonderful place to stay, nice,cozy and the balcony. I definitely recommend this place to anyone. Thank you Richard.
    4 of 5 stars Reviewed 23 February 2015
    We stayed in Calm Horizon Unit B for 2 weeks. Pros- great location, literally several hundred yards from beach. Easy to get to all other parts of Anna Maria Island and a short...
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    1 / 33
    5 of 5 stars (9) Excellent
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • x
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    About this property
    2br/1ba elevated turnkey steps from the bay, 2 blocks from the Gulf of Mexico. Fully furnished. Children's Park and kayak launch at end of street. Beach chairs, towels, grill provided. Gorgeous view of bay from front porch swing. Perfect place for relaxing family vacation. White sand beach, bay... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 22 September 2015
    The house was very well equipped and nicely decorated. Everything was provided for us including bath & beach towels. There were even extra throw blankets for sitting and watching...
    5 of 5 stars Reviewed 21 September 2015
    My wife, 3-year-old daughter, and I thoroughly enjoyed our stay at this location. It is within a 5 minute walk to the beach and is a great location to easily access the...
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    1 / 24
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Let the 'Good Times' roll at this original and fun Anna Maria Island vacation home! The location is excellent, just a few blocks to the white sand beaches of the Gulf of Mexico! This fantastic, three-bedroom, two-bath vacation rental offers everything you need for a relaxing getaway. There are two... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 29
    Anna Maria
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This great 2 Bed/2 Bath Home with Private Heated Pool resides in Anna Maria and is only one block to the beach and has no busy streets to cross to get there. You can quickly make your way to the Gulf Sands and to all of the great shops and restaurants that Anna Maria and Holmes Beach have to offer.... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Sandy Point Cove #112 Direct Bay Front 2 bedroom 2 bathroom condo overlooking the mangroves and the bay Located in a quiet residential area and c onvenient to grocery, shops and restaurants. Just 4 blocks to the serene sandy beaches of Anna Maria!. Surrounded by nature you will... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 41
    5 of 5 stars (2) Excellent
    Anna Maria
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $338
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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 1 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...
    5 of 5 stars Reviewed 4 November 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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    1 / 46
    4.5 of 5 stars (9) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Enjoy our relaxed house with brand new heated pool and its integrated jet tubes. It is just a few steps from the beach and also to best restaurants and shops on the island. This is not a duplex, this is not a condo. This is a single family house with private garden an pool. A nice dining deck with... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed 20 September 2015
    Having been to Anna Marie several times we decided on Turtle place and booked from the end of August until the 12th September, a total of six weeks. We enjoyed our time there but...
    5 of 5 stars Reviewed 6 October 2014
    Locally known as “The Turtle Place” its in a great location halfway up the island in a quiet residential area between Gulf Drive and Marina Drive. Very easy to find. Easy key...
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    Holmes Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    $417
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    About this property
    At 5 bedrooms and 3 full bathrooms, this is one of the newest rentals on Anna Maria Island. HEATED SALT WATER POOL AND SPA Straight down the road to the beach, and around the corner to restaurants, pubs & stores. Featuring a huge heated pool to relax in after your busy day, Island Time Beach... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 33
    4.5 of 5 stars (3) Very good
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    $3,648
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    • ?
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    • x
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    About this property
    Escape to the Breakers in Holmes Beach, one of the finest luxury gulf front vacation homes on Anna Maria Island. Enjoy the tropical breezes and aqua-blue surf from the deck overlooking the white sand beach and sparkling Gulf of Mexico. Watch the dolphins cavort in the surf. Relax at the end of a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 19 November 2013
    Nice home, with the best view on the island we reckon. Beach one step away, wonderful silver sand and warm sea. House needs a bit of T.L.C. Paintworks need redoing and...
    5 of 5 stars Reviewed 25 April 2012
    great place for family. righton the beach makes it super convenient and just perfect, especially if you have kids. we were thereiwth grand kids and kids and would go back tommorow.
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    5 of 5 stars (14) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    $755
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    • x
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    • x
    About this property
    Mintfish is a fantastic 4-bedroom waterfront rental home on Anna Maria Island from Pineapplefish Villas. Our latest and one of our most exclusive offerings: this home enjoys and incredible waterfront location with spectacular views across Bimini Bay. A single-storey, spacious rental, with open... View all property information
    Location Information
    Anna Maria Island, Florida 34216
    5 of 5 stars Reviewed 7 October 2015
    We take several vacations a year and this rental was probably the best we've stayed in. As soon as we walked in the front door we knew we had made a great choice. The views were...
    5 of 5 stars Reviewed 10 June 2015
    In 2013 we stayed at Honeyfish (one of the Pineapple villas) and the stay was amazing however we decided to book Mintfish this time and it surpassed our expectations even more so...
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    1 / 25
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    $190
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    About this property
    2 Bedroom/1 Bath updated condo in a quiet area, and just a few steps from the beautiful white sand beach! King in the master with TV, Twins in the second bedroom with TV, and a queen sleeper sofa in the living room. Amenities also include Heated pool, Washer/Dryer, Cable TV, DVD, High Speed... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    $167
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    About this property
    Just steps to a white sand beach, and blue green water. ( Bradenton Beach, across street ) Water view from Master bedroom, and Great room, 1120 square feet . 2 large bedrooms, 2 full bathrooms, living/dining combination room, kitchen, and laundry. plus screened in lanai. 3 level building with... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 23
    5 of 5 stars (2) Excellent
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    $263
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    • x
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    About this property
    Beautiful 3 bedroom/2 bath beach house with Florida style furnishings! Corian countertops, beautiful Ceramic tile throughout, and high ceilings with crown molding. Private backyard with Heated Pool, waterfall, tropical landscape, and covered patio. Sleeps up to 8 people. Main house 1116 Sq. ft.,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 22 August 2013
    What an absolute beautiful place for a vacation! It had all the comforts of home, and was beautifully furnished! My kids loved the short walk to the beach, and then when we get...
    5 of 5 stars Reviewed 22 August 2013
    Great house in a perfect location. Short walk to the beach, even with kids. Also close to Publix grocery. Great, fun pool, with plenty of sun and shade. Decor inside is fun...
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    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    $125
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    About this property
    This newly decorated and refurbished condo is the answer to your dreams this fall. This 2 bedroom 1.5 bath condo is 300 steps to the beautiful white sands and crystal blue waters of Anna Maria Island. The condo is completely turn-key ready--nothing to bring but your swimsuit and toothbrush. Condo... 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.