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Holiday Rentals in Anna Maria Island, FL

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    All 695 Rentals in Anna Maria Island
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    Travellers to Anna Maria Island are booking July dates now. Secure your holiday home today, and have the perfect trip.
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    ₹57,017
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    1 / 19
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    ₹38,224
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    1 / 31
    5 of 5 stars (1) Excellent
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    ₹57,973
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    1 / 21
    4 of 5 stars (8) Very good
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    ₹8,664
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    1 / 16
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    About this property
    Gulf Sands #102 4200 Gulf Drive #102 Holmes Beach, FL 34217 This Gulf Sands, 2 bedroom 2 bathroom, second floor condo has been recently updated with new appliances and furnishings. Wonderful side views of the Gulf waters from the living room, master bedroom and private balcony. Large heated... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 5 May 2015
    The condo was exactly as represented and I loved it!!!. It was the perfect size for 2 couples. We traveled with my sister and her husband and never felt crowded at all. It was...
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    ₹40,963
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    1 / 24
    5 of 5 stars (28) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    Limefish, from Pineapplefish is one of the most stunning beachfront holiday rentals on Anna Maria Island, with direct access to a beautiful, almost private beach. With spectacular views across the Gulf, Limefish has a wonderful and spacious decked area across the whole of the property, where you... View all property information
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    Anna Maria Island, Florida 34217
    5 of 5 stars Reviewed 8 November 2014
    We were staying here with friends who were getting married on the beach. It is paradise. The villa was perfect for seven of us, though one couple had to have bunk beds, and we...
    5 of 5 stars Reviewed 6 October 2014
    Limefish has become a yearly destination tradition for my family. It is the ultimate in a beachfront location. Bike paths galore from this house, enabling touring the island...
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    ₹14,079
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    1 / 24
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    About this property
    Beach-style living at its best will be evident when you arrive at Breeze On In. Located just three blocks from the beautiful white sand beaches of Anna Maria Island in Holmes Beach, this lovely home will keep you coming back year after year. This beautiful vacation rental boasts a newly remodeled... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    ₹57,336
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    1 / 12
    5 of 5 stars (5) Excellent
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Suitable for children
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    About this property
    Affordable comfort and convenience for your next Florida vacation. Unit 162 at Runaway Bay Resort gives you all the amenities that you need for a wonderfully relaxing vacation on beautiful Anna Maria Island. The fully furnished 2 bedroom, 2 bath condo includes free high speed wireless internet, a... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 12 August 2011
    We had a wonderful time! This condo was exceptionally clean and had everything we could have wanted. It is a ground floor unit just a few steps from the pool, with a nice lawn and...
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    ₹84,730
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    1 / 19
    4 of 5 stars (1) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Grill
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    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
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    About this property
    The Island Bay House upstairs unit is a glorious two bedroom two bathroom bay front duplex located at 232 South Harbor Drive in Holmes Beach. This spacious duplex features an elevator, boat dock, heated indoor pool and spa. This property features spectacular panoramic views of the Intracoastal and... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    ₹10,639
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    1 / 21
    Anna Maria
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
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    • Internet Access
    • Private Outdoor...
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    • Washer
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    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    Begin your relaxing vacation at Sea Oats, located just a block from the white sand beaches of Anna Maria Island. This lovely two-bedroom, one-bath vacation rental has just been completely remodeled and fabulously decorated! Cozy and relaxing furnishings await you and your friends and family during... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
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    ₹78,040
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    1 / 21
    4.5 of 5 stars (2) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (2) Make Enquiry
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    • Internet Access
    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    About this property
    Playa Encantada 112 is a gorgeous two bedroom, two bath direct Gulf front complex, located at 6006 Gulf Drive in Holmes Beach. This popular complex features an elevator, heated pool, jacuzzi, 2 tennis courts and shuffle board. The open balcony gives you a view of the gulf.The living room... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    ₹8,282
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    1 / 12
    4 of 5 stars (1) Very good
    Holmes Beach
    1 Bedroom / 2 Bathrooms / Sleeps 2
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
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    • Pets allowed
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    • Suitable for children
    • x
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    • ?
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    • Elder access
    • x
    About this property
    Located in Holmes Beach, on Anna Maria island. This one bedroom two bath unit is a full size apartment with full size kitchen all appliances dishwasher, stove full size refrigerator, living area, dinning area and a separate bedroom has a king size bed. Its just steps to the beach. Covered... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 19 May 2015
    The location and price is what makes this place so great. It outdated, not the cleanest, and not the most comfortable BUT it's in a perfect location with all the necessities (cold...
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    ₹55,743
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    1 / 20
    4.5 of 5 stars (4) Very good
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (4) Make Enquiry
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    • Internet Access
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Bridgeport Condo 204, located at 501 Gulf Drive North in Bradenton Beach is a spacious two bedroom, two-bath condo with an elevator, undercover parking and large heated pool. You can enjoy Gulf views from the lanai. Bridgeport Condo is a great Bradenton Beach rental property!This beautiful unit... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 31 May 2012
    Just as stated, this condo is updated and the decor is great. A beachy getaway feeling in every room! We saw dolphins & manatees from the balcony in midmorning! Loved the close...
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    ₹95,560
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    1 / 18
    5 of 5 stars (2) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    traveller have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    What a great place! The first time I came to Anna Maria Island, I thought how could I get a place like this! A place where a clean shirt and flip flops are the norm. Where people say hi and the food is great and affordable. I watched my first wedding at sunset while having dinner on the beach.... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 18 April 2014
    I completely agree with the previous review. We loved the view and certainly appreciated being at a walking distance to the beach and to the stores. Also the kitchen is better...
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    ₹19,112
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    1 / 14
    5 of 5 stars (10) Excellent
    Anna Maria
    5 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    About this property
    This is our personal Vacation Home. C-view is managed by a team we have selected, not a property management company. C-view Florida is one of the few canal homes (29 foot dock) close to the Gulf of Mexico. This newly renovated, 5 bedroom, 3 1/2 bathroom home has a large and beautifully... View all property information
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    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 25 April 2011
    I'm torn; I want to keep this amazing house a secret, but I also want to give Ann props for building & maintaining such a gem. She thought of everything, right down to napkin...
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    ₹38,224
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    1 / 19
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Ocean Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    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
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    ₹133,784
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    1 / 13
    4.5 of 5 stars (2) Very good
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    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
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    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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    ₹12,741
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    1 / 16
    5 of 5 stars (1) Excellent
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Gulf Place 2A 6700 Gulf Drive #2 Holmes Beach, Fl 34217 Direct Gulf front newly remodeled 3 bedroom, 2 bath condo with large open covered balcony. Breathtaking views of the Gulf of Mexico right out your window . Bright and light and very inviting and features a large open balcony, updated... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 10 December 2014
    The selling point of this condo is definately the long balcony which fronts onto the beach giving spectacular panoramic views - great for breakfasts and sunsets especially. We...
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    ₹10,894
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    1 / 24
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • 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
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    Holmes Beach, Anna Maria Island 34217
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    ₹9,556
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    1 / 7
    5 of 5 stars (1) Excellent
    Bradenton Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    AWESOME is the word describing this darling getaway. With tropical murals abounding and colorful furniture you will surely know THIS is a vacation! This one bedroom, one bath unit is located diredtly on the pristine Gulf of Mexico Beach. You will enjoy the sruf, miles of powder-white sandy beach,... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34218
    5 of 5 stars Reviewed 30 March 2015
    We loved this space. It was just the right size for us and right on the beach. The Sandy area prior to beach area allowed us to have our dog share the beach with us. For us...
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    ₹15,035
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    1 / 17
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
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    About this property
    Welcome to On Island Time; a stunning, entirely new luxury rental home only 3 minutes’ walk from the powdery white sand beaches and Gulf of Mexico. With its own private heated salt water pool with spa, 3 bedrooms and 2 bathrooms this is the epitome of luxury. Everything is brand new!!! 3 flat... View all property information
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    Anna Maria Island, Florida
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    ₹7,326
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    1 / 21
    5 of 5 stars (16) Excellent
    Bradenton Beach
    1 Bedroom / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    You will enjoy this adorable newly renovated vacation cottage – THE LITTLE MERMAID -- on Anna Maria Island just across the street from the Gulf of Mexico and minutes from shopping and attractions on Bradenton Beach’s popular Bridge Street! Your three parking spaces are right at the front door!!... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 7 April 2015
    We enjoyed our month stay at The Little Mermaid tremendously. This little cottage is equipped with everything you need. Both the King bed and Queen sleeper sofa are very...
    5 of 5 stars Reviewed 24 October 2014
    Our experience was great from the start. Quick response from the owner Betty, follow up emails with detailed check in information. Upon arrival our first thought was that it was...
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    ₹10,448
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    1 / 23
    4 of 5 stars (1) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    When you stay in this spacious two-bedroom family-friendly condo you will definitely become a beach potato! Just steps from Anna Maria Island's beautiful white sand beach in the city of Holmes Beach, with 1,349 square feet, this vacation rental provides plenty of space to relax and enjoy your time... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 12 January 2015
    My husband and I traveled with our son and his fiancée. The condo is very clean, with several upgrades especially in the kitchen. Counters, appliances and provided dishes...
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    4.5 of 5 stars (7) Very good
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Spend your vacation enjoying the Island life in a quiet and well-kept family neighborhood snuggled between the Gulf of Mexico and Anna Maria Sound. Our house is less than a mile north of the Cortez bridge (SR 684) affording easy access to the mainland. Each unit has 2 bedrooms, 2 baths, A/C,... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 6 July 2014
    recently spent a relaxing time at the beach. great weather, beautiful beaches, walking distance to a variety of restaurants, enjoyed the 4th of july celebrations on the beach. a...
    5 of 5 stars Reviewed 21 June 2014
    When owner John Donato said "just a block away", he meant it! In fact one or two blocks either way got one to lovely beaches on Anna Maria Island in Florida. The rental had a...
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    ₹127,094
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    1 / 39
    4.5 of 5 stars (3) Very good
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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
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    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...
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    ₹7,836
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    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Dishwasher
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Island Beach Club #1 3013 Avenue F #1 Holmes Beach, FL 34217 The Island Beach Club #1 is a newly updated ground level condo which is tucked away in the quiet Gulf front community. This 2 bedroom and 2 bathroom home has all new tile floors, fully equipped kitchen and much more as part of its... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    4.5 of 5 stars (4) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This charming 2 Bedroom 2 Bath is the fourth house from the gorgeous white sand beach on the Gulf of Mexico. Remodeled and updated, this fully furnished home features 1450 sq ft, plus garage and patio. Amenities include living room plus family room with TVs in both, fully equipped kitchen, laundry... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 19 June 2014
    This place is absolutely magnificent. I would advise to travel light. The house has anything and everything you would need, housewares, bicycles, floats, towels, washer and dryer...
    4 of 5 stars Reviewed 18 May 2014
    Very well equipped for families perfect location will definately go back. Free trolley is excellent and easy to access, also for the attractions if you would like some fast fun...
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    5 of 5 stars (8) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    606 hampshire lane, holmes beach fl 34217... Exquisite home on a great extra wide canal across the street from the key royale golf club. Designer furnished with top of the line amenities. 3 king bedrooms with tvs in each, 2 bath and a bright sunroom overlooking the dock, pool and outside sitting... View all property information
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    Location Information
    Anna Maria Island, Florida 34217
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    5 of 5 stars (5) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
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    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • 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
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    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...
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    4 of 5 stars (2) Very good
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
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    About this property
    Come relax and enjoy your beach vacation at The Cast Away! Located conveniently across from the Manatee Public Beach and the Gulf of Mexico. This two bedroom and one bath unit sleeps six with a queen size bed, two twin beds and a sofa bed. A full size kitchen and living room are included for your... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 12 May 2015
    Villa clean and very comfortable any queries were answered and delt with quickly. Downside was next busy road.
    4 of 5 stars Reviewed 3 April 2015
    Mark was great to work with. He was very accommodating. As an extra bonus breakfast at the cafe was included which was delicious. We would stay there again.
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    ₹87,214
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    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dryer
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    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    • ?
    About this property
    Adorable, ground level, vintage cottage with modern conveniences and private pool is all you could desire for a vacation. Tasteful décor, comfortable furnishings and peaceful surroundings await. 3 bedroom, 2 bath sleeps 6. Blocks from the gulf. Additional amenities include: washer & dryer. View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    4.5 of 5 stars (5) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    Tropical, quiet, 2 bedroom/ 2 bath duplex, just over a block to the beach, and a block to the free Island trolley! Elevated, with one car garage underneath filled with beach chairs and wagon. Heated Pool surrounded by a large paver deck, lush landscape and plenty of seating. Sleeps up to 4. 1160... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 21 June 2014
    We really enjoyed our stay at Island Girl North (duplex). It's a quick stroll to the beach, decorated very nicely, clean, and the pool area is lush and private. The only negative...
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    5 of 5 stars (2) Excellent
    Anna Maria
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    Great Ground Level 3 Bedroom/2 Bath Home with a Heated Pool located in the quiet north end and just 3 houses to the beach!! King-Sized master bedroom with TV, Queen in the 2nd Bedroom with TV, and Twins in the Third with TV. Cable TV, DVD, and Flat Screen TV in Living Room. High speed Internet,... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
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    5 of 5 stars (2) Excellent
    Bradenton Beach
    2 Bedrooms / 1 Bathroom / Sleeps 5
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Safe
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    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
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 12 September 2014
    This house is the perfect beach house. Located in a nice and quite neighborhood. Walking distance to the beach both sides and so close to a small park with a playground (I watched...
    5 of 5 stars Reviewed 12 August 2014
    What a wonderful place to stay! Beautiful view of the bay from my porch. Right next door there was a playground for my children to play on, after spending the day on the beach...
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    4.5 of 5 stars (26) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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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
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    Location Information
    Anna Maria Island, Florida FL 34216
    5 of 5 stars Reviewed 2 March 2015
    We absolutely loved it here. Everything was perfect, apart from the weather! We stayed for a week and we all wished it was longer. It was our first visit to the Island and we...
    5 of 5 stars Reviewed 2 February 2015
    Honeyfish is my favourite place for a vacation. It is a spacious four bedroom house that allows all of our own space will being able to invite friends for an overnight stay...
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    ₹82,118
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    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    You will enjoy this adorable newly renovated vacation cottage on Anna Maria Island just across the street from the Gulf of Mexico and minutes from shopping and attractions on Bradenton Beach’s popular Bridge Street! Your parking is right at the front door!! This duplex offers privacy and a spacious... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    ₹9,110
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    4.5 of 5 stars (2) Very good
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This townhouse is beautifully decorated and completely modern with everything you need for the perfect vacation in paradise! The townhouse is convenient to everything on the island - walk to the beach, supermarket, retail shops, and restaurants. Or catch the local trolley and cruise the island to a... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 10 March 2015
    This was my second birthday celebration at this location. Myself and about 8 of my girlfriends gather to unwind. The location is perfect, we find that shopping at Publix and...
    5 of 5 stars Reviewed 22 October 2014
    This place met all our needs for our beach getaway. Location is close to everything but when you go on the back balconies make you feel like you are on a private getaway on the...
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    4 of 5 stars (1) Very good
    Bradenton Beach
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • ?
    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
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 9 March 2015
    We enjoyed our holiday on AMI. Our condo was very comfortable, clean and complete. We toured the island by bicycle and car. The beach is just across the street
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    5 of 5 stars (18) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    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
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    Location Information
    Anna Maria Island, Florida 34217
    5 of 5 stars Reviewed 4 August 2014
    Frank thank you for a wonderful vacation in your exceptional holiday home from home. The condo is well equipped to a high spec and the layout is perfect, added to that the fact it...
    5 of 5 stars Reviewed 31 July 2014
    I selected Frank's condo on Holmes beach after his place came out as one of the few places that met all my key criteria via the TA filter and the very positive reviews. Our...
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    ₹11,149
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    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
    • ?
    About this property
    Welcome to the Surf Camp on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. The Surf Camp side includes a private heated pool (not shared), hot/cold outdoor shower, lush... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 12 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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    Bradenton Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Dishwasher
    • Fireplace
    • Internet Access
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    Villa Marisol is a spectacular three bedroom two bath, ground level gulf front home located at 2728 Avenue E in Holmes Beach. This home has a large deck directly on the beach as well as an enclosed porch to get out of the sun. This very spacious home with split bedroom design offers a fireplace,... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    ₹10,512
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    4 of 5 stars (1) Very good
    Holmes Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
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    • Internet Access
    • Shared Outdoor Pool...
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
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    • Elder access
    About this property
    One bedroom one bath condo located on the poolside. 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... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 15 May 2015
    This condo is in the perfect location; pool right outside the door and steps to the beach. The property is well maintained, the pool immaculate. The condo was spacious and...
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    ₹6,371
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    4 of 5 stars (1) Very good
    Holmes Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
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    About this property
    Gorgeous Efficiency and steps to white sandy beaches from this 1 bedroom, 1 bath elevated vacation rental, one story up overlooking pool area. Stairs go up to small deck in front of the efficiency. With 3 x 8 open deck to enjoy the sunsets, or overlooking pool. Feel the warm gulf breezes lounging... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 14 May 2015
    I travelled with my husband and teenage daughter (age 18). We stayed an entire week in May. This is an ideal location in that it's walking distance to the beach, grocery store...
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    5 of 5 stars (1) Excellent
    Bradenton Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • x
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    About this property
    SandCastle # 8 (Maui Cove) 200 Gulf Dr. South Unit #8 Bradenton Beach, Fl. 34217 Maui Cove- the name says it all. This luxury 3 bedroom, 2 bathroom direct Gulf front condo brings a unique and fun Hawaiian style atmosphere. From the decorative surf boards displayed on the way, to the... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 9 March 2015
    We loved our stay here do much that we have already reserved it again. I only have a few things that I think need addressing. The kitchen faucet needs repair although usable. The...
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    ₹9,556
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    4 of 5 stars (1) Very good
    Anna Maria
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Completely remodeled 2 bedroom/2 bath duplex, with a beautiful tropical HEATED pool, just over a block to the beach, and the free island Trolley! There is a King and a Queen bedroom in the North Unit, and a King and Twin Bedroom in the south unit. Both units also have a queen sleeper sofa.. 708... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    4 of 5 stars Reviewed 31 December 2014
    BLN is very well located in the quieter northern part of the island. It is just a very short walk from the beach and Ginny and Jane Es. Likewise, a short walk in the opposite...
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    ₹7,008
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    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • x
    About this property
    A beautiful condo in stunning grounds for your next Florida vacation. Unit 127 at Runaway Bay Resort gives you all the amenities that you need for a wonderfully relaxing vacation on beautiful Anna Maria Island. The fully furnished 2 bedroom, 2 bath condo includes free high speed wireless internet,... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    ₹10,002
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    4.5 of 5 stars (11) Very good
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This island home just one block from the beach offers a one of a kind setting which affordably gives you the pleasures of a spring-fed lake with dock as well as one block walk to the beach with a peek of the gulf. The beautiful lake is stocked with all types of fish ranging from Snapper, Redfish,... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34218
    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...
    5 of 5 stars Reviewed 23 February 2013
    Exactly as advertised. This is not someone's investment property - it is a home. It has every comfort you would need and more. Literally minutes walk from the beach, private back...
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    ₹15,927
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    5 of 5 stars (2) Excellent
    Anna Maria
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    The Shady Mango was originally built in 1925. According to local history the heart pine used in constructing the original house came by steam boat to the City Pier and was hauled by horse-drawn lorry up Pine Avenue to the home's present site. In 2004 the home was given a major renovation... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 21 September 2013
    My husband, 2 kids & I stayed at the Shady Mango & LOVED it! It's the perfect place for a vacation for a small family. It's in a great location with walking access to the beach...
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    4.5 of 5 stars (3) Very good
    Bradenton Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Anna Maria Island boasts one of the longest stretches of sugar white beaches in Florida, and clear, aqua-marine water. Enjoy the natural setting from this spectacular townhouse on Bradenton Beach. This three bedroom, two-and-a-half bath home offers direct Gulf views, a king size master suite,... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 30 December 2014
    Great condo in a great area. My first trip to the gulf side and I would definitely return. Many conveniences near by, downtown Anna Maria is easily walkable. The complex is...
    5 of 5 stars Reviewed 7 June 2014
    We stayed here to go to my sister's wedding at The Beach House. We loved this townhouse. It had spacious rooms, beautiful decor, and a great view of the ocean from the balcony...
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    ₹8,600
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    4 of 5 stars (5) Very good
    Bradenton Beach
    1 Bedroom / 1 Bathroom / Sleeps 5
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Watch the sunsets over the Gulf of Mexico from your private beachfront balcony. Beautifully decorated studio apartment sleeps four adults and 1 child. King size bed and a new full size Murphy bed accommodate the adults and a fold-a-bed from the ottoman will sleep a child. The free trolley will pick... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed 4 May 2015
    The location and the gulf view was beautiful. They provided us free lounging chairs and a beach umbrella in the room. I felt the room was not advertised well. The listing stated...
    5 of 5 stars Reviewed 20 April 2015
    The owner Steven is very helpful, answering emails usually within a few hours. The pictures in the description are true, you are basically staying on the beach. The sand dune...
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    ₹54,150
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    Holmes Beach
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Anna Maria Island, West of Bradenton Florida. A quiet townhouse steps to the Gulf of Mexico. A bird and Turtle sanctuary. Beautiful beaches with dining and shopping nearby. This is the most beautiful island just North of Longboat Key Florida. The sunsets are the most beautiful. Enjoyable for... View all property information
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    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.