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Anna Maria Island Cottages

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    Travellers to Anna Maria Island are booking July dates now. Secure your vacation rental today, and have the perfect trip.
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    $346
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    1 / 24
    5 of 5 stars (1) Excellent
    Bradenton Beach
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    $1,792
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    5 of 5 stars (8) Excellent
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    $318
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    5 of 5 stars (6) Excellent
    Holmes Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    5 of 5 stars (8) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Stereo System
    • Wi-Fi
    • Private Outdoor...
    • Deck
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
    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
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    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...
    5 of 5 stars Reviewed 16 June 2014
    Pool Beach House is unpretentious and has a simple charm around the themes of turtles and the beach. The property has great light and blinds for when you don't want it. The...
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    1 / 17
    4 of 5 stars (1) Very good
    Holmes Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Washer
    • DVD Player
    • Dryer
    • TV
    • Water Views
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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 14 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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    $426
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    1 / 10
    Bradenton Beach
    11 Bedrooms / 10 Bathrooms / Sleeps 30
    Overview Make Enquiry
    Amenities & Details
    • Watersports Nearby
    • DVD Player
    • Ping Pong Table
    • Stereo System
    • Water Views
    • There Are Tennis...
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The Alecassandra Vacation Villas is a small, 6 villa, ( 11 bedrooms ) vacation resort that is family owned by Nick and Vicki Zec and named after our children Alec & Cassandra. We are an ideal location for family vacations and staycations, family reunions, family Spring Break vacations, warm weather... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    $185
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    1 / 19
    4 of 5 stars (1) Very good
    Holmes Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • DVD Player
    • Internet Access
    • Waterfront
    • Dryer
    • Water Views
    • Air Conditioning
    • TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 2 September 2014
    Yes, the room was very dated, as the pictures showed. It would seem for $200 a night, an upgrade in furnishings is due. But, it was clean, and the short walk to the beach made...
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    1 / 13
    Bradenton Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • TV
    • Grill
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Deck
    • Water Views
    • Garage
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    AN IDEAL FAMILY REUNION LOCATION - Close to everything on the island! Alecassandra Vacation Villas on Anna Maria Island, Florida Villa #3, 3 Bedroom, 2 Bath, Sleeps 6-8 King Bed, Master; Queen Bed, Guest Bedroom; 2 Twin Beds, Guest Bedroom; Queen Sleeper Sofa, Living Room. * Family... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    $278
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    1 / 5
    Bradenton Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Stereo System
    • Air Conditioning
    • TV
    • Grill
    • Wi-Fi
    • Game Room
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    AN IDEAL FAMILY REUNION LOCATION - Close to everything on the island! Alecassandra Vacation Villas on Anna Maria Island, Florida Villa #6, 1 Bedroom, 1 Bath, Sleeps 2, Studio Type Villa, Open Floor Plan ( See Pictures ) Queen Bed, Master; Queen Sleeper Sofa, Living Room. * Family... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    $154
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    1 / 14
    Bradenton Beach
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Watersports Nearby
    • Water Views
    • DVD Player
    • Ocean Views
    • TV
    • Wi-Fi
    • Air Conditioning
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Gulf / Dolphin Views! 1BR/1BA Villa (villa C) Centrally Located, Walk to All Location! Watch the frequently seen Dolphins from the beach just across the street... Stay here (or rent more villas) for your beach wedding or family reunions. An hour or so before the sunsets, fire up the large grill... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    1 / 15
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Watersports Nearby
    • Water Views
    • TV
    • Ocean Views
    • Air Conditioning
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Spectacular Bradenton Beach / Dolphin Views!!! Huge Private Balcony! Watch the frequently seen Dolphins in the Gulf of Mexico from this 2BR/2BA upstairs villa with huge private balcony or rent other 1BR/1BA villas (with kitchens) on the ground level for a beach wedding. An hour or so before the... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    $288
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    1 / 33
    5 of 5 stars (8) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Water Views
    • Waterfront
    • Internet Access
    • Air Conditioning
    • Hot Tub
    • Watersports Nearby
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    $216
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    1 / 21
    5 of 5 stars (4) Excellent
    Bradenton Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Water Views
    • Waterfront
    • Wi-Fi
    • Watersports Nearby
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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 31 May 2015
    We spent two weeks in this gourgeous place with our 3-year old and my parents in law. We all had a great time, the house was perfect and we really enjoyed the stay, all of us!
    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...
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    $266
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    4 of 5 stars (1) Very good
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Dryer
    • Washer
    • Deck
    • Children's Pool
    • Water Views
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Happy Island Castle. An elegant beach-house that redefines the idea of island comfort, built with love and an extreme attention to detail. Every room of the house has a unique ambiance combining color, textures and accent lighting. The outdoor area is one of the most spacious on the island with a... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 1 March 2015
    Very nice house with plenty of room. Updated kitchen and very tasteful decor. Could have used linens provided for 5th person, had to purchase. If you plan to cook, bring some...
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    $278
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    1 / 9
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Stereo System
    • Air Conditioning
    • TV
    • Water Views
    • Game Room
    • Ping Pong Table
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    AN IDEAL FAMILY REUNION LOCATION - Close to everything on the island! Alecassandra Vacation Villas on Anna Maria Island, Florida Villa #5, 2 Bedroom, 2 Bath, Sleeps 6 Queen Bed, Master; Queen Bed, Guest Bedroom; 2 Twin Beds, Guest Bedroom; Queen Sleeper Sofa, Living Room. * Family... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    $185
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    1 / 7
    5 of 5 stars (2) Excellent
    Bradenton Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Stereo System
    • Water Views
    • DVD Player
    • Washer
    • Air Conditioning
    • Waterfront
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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 21 May 2015
    Making reservations online to stay in a place you've never seen makes me always nervous but this place, Happy Ours is just like the picture, the rooms, location, everything! One...
    5 of 5 stars Reviewed 29 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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    $229
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    1 / 11
    5 of 5 stars (1) Excellent
    Bradenton Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • DVD Player
    • Washer
    • Hot Tub
    • Water Views
    • Satellite TV
    • Air Conditioning
    • Dryer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Gorgeous unit, three private decks to relax on. Two car garage for secure and covered parking. Fully equipped Kitchen with Refrigerator, Stove, and Microwave, dishwasher, garbage disposal, dishes, pots & pans. TV with cable, VCR & DVD player and high speed internet with Wi-fi. Main bedroom has a... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 5 June 2014
    My family and I had a great time at this location. Unfortunately, upon arrival I had to work even while on vacation which required immediate access to the wireless internet in...
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    $1,647
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Watersports Nearby
    • Wi-Fi
    • Air Conditioning
    • Water Park Nearby
    • Pool Table
    • Ocean Views
    • DVD Player
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    20% discount on our next-door apartment for dates during 2013!! Welcome to our relaxing holiday rental on Anna Maria Island, the Gulf Coast of Florida! It is in a building with only 4 units. You don't have to elbow your way through crowds around the large, heated pool, or on the rooftop terrace.... View all property information
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    Location Information
    Anna Maria Island, Florida FL34217
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    $638
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    1 / 49
    6 Bedrooms / 4 Bathrooms / Sleeps 16
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Playground
    • Water Views
    • Sauna
    • Deck
    • Satellite TV
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    INFORMATION 207 Palm Avenue Anna Maria Florida 34216 Enjoy our Luxurious Villa di Palma, a new six bedroom, four bathroom luxury island home close to the beach. The Italian influence in the design is reminiscent of properties found in Venice and Tuscany. The two master suites each have their... View all property information
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    Location Information
    Anna Maria Island, Florida 34216
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    $989
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    1 / 19
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Water Park Nearby
    • Sauna
    • Satellite TV
    • Water Views
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful condo on ground level 75 steps to Bradenton Beach !! Runaway Bay has been voted best resort on Anna Maria Island. There are 2 bedrooms, a master with king bed with a new mattress. second bedroom has twin beds new mattresses. There are 2 bathrooms one located by each bedroom. The... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    $167
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    1 / 57
    5 of 5 stars (23) Excellent
    Bradenton Beach
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
    Overview Reviews (23) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Cooker
    • Satellite TV
    • Stereo System
    • Refrigerator
    • Deck
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Aloha and welcome to our Island Home. Ohana is Hawaiian for family and that is who you are when you stay with us. Our retreat is nestled on Anna Maria Island, Florida and is a short 5 minute walk to the white sand beaches and turquoise waters of the Gulf of Mexico. Your vacation Hale (home) has... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 10 June 2015
    We loved staying here! I is not only clean, but up to date and convenient to the beach. We walked every day. I loved sitting on the porch watching birds. The free trolley means...
    5 of 5 stars Reviewed 27 May 2015
    I stayed here with two friends on a Mom-getaway vacation over Mother's Day (perfect!). We stayed at the Ohana Hale North duplex. It was an elevated, quaint two-bedroom setup...
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    5 of 5 stars (6) Excellent
    Bradenton Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Dryer
    • Stereo System
    • Satellite TV
    • DVD Player
    • Internet Access
    • Patio
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Top rental manager - 2011!! Rent with confidence knowing that Travelers rated the owner/manager of this property one of FlipKey's best!
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 15 February 2015
    We stayed in this condo for two weeks Jan into Feb. It has to be the most immaculate place we have ever rented. The beautiful cherry kitchen is completely redone and is equipped...
    5 of 5 stars Reviewed 24 June 2014
    My family stayed here the week following Father's Day. This was our first time in Bradenton Beach. We fell in love with this unit the moment we walked in the place! The location...
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    $192
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    4.5 of 5 stars (4) Very good
    Holmes Beach
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Dryer
    • Waterfront
    • Shared Outdoor Pool...
    • Internet Access
    • Water Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Apartment 8 is located on the upper level. It has one bedroom with a queen size bed and there is a pull-out sofa in the living room. The apartment has its own private balcony with stunning beach and sunset views. There is also a large shared deck with tables and chairs which overlooks the pool.... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $741
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    1 / 19
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Private Fishing...
    • Ocean Views
    • Internet Access
    • Sauna
    • Satellite TV
    • Water Views
    • Air Conditioning
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
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    $1,063
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    1 / 7
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • TV
    • Waterfront
    • DVD Player
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Watersports Nearby
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    The number 3 island in the United States so says Trip Advisor. The best island beach sand so says Conde Nast Travelers. So who wouldn't want to stay right on the beach in an immaculate and roomy 2 bedroom, 2 bath condominium in the Tiffany Place Condominium located on the Gulf of Mexico in Holmes... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $741
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    1 / 31
    5 of 5 stars (1) Excellent
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Private Fishing...
    • Waterfront
    • Shared Tennis Court
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Water Views
    • Sauna
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    FIVE MINUTE WALK TO THE BEACH - BEACH CART PROVIDED 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,... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 16 June 2013
    Staying at Unit #285 at Runaway Bay was by far a much nicer choice than staying at one of the local resorts down the road where the rest of my family chose to stay. The unit was...
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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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    Amenities & Details
    • Stereo System
    • Washer
    • Dryer
    • Internet Access
    • Patio
    • Satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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 (1) Excellent
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Internet Access
    • Water Views
    • Washer
    • Patio
    • Dryer
    • Satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Lovely Bayside Condo recently remodeled, 2 Bedroom, 2 Bathroom, fully air conditioned, screened lanai, heated pool and covered parking. Easy access to: retail shops, grocery store and restaurants. 200 hundred yards to Free Island Trolley. Five minute walk to white sand beaches. Bike to nearby... View all property information
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    Holmes Beach, Anna Maria Island 34217
    From
    $216
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    1 / 13
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Watersports Nearby
    • TV
    • Water Views
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    On the Gulf of Mexico.. steps from the Beach. On Beautiful Historic Anna Maria Island, One BR.w/ sleep couch sleeps 4.on 2nd floor overlooking pool & garden Fullly equipped Kitchen, with Microwave . 2 TV's, wi-fi, cable New furnishings. Pool & Hot Tub, Washer & Dryer on site. Restaurants... View all property information
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    Location Information
    Anna Maria Island, Florida 34217
    From
    $206
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    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Parking
    • Pool
    • Air Conditioning
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • 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. 874 Sq. ft. 5609B Guava St., Holmes Beach 2 Bedroom/2 Bath Villa Private HEATED pool! Just a block... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 stars (26) Excellent
    Bradenton Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (26) Make Enquiry
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    • Wi-Fi
    • Washer
    • Satellite TV
    • Stereo System
    • DVD Player
    • Private Outdoor...
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    A unique beach cottage with a Caribbean flair and Oh sooo close to the open beach. This colorful beachy cottage features 3 bedrooms & 2 full baths with a large screened lanai overlooking a private tropical heated pool. High speed internet with domestic long distance calling is included. We provide... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 13 April 2015
    My husband and I recently spent a week at the Sugar Shack and found it to be exactly right.....an easy walk to the beach for evening sunsets, quiet neighborhood, beautiful private...
    5 of 5 stars Reviewed 9 July 2014
    Our family had a fantastic week at this cute beach cottage on the BEST BEACH ever!! We had everything we needed & the private pool area was a tropical paradise. The bikes were...
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    5 of 5 stars (9) Excellent
    Bradenton Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Water Views
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Stereo System
    • Hot Tub
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    RENOVATED HOUSE like new. Now with new mattresses and a new XBOX ONE WITH WITH KINETIK AND SOME GAMES! Use Video SKYPE at the XBOX ONE to call your friends! Beautiful Townhouse with beach and ocean view on Anna-Maria-Island, Florida. A few steps to the snow-white, fine coral sand. Crystal blue... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 11 September 2014
    The house looks really great on the pictures. After a long flight I opened the front door and I feel really happy. It is absolutly gorgeous. The house is much, much better than on...
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    4.5 of 5 stars (28) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (28) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
    4 of 5 stars Reviewed 12 June 2015
    We couldnt get enough of the amazing view of Bimini Bay. We fished off the dock twice a day! Rented paddle boats for 3 days, enjoyed Anna Maria beaches, quaint shops and Two...
    5 of 5 stars Reviewed 21 May 2015
    The house is very well laid out and spacious, the patio area leads onto the dock where we were able to moor our speedboat the we rented during our stay. There was nothing lacking...
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    5 of 5 stars (16) Excellent
    Anna Maria
    4 Bedrooms / 5 Bathrooms / Sleeps 8
    Overview Reviews (16) Make Enquiry
    Amenities & Details
    • Hot Tub
    • Stereo System
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    • Deck
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    4 Bedroom 5 bath luxury beach front house sleeping 8 with heated pool separate spa numerous decks and stunning beach views from every room. We are located on the desirable family friendly island of Anna Maria. The house is direct beach front on the quiet upmarket north end of the island. Recently... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 15 April 2015
    After a mad week doing the theme parks in Orlando we came here for some serious relaxation - and what a great choice it was. The house is stunning and the location couldn't be...
    5 of 5 stars Reviewed 11 March 2015
    Hi Nigel and Maggie. We have enjoyed your place 3 weeks this year. Had one week in January and the other 2 in Feb/Mar. We could hardly wait to go back after our first...
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    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Satellite TV
    • Air Conditioning
    • Dryer
    • Washer
    • DVD Player
    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $529
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    4.5 of 5 stars (30) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Reviews (30) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Lemonfish is a large, southern style rental property from unique designers Pineapplefish. Perched on a canal leading to Bimini Bay and minutes from the gorgeous beaches of Anna Maria Island, Lemonfish is a 3 storey sumptuous home that will accommodate up to 12 guests. The spacious open plan... View all property information
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    Location Information
    Anna Maria Island, Florida 34216
    5 of 5 stars Reviewed 29 January 2015
    Perfection! Liza and the Sato Real Estate team went above and beyond in making my two week retreat flawless. I have never dealt with such a responsive rental team. Lemonfish...
    4 of 5 stars Reviewed 14 August 2014
    Lovely family house with lots of space and good size pool. Safe area for children to cycle to fishing pier & ice cream shop. Not as clean as it could have been, kitchen floor...
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    5 of 5 stars (51) Excellent
    Bradenton Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (51) Make Enquiry
    Amenities & Details
    • Stereo System
    • DVD Player
    • Internet Access
    • Private Outdoor...
    • Dryer
    • Air Conditioning
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    If the dates you want are not available, please see the calendar in our other listing, the Lemon Cottage in Holmes Beach (p456143). Both homes are privately owned & managed, non-condo, residential houses in island residential neighborhoods. 'Old Florida charm' and 'a laid back vibe' best describe... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 11 June 2015
    We rent 2-3x a year, all over the country, for 3-7 nights. Chris is the most organized, responsive, and precise property owner I’ve ever encountered. From his quick and thorough...
    5 of 5 stars Reviewed 21 April 2015
    It is my pleasure to write a Review on the Lime cottage AMI, not to often to you get everything that was advertised, this exceeded all expectations, Chris went the extra mile...
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    $216
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    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 5
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    • Parking
    • Stereo System
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the Seahorse Beach House 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 Seahorse Beach House side includes a private heated pool (not shared), hot/cold outdoor... View all property information
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    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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    4.5 of 5 stars (7) Very good
    Anna Maria
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Satellite TV
    • Watersports Nearby
    • Water Views
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Upscale luxury executive four bedroom waterfront home with private pool dock and elevator. Stylishly furnished and dressed, modern build 2006 - this is our family second home - and is home from home available to you. This exclusive executive property is in the heart of lovely Anna Maria... View all property information
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    Location Information
    Anna Maria, Anna Maria Island FL34216
    5 of 5 stars Reviewed 28 July 2014
    This was a return visit as we loved it so much last time. We felt really relaxed here with the wonderful views from the house and the laid back attitude on the island. We were...
    5 of 5 stars Reviewed 10 July 2014
    This is the perfect vacation home!! Located on a canal with bay views, steps from the city pier and many restaurants and boutiques, this home feels like a slice of heaven. The...
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    Anna Maria
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Cabana Breeze 511 Spring Avenue Anna Maria Island, Fl 34217 Cabana Breeze is a newly and completely renovated 4 bedroom 2 bathroom home with multiple outdoor shaded living areas, a large lot, and a brand new custom pool and pool-side cabana. This gorgeous home is located on the prestigious... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    From
    $148
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    5 of 5 stars (5) Excellent
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Washer
    • DVD Player
    • Dryer
    • Patio
    • Satellite TV
    • Stereo System
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Just steps from the beach!! This 2 bedroom Gulf side townhome has been completely remodeled & exquisitely decorated!! We are just 120 steps (1 minute walk) from the beach with no streets to cross and within walking distance of many shops and restaurants. The unit sleeps 4-6 in 2 large upstairs... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 19 May 2015
    Mary Lou is a pleasure to work with. The condo was equipped with everything needed including extra beach towels, board games and movies. I've stayed in several condos/townhomes...
    5 of 5 stars Reviewed 25 November 2014
    We had a great week by the beach and everything about the stay was as promised. Our hosts were friendly and professional in handling our booking and the house is just lovely and...
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    4.5 of 5 stars (4) Very good
    Bradenton Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Cooker
    • Refrigerator
    • DVD Player
    • Satellite TV
    • Patio
    • Air Conditioning
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Just relax at our picture-perfect Anna Maria Island, Key West style cottage, a charming and enchanted retreat poised between the glittering Gulf of Mexico and Sarasota Bay. Enjoy lazy days on the pristine private beach across the street or at the pool overlooking the bay where dolphins, manatees... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed 12 April 2015
    Perfect Location but for a family of 4 we found the cottage a bit of a squeeze. The bathroom could do with a bit of modernising as well as the fridge and cooker being slightly...
    5 of 5 stars Reviewed 11 February 2015
    Tradewinds Beach Resort in Bradenton Beach, Florida, is a wonderful place for a beach vacation. It is very pretty an completely furnished including a toaster and a blender. It...
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    5 of 5 stars (17) Excellent
    Holmes Beach
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (17) Make Enquiry
    Amenities & Details
    • Waterfront
    • Stereo System
    • Washer
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    SPECIAL - Nov. 07 -21, 2014 $200.00 / night + tax & cleaning (4 night minimum) Completely remodeled, 2 BR, 1-1/2 bath beach house right on the beautiful Gulf of Mexico. Walk out the door to a wide, white, powdery beach and the Gulf. This 2 bedroom beach house is located in the most... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 24 May 2015
    We have been coming to Anna Maria for about 12 years. We have stayed in different places on the Island (last place, we returned for several years). My search is over! I found...
    4 of 5 stars Reviewed 4 February 2015
    If you are looking for a quiet single family home on the beach, this is it. Walk out the back door and there is nothing between you and the beautiful white sand beach. The house...
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    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Terrace
    • Wi-Fi
    • Linens Provided
    • Grill
    • Air Conditioning
    • Towels Provided
    • Balcony
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Direct across street from our unit at Gulf Sands. Both units use the same pristine Beach... Over 100 ft of Beach less than 100 yards away. Recently decorated lovely Pool and Barbecue Area.Spacious pool area with shaded area Bedrooms are private as well as bathrooms. rooms do not open into LV.... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $247
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    Anna Maria
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Windsong Cottage 119 Beach Avenue Anna Maria, Fl 34216 Windsong Cottage is a charming 2 bedroom 2 bath elevated home just five houses from the Gulf. It has an open floor plan with new, comfortable furnishings that make you feel *right at home*. The plantation shutters add to that 'Old... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
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    4.5 of 5 stars (3) Very good
    Holmes Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • DVD Player
    • Internet Access
    • Satellite TV
    • Deck
    • Water Views
    • Waterfront
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    4 of 5 stars (1) Very good
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Washer
    • Dryer
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Deck
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    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 11 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 of 5 stars (5) Very good
    Anna Maria
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Private Outdoor...
    • Dryer
    • DVD Player
    • Stereo System
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    The adorable Coastal Cottage, located in the laid-back city of Anna Maria, is the perfect place to take a totally carefree vacation. The white sand beach of Anna Maria Island and the azure blue waters of the Gulf of Mexico are only a short stroll from this delightful three-bedroom, two-bath... View all property information
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    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 stars Reviewed 31 October 2014
    Great, private and quiet location. The house is equipped with all you and your family need. The short distance to the beach made us walk to the beach more than once a day. Any...
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    $432
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    Bradenton Beach
    5 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Ping Pong Table
    • Air Conditioning
    • Internet Access
    • Water Views
    • Stereo System
    • TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This beautiful elevated 2 and 3 bedroom duplex has been completely updated with designer quality touches throughout and located only one block to the beach. The main living area offers an open floor plan with full wood flooring, comfy wrap around couch and wall mounted entertainment center. The... View all property information
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    From
    $238
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    1 / 16
    Holmes Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Hidden Cove #4 5610 Gulf Drive #4 Holmes Beach, FL 34217 Come and enjoy the crystal blue waters and soft white sand in this Gulf front condo. This 2 bedroom 2.5 bathroom condo is situated directly on the Gulf of Mexico and offers breathtaking views from the living room, kitchen and the master... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217