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Rentals with Pool in Holmes Beach, FL

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    1 / 31
    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 / 28
    5 of 5 stars (8) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 / 24
    5 of 5 stars (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6
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    5 of 5 stars (11) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • DVD Player
    • Water Views
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    • Wi-Fi
    • Ocean Views
    • Watersports Nearby
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    • Pet-friendly
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    About this property
    6 reasons why you will love our condos as much as we do: *VIEW! So close to the beach, with a wonderful view from the living room and master bedroom - not to mention from the roof-top terrace! *LOCATION! Close to the beach, grocery store, restaurants and everyday needs. 'We... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 / 52
    5 of 5 stars (15) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Private Outdoor...
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    About this property
    A brand NEW 2300 sq/ft, 3 bedroom modern beach house with heated and very private pool. A perfect location just steps from the beach, marina and the main plaza with great shops, a grocery store and restaurants. No need to drive anywhere. Located in a quiet neighborhood with tropical greenery, large... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed August 16, 2015
    I would not hesitate in recommending this house to anyone. The house is exactly as shown in the photos. The house is in very good condition, extremely clean and has every thing...
    5 of 5 stars Reviewed August 11, 2015
    This was our first visit to Anna Maria Island and as a family, we believe we hit the jackpot when we picked Happy island Cottage. Prior to travelling, we had email contact from...
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    4 of 5 stars (15) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Internet Access
    • Shared Outdoor Pool...
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    About this property
    Palm Cay Condominium #1 is located at 3000 Gulf Drive in Holmes Beach, on the west side of the street for easy beach access. The complex offers a heated pool and an on site coin operated laundry room for your convenience. It’s a short stroll to shopping and restaurants and the beach is less than... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 / 46
    5 of 5 stars (8) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Air Conditioning
    • Satellite TV
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    • Private Outdoor...
    • Deck
    • Hot Tub
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • 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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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed October 6, 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 June 16, 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 / 70
    4 of 5 stars (1) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6
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    • Watersports Nearby
    • Wi-Fi
    • Waterfront
    • Water Views
    • Private Outdoor...
    • Water Park Nearby
    • Air Conditioning
    • TV
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
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    • x
    About this property
    August & September Special Offer $900.00 All-Inclusive Save $771.00. Anna Maria Island is not a place you go to the beach. When you are on Anna Maria Island you are at the beach.The Anna Maria Island 'Beach Paradise Condo' is located on Holmes Beach directly in the middle of Anna Maria Island and... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed August 26, 2015
    we loved Anna Maria Island, a great place to unwind after a week in Orlando. Beach Paradise was very centrally located, just across the road from the public beach and the free...
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    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Waterfront
    • Shared Tennis Court
    • DVD Player
    • Air Conditioning
    • Water Views
    • Elevator/Lift access
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
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    • 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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    1 / 23
    3.5 of 5 stars (3) Average
    4 Bedrooms, 3 Bathrooms, Sleeps 8
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    • Wi-Fi
    • Washer
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    • Deck
    • Private Outdoor...
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    • Pet-friendly
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    • ?
    • x
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    About this property
    Situated 3 blocks from the beach and 2 blocks from the bay with a secluded yard surrounded by mangroves, this two-story pool home includes 3 bedrooms on the first floor and a regal master suite on the second floor. Comes equipped with Wifi, cable TV in all 4 bedrooms, washer/dryer, dishwasher,... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed August 11, 2015
    The house is spacious, close to the beach, convenient to numerous stores and the main road of Anna Marie Island. The Anthony beach cottage also has plenty of parking space and is...
    2 of 5 stars Reviewed June 20, 2015
    My husband and I and our grade-school kiddos and new baby along with both of our parents booked this house for five days. We were so excited about it from the pictures and...
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • DVD Player
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Watersports Nearby
    • Dryer
    • There Are Tennis...
    • TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    Very contemporay condo, just refurnished and remodeled, and equipped with more than everything you need for a relaxing and unforgettable vacation in Paradise. The unit is inspiring and gives you a laid back feeling immediately after entering. A huge pool with lounges and sun umbrellas are waiting... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $650
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Dryer
    • Secure Parking
    • Internet Access
    • DVD Player
    • Refrigerator
    • Satellite TV
    • Air Conditioning
    • Balcony
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    Bright and light condo on the second floor with view to the Palma Sola Bay (left side) and a peek-a- boo-view to the beach (right side) but only some steps away from the blue green water of the Gulf. 7 miles of white sandy beaches invite you for walking, swimming or only relaxing and enjoying the... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Stereo System
    • Satellite TV
    • Dryer
    • Wi-Fi
    • Water Views
    • Air Conditioning
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This well-furnished two bedroom condo is next to a quiet nature preserve and has a fine view of the bay separating Anna Maria Island from Florida's mainland as well as the Sandy Pointe heated swimming pool. The beach is just 2 blocks away with its bright white sand and aquamarine waters. For... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed April 10, 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...
    5 of 5 stars Reviewed August 8, 2015
    Ce Condo est tres agréable tant par sa situation que par l.equipement interieur. ' sobriété de la décoration , équipement de la cuisine , dossiers d'infos ', jeux à disposition...
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    5 of 5 stars (81) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Hot Tub
    • Washer
    • Satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    PRIVATE ISLAND PARADISE - This unique custom home is hidden on a huge garden lot surrounded by palms, birds of paradise, tropical plants and a 6 ft fence. Few island homes offer this degree of privacy. SPACIOUS ELEGANCE - The home has 2,600 sq ft (240 sq m.) of ground level indoor living space with... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed July 24, 2015
    We traveled to AMI for our wedding with our four young children (3,5,6 and 8). I searched for rentals for what seamed like months and after reading numerous 5 star reviews on...
    5 of 5 stars Reviewed April 16, 2015
    From the moment we inquired about the availability of our week, I knew we were in for something special. Kent and Pa were incredibly fast in replying to any questions, and went...
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    1 / 22
    3.5 of 5 stars (4) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Internet Access
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Sunbow Bay Condominium #114 located at 3705 East Bay Drive in Holmes Beach has everything you could need or want for a memorable vacation. Conveniently close to shopping and restaurants yet out of the way and quiet. Sunbow Bay offers two heated pools, tennis courts, elevators, undercover parking... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4.5 of 5 stars (5) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Shared Outdoor Pool...
    • Waterfront
    • DVD Player
    • TV
    • Air Conditioning
    • Washer
    • Water Views
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed August 19, 2015
    Right on the beach! Perfect view and immediate access to the warm Gulf water. Basic accomodation, nicely done recent upgrades to unit. Mentioned to office staff under bed dust...
    4 of 5 stars Reviewed August 15, 2015
    great location , right on the beach, no need to drag beach equipment or look for toilets , Ideal for family with children, stayed in 106, access to the beach from unit, seen...
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    1 / 45
    5 of 5 stars (14) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Air Conditioning
    • Waterfront
    • Internet Access
    • Washer
    • Stereo System
    • Satellite TV
    • Dryer
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    The Cove at Sandy point, unit 204 ,3601 East Bay drive, Holmes Beach is a beautiful upper floor, fully air conditioned 2 bed, 2 baths Pool front condo that has been completely remodeled and entirely refurnished in May 2012. Situated near a quiet nature reserve it also benefits from being just a... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed September 21, 2014
    Stayed here from the 3rd September to the 12th September. Lorraine is the nicest person to deal with. The condo was perfect. We travelled as a family, me, hubby, daughter aged 15...
    5 of 5 stars Reviewed January 4, 2014
    We stayed at this wonderful condo over Christmas 2013. I was as described, a short walk to Publix and to beach. The bus stops outside Publix,so there is no need to use your...
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    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Internet Access
    • Air Conditioning
    • Washer
    • Water Views
    • Dryer
    • DVD Player
    • Stereo System
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    ANNA MARIA ISLAND #3 TOP 10 ISLAND'S IN U.S.A. Palm Isle 3203,our 2 bedroom island decorated condo is across the street from the beaches of Anna Maria Island. Steps from the heated pool and fully landscaped setting, along with all the amenities of home, your family will enjoy our beach get... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed December 1, 2014
    LOVED, LOVED, LOVED this property! It's perfectly located right in the heart of Anna Marie island - easy in and out parking RIGHT in front of the villa. The villa was roomy for us...
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    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Water Views
    • Waterfront
    • Dryer
    • Air Conditioning
    • Washer
    • TV
    • DVD Player
    • 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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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed August 16, 2014
    First I should let y'all know we were moved to 103 but it was right next door and actually a little closer to the pool so this is a review of 103. This place was great! The...
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    4.5 of 5 stars (18) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6
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    • Shared Outdoor Pool...
    • Internet Access
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Sea Pirate Condo #3, located at 3301 Gulf Drive in the heart of Holmes Beach is just a stone's throw from the tropic teal waters of the Gulf of Mexico. Situated in a much desired area, close to shopping and restaurants, this smaller complex features a large, screened and heated pool, on site coin... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed August 5, 2015
    Absolutely love this place. It's cozy, charming, a great location, gorgeous beach. What more could you ask for?
    4 of 5 stars Reviewed July 18, 2015
    Nice place to stay. Although not beach front, it was super close to the beach compared to most places on the island. Publix was close by and the kitchen was decently stocked...
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    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Pool Table
    • Waterfront
    • Air Conditioning
    • TV
    • Ocean Views
    • Wi-Fi
    • Watersports Nearby
    • Game Room
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This Gulf Front is an elevated property with great gulf views. . We rent Saturday to Saturday until one week before arrival dates. If available at that time, we can rent less than the 7 days.Caribbean Casual is decorated with Tropical paintings and murals, to complete the ambiance of your... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 / 22
    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • DVD Player
    • Balcony
    • Terrace
    • Internet Access
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
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    About this property
    There is a memory in every grain of sand!~ Beautiful, spacious, comfortable Townhouse. New 3 bedroom 2 + 1/2 bath townhouse with garage. Private Pool area, beautiful porch balcony, and close to the beach. Fabulous high ceilings, gourmet kitchen and everything you need to get your vacation... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Grill
    • TV
    • Air Conditioning
    • Deck
    • Parking
    • Linens Provided
    • Internet Access
    • Refrigerator
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • 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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    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed May 14, 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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    4.5 of 5 stars (2) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Shared Outdoor Pool...
    • Internet Access
    • Terrace
    • Balcony
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Wouldn't you rather be at the Beach?~ Nestled in a quiet residential area just one half block from the beach, is a tri-plex offering a pleasant environment for individual guests or the family clan. Rent all units, enough to sleep 18, and plan on a grand reunion. Is this too much space for your... View all property information
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    Holmes Beach, Anna Maria Island 34217
    From
    $860
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • 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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    Holmes Beach, Anna Maria Island 34217
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    1 / 13
    3 of 5 stars (1) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Wi-Fi
    • Satellite TV
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    • Pet-friendly
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    • ?
    • x
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    • x
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    About this property
    Gorgeous gulf views and steps to white sandy beaches across the street from this 2 bedroom,2 bath elevated vacation rental. Up two flights of stairs to this top unit, with a partial view of the Gulf of Mexico just outside your front door. With 12 x 63 open covered deck below to enjoy the gulf... View all property information
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    Holmes Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed January 7, 2015
    The location of this rental was wonderful,just a few steps from one of the most Beautiful Beaches,we rented this for 31 day's, on the down side, it needs to be up dated,the carpet...
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    5 of 5 stars (9) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6
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    • Internet Access
    • DVD Player
    • Air Conditioning
    • Water Views
    • Washer
    • Satellite TV
    • Deck
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    Castnetter Beach Resort is located in the center of beautiful Anna Maria Island and directly across the street from the 7-Acre 'Manatee Public Beach.' Castnetter's has been a family favorite for Beach-Goers, Sun-Seekers, Boaters, Fishermen and Fun-Lovers alike since 1967. Extensive renovations... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed July 23, 2015
    Alan and Donna Gary of the Castnetter are fabulous hosts. The property did not disappoint our family. It is beautifully decorated and clean. From beach towels to bicycles, you...
    5 of 5 stars Reviewed July 20, 2015
    My family and I stayed for a week in two units at Castnetter Beach Resort. We absolutely loved the location as it is steps away from the beach, shops, restaurants and other...
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    5 of 5 stars (19) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Stereo System
    • Satellite TV
    • Water Views
    • Internet Access
    • Deck
    • Waterfront
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Castnetter Beach Resort #6 has been a family favorite for Beach-Goers, Sun-Seekers, Boaters, Fishermen and Fun-Lovers alike since 1967. Located in the middle of beautiful Anna Maria Island and directly accross the street from the 7-Acre 'Manatee Public Beach.' Extensive renovations were completed... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed May 28, 2014
    First of all this unit is so beautifully furnished. You feel like you're at home. Plus the private balcony is perfect for laying out or drinking your morning coffee or eating your...
    5 of 5 stars Reviewed November 9, 2012
    We stayed at Castnetter unit 6 for four nights Oct 2012. It had been quite difficult to find a condo for a short stay on AMI so we were pleased to have found this. At first...
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    4.5 of 5 stars (4) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2
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    • 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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    Holmes Beach, Anna Maria Island 34217
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    $1,050
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    1 / 18
    4.5 of 5 stars (14) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Shared Outdoor Pool...
    • Internet Access
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Seaside Beach House is a two-story ten-unit condominium located at 102 68th Street in Holmes Beach on Anna Maria Island. It is a Gulf front complex with a heated pool at beachside. Unit 205, with its own private staircase, adds special privacy and is quietly sequestered at the north end of the... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed May 5, 2015
    Rented this place for the third week in April. Picking up the keys was easy and it's very easy to find. We had a parking spot under the building so our rental car was shaded...
    1 of 5 stars Reviewed October 3, 2014
    this is an old condo..paper thin walls...public access beach...kitchen had no useful pots or pans....bathroom was a nightmare...holmes beach is an ashtray and looked like a camp...
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    4.5 of 5 stars (10) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Water Views
    • Internet Access
    • Washer
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Dryer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Apartment 1 is located on the lower level, with a private patio in the back, and the ability to walk straight out to the heated swimming pool. It has one bedroom with a queen size bed and there is a pull-out sofa in the living room. If you are looking for a great, affordable place to stay on Anna... View all property information
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    Holmes Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed August 6, 2015
    Nice and close to the beach and the pool. Too close to a public park. Too much noise, and smoke from all the grills smoke blowing right at us. People grilling playing loud...
    5 of 5 stars Reviewed May 15, 2015
    This is our second year staying in this condo and I guarantee you we will come again year after year. It is foot steps from the beach, or if you prefer, you can sit by the pool...
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    $94
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Amenities & Details
    • Waterfront
    • Shared Tennis Court
    • Wi-Fi
    • Watersports Nearby
    • Ocean Views
    • Hot Tub
    • Pool Table
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    MINIMUM STAY - 2 Weeks Amazing serene, quiet and peaceful waterfront, ground level two bedroom two bath condo tucked away in one of the Island's best kept secrets.....West bay Point and Moorings. Relax and enjoy the large heated pool and jacuzzi spa or take in a morning game of Tennis at the... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $1,900
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    4 of 5 stars (1) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 12
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    • Hot Tub
    • Private Outdoor...
    • Stereo System
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Anna Maria Island offers a family oriented vacation destination, laid back feel ...very relaxing. The island's beauty, world famous white beaches and friendly atmosphere will make you want to come back. The four bedroom home with a Golf Cart to bop around the island. The home is furnished with a... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed October 2, 2014
    We enjoyed our stay at Casa Laguna. Great location just a few blocks from the beach and the option to use the golf cart was a nice perk for getting there easily. The pool and spa...
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    1 of 5 stars (1) Terrible
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Stereo System
    • Water Views
    • DVD Player
    • Waterfront
    • Washer
    • Internet Access
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Beautiful Condo just steps from the white sandy beach!. Spacious 2 bedroom/ 2 Bath with partial views from the rear lanai. Tastefully decorated and a fully stocked kitchen make this your home away from home!. Unobstructed views from the rooftop deck make for spectacular sunsets. Master bedroom has... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 of 5 stars Reviewed July 28, 2014
    On 7/19/14 we checked in and found the condo had not been cleaned and all of the linens were on top of the washer and were all dirty. We had to start by sweeping floors, cleaning...
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    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
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    • Private Outdoor...
    • Parking
    • Air Conditioning
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Gorgeous 3 bedroom/2 bath villa, with Private Heated Pool and Large Tiki Bar. Newly remodeled with granite countertops, stainless appliances, and brand new furnishings throughout. Outdoor paver patio for private sunning, or put the umbrella and chairs in the pool to cool off. The beach is only a... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $1,350
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    4.5 of 5 stars (3) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6
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    • Dryer
    • Deck
    • Refrigerator
    • Washer
    • Patio
    • Satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed July 4, 2015
    We loved the house, very clean and tidy. The owner checked in multiple times about how things were. Loved the decor and the overall feeling of the place.
    4 of 5 stars Reviewed May 11, 2015
    Villa clean and very comfortable any queries were answered and delt with quickly. Downside was next busy road.
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    2 Bedrooms, 1 Bathroom, Sleeps 6
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    • Washer
    • Air Conditioning
    • Refrigerator
    • Grill
    • Wi-Fi
    • Dryer
    • Balcony
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    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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    Holmes Beach, Anna Maria Island 34217
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    $760
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    4.5 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Satellite TV
    • DVD Player
    • Stereo System
    • Internet Access
    • Patio
    • Washer
    • Air Conditioning
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beachy and bright condo on the second floor of a small 2-story-building (20 units in total), overlooking the mangroves with view to the Palma Sola Bay. Only some steps away from the ocean and the wonderful wide and powder sanded beaches. The condo is recently refurnished; masterbedroom with a... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed August 5, 2013
    We stayed for 4 nights at the appartment and enjoyed all our time there. The appartment is well situated on easy access routes, across the way from the Publix and a brisk walk...
    4 of 5 stars Reviewed May 24, 2015
    Wohnung ist schön, gemütlich und modern eingerichtet. Die Wohnanlage ist sehr ruhig. Der Service des Vermieters war sehr gut, es wurde prompt alles erledigt. Die Ferienwohnung...
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    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    other travelers have booked this property
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    • 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
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    $980
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    1 / 22
    5 of 5 stars (5) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4
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    • Waterfront
    • Water Views
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Seaside Beach House #103 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a heated pool at beachside. It’s one of the nicest complexes on Anna Maria Island. This 'hidden away' property is located on a quiet side street in the northern end of Holmes Beach. The beach... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed July 6, 2015
    We rented this unit from 6-20-15 to 6-27-15 to celebrate our 40th wedding anniversary. This is a beautiful property, tastefully decorated with a great view of the ocean from the...
    5 of 5 stars Reviewed September 25, 2014
    Seaside Beach House on Holmes Beach, Florida is a beautifully kept unit in a 10-unit complex right on the beach. Wonderful accommodations including washer and dryer in the unit...
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    $400
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    1 / 38
    6 Bedrooms, 4 Bathrooms, Sleeps 16
    Overview Make Inquiry
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    • Wi-Fi
    • Air Conditioning
    • Playground
    • Waterfront
    • Private Outdoor...
    • Ping Pong Table
    • Watersports Nearby
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Come enjoy a large family and friends gathering at this spacious brand new luxury home just a few minutes stroll to the beach. One of the larger homes on the island, with 6 bedrooms and 4.5 bathrooms and over 3200 sq. ft, this home has plenty of room to be together but yet not feel overcrowded.... View all property information
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    Holmes Beach, Anna Maria Island 34217
    From
    $2,800
    / Month
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    2 Bedrooms, 1 Bathroom, Sleeps 6
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    • Towels Provided
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This beautiful island condo is newly refurbished and redecorated for a perfect get-away. This quiet, 55+ community is a paradise. Situated in Anna Maria Island, Florida, the island has quiet, old-Florida charm with numerous restaurants, shops, and conveniences. A free trolly runs the length of... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $770
    / Week
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    Studio, 1 Bathroom, Sleeps 4
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    • Wi-Fi
    • Private Outdoor...
    • Safe
    • Linens Provided
    • Air Conditioning
    • Parking
    • Ocean Views
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Resort Sixty-Six Overview Your vacation hideout on Anna Maria Island Tucked away on Anna Maria Island on Florida's beautiful west coast, **This unit is not a studio as listed. It has a separate bedroom with king bed living room with sleeper sofa, kitchen and living room combination and 1 bath..... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $1,075
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    1 / 28
    5 of 5 stars (32) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (32) Make Inquiry
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    • Washer
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Stereo System
    • Private Outdoor...
    • Satellite TV
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    From the same owners of A Lime Cottage (p277325), who've been recognized as TripAdvisor 'rated excellent' vacation rental, Flipkey 2012 and 2013 Top Vacation Rental, 2012 Top Rental Manager', we're delighted to now have Lemon Cottage. Nestled in a quiet residential boating community across from... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed August 18, 2015
    Our first experience of holiday rentals and would highly recommend the Lemon Cottage and Anna Maria Island. This property is in a peaceful setting but close to the beach and...
    5 of 5 stars Reviewed May 9, 2015
    If you are looking for the perfect get-a-way, look no longer! This house is it! This house is situated in a safe, nice neighborhood and has everything you could possibly need for...
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    $1,225
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    4 of 5 stars (14) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (14) Make Inquiry
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    Amenities & Details
    • Water Views
    • Internet Access
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Waters Edge Condo 210S is a gorgeous two bedroom, two bath direct Gulf front unit, located at 5806 Gulf Drive in Holmes Beach. This much sought after complex features an elevator, heated pool, tennis court and a beach that is unparalleled. The open balcony is directly on the beach and will provide... View all property information
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    Holmes Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed January 4, 2013
    You can not beat the view. We rented over New Years.Had guests and we were a little embarrassed. Place needs paint, all new utensils, dishes, towels, bedding comforters/ sheets...
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    $199
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    5 of 5 stars (14) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8
    other travelers have booked this property
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    • There Are Tennis...
    • Air Conditioning
    • Horse Riding Nearby
    • Private Outdoor...
    • Watersports Nearby
    • Satellite TV
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    http://www.villachezshell.com Villa Chez Shell is a newly renovated Mediterranean beach home that offers a luxurious getaway. The highlight of this newly renovated 3 bedroom and 3 bathroom property is its tropical private backyard complete with a lagoon shaped pool and a soothing stone waterfall.... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed May 18, 2015
    Amazing house, great location, beautiful in every way, planning our next trip, that says it all!!! Every detail was taken care of and perfect
    5 of 5 stars Reviewed January 17, 2015
    My husband, three children and I chose Villa Chez Shell for a post holiday getaway. We were not disappointed. The home was lovely and well equipped. From the kitchen, game...
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    $850
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    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    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
    5 of 5 stars Reviewed July 24, 2015
    Our stay at Cayman Cay was wonderful! The condo was immaculate! Felt like we were home. Comfortable bed, great little kitchen, living room! We had our coffee every morning on the...
    5 of 5 stars Reviewed July 21, 2015
    This is a well-appointed condo in a great location on AMI. Clean, comfortable and very homey. We loved the decor! The patio right off of the pool is just beautiful. Looking...
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    $108
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    5 of 5 stars (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5
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    Amenities & Details
    • Stereo System
    • DVD Player
    • Patio
    • Air Conditioning
    • Satellite TV
    • Grill
    • Internet Access
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located on a quiet stretch of Gulf Drive, Sea Pirate is a charming ground level condo directly across the street from the beaches of the Gulf of Mexico. This two bedroom, one bath unit is bright and airy, featuring newer furniture, quality linen service, full kitchen with tile floors, and a large... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed February 18, 2013
    The property really is the perfect way to enjoy wonderful Anna-Maria-Island. The Beach is just over the street with a public Beach access directly on the other side. Shops are...
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    From
    $146
    / Night
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    1 / 24
    4 of 5 stars (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 6
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    Overview Reviews (2)
    Amenities & Details
    • Air Conditioning
    • Patio
    • DVD Player
    • Grill
    • Wi-Fi
    • Satellite TV
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    **FALL PRICE BREAK** Book now to take advantage of our fall price break! Prices only good through December 15, 2015! -------------------------------------------- Part of the Spinnakers Vacation Cottages compound, Crows Nest is what some have called an adult version of a tree house, so you know kids... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed August 2, 2015
    The Crow's Nest has character and charm in spades. The open plan kitchen/living/dining area is spacious and light, bathroom is a great size and the kids loved their bedroom at...
    4 of 5 stars Reviewed June 15, 2015
    A few maintenance issues, the door got stuck open because the bottom hinge was coming out of the wood and was rusted inside. Called the after hours maintenance but got no...
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    From
    $180
    / Night
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    1 / 34
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (2) Make Inquiry
    Overview Reviews (2)
    Amenities & Details
    • Internet Access
    • Dryer
    • Washer
    • Satellite TV
    • Grill
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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
    Make Inquiry
    Location Information
    Holmes Beach, Anna Maria Island 34217