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Rentals for Seniors in Siesta Key, FL

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    1 / 25
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 2
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    1 / 12
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 / 42
    5 of 5 stars (11) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 / 16
    5 of 5 stars (8) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5
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    • Washer
    • Dryer
    • TV
    • Air Conditioning
    • Stereo System
    • Patio
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    BIG FALL SALE !!! Oct 10 to Dec 19 GREAT Value !!! MVPROPERTIES AT SIESTA KEY Recently renovated and very conveniently located duplex villas at beautiful Crescent Beach on Siesta Key. We have (2) 2 bedroom 1 bath apartments. Each apartment sleeps up to 5 persons. Rent 1 apartment or both. The... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed August 15, 2015
    Ideally situated 2 minutes from the beach, restaurants,shops and 7 eleven. Very clean accommodation has everything that you need but does need a little refurb ie furniture...
    5 of 5 stars Reviewed August 10, 2015
    We had a great stay here. The owners were VERY pleasant. Everything that you would need for a beach vacation with a toddler was included and readily available. The place was...
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    1 / 26
    5 of 5 stars (35) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Dryer
    • Stereo System
    • Washer
    • Air Conditioning
    • Satellite TV
    • Patio
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    Very clean, bright & airy 1 bedroom, single- story cottage. Ebb Tide #1 offers all you need for a wonderful vacation at the beach. - Beautiful, large, heated, saltwater pool. - Private, gated access to world renowned Crescent Beach, famous for its powdery, white, quartz sand and gorgeous sunsets!... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed August 12, 2015
    The place was beyond our expectations, the location is perfect close to everything. The cottage is so cute and cozy, very clean it has everything you might need for your stay...
    5 of 5 stars Reviewed August 5, 2015
    Cozy and comfortable, Location close to Beach,Pool, Restaurants and shops. Owner available and most knowledgeable and very pleasant.
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Children's Pool
    • Waterfront
    • Watersports Nearby
    • Wi-Fi
    • Private Fishing...
    • Air Conditioning
    • Ocean Views
    • Sauna
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    You will feel like you have arrived in Paradise when you enter the lobby. The facility is more like a resort than a condominium. Unit has 2 bedroom, 2 baths, split plan. Both bedrooms and living room open to screened lanai facing the Gulf of Mexico. Perfect setting for 4 adults or for a family with... View all property information
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    Siesta Key, Florida 34242
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    1 / 40
    4.5 of 5 stars (6) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4
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    Amenities & Details
    • Dryer
    • Washer
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Patio
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newly updated Siesta Key villa with a lovely heated community salt water pool and private access to the beautiful white sanded Crescent Beach! Crescent Beach on Siesta Key was awarded “Best Beach in the U.S.A.” (2011). Easy access - no stairs. This 2 bedroom villa was refurbished with all new... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed August 13, 2015
    We had a relaxing time and the kids had a blast. Nice place with access to the beach and a private pool. Restaurants and shops within walking distance and a quick drive to the...
    5 of 5 stars Reviewed June 14, 2015
    We stayed for 2 days after a 4 day cruise. The bungalow was very nice and clean. It was inviting and seemed like a home away from home. It seems like the owners do keep items left...
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    1 / 36
    5 of 5 stars (6) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Washer
    • Watersports Nearby
    • Dryer
    • Patio
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newly updated Siesta Key villa with a lovely heated community salt water pool and private access to the beautiful white sanded Crescent Beach! Crescent Beach on Siesta Key was awarded “Best Beach in the U.S.A.” (2011). Easy access - no stairs. This 2 bedroom villa was refurbished with all new... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed July 2, 2015
    Loved this place! The whole place is clean neat and well kept. The amenities are up to date and the rooms are very comfortable. The owner(s) are very helpful and great...
    5 of 5 stars Reviewed June 6, 2015
    It was perfect was nice and clean and walking distance to a private less crowded beach where we rented a kayak and stayed on the water all day. The water is so clear you can see...
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    $125
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    1 Bedroom, 1 Bathroom, Sleeps 3
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    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Watersports Nearby
    • Game Room
    • Air Conditioning
    • Staffed Property
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Great furnished Vacation Rental on Siesta Key, walk across the street to the #1 Beach in American. This condo is beautifully furnished and extremely well-maintained. It is kept Guest Ready year round. Just posted on FlipKey (June 2015) as Owner was living it and getting it ready for Guest... View all property information
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    Siesta Key, Florida 34242
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    1 / 14
    5 of 5 stars (14) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • DVD Player
    • Stereo System
    • Air Conditioning
    • Sauna
    • Satellite TV
    • Watersports Nearby
    • There Are Tennis...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newly furnished, newly renovated 2BR (one king size & 2 single beds) + convertible sofa bed, 2 Bathrooms 2nd floor condo (sleeps 4-6), and with all the amenities of a comfortable home. Located in White Sands Village with 7 acres of lush tropical surroundings, our air-conditioned condo offers two... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed May 30, 2015
    We enjoyed strolling over to Siesta Beach for the sunsets. This would be a perfect place for beach lovers. While simply furnished and equipped, the apartment was beyond...
    5 of 5 stars Reviewed February 4, 2015
    Had a great time, close to the beach, very clean condo in a quiet area. Plenty of restaurants and stores nearby.
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    1 / 16
    5 of 5 stars (20) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5
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    Amenities & Details
    • Patio
    • Grill
    • Washer
    • Air Conditioning
    • Stereo System
    • Dryer
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This lovely 2BD/1BA apartment is located just 1 mile from beautiful Siesta Key Beach. Siesta Key was rated the #1 Beach in the United States by Dr. Beach (2011) and the #2 Beach in the U.S. in the 2013 TripAdvisor Travelers Choice Awards. Siesta Key was listed in 2014 by Smarter Travel.com as... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed August 11, 2015
    My family and I stayed in this 2 bedroom, one bath apartment from 8/1 - 8/7/15 and from the moment we arrived, we fell in love with the place, the décor, the location and all of...
    5 of 5 stars Reviewed August 1, 2015
    This unit is exactly what's in the picture, nothing hidden! It's a quiet location, which is prefect! The patio/porch is private and relaxing with beautiful trees. The beds were...
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    1 / 29
    5 of 5 stars (34) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Stereo System
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Patio
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This bright, cheerful and newly redone condo is located on Siesta Key which is renowned for its powdery white sand beaches and gorgeous sunsets. We have our own private, gated access to Crescent Beach and a lovely, large, heated pool. Both the pool and the beach are just a 2 or 3 minute walk from... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed July 27, 2015
    This place was perfect! The beach was so close and the pool was so warm! We had a few days of rain, which everyone kept saying was so unusual for that area, but the place was...
    5 of 5 stars Reviewed July 8, 2015
    We thoroughly enjoyed our visit to Siesta Keys. We had heard about it from friends so we were excited about our trip. Sue was very accommodating and had everything in the condo...
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    1 / 25
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Satellite TV
    • Private Fishing...
    • Air Conditioning
    • Sauna
    • Water Views
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beach and water front on Gulf Of Mexico. A block from Siesta Key Village for lite and fine dinning, fun, shopping and nightlife. Two Master Suite King Bedrooms with Master Bath for each. Sauna, four Mexican tiled decks with panoramic views of the Gulf and beaches. Fishing Pier. Leather, stone... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed April 7, 2015
    This beautiful beach home had everything you needed to make your stay very enjoyable. Very clean,loved the beautiful view every morning.Enjoyed the shopping and the walks to the...
    5 of 5 stars Reviewed April 1, 2015
    The view was beautiful. We heard the ocean at night. Everything in the apartment was clean. There was a surprising amount of room and privacy for a 2 bedroom. It is also very...
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    1 / 14
    3.5 of 5 stars (4) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Internet Access
    • Waterfront
    • Private Fishing...
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    What a great location! walk to Siesta Key village or relax on your private Gulf Beach or fishing on the pier at Sandy Cove. This 2 bedroom 2 bath unit is a 2nd level condo with pool views from the balcony. Enjoy breakfast after a short walk at one of the villages' quite restaurants before... View all property information
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    Siesta Key, Florida 34242
    1 of 5 stars Reviewed April 8, 2015
    We stayed at this unit for 8 weeks. Had we not paid in advance I wouldn't stayed here 8 hours. The good points: None. Actually that's not totally true; the neighbors are...
    4 of 5 stars Reviewed August 21, 2014
    all people are going to take this one way or the other .we wasnt looking for a fancy place with wifi and all of that because u are on vacation . and its a time to enjoy . not stay...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • There Are Tennis...
    • Air Conditioning
    • Balcony
    • Grill
    • Wi-Fi
    • Ocean Views
    • Watersports Nearby
    • Elevator/Lift access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key - this 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach -- VOTED #1 BEST BEACH IN THE USA for 2011! This condo is nicely situated on the 2nd floor,... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $220
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other travelers have booked this property
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    • Waterfront
    • Housekeeping...
    • Wi-Fi
    • DVD Player
    • Watersports Nearby
    • Air Conditioning
    • Satellite TV
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    I have tried to make this apartment as comfortable as your own home only at the beach. This unit has two bedrooms and two baths. It can accommodate six people with a king bed and two double beds. There are plenty of closet and dresser space, a fully-equipped kitchen, color TV's, VCR and/or DVD and... View all property information
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    Siesta Key, Florida 34242
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    1 / 39
    4.5 of 5 stars (6) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (6) Make Inquiry
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    Amenities & Details
    • DVD Player
    • Elevator/Lift access
    • Air Conditioning
    • Water Views
    • Waterfront
    • Internet Access
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    -Accommodations: Condo, 2 Bedrooms + Convertible Bed, 2 Baths (Sleeps 4-6) -Expansive, panoramic gulf view from every room of this 7th (top) floor condo. -Crescent Arms is a quiet, beach front, high rise condominium building that is ideally located for maximum fun and relaxation. -Right on the... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed November 12, 2014
    What a breathtaking view to walk into when you step inside the condo! This place is just heavenly and we relaxed from the moment we stepped inside. It was perfect for our family...
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    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5
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    • Washer
    • DVD Player
    • Private Fishing...
    • Internet Access
    • Stereo System
    • Satellite TV
    • Air Conditioning
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    5 Minute walk to the whitest sand beach in the world! A stand alone villa on Siesta Key in the private community of Polynesian Gardens on the bay side of Midnight Pass Road. The Villa is designed for those who appreciate comfort and quality. Two bedrooms, with newly purchased hotel quality... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed July 30, 2015
    I just wanted to say that if it wasn't for the comfort of this place my family would have had a real bad week. It rained everyday but 1 and that is unusual . With that being said...
    5 of 5 stars Reviewed October 31, 2014
    This cottage is perfect for a beach vacation...with charming mid century decor, clean, open to breezes, roomy and very efficiently designed. The kitchen supplies and and linens...
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    1 / 46
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Air Conditioning
    • Private Fishing...
    • Water Views
    • Satellite TV
    • Staffed Property
    • Watersports Nearby
    • Waterfront
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    YOUR PRIVATE GETAWAY ON THE KEY ASK ABOUT OUR SUMMER SPECIALS!!!!!!!!! Does not include Weekends or Holidays!!! Looking to relax, Flip Flop Cottages is the place to be for a quaint and private vacation in Siesta Key, Florida. Come and stay at our serene environment and enjoy and visit all the... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed May 22, 2015
    Nice overall for what we needed-good location for beach hoppers like ourselves. Could get to Lido beach and turn around and go to Venice beach with still many beaches between...
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    $1,350
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    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Ping Pong Table
    • Housekeeping...
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Fabulous home on Siesta Key (Sarasota)( two weeks minimum stay ). Just 2 minutes drive to the beach & village. This home features 3 bedrooms and 2 baths with a large kitchen that opens to the family room. Great pool with southern exposure,and enclosed in a screen lanai for mosquito protection... View all property information
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    Siesta Key, Florida 34242
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    $180
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    1 / 14
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Water Views
    • Private Fishing...
    • Elevator/Lift access
    • Air Conditioning
    • Stereo System
    • Satellite TV
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    PLEASE BOOK THRU ME, CARRIE CAUDILL, FLORIDA, DO NOT SEND MONEY TO ANOTHER PERSON OR STATE. PLEASE CONTACT THE OWNER FOR PRICES AND DATE'S, DON'T GO BY FLIPKEY'S, CARRIE 941-587-4794 siestakeycarrie@gmail.com My ground floor rental is directly on the beach on the Gulf of Mexico, with... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed August 15, 2014
    My family and I stayed at Fishermans Cove unit 102 from August 1-13. We found the pictures and description of the condo online to be accurate. The condo included many amenities...
    5 of 5 stars Reviewed June 24, 2014
    My wife, grown son and I spent a week in this lovely condo directly on the beach on Siesta Key. The condo is a really nice 2 bedroom, 2 bath unit on the first floor so that you...
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    1 / 42
    5 of 5 stars (37) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Amenities & Details
    • DVD Player
    • Stereo System
    • Satellite TV
    • Elevator/Lift access
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    3 Bedroom, 2.5 Bath Beach Villa (Sleeps 8-10) What makes us different than other homes you may be considering: · The Beach - The home is located on the ocean side of Beach Rd., so you just walk out your door and through our private access path. It’s literally 230 feet to Siesta Key Beach.... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed August 6, 2015
    House was everything and more! Very comfortable and decorated beautifully. It was a great family vacation. We had 4 children under the age of 8 and there was plenty of room. Walk...
    5 of 5 stars Reviewed June 22, 2015
    We have rented vacation homes all over the country and this was by far our best experience yet. This is truly a home away from home. We were wanting for nothing. The beach gear...
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    1 / 28
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Private Fishing...
    • Air Conditioning
    • Ocean Views
    • Waterfront
    • Water Views
    • Wi-Fi
    • Pool Table
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Fisherman's Cove condo description Lovely 2 bedroom, beach front condo on the Gulf of Mexico with sunset views overlooking the gulf and sunrise views of the lagoon, expansive water views from every window. . Watch the sunset, the birds and ocean wild life swim by. Swim, snorkel, fish, surf or... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed August 6, 2014
    My Husband and I have stayed in this Condo several times. We come back year after year because it is a beautiful condo, clean, comfortable, and the location is perfect. It's...
    5 of 5 stars Reviewed August 1, 2014
    Working with the owner to arrange our week long stay was very easy! Check in a breeze! The unit was just as pictured and clean! The proximity to the Gulf unsurpassed......steps...
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    $610
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    2 Bedrooms, 2 Bathrooms, Sleeps 5
    other travelers have booked this property
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    • Sauna
    • Internet Access
    • Water Views
    • Satellite TV
    • Waterfront
    • Stereo System
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Harbor Towers Yacht and Racquet Club Unit 503 provides one of the best views in the building (fifth floor facing south/east). The glass enclosed Lanai with floor-to-ceiling sliding glass doors provides bright sunlight during the morning and afternoon with excellent views of the intercostal water... View all property information
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    Siesta Key, Florida 34242
    From
    $200
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Internet Access
    • Waterfront
    • Water Views
    • Air Conditioning
    • Private Fishing...
    • Private Outdoor...
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Location: Fisherman's Haven, 9150 Blind Pass Rd #203, Siesta Key, Florida South West, Florida, USA (Tampa Int'l Airport, Busch Gardens - 1 hr; Disney - 2 hrs). Accommodations: Condo, 2 Bedrooms + Convertible bed(s), 2 Baths (Sleeps 6) Approximatly 1700 total square feet. Island living in this... View all property information
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    Siesta Key, Florida 34242
    From
    $910
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
    other travelers have booked this property
    Overview Make Inquiry
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    • Watersports Nearby
    • Water Views
    • Satellite TV
    • Air Conditioning
    • Waterfront
    • Hot Tub
    • Private Fishing...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Condo has been remodelled with newly painted rooms, new flooring throughout. New king size tempurpedic bed in the master bedroom with duvet cover for your comfort with 3 pce bathroom. 2nd bedroom has 2 new single beds and can be combined together to make a king size bed. Again with soft duvet... View all property information
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    Siesta Key, Florida 34242
    From
    $1,400
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Private Fishing...
    • Housekeeping...
    • Sauna
    • Staffed Property
    • Air Conditioning
    • Wi-Fi
    • Watersports Nearby
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    beautifull, totally remodeled condo ,fully porcelain tiled, new cherry kitchen cabinets, stainless appliances, granite and lanai overlooks pool with small view of #1 beach in U.S. fully furnished with 3 TV, cable and internet and utilities included. Local area offers fun , swimming , fishing,... View all property information
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    Siesta Key, Florida 34242
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    4.5 of 5 stars (14) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • TV
    • There Are Tennis...
    • DVD Player
    • Ocean Views
    • Watersports Nearby
    • Wi-Fi
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    The condo benefits from its own private pool. The living room, master bedroom, and lanai (balcony) all have stunning ocean views. The lanai, with over $10,000 of new doors and windows, is furnished with a table and chairs to enable you to dine al fresco. There is also a comfortable couch to... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed July 31, 2015
    Loved our stay. Very comfortable beach getaway. Everything we needed was here. Great sunsets, beach, and pool. Saw two manatee, lots of pelican, and one turtle. The lanai...
    5 of 5 stars Reviewed July 29, 2015
    This condo was a great place for our family. The unit was clean and the owners we very easy to deal with when we were booking. The view was wonderful and we loved listing to the...
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    $1,031
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    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Private Fishing...
    • Satellite TV
    • Dryer
    • Washer
    • Stereo System
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Very spacious, air-conditioned 4 bed detached ranch-type Villa on Siesta Key Bayside. Sleeps 8, 1 King, 1 Queen, 2 Full and 2 twin beds. 1 month minimum Jan-March, 2 week minimum April -Dec. Maximum 3 cars . Large Heated Communal pool, Own Outdoor patio area with BBQ , Table, seating and sun... View all property information
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    Siesta Key, Florida FL34242
    5 of 5 stars Reviewed July 21, 2015
    We stayed two weeks here and had a wonderful time. The villa was very spacious with large bedrooms, eat-in kitchen and living rooms. Most impressive was how well equipped it was...
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    $8,500
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    4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    SIESTA KEY DREAM HOUSE!!!!!!!!!!!!!!!! Custom designed home. Open flow. Great for entertaining. Custom Kitchen with island. Eat-in area, granite & 2-tone wood cabinetry. Separate living, dining, family/ great rooms plus 4 bedrooms and 4 1/2 baths. 2 master suites. Heated pool with waterfall -... View all property information
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    Siesta Key, Florida 34242
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    $3,500
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    1 / 16
    5 of 5 stars (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Watersports Nearby
    • DVD Player
    • Water Park Nearby
    • Satellite TV
    • Hot Tub
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Cortez Cottage is located within five minutes easy walk of Siesta Key beach, always rated in the top beaches in USA and world, powdery white sand and gorgeous Gulf of Mexico gentle waves and stunning sunsets. The cottage is just a couple of minutes walk from the heart of Siesta Village, with... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed June 3, 2014
    Couldn't have asked for a better place to stay. Having never been to Siesta before, I initially wasn't sure where the location was, in comparison to the beach and commercial...
    4 of 5 stars Reviewed June 24, 2013
    we stayed here with my whole family in May 2013. The place is great, close to everything e very clean. I have a newborn, so it was great to go home earlier when the sun was too...
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    $672
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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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    • Boat Available
    • Internet Access
    • Air Conditioning
    • Washer
    • Water Views
    • Waterfront
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Luxurious Tommy Bahama appointed condo with hardwood floors on the Bay with a gulf view from the front, within a very short walk to the beach. Sits next door to a Marina with boats, jet skis and more. View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed January 28, 2014
    This condo provides everything a family needs for a delightful vacation. The kitchen, bathrooms and bedrooms are as fully equipped as those of a regular home; the lanai and the...
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    $650
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    1 / 10
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4
    other travelers have booked this property
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    • Washer
    • Patio
    • Stereo System
    • Satellite TV
    • Air Conditioning
    • Dryer
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Delightful beach bungalow at Ebb Tide , only 2 minute walk to pool and powder white sand of Crescent beach, right across the street from restaurants,shops, bike and boat rentals, marina, 7 Eleven, and more. This darling tropical villa had everything you need for a great vacation. No one above you... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed September 30, 2014
    Was an excellent experience renting this villa. The beach is divine, it's a very friendly community, everything you need is close by. The villa owner was exceptional to...
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    $233
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    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Amenities & Details
    • Ocean Views
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Water Views
    • Stereo System
    • DVD Player
    • Elevator/Lift access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This vacation rental offers a full view of Siesta Key Beach/ The Gulf upon entry; relax and enjoy from your lanai or master bedroom. The property has been newly transformed to accommodate our guests best welcome to Siesta. From the comfort of the home décor to your fully stocked kitchen: cookware,... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed March 5, 2015
    What an awesome condo. Unit was furnished beautifully and very up to date. Couldn't have has asked for more. Location was great. Great views of the ocean and less than 20 minute...
    5 of 5 stars Reviewed March 3, 2015
    My 92-yr. old mother and myself stayed at this "Calm at Siesta" condo. Couldn't have stayed at a better place. As for Mom who uses a walker, everything was convenient for her in...
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    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Wi-Fi
    • Watersports Nearby
    • Children's Pool
    • Sauna
    • Air Conditioning
    • Ocean Views
    • Game Room
    • Private Fishing...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Harbour Towers is perfect for people that like the feeling of a grand hotel. You can play tennis on our Har-Tru tennis courts, swim in the sky blue water of Siesta Beach or relax inside at the heated swimming pools. You can jet ski or snorkel at Point of Rock. You can fish off the docks at our... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed January 9, 2015
    We traveled to Siesta Key in a group of 4 and decided to stay here for the week. Although the booking process took a while and required a lot of back and forth messaging with the...
    5 of 5 stars Reviewed June 10, 2013
    My husband and our two teenage boys stayed here for spring break in March. The location of the resort was great. You can walk to the beach or just relax at the beautiful...
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    $2,400
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    1 Bedroom, 1 Bathroom, Sleeps 2
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    Amenities & Details
    • Water Views
    • Stereo System
    • Washer
    • Internet Access
    • Satellite TV
    • Waterfront
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Lovely top floor tropical condo sits directly on beautiful Sarasota bay. breathtaking views and breezes from the top floor balcony. Gulf views from the kitchen window. just steps to beautiful turtle beach. Condo has been recently updated and decorated. Has one of the best and largest lap pool on... View all property information
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    Location Information
    Siesta Key, Florida 34275
    From
    $525
    / Week
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    1 Bedroom, 1 Bathroom, Sleeps 4
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    Amenities & Details
    • Private Fishing...
    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Shared Tennis Court
    • Internet Access
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Spacious 1 bedroom, 1 bathroom, turn key furnished condo at Harbor Towers on Siesta Key. The unit has been totally remodeled, kitchen with granite counter tops, new cabinets, new lighting and stainless steel appliances. Bathroom has new shower and granite counter tops. Ceramic tile flooring... View all property information
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    Siesta Key, Florida 34242
    From
    $4,000
    / Month
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Ocean Views
    • Pool Table
    • Watersports Nearby
    • Game Room
    • Air Conditioning
    • Waterfront
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautifully redone Siesta Key Beachfront Condo. King Bed in Master Bedroom and 2 full size beds in guest room. Living room has a leather queen sleeper sofa (with comfy foam mattress) and 3 recliners for for relaxation. If the view of the tropical paradise out your window isn't enough there are 4... View all property information
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    Siesta Key, Florida 34242
    From
    $1,470
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    1 / 17
    5 of 5 stars (39) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (39) Make Inquiry
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    Amenities & Details
    • Shared Tennis Court
    • Wi-Fi
    • Hot Tub
    • Water Views
    • Satellite TV
    • Air Conditioning
    • Waterfront
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Find your vacation getaway on the island paradise of Siesta Key, Florida! SIESTA KEY BEACH HAS BEEN RATED THE #1 BEACH IN AMERICA BOTH BY TRIP ADVISOR (2015) AND DR. BEACH in 2011. Our condo is located on this beautiful beach, known as 'The World's Finest, Whitest Sand'. A tropical vacation... View all property information
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    Location Information
    Siesta Key, Florida 34232
    5 of 5 stars Reviewed June 8, 2015
    Just came back from a week in Siesta Key with my husband and two children both 21. We had the most amazing time. The place was perfect. Super clean, comfortable beds, kitchen...
    5 of 5 stars Reviewed April 28, 2015
    Lovely and peaceful! Wonderful week. Great place for families. Thanks to the wonderful owner Jeanne!💛 We will be back next year!
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    $840
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    1 / 9
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Amenities & Details
    • Refrigerator
    • Elevator/Lift access
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Stove
    • Shared Outdoor Pool...
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Fabulous 2 bedroom/2 bath located in one of Siesta Key's finest Gulf to Bay complexes. This beautifully appointed unit epitomizes Island elegance with its hand-scraped dark hickory wood floors, plantation shutters and French doors enclosing the brick-paved lanai. The newly renovated kitchen... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed May 5, 2015
    Bay Tree is a lovely condo complex. It is well taken care and a convenient location to everything. What a great time we had staying at Bay Tree and the condo of Ellen & Wesley...
    5 of 5 stars Reviewed March 19, 2015
    We stayed here from Feb 13 - Mar 15 and enjoyed it so much. The furnishing are so nice the beds are comfortable and you will find everything you need just like at home. All you...
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    5 of 5 stars (29) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5
    other travelers have booked this property
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    Amenities & Details
    • Private Fishing...
    • Pool Table
    • Shared Tennis Court
    • Game Room
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Siesta Key, Sarasota upscale vacation rental unit with a direct view of the intercoastal water. Lush, tropical landscaping in well maintained Bay Oaks.Breathtaking view of the intercoastal with fully appointed fishing dock. Across the street from the beach and there are no beach charges on Siesta... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed May 12, 2015
    We have stayed at this place two times already and looking forward to staying there again. The apartment is very clean ,its equipped in everything necessary to make a wonderful...
    5 of 5 stars Reviewed January 3, 2015
    This was our first visit to Siesta Key and we went over Christmas week. We were very lucky to find this condo gem which is perfectly located, well equipped and beautifully...
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    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Washer
    • Water Views
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Dryer
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    3 beds on Beach Rd. with some Gulf view. This remodeled townhouse is a one of a kind property. Three bedroom with king, queen, 2double beds and living room sleeper sofa. This is a step out to the sand property just north of Siesta Key Beach. Walk to Siesta Village. Views of the Gulf from almost... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed April 7, 2014
    There were 6 of us who stayed in this house. We went for a week March 22-29, 2014. The house is perfect. There are only 2 bedrooms, but there is an office that has a pull-out...
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    $138
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    5 of 5 stars (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6
    Overview Reviews (4) Make Inquiry
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    Amenities & Details
    • Watersports Nearby
    • Air Conditioning
    • DVD Player
    • Game Room
    • Wi-Fi
    • Pool Table
    • Satellite TV
    • Staffed Property
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Dr. Beach voted Crescent Beach of Siesta Key the #1 beach in America! Our private villa is 2 bedroom and 1 1/2 bath on the GULFSIDE of the key. It is located between the pool and the sugary, white sands of Crescent Beach. The complex has a club room with WiFi, a pool table, ping pong, and an... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed April 3, 2015
    The villa was nice and very clean. The owner is a great guy and very helpful. The beach is amazing and is a very short walk away. My family would love to come back for another...
    5 of 5 stars Reviewed January 30, 2015
    Our condo at Crescent Royale was fabulous! Rented unit 101. This was the 4th visit to Siesta Key and the first to Crescent Royale, and by far, the nicest rental. Clean, well...
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    $800
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    5 of 5 stars (14) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    other travelers have booked this property
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    Amenities & Details
    • Satellite TV
    • Waterfront
    • Game Room
    • Pool Table
    • Air Conditioning
    • Private Fishing...
    • Shared Tennis Court
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Siesta Key, Sarasota upscale vacation rental unit with a direct view of the inter-coastal water. Lush, tropical landscaping in well maintained Bay Oaks. Breathtaking view of the inter-coastal with fully appointed fishing dock. Across the street from the beach and there are no beach charges on... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed July 5, 2015
    The place was amazing and even better than imagined. It was equipped with amazing leather couches to relax, full laundry service, an amazing shower, and a great kitchen with all...
    5 of 5 stars Reviewed June 30, 2015
    We absolutely loved this place - it feels like your home as soon as you arrive , and has the most wonderful setting , looking out to the trees and jetty . The setting is ideal for...
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    $185
    / Night
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    1 / 1
    Studio, 1 Bathroom, Sleeps 2
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Internet Access
    • Washer
    • Satellite TV
    • DVD Player
    • Dryer
    • Waterfront
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newly remodeled -Queen Murphy Bed -Convenience Kitchen -Laundry Facilities on site -Patio / Grill -VCR/DVD -WiFi -Microwave NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do NOT always keep this calendar current. Thanks. Visit our site to see more photos and descriptions:... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $115
    / Night
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    1 / 16
    4 of 5 stars (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Reviews (2) Make Inquiry
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    • Washer
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Dryer
    • Stove
    • Patio
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This one bedroom and one bathroom beach bungalow is located 150 yards away from the beach. You can walk to restaurants, shops and a great pool area. Queen bed and a sleeper sofa make it possible to sleep four. Enjoy your morning coffee on your private screened porch or while you walk on the beach.... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $82
    / Night
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    1 / 22
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (5) Make Inquiry
    Overview Reviews (5)
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Sauna
    • Water Views
    • Stereo System
    • DVD Player
    • Internet Access
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Ground level 2BR/2BA condo, located across from Siesta Key Beach. rated #1 beach in the U.S.A., in 2011. This unit is located on 7 Acres of beautiful landscaped grounds, including a boat cove. There is a large pool heated year around on site, with a nice patio area and gas grill. The beach is... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed September 1, 2014
    Great place, very clean, cozy, very organized, safety very nice pool great location across from the best beach .
    5 of 5 stars Reviewed June 30, 2013
    From the beginning when I booked the property to the end when we left everything about this experience was phenomenal. The property owner e-mailed me and we spoke on the phone...
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    From
    $840
    / Week
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    1 / 16
    5 of 5 stars (8) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Reviews (8) Make Inquiry
    Overview Reviews (8)
    Amenities & Details
    • Waterfront
    • Water Views
    • Ping Pong Table
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Deck
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy a most relaxing beach vacation in our beautiful one bedroom condo -- directly across the street from world famous Siesta Beach (rated the #1 beach in the US) -- where you will find the whitest sand in the world . When you're not on the beach, you might want to visit the condo's large,... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed September 29, 2014
    Perfect location you can walk to the beach or into the village. Very clean with all the amenities. Very friendly and helpful management staff. The condo was very spacious and...
    5 of 5 stars Reviewed July 28, 2014
    My husband and I stayed here last summer and found it to be a wonderful place for a couple. It is nicely furnished and really includes about anything you could need (beach...
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    From
    $114
    / Night
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    1 / 12
    5 of 5 stars (9) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Reviews (9) Make Inquiry
    Overview Reviews (9)
    Amenities & Details
    • Staffed Property
    • Air Conditioning
    • Waterfront
    • Internet Access
    • Stereo System
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    SPECIAL RATES FOR OPEN DATES: 8/1-8/14 ($500 + FEES AND TAX 6 NIGHTS) AND 9/6-10/3 ($588 + FEES AND TAX FOR 7 NIGHTS) Enjoy watching the beautiful sunsets every night from your own private lanai/patio in this non-smoking, one bedroom and one bathroom condo. Located at Siesta Beach with Siesta Keys... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed November 10, 2014
    Condo is very nice and directly across the road from the beach. The owner, Dick Nelson, was extremely responsive to any needs (e.g. replacement of beach umbrella and broken beach...
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    From
    $2,950
    / Month
    View Details
    1 / 18
    2 Bedrooms, 1 Bathroom, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Internet Access
    • Shared Tennis Court
    • Private Fishing...
    • Hot Tub
    • Air Conditioning
    • Water Views
    • Waterfront
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Island Reef is a magnificent condo facility located towards the southern end of Siesta Key. This top floor unit offers captivating views of the Gulf of Mexico, nearly 1450sqFt of living space, two bedrooms and two bathrooms. The master bedroom has a king size bed, access to the balcony, and great... View all property information
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    Location Information
    Siesta Key, Florida 34242