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Cheap Siesta Key Holiday Homes

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    Travellers to Siesta Key are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    134 Matching Rentals in Siesta KeyView all 539 rentals
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    Midnight Cove #532 in Siesta Key, FL- Sun, Sand & Save1 / 24
    (39)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Walk to the beach from this adorable condo. Beachside. Perfect location.1 / 12
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Midnight Cove #714 in Siesta Key, FL- Sun, Sand & Save1 / 24
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Siesta Breakers #603 in Siesta Key, FL- Sun, Sand & *Save*1 / 24
    (27)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Air Conditioning
    • Porch
    • Ocean Views
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 February 2019
    This Siesta Breakers condo was exactly as promised. Vic was very efficient and extremely thorough in sending all the information and access. He was easily accessible by phone if...
    Reviewed 7 July 2018
    Very nice condominium. Very clean, comfortable and spacious. Great location. I would like to rent there every year. I really love it. I used to visit Sarasota every year for...
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    About this property
    Direct-with-Owner 'All-In Price' Discounted Rental Rates from $998 to $2,070 /Wk (variable season rates & 12% tax not included) & SAVINGS from $250 to $754 /Wk (variable season savings) Visit the Siesta Breakers #603 web-site to view 90 Exterior Photos, 35 Interior Photos & 105 Guest Reviews-...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Remodeled 2br 2ba with private patio, beautiful water views, walk to #1 beach1 / 135
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • Patio
    • Sauna
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 June 2019
    Loved the place! Loved the beach. It was just perfect for our family. Was worth every penny! Would love to go back.
    Reviewed 21 January 2019
    Perfect location. Walking distance to the beach and short drive to downtown Siesta Keys (there is also a trolly but I didn't get a chance to use it). Having access from the...
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    About this property
    This is a large, bright and clean 2 bedroom and 2 bath first floor Condo. Being first floor gives you extra entrance through patio or lobby. Also one of the few condos with a private patio with new furniture to enjoy the beautiful weather and view. Condo clean and bright and beautifully decorated....
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day including a choice of a free, bike rental, free kayak rental, or free dolphin fun cruise! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Patio
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day including a choice of a free, bike rental, free kayak rental, or free dolphin fun cruise! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Siesta Key, Heated pool, Gulf and Bay, Cute Siesta Key Condo, Gated1 / 24
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Housekeeping Included
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 March 2019
    Condo was well stocked the location was perfect and the tenants around us were very friendly Nice pool Would stay again Thank you!!
    Reviewed 10 April 2018
    The Sea Club condo was fabulous!! The location, being on the inner coastal, watching the boats every day and night go by, was perfect. Loved to watch the others fishing off...
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    About this property
    Our condo has just been remodeled with granite counter tops, stainless steel appliances, dishwasher, cabinets, new tile, new bathroom, and new furniture. It is a second floor unit. We have included all the essentials for a family that likes to have the flexibility to make meals at 'home' or...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Charming Siesta Key Condo, Walk to Beach, Pool1 / 30
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
    • Wi-Fi
    • Parking
    • Sauna
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 March 2019
    Perfect location to Siesta Key Beach and many great restaurants. Very quiet Condo location and close to Inlet if you want to fish or park your boat. Also, washer and Dryer are...
    Reviewed 28 February 2019
    Could not ask for a better location! A few steps to the beach. Th e beach has a Playground for the kids. We stayed with our daughter when she was 3 and 4 years old. Great...
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    About this property
    Spacious Condo on Siesta Key with 2 Queen Beds is beautifully furnished, all new, and super clean! WALK RIGHT OVER TO THE #1 BEACH IN AMERICA, you do not need a car on this vacation stay. And if you want to see the rest of Siesta Key you can take the free shuttles, and the new Siesta Key Trolley...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Quiet and Comfortable Condo Near Turtle Beach1 / 42
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 March 2018
    We really enjoyed our stay at Dana Z's condo. It was close to all the amenities on Siesta Key. The condo was quiet and peaceful. The water front gave us many enjoyable evenings...
    Reviewed 21 February 2018
    Great place, but needs some attention to the bed in master bedroom also a updated tv in the living room. I would recommend this place for older adults.
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    About this property
    Cozy Cove is a small condominium complex of six total units, located on the south end of Siesta Key in Sarasota, Florida. The complex sits on the Gulf side of the Key along Blind Pass. The complex itself is on the inlet with a dock at the back of the property where you will often see fish jump and...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    $99/night August only! 3 min drive/15 min walk to Siesta Key! Super Clean!1 / 32
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2019
    Had a wonderful stay at this hidden gem. The location is off the main stream but is within walking distance of shopping and the beach. Sue thinks of everything you could...
    Reviewed 16 April 2019
    This was a really clean cute place… We appreciated the extra little nice cities in the kitchen to make her stay seamless. Sue was very kind. It was a clean and quiet place close...
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    About this property
    All newly done! New flooring (Nov 2018) since these photos. New bathroom tiles and floors. This spacious, 2 bedroom/2 bath has everything you need for a relaxing and fun vacation in Sarasota, just minutes to Siesta Key. Relax in comfort with all the amenities: - Fully equipped Kitchen with all...
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    Location Information
    Siesta Key, Florida 34231
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Siesta Key 2 BR, 2 1/2 Bath - *Across From Beach - Pool-view* - Newly Renovated1 / 48
    (4)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Washer
    • Secure Parking
    • Patio
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 August 2018
    We love this place so much! Every time we begin to think of vacation time ,we always want to come back here ! Its clean affordable and over all well kept. Its become our home...
    Reviewed 28 October 2017
    Lovely condo - great for a Ladies' Weekend Away! Very spacious and clean. It was easy to get to town and the beach using the Frog Hopper FREE taxi service! Washer and dryer was...
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    About this property
    Steps to Siesta Beach and a Gorgeous Condo, Bring the Entire Family! #1 Beach in the US (2017) : Siesta Key is the United States #1 Beach Boasting Miles of Powder White Sand and a Charming Village loaded Shopping, Dining and Ice Cream :) Our 2 bedroom 2.5 bath unit has everything you need for...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 7
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    Walk to the #1 beach! Beachside condo Island Time Rentals on beautiful SiestaKey1 / 19
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Private Garden
    • Washer
    • Wi-Fi
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 March 2019
    We enjoy our stay at Island Time, it is a clean, updated adorable apartment close to restaurant and shops. The area is close to the trolley stop, we only had to use our car if...
    Reviewed 17 July 2018
    This unit is amazing! There’s enough room for a family to stay comfortably and without worries if they forgot something. The unit has everything you need while on vacation! The...
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    About this property
    Adorable, quiet, and clean home away from home on the South end of Siesta Key. Only a short five minute walk to Crescent beach near the Point of Rocks, a popular diving and shelling area on the southern end of Siesta Key. The bedroom has a comfy king sized bed, nightstands, with a flat screened...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Siesta Key Ebb Tide #8  1Bdr with 2 Baths1 / 19
    (35)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Patio
    • Wi-Fi
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 April 2019
    Enjoyed my stay around the eclectic decorations. It was a wonderful visit. Great weather and perfect location close to the beach. Thanks so much.
    Reviewed 23 April 2019
    Melinda, the owner, was very thorough in thinking about everything that a vacationer might want: beach chairs, umbrella, Tommy Bahama cart, etc. Location is perfect! Grocery...
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    About this property
    My home is your home! 1 Bdr with (2) full baths! PRIVATE 2ND floor END unit! No one walking past door !! QUEEN SEALY in Bdrm and QUEEN SLEEPER in living room. LEATHER RECLINERS that lay----sooo---flat you will wake up in often!! Very roomy even when sleeper is in use. 2 HDTV's - 32'...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Grand accomdation on USA #1 Beach  - Siesta Key Fl1 / 38
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Sauna
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    • Children's Pool
    • Washer
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 November 2018
    Location is awesome. Enjoyed sitting on the intercoastal as well as being close to the beautiful beaches. The view from the condo is outstanding. We really enjoyed all our meals...
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    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...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Beach access, heated pool, boat dock, and MORE1 / 29
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Patio
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    • Grill
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 October 2018
    We thoroughly enjoyed our visit to siesta key this conveniently located two bedroom unit only moments from the glistening sands and sunsets made our stay most memorable… The...
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    About this property
    Siesta Key has grown in popularity over recent years due to its beautiful miles of pure white quartz sand beaches, vibrant nightlife, artistic culture, and plethora of things to do on and off the emerald waters. This property sits centrally on the island, just minutes form Siesta Key Village and...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Updated unit with beach and pool access1 / 54
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 October 2016
    Pros; Great location, super quiet-depending on situation of who's above you, very clean, 7-eleven and some great Restaurants walking distance from the Beach house. Also my wife...
    Reviewed 28 December 2015
    The best part of this rental was the location! It is less than a 5 min walk from the beach access and wasn't too far to be able to easily carry our beach gear to the beach. The...
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    About this property
    Walk the soft sandy shores of Siesta Key beach from this 1 bedroom1 bath vacation rental on Siesta Key. The unit offers an open floor plan with full kitchen, dining area, and living room with flat screen TV. Through the large sliding doors you can sit out and enjoy the pool area on the screen...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Luxurious 2 BR Condo - Short Walk to Siesta Beach1 / 21
    (18)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Cable/satellite TV
    • Sauna
    • DVD Player
    • Wi-Fi
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 April 2017
    We stayed at the apartment for 2 weeks during Easter holidays with our 2 girls (aged 1 and 4). We had a lovely holiday. We felt there was some positives and negatives with the...
    Reviewed 1 February 2017
    Everything about this condo was fantastic! The beautiful two bedroom/ two bathroom, spacious, quiet, the large swimming pool and two gas grills which we used often, we will...
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    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...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gulf Beach, Pool  And Walk To Siesta Key Village1 / 36
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Internet Access
    • Grill
    • DVD Player
    • Waterfront
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 July 2017
    I could not believe how close this is to everything we wanted to do! It was quiet and serene! Sunsets were amazing, just around the corner and short walk to a cute little beach...
    Reviewed 22 August 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...
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    About this property
    What a great location! walk to Siesta Key village or relax on your small 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...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful, Affordable Close to famous Siesta Beach1 / 18
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Air Conditioning
    • Washer
    • DVD Player
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 April 2019
    Siesta Beach deserves its Slogan - "No. 1 USA Beach" -- the white quartz sand is beautiful, sunsets marvelous, draws from across America. Bay Oaks two-bedroom unit...
    Reviewed 31 January 2019
    The condo is well maintained, and looks almost new. New appliances.great beds. The condo is near enough to shopping to make it easy to drop in to Publix for a forgotten item...
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    About this property
    2 bedroom, 2 bathroom on 4th floor, lovely view... Enjoy the best that beautiful Bay Oaks has to offer. This 4th floor corner condo has been remodeled. With 1101 square feet, this 2BR/2BA condo has a living room, dining room, kitchen and screened lanai where you can enjoy morning coffee or evening...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day including a choice of a free, bike rental, free kayak rental, or free dolphin fun cruise! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located south Siesta Key with no busy streets to cross, it’s a leisurely stroll to the Gulf of Mexico and to Point of Rocks, the best snorkeling beach on the Key. There are many restaurants, lots of shopping, bike rentals, ice cream shops, beach equipment, etc., in a very beachy atmosphere. It’s...
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    Location Information
    Siesta Key, Florida 34242
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Lovely Siesta Key & Sarasota 3 bedroom home - Less than 3 miles to Siesta Key1 / 23
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Private Garden
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2018
    There couldn't be a better house or location to stay at! It's only a short 10 minute drive from Turtle Beach and Siesta Key Beach and dead in the middle of everything that you'd...
    Reviewed 6 July 2017
    Perfect location for SIESTA KEY and THE Greater SARASOTA area. Shopping Centers, Restaurants , and The Beach are nearby. The Home is Great and Modern . Perfect for Families...
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    About this property
    From the beautifully landscaped front yard with the unique Rainbow Eucalyptus Tree to the spacious living areas, and the fantastic layout. As you enter this home, you will be impressed with the lovely touches this home has. It is tastefully updated, with recently installed new laminate floors, new...
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    Location Information
    Siesta Key, Florida 34231
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Walk to beach  Luxury 1 king Bedroom  Villa #4  Siesta Key Pool AUG 16TH1 / 12
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Reviewed 3 weeks ago
    Great little place #4 Nice and clean great farmhouse beach decor. Highly recommended wil be back.....
    Reviewed 1 April 2019
    My wife and I have been coming to Siesta Key for the last 4 or 5 years. I've stayed on the Key in the past but, she never had. The location was perfect for everything. You're...
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    About this property
    Luxury King 1 bedroom condo King Size - Double pillow top bed Ground floor Air conditioning Daily, Weekly, Monthly rates. Everything new 2017 Kitchen Coffee maker Toaster Microwave Stainless Steel fridge with ice maker 21 Years and over Heated swimming pool Free parking Free...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Island Time Rentals on Siesta Key. Walk to the beach, tiki bar, dinner.1 / 12
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Reviewed 17 July 2018
    This is by far one of our most favorite places to stay! The unit is up to date and contains everything you need for a great stay! We always look forward to staying here when we...
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    About this property
    You'll feel at home in this adorable, cozy condo by the beach. Quiet and private unit with a cute little screened patio off of the living area. Most importantly we’re walking distance to the beach. Crescent grocery is nearby, Siesta liquor store (and they deliver). City Pizza. So many things to...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day including a choice of a free, bike rental, free kayak rental, or free dolphin fun cruise! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    Beautifully Updated Condo Across from Famous #1 Rated Siesta Key Public Beach!! New listing with peek-a-boo views of the water. This condo is on the top floor with views of beautiful mature palm trees, the swimming pool and partial views of the Gulf of Mexico! Located across the street from...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Just renovated with fresh paint, stainless appliances, new furniture, etc. Sea Club II was featured on HGTV Beachfront Bargain Hunt! Beautiful, second floor condo in gated complex. Free parking, set among Banyan, Oaks and Palms on almost 4 acres. Heated Pool, Boat basin, Dock. Stainless...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    • Shared Outdoor Pool (Unheated)
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW APT from a 5 STAR HOST w/70 reviews . Less than a mile to the crystal white sands of Siesta Key - an easy walk over the bridge. This awesome surf themed private apartment has a super cozy bed with a patio off your bedroom. it is fully equipped- just bring your bathing suit. Outside you will...
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    Siesta Key, Florida 34231
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    NEW EVERYTHING Luxury King Villa #2  July 2nd 3 NIGHTS  Walk to the beach Pool1 / 13
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    Everything is new in our 1 bedroom condo. Inside and out King size double pillow top bed Kitchen, Coffee maker, Microwave, Toaster. 55 inch HDtv in lounge 50 inch HDtv in bedroom New heated swimmimng pool Free internet Free parking A short walk to Siesta Key beach 2 night Minimum retals
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    • Air Conditioning
    • Terrace
    • Shared Outdoor Pool (Unheated)
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day including a choice of a free, bike rental, free kayak rental, or free dolphin fun cruise! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    NEW EVERYTHING  Luxury 1 Bedroom King 3 Villa Pool  Walk beach1 / 13
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Reviewed 16 January 2018
    It was very nice on a quiet street only a few minute walk from crescent beach. It's an older building, although they have refreshed it with all new interiors and furnishings...
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    About this property
    A Luxury 1 bedroom ground floor condo King size double pillow top bed 55 Inch HDtv in living room 50 Inch HDtv in bedroom Kitchen, Microwave, Coffee maker, Toaster. Stainless Steel fridge with ice maker. Adults only 21 years and up Heated swimming pool. Free internet (high speed WIFI) Free parking...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Siesta Beach Zen Den1 / 23
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 23 March 2019
    Loved the location of The Zen Den! Close to shops, grocery, restaurants and beaches. Kimberly was wonderful. She's very accommodating and allowed us to check in 2 hours early.
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    About this property
    You are just 1 mile to the white quartz sands of the #1 Beach while you enjoy the peace and quiet of the neighborhood in your beautiful private apartment. The space is fully equipped- just bring your bathing suit. You will sleep well in your awesome comfy queen bed and you have a pull out sofa in...
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    Siesta Key, Florida 34231
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Waterfront
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    • Children's Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Siesta Sunsets Treat yourself to an exquisite getaway at this Sarasota condo, part of the high-end Harbor Towers Yacht & Racquet Club. Boasting a variety of upscale community amenities - including three lighted Har-Tru tennis courts, an on-site fitness center, a pool and hot tub, and an unbeatable...
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    Siesta Key, Florida 34239
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Beach Way - 115 You'll be right across the street from Siesta Key Beach at this lovely coastal condo, which offers everything you'll need for a memorable Florida getaway! Boasting a covered, furnished lanai, updated comfortable furnishings, and shared access to a community pool, this condo is...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peppertree Perfection *Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. This second-floor condo offers privacy, seclusion, a view of the bay, and a host of other great amenities. You will enjoy...
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    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Siesta Key - #1 Beach in USA1 / 20
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Ocean Views
    • Wi-Fi
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    • Children's Pool
    • DVD Player
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 June 2019
    This was a great vacation rental for us (A family of 4 with 2 small children). The rental came with everything we needed for the beach...umbrella, beach towels, cart, even some...
    Reviewed 1 August 2017
    This was our third year staying this property! We love it. Everything from the condo, the pool, the waterway and people are great. Sue is great to deal with and very...
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    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...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Closest to Siesta Beach! Gorgeous One Bedroom Condo on the Best Beach in the US!1 / 17
    (17)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 June 2019
    Marcie’s condo at La Siesta is just wonderful. We spent a week in her beautifully decorated space and enjoyed all the facilities. There is no place nearer to the fabulous beach...
    Reviewed 15 June 2019
    My husband and I can't wait to book this condo again - it was perfect for us! This especially well maintained, lovely unit is also in the best location on Siesta Key. It's not...
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    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,...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    WE LIKE BLUE, SIESTA BLUE! 2 BED BAYSIDE CONDO ON SIESTA KEY1 / 43
    (33)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 March 2019
    Unit was clean and had all the supplies needed for a week stay. Walk to the beach or take the trolley. The pool was close to the unit and had plenty of chairs/lounges. We...
    Reviewed 12 March 2019
    Convenient location on Siesta Key. On the intracoastal with beautiful grounds and a fishing dock. The pool is great! The beach is not far. The condo unit is well-equipped...
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    About this property
    Siesta Key, Sarasota upscale vacation rental unit within a few steps of the water or a gorgeous pool. Lush, tropical landscaping in well maintained Bay Oaks. Breathtaking views of the intercoastal with fully appointed fishing dock. Accross the street from the beach and there are no beach charges...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Our Tropical Island Home1 / 14
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Heated)
    • Balcony
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 July 2018
    This makes our second time staying here. Everything has been perfect! Great location to beach and kayaking launch. Nice pool to relax in at end of the day. Beach chairs...
    Reviewed 22 July 2016
    We stayed for three weeks in this beautiful house. Great location between Siesta Key Beach and mainland. Also calm neighbourhood, clean house, fully equipped kitchen that had...
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    About this property
    This wonderfully updated island vacation home has a spacious floor plan. There are tropical views from every window. The beautiful, heated private pool includes a spa and a waterfall. You can open the large patio doors to the screened in lanai that overlooks the pool and bring in the sound of...
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    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Just Minutes from the White Sandy Siesta Beach1 / 28
    (6)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Patio
    • Shared Outdoor Pool (Unheated)
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    • Grill
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 February 2019
    Had stayed in Shorewalk in Bradenton the month before which was excellent so I had to rate this condo as only "average". One problem is Beya has several units and you...
    Reviewed 4 December 2017
    Condo has plenty of dishes, towels and wash rags. You will need laundry soap and toilet paper. Bed is very comfortable, Nice TV's and furniture to set in. It is not luxury but...
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    About this property
    Situated a SHORT 5 min DRIVE from the cool emerald waters of SIESTA KEY BEACH, Nr.1. Beach in the USA. This tropical resort community of Sienna Park is a relaxing oasis under the warm skies of the Gulf Coast. My condos are good for couples, solo adventurers, business travelers, families (with...
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    Siesta Key, Florida 34231
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    WHAT A VIEW !! 2 BED BAYSIDE CONDO ON SIESTA KEY1 / 45
    (20)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Porch
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 July 2019
    The condo met all our needs. It was clean, the beds were very comfortable, the reclining chairs in the tastely decorated living was very relaxing, and the view of the bay was...
    Reviewed 13 May 2019
    Lovely apartment overlooking the bay. Spacious, clean and has everything you need for any length holiday. A real home from home. If you keep the bedroom door open you can even...
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    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...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Grand White Sands 303 - Walk to beach and village1 / 17
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 February 2017
    Enjoyed our stay in this unit , big screen tv was the best. Short walk to the beach, the dog loved it. Everybody in the complex was very friendly and helpful.
    Reviewed 6 January 2016
    Close to all the excellent facilities of Siesta Key and within a comfortable walking distance of the magnificent Siesta beach, Grand White Sands 303 was the ideal place to...
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    About this property
    Please also visit siestakey-whitesands with the usual US ending. There you'll find lots of usedul information on the condo and a travel guide.White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek.Highlights of White...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    NEW EVERYTHING  Luxury King  villa #1 Siesta Key  Heated Pool  Walk to beach1 / 7
    (1)Terrible
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Villa 1 is an end villa You can park outside in front Feels private Nice and bright Everything is new after a full property remodel 2017 An open living room withe the kitchen and dinning area 55 inch HDTV Full size stainless steel fridge Microwave,Coffee maker and toaster 2 burner cook top Granite...
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    Siesta Key, Florida 34242
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Chinaberry 942 at Midnight Cove Siesta Key, FL.1 / 20
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Internet Access
    • Waterfront
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 June 2017
    This was our third time staying at Midnight Cove but first time in Chinaberry 942. We wanted a place with a view of the Bay and this condo definitely had a great view. The condo...
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    About this property
    WHAT A VIEW! Very updated, tastefully modern, Bay Front Condo with AMAZING views of the water! ALL NEW, absolutely BEAUTIFUL Hardwood floors! Newer, Stainless Steel appliances in the fully equipped kitchen with dishwasher, full-size refrigerator, microwave, oven and stove. GORGEOUS bathrooms,...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    SEA HORSE VILLA 1 bedroom, 1 bathroom on Siesta Key Your own private entrance. Outside sitting area with a table and chairs. Perfect for a couple. 1 bedroom and a futon in the living room. Large HDTV & Free WiFi Microwave, Fridge, Coffee maker, & sink in the kitchen. Fully furnished. Daily rentals....
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    Siesta Key, Florida 34242
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2/2 Ground Floor Condo with Patio on Intracoastal1 / 25
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This condo unit is just minutes from the World Famous Siesta Key Beach! It is located on the Intracoastal waterway with full use of the clay tennis courts, lounge chairs and gorgeous outdoor areas. It is a ground floor unit with private exterior entrance from it's private patio with hammock and...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful Condominium In Great Location  !1 / 40
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Patio
    • Ocean Views
    • Sauna
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 May 2017
    What a wonderful stay in Siesta Key at a great condo with wonderful owners. I can't begin to tell you what a great April we had staying in Dave and Dannie's condo. Everything...
    Reviewed 4 October 2016
    The Condo: The two Bedroom Condo is in a very good condition. The kitchen is literally fully equipped and the full size refrigerator comes with a big freezer and a build in ice...
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    About this property
    Ground floor 2BDR/2BA condominium, completely remodeled. Perfectly located across from the Siesta Key Beach. Luxuriously furnished for our guests memorable vacation, including beach equipment and beach chairs. Well stocked kitchen to prepare delicious meals, including microwave, dishwasher, and...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Best Deals on Siesta Key1 / 30
    (36)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Patio
    • Grill
    • Wi-Fi
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 July 2018
    We stayed at this Siesta Key location and had a wonderful time. Place was very clean and close to everything. Beach was amazing and close. The pool was wonderful as well. I...
    Reviewed 22 July 2018
    When you first look at the complex it shows off a very cute old Florida style. However, once you walk into the condo the new dark flooring complements with the light yelllow...
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    About this property
    This 2nd floor condo is the perfect getaway from the bustle and noise of everyday life. No need to stay in crowded and boring hotels. Relax and enjoy in comfort, a clean, beautiful, and updated condo on the gulf/beach side of world famous Siesta Key a short minute walk from the studio to the white...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Only 150 yards to Crescent Beach and heated pool!1 / 58
    (23)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
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    • Grill
    • Porch
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2019
    Host's were great with communication, and the place was adorable and affordable. Nice pool access and easy walk to the beach.
    Reviewed 22 June 2019
    This place was just right for my wife and I and two boys age 6 & 9. Most of the time spent on the beach and kayaking with the kids. Perfect place to stay. Very short walk to...
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    About this property
    Newly upgraded ( September 2015 ) with new kitchen, new vanities, newly painted and with the tiles steam cleaned this Siesta Key villa is a gem. It comes with a with a lovely heated community salt water pool and private access to the beautiful white sanded Crescent Beach! Crescent Beach on Siesta...
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    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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