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Holiday Rentals nearby Siesta Key Village

Sarasota, Florida
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    Travellers to Sarasota are booking December dates now. Secure your holiday home today, and have the perfect trip.
    All 100 Rentals in Sarasota
    Updated Townhouse!  Private access to Beach. Enjoy Tennis, Heated Pools, Fishing1 / 38
    (15)Excellent
    0.5 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Jamaica Royale #92 on the #1 Beach in the USA!1 / 12
    (4)Excellent
    0.6 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Charming Siesta Key Condo, Walk to Beach, Pool1 / 30
    (5)Excellent
    0.3 kilometres from Siesta Key Village
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Fido Friendly, Saltwater Pool, Only 1 mile to SK Beach, Close to the Village, Sh1 / 36
    (1)Excellent
    0.4 kilometres from Siesta Key Village
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 September 2018
    The house was beautiful and very spacious. Great proximity to the beach and town center, and the kids loved Glebe Park, which was located a short walk down the street. We are...
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    About this property
    On Siesta Key we offer a high-end gorgeous, Fido friendly, Key West style 3 bedroom, 2.5 bath custom home. Desire a private saltwater heated pool while vacationing on Siesta Key? Then this vacation home will be your home away from home in tropical paradise…..just minutes from the village and...
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    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.2 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Washer
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Light, bright & airy, and facing west over the beach - directly in front of one of the best beaches in the world. Siesta Key Beach has quartz sand that never gets hot and is famous for making the most spectacular sand sculptures. Come and try your hand at creating a sand masterpiece, enjoy...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Gulf Side Siesta Key Villa~Peaceful 1st Floor Villa, 3 pools-Jamaica Royale #1001 / 37
    (4)Excellent
    0.6 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Patio
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 days ago
    Fantastic holiday at Jamaica Royale and staying at Rene 's condo was absolutely brill. We were made very welcome and Rene was amazing and so funny.Condo was nicely furnished...
    Reviewed 16 May 2018
    Unit 100 was very nice. An updated older condo with a modern touch. A great location 100 yards from a private section of beautiful Siesta Key beach.
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    About this property
    Unlike many rental properties on Siesta Key, Unit #100 was recently renovated! This condo is a 2 bedroom, 2 bath garden view unit located in the quiet area of Jamaica Royale Condominiums! If you want peace and quiet, a relaxing environment to enjoy, this is the condo for you. Jamaica Royale is...
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    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Top Floor End Unit Directly Across the Street from Siesta Key public beach1 / 10
    (2)Excellent
    0.3 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 February 2018
    Very clean, great owner, super location, great value. My family with kids loved this space. Pool and clubhouse was nice as well.
    Reviewed 15 July 2017
    We loved our stay here, the owner was very nice and easy to work with. Her place was clean with lots of amenities. Great view of the beach and short walk to the white powdery sand.
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    About this property
    2 bedroom/2 bath top-floor end unit steps from the #1 beach in the County and #3 in the World (voted by Trip Advisor Feb. 2016). Sarasota County spent almost $30 million renovating all of the public facilities - new concession, bathrooms, SunDeck Restaurant, playground equipment and picnic...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sarasota-Siesta Key Coastal Five Bedroom with Pool and Spa1 / 38
    (7)Excellent
    0.3 kilometres from Siesta Key Village
    5 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2018
    My family with extended family(total of 8) shared this large home with 5 bedrooms and we had plenty of room and at same time all had our privacy when we wanted it. The kitchen...
    Reviewed 1 April 2018
    Perfect location. Very close to the beach and downtown. The sliding kitchen windows opening to the counter bar in the screened in pool and hot tub area made eating in so fun...
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    About this property
    Excellent location at only 120 Yards To The Cool White Quartz Sand Of Siesta Beach! ?This Home Has Water Frontage, Pool, Hot Tub And BBQ Area Within A Screen Enclosure. There Is A Nice Sized Sunning Patio As Well With Views Down The Waterway. This Home Entertains Excellent Because The Pool Area Is...
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    Siesta Key, Florida
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 13
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    Luxury Siesta Key Four Bedroom,Five Bathroom Pool Home,180 Yards to Siesta Beach1 / 23
    (2)Excellent
    0.4 kilometres from Siesta Key Village
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Parking
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We had 4 adults, 5 children and a small dog. What a magnificent home. We were very impressed with the cleanliness, the beauty, and all the amenities the home offered. A...
    Reviewed 7 August 2018
    Our family looked at several homes in Siesta Key and settled on this one due to its convenient location to the public beach entrance along with direct access to the canal. We...
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    About this property
    This Luxury Four Bedroom, Four and a Half Bathroom Home will leave you breathless as you enter. There are not many large rental homes, this close to Siesta Beach, that live like this home. Most Rentals by the beach have their living area 16 feet above the ground level and the pool below, which is...
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    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    0.2 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Washer
    • Grill
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for fantastic location? This 2 bedroom, 2 bath condo on Siesta Key sits right across from the Siesta Key Beach voted #1 Beach in USA. This large condo is light and bright with large wrap around balcony and great view of the pool. It is clean and comfortable with everything you need for a...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just cross the street and you are at the entrance to Siesta Key Beach - one of the finest beaches on the Florida Coast and the winner of multiple awards both for its crystal clear waters and its cooling quartz sand. This 2/2 impeccably updated condo is on the first floor and water views...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.4 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Cable/satellite TV
    • Patio
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Be the first to book this brand new completely remodeled unit right across the street from the Best Beach in the USA - Siesta Beach. You have a view of the gulf across the street from this beautifully and lovingly renovated condo with everything done with the most discriminating guest in mind....
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.1 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Terrace
    • Wi-Fi
    • Washer
    • Balcony
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for fantastic location close to Siesta Key Beach and Siesta Village? This 2 bedroom, 2 bath townhome on Siesta Key sits right across from the Siesta Key Beach voted #1 Beach in USA. This large townhome boasts over 1300 sqft. is light and bright with a large balcony and great views of the...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.4 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Gorgeous  Condo Across from Siesta Key Beach1 / 40
    (3)Very good
    0.3 kilometres from Siesta Key Village
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • DVD Player
    • Internet Access
    • Ocean Views
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2017
    The free Siesta Key trolley stopped nearby and the beautiful Siesta beach was a short walk across the road. The condo complex had a lovely pool, an elevator, and covered parking...
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    About this property
    Gorgeous 2 bedroom condo across the street from #1 voted beach Siesta Key. We have everything for your home away from home. The beauty of Sarasota will get your attention on your first visit. Siesta Beach is one of the top ranked beaches in the world! Its fine quartz white sand has a silky,...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bd Waterfront Home w/Pool, Close to Siesta Beach1 / 37
    (9)Excellent
    0.3 kilometres from Siesta Key Village
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Cable/satellite TV
    • Parking
    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 April 2018
    This newly renovated, spacious home was ideal for my guests. Best neighborhood on Siesta Key. Loved pool and expansive canal location.
    Reviewed 22 February 2018
    The home we rented on Siesta Key was amazing. It was a perfect fit for my family of 7! It was a quick walk to the beach and or you could spend the day relaxing by the pool...
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    About this property
    Oh what a great feeling you get when you are looking out over the pool to the relaxing waters of the Grand Canal. This home is special with 188 ft. of canal wrapping the back of the home so you get to enjoy the views from three bedrooms, the kitchen, living and two dinning areas. Open all the...
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    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Fall dates available in SIESTA KEY Gulf side 2 Bed 2 Bath  Jamaica Royale  #104!1 / 20
    (2)Excellent
    0.5 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Patio
    • DVD Player
    • Air Conditioning
    • Secure Parking
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 August 2018
    The owner, Rita is great. She’s very helpful and accommodating. She truly cares about her guest visit.
    Reviewed 7 March 2017
    Truly awesome experience. Quiet garden sid. A home away from home. Nice sheets & new towels. Everything we needed. Very responsive & helpful owner Beach side, 3 pools...
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    About this property
    Jamaica Royale Condominiums are located directly on the Gulf of Mexico along the white sands of world-famous Siesta Key Beach in Sarasota, Florida. A barrier island on Florida’s West coast, considered the most beautiful of Florida’s barrier islands, Siesta Key’s beach boasts “the world’s finest...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxurious 2 BR Condo - Short Walk to Siesta Beach1 / 14
    (18)Very good
    0.2 kilometres from Siesta Key Village
    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 31 January 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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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Block to the Beach on Siesta Key Vacation Rental Home with Swimming Pool1 / 24
    (1)Excellent
    0.6 kilometres from Siesta Key Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Parking
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Cape Aqua! This single family vacation rental home on Siesta Key has 3 bedrooms 2 1/2 baths and pool. Located on the closest private street to America's #1 named.The two large double doors with decorative frosted glass welcome you into this spacious home. The floor plan offers a very...
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    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    A Tropical 1Br Retreat on a Florida Isle1 / 24
    (5)Excellent
    0.3 kilometres from Siesta Key Village
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Patio
    • Balcony
    • Grill
    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 2018
    My son and I had an amazing experience! The hospitality and genuine care from the family was refreshing. In addition, the salt water pool just steps from our patio, beautiful...
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    About this property
    Welcome to Siesta Palms by the Beach . . . where we invite you to relax, unwind and enjoy our casual way of life. Resting just one block from the powdery-white sands of Siesta Key's world famous, award-winning Crescent Beach is our tropical Siesta Palms by the Beach. With no busy streets to cross,...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.5 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Balcony
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    Pet friendly
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    Smoking allowed
    About this property
    Condo, 2 Bedrooms, 2 Baths, (Sleeps 4) Bookings been taken for 2019!! STRICTLY 4 PERSONS ONLY MINIMUM OF 7 NIGHTS STAY 14 nights prime season OVER 30'S No special offers please see quick price quote on home screen HD TV in all rooms NEW AIR CONDITIONER **June 2015** NEW LED 50' SMART TV -...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Fabulous Condo in Front of Siesta  Public Beach!1 / 9
    (7)Very good
    0.3 kilometres from Siesta Key Village
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • DVD Player
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2015
    My 4-year-old and I loved our stay at this condo. We had so many delays on our flights and ended up not being able to get to Siesta Key until the following morning. But as...
    Reviewed 11 August 2014
    I stayed in this two bedroom condo with my husband & three older kids (high school & college aged). We loved the location! Literally across the street from Siesta Key...
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    About this property
    Enjoy our elegant and fun 2-bedroom condo with bold modern decor. Our dear friend, a designer, helped us create our dream 'home away from home,' which was inspired by the lively, fresh colors of Siesta Key. Our daughter, an artist, painted a 12 foot abstract mural and a emerald green Grass Wall...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Siesta Key Beachfront Condo with Gulf View!1 / 17
    (13)Very good
    0.5 kilometres from Siesta Key Village
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Sauna
    • DVD Player
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2018
    We found the facility to be very nice. Rooms were clean, attractive with everything you could think of provided. Everything you would need for a day at the beach provided...
    Reviewed 1 April 2018
    This was our first time visiting Siesta Key and our condo stay made it the perfect vacation. Okay - the beautiful weather helped!! The condo was well equipped for our stay...
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    About this property
    Beautiful one bedroom condo on 4th floor. Come to the beach and enjoy a relaxing vacation with plenty to do and see. Recently updated with new furniture. The view from the 4th floor balcony is incredible. Watch the sailboats and para sails go by as you sip your morning coffee. The bedroom has...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Grand White Sands 303 - Walk to beach and village1 / 17
    (2)Very good
    0.2 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Sauna
    • DVD Player
    • Wi-Fi
    • Patio
    • Waterfront
    • Washer
    • Air Conditioning
    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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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Stay on Siesta - SEA - ESTA HOUSE1 / 37
    (2)Very good
    0.6 kilometres from Siesta Key Village
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Outdoor Dining Area
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Patio
    • Parking
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 July 2017
    "Avenida Del Mare" was the perfect vacation rental for my family. The home is well appointed, all renovated with comfy beds and amazing bathrooms (love the rainshower...
    Reviewed 8 November 2016
    Convenient location, just a short stroll to beautiful Siesta Beach. Beach gear available, we left some sand toys for the kids.Very well equipped and beautifully decorated. All...
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    About this property
    This Siesta Key 3 Bedroom 2 Bath Home has been completely remodeled. This home is 1 block from the Famous Siesta Key Beach. Granite counter tops, to accent the new white cabinetry. Beautifully tiled bathrooms with all new hardware. All walls beautifully textured. Screened Lanai. Nice back yard. 1...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beach Condo across from Siesta Beach1 / 24
    (25)Excellent
    0.2 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Balcony
    • Grill
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 April 2018
    Myself, husband and 8yr old stayed here for a week after visiting Universal Studios in Orlando. Booking and communication with the owner was prompt and efficient. The owner was...
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    About this property
    Enjoy culture & nature at their best!! 2 luxurious bedrooms, light filled living-dining rooms, 2 baths, corner unit offers glass slider doors opening to two spacious furnished balconies. Master bedroom offers king size bed, private bathroom and walk in closet. There is access to wireless internet...
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    Location Information
    Sarasota, Southwest Gulf Coast
    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
    (15)Excellent
    0.3 kilometres from Siesta Key Village
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Waterfront
    • Patio
    • Wi-Fi
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 January 2018
    First time going to Siesta Keys to stay for a vacation and we are so glad that we found this place. It was very easy to book and Marcy couldn’t have been any more gracious...
    Reviewed 28 December 2016
    We go to Siesta Key several times a year, but this was a last minute get away. It was easy to book this condo and Marcy was very helpful. The condo is nice, it has everything...
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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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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    0.1 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our townhouse at Our House at the Beach Lakeside offers a setting unlike any other on SK. Each unit opens to a balcony that overlooks a beautiful lake while the Gulf of Mexico is a five minute stroll across the street. Our condo has a well stocked kitchen to make cooking a breeze. Don’t want to...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2B2B TwnHouse Wtr/Front Across From Siesta Key Beach-Recently Updated1 / 28
    (9)Very good
    0.1 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • DVD Player
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    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2018
    The unit was beautiful and spacious. The pictures do not do it justice. It was very spacious, more than enough room for my family of 5. The room sizes were great, the master...
    Reviewed 22 June 2015
    We had a great stay at this beautiful home! Just across from the beach - it was the perfect location! Quick ride to the Village and to lots of yummy food and fun shopping...
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    About this property
    Our House at the Beach on picture perfect Siesta Key provides you with island living in sunny Sarasota, Florida, on the Gulf of Mexico.Siesta Beach takes the #1 beach in the annual Top 10 Beaches ranking and Trip Advisor. This luxurious resort style townhouse (1400 square feet) has a full eat-in...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Grill
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    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Panoramic View of the Gulf of Mexico and Siesta Key Beach with spectacular sunsets! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. This condo has 2 large bedrooms, one...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key Beach Vacation1 / 10
    (2)Excellent
    0.2 kilometres from Siesta Key Village
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Grill
    • Waterfront
    • Sauna
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Directly across from Siesta Key public beach. Ground level one bedroom one bath with full kitchen including dishwasher. Laundry facilities are adjacent. Fully stocked with everything you need for the beach. Beds: 1 King Bed, 1 Sofa Bed, 1 Crib 14 Night minimum stay no exceptions.
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Beautiful Condominium In Great Location  !1 / 40
    (12)Excellent
    0.2 kilometres from Siesta Key Village
    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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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key Beach Place - Dolphin Cottage -  Sept. Discount $700 per week1 / 28
    (1)Excellent
    0.7 kilometres from Siesta Key Village
    Studio, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
    • Washer
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 July 2018
    Nestled off a side street from the main beach road, these cottages are quiet but the walk to the beach is less than 3 minutes. The cottages have fully equipped kitchens, so you...
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    About this property
    The Beach Place is a small group of tropical garden Floridian beach cottages located at Siesta Key Beach - 30 seconds to the sand and 10 - 15 minute walk to Siesta Village. We have a heated pool, tiki cabana wet bar for the guests to entertain at, beachfront picnic and BBQ, poolside BBQ, plenty...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 5
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    Beautiful & Modern Condo - Walk to Beach & Village1 / 18
    (1)Excellent
    0.3 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Balcony
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    • Sauna
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 Sands Unit 303: Free high-speed WiFi Ground floor unit More than 200 channel cable TV DVR to watch your favorite show when you want to 50 inch...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.1 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Air Conditioning
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our townhouse is a spacious and first floor, 1353 sq. ft. with 2 bedrooms and 2 baths with balconies off the living room and master bedroom and a day bed that brings the capacity to 6. Beach Chairs, Umbrella, and Toys - Just look in the Garage! Your vacation home has a garage complete with...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beachfront Condo Siesta Key: Fall Specials!!1 / 13
    (6)Excellent
    0.6 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Sauna
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 October 2015
    I told my wife I did not want a party for my 70th birthday. Instead I wanted to go to Siesta Key for a week. We shared the apt with my sister-in-law and her husband. We all went...
    Reviewed 26 May 2014
    The condo was very welcoming upon arrival. The rooms were spacious and pleasantly decorated. The location makes it a perfect beach house with easy access to the Village and...
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    About this property
    Located directly across from world-renowned Siesta Key Public Beach, this fabulous condo is the perfect vacation retreat with an emphasis on comfort. It is within walking distance to charming Siesta Key Village with its numerous restaurants, shops, and entertainment. FREE in-unit WIFI. Our large...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.3 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Orchid and Hibiscus Villas are two separate units which can be uniquely configured to create Villa Cascada, an absolutely beautiful and stunning private pool home. Please Note: These units [Orchid & Hibiscus] can be rented separately. Combined, these units are called: Villa Cascada (Sleeps 12)...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.4 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Internet Access
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Washer
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A wonderful 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedroom with Gulf View Siesta Key FL Beach Fun1 / 14
    (20)Excellent
    0.5 kilometres from Siesta Key Village
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Sauna
    • Private Outdoor Pool (Heated)
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 2018
    We were fortunate to get this awesome rental and Richard was a pleasure to deal with. The location was perfect and the free trolley out front made it easy to get around. Will...
    Reviewed 16 August 2017
    Would highly recommend this large condo for larger family gatherings. We had 10 family members with us and the layout of the condo made it very easy to stay for the week...
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    About this property
    Enjoy our 4 bedroom, 3-1/2 bath condo with a Full Gulf view that is 75 steps from the world famous white sand of Siesta Beach. We have remodeled and updated both the kitchen and bathrooms with granite and new cabinetry and vanities. Add our 50-foot pool, sauna, and work out room all on site with...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Beautiful Siesta Key Condo Just Steps From Siesta Beach1 / 17
    (9)Excellent
    0.5 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Ocean Views
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Now renting for the summer and fall season. Please check the calendar below for available dates. Minumum stay is 7 nights. Imagine spending your next vacation relaxing on the lanai of a gorgeous, waterfront condo just steps away from the most breathtakingly beautiful beach in the U.S. America's...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    0.4 kilometres from Siesta Key Village
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Ocean Views
    • Sauna
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this 2nd floor condominium with a gorgeous view overlooking a large swimming pool and also Panoramic views of the Gulf of Mexico. The condominium is beautiful and it's located at the end of the 'A' building facing directly to the Gulf of Mexico with side views to the south of Crescent Beach...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.1 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Balcony
    • Internet Access
    • Terrace
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Upon opening our front door you enter into a wonderful living room, lit by the southerly sun. The living room has the casual yet elegant feel of Key West, with tropical couch and love seat both covered in honey-amber chenille and wooden accents, sitting around one of the many glass top tables in...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    A Tropical 2Br Retreat on a Florida Isle1 / 41
    (2)Excellent
    0.3 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Siesta Palms by the Beach . . . where we invite you to relax, unwind and enjoy our casual way of life. Resting just one block from the powdery-white sands of Siesta Key's world famous, award-winning Crescent Beach is the tropical Siesta Palms by the Beach. With no busy streets to cross,...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    0.4 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Ocean Views
    • Sauna
    • Private Outdoor Pool (Heated)
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    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.4 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Air Conditioning
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A wonderful 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.1 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Grill
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lake house offers a generous bi-level layout that includes separate dining and living rooms spaces. The eat-in kitchen is fully stocked with pots, pans, dishware, flatware, and has full-sized appliances, including a dishwasher, microwave and washer and dryer for your convenience. Off the large...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key Beach Place - Starfish Cottage1 / 29
    (1)Very good
    0.6 kilometres from Siesta Key Village
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 April 2018
    Pros Awesome location, excellent communication would return.Cons:property could use some TLC, some equipment though free of charge is worn and in need of maintenance and...
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    About this property
    The Beach Place is a small group of tropical garden Floridian beach cottages located at Siesta Key Beach - 30 seconds to the sand and 10 - 15 minute walk to Siesta Village. We have a heated pool, tiki cabana wet bar for the guests to entertain at, beachfront picnic and BBQ, poolside BBQ, plenty...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.1 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Grill
    • Washer
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lake houses offer a generous bi-level layout that includes separate dining and living rooms spaces. The eat-in kitchen is fully stocked with pots, pans, dishware, flatware, and has full-sized appliances including a dishwasher, microwave and washer and dryer for your convenience. Off the large...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.6 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Washer
    • Grill
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly renovated 2 bedroom, 2 bath garden home has a king in the master and 2 doubles in the guest bedroom, each with TV's. Also featured are all the conveniences of home including free internet and long distance, a fully equipped kitchen with dishwasher & microwave, a 40' HD TV in the living...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.6 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Grill
    • Parking
    • Ocean Views
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are going to visit the #1 beach in the country, then stay on the #1 beach! This two bedroom and two full bathroom beachfront condo is located on Siesta Key Beach and is only steps from the soft white sands that Siesta Key Beach has to offer. It also includes a heated pool and a large balcony...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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