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Siesta Key Cottages

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    Travellers to Siesta Key are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    14 Matching Rentals in Siesta KeyView all 898 rentals
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    This wonderful Florida feel villa features a full self-catering kitchen, a flat screen T.V., and dining room. 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. Each bedroom is equipped...
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    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEWLY RENOVATED JULY 2017! This 2 bedroom cottage is just steps from the powder white sands of Siesta Key Beach. Quiet, safe and a block and a half to the Village for dining, nightlife. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day...
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    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Prime Location with beach access just across the street! You will love this roomy 1/1 Cottage at Siesta Shores with it's open floor-plan which includes a well-equipped kitchen overlooking the spacious living and dining area, a Master Bedroom with Queen bed and nice full bathroom. Sip drinks and...
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    Siesta Key, Florida 34242
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    4 separate two bedroom/two bathroom (+Sofa Bed) pool homes (Each sleeps 6) with only a 4 minute walk (no major streets to cross) to the #1 Beach in the USA: Siesta Key. First Class! 2 Heated Pools, Flat Screen TV’s in all bedrooms and living areas, Roku, fine linens, towels, Complimentary bicycles,...
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    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 bedroom 1 bath cottage across the street from Siesta Beach access. 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. One bedroom features a queen bed and the other has a twin trundle....
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    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    About this property
    Beautifully Renovated 3 Bedroom Cottage on the Bay, 10 minute walk to the beach! This 3 bedroom waterfront cottage sits directly on Little Sarasota Bay. Totally renovated throughout in 2018,it features 3 bedrooms, each with its own bath en suite. Offering King beds in the master bedrooms, and 4...
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    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Housekeeping Included
    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    This cozy 2 bedroom cottage is one of the closest vacation rentals to the beach on Siesta Key! 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. The unit features a King bed in each of...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Siesta Key Beach Place - Starfish Cottage, Steps to the Sand, View of Pool1 / 29
    (1)Very good
    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 34242
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Washer
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    • Internet Access
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located directly across the street from Siesta Key Beach access 7 and only two blocks to the village! This adorable beach cottage has been newly furnished - island style and has a cozy home feel. ​​​​​​​There is a private outdoor patio, equipped with table and chairs with umbrella, a brand new gas...
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    Siesta Key, Florida 34242
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sip on ice cold drinks made at the wet bar, lounge in the private pool under the lanai, and make memorable meals at home in the fully equipped kitchen during your stay at this tropical 3-bed, 2.5-bath cottage in Siesta Key! Let the sounds of the waterfall and lush landscaping in the outdoor oasis...
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    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    • Washer
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Let this Siesta Key vacation rental serve as the foundation for your next rejuvenating retreat in the Sunshine State! Nestled in a lush tropical garden, this 2-bedroom, 2-bathroom cottage offers 2 adults and 1 child a secluded sanctuary, along with proximity to the island’s best attractions, only 4...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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