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Siesta Key Cottages

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    R 2 137 Average
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    Travellers to Siesta Key are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    21 Matching Rentals in Siesta KeyView all 908 rentals
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    The Top Siesta Key Location, The Village Studio - Eat Shop Beach!1 / 32
    (15)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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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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    • Air Conditioning
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    Pet friendly
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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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    34242, Siesta Key, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    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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    34242, Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
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    Pet friendly
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    About this property
    Walk to the #1 Beach in the USA!!!! A short 4 minute walk to the beach. Gated complex. 3 Bedroom 2 bath Cottage called THE GARDEN HOUSE. The master bedroom has a king bed, the 2nd bedroom has a Queen and the 3rd bedroom has 2 twins. The kitchen has everything you need. We are located on the...
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    34242, Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Honey Mango Cabana – 2/1, Shared Heated Pool, Near Beach Access1 / 24
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Welcome to the Honey Mango Cabana! This beautiful and vibrant 2 bedroom, 1 bathroom vacation home accommodates up to 6 people. This property is very unique as it is one half of 'Mango Manor,' which is comprised of the two separate cabanas, Honey and Juicy Mango. This provides a fantastic and unique...
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    34242, Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    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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    34242, Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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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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    34242, Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Full Bay/Intercoastal Views!! 'Cottage on the Bay' features 3 bedrooms and 3 and a half bathrooms, sleeping up to 8 Adults: Bedroom 1: King Bed Bedroom 2: King Bed, Bedroom 3: 2 Twin Bunk Beds. Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta...
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    Location Information
    34242, Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    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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    Location Information
    34242, Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    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
    Welcome to the Juicy Mango Cabana! This beautiful and vibrant 2 bedroom, 2 bathroom vacation home accommodates up to 6 people. This property is very unique as it is one half of 'Mango Manor,' which is comprised of the two separate cabanas, Juicy and Honey Mango. This provides a fantastic and unique...
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    Location Information
    34242, Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The 'Treehouse' features a king bed in the master, two twin beds in the guest room and a queen sofa sleeper. Located just North of Stickney Point, and just 2 miles from Siesta Key Village, where Crescent Beach and Siesta Key Public Beach meet. A 2-minute walk across the street to the Gulf of Mexico...
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    Location Information
    34242, Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Grill
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The 'Mangrove' cottage features 2 bedrooms and 2 bathrooms, sleeping 6. 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 cottage has a queen bed in the master and 2 double beds in...
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    Location Information
    34242, Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key Beach Place - Starfish Cottage1 / 29
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Smoking allowed
    Reviewed 21 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
    34242, Siesta Key, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Seaside Cottage - 4/3 Heated Pool Home On Siesta Key Beach Access [Sleeps 10]1 / 18
    (2)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Washer
    • Grill
    • Private Outdoor Pool (Heated)
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    • Wi-Fi
    • Parking
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2017
    Best one yet. We take vacations every year and this was paradise. The house was lovely and great location. Plenty of room and comfortable. We're coming back to Siesta Key ASAP...
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    About this property
    Welcome to Seaside Cottage! This lovely and rare 4 bedroom 3 bathroom heated pool home has just gone under extensive renovation, leaving a spectacular beach vacation home that rivals most on Siesta Key! Completed in November 2015, our guests will now enjoy the luxury of a brand new kitchen and...
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    Location Information
    34242, Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
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    • Air Conditioning
    • Patio
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming 1 bedroom Cottage located at Sea Club ll on beautiful Siesta Key! This quaint cottage offers to sleep for 4- with a queen bed in the bedroom and a Queen sleep sofa in the living room. If offers a private porch with a swing that offers partial views of the bay, and just steps away from the...
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    Location Information
    34242, Siesta Key, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • DVD Player
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    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 town, this adorable beach cottage has been newly furnished island style and outfitted with new fresh linens for your comfort! The Living Room has a full size sleep sofa, TV and DVD player, with wireless...
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    Location Information
    34242, Siesta Key, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the completely remodeled, and newly furnished Sand Dollar Cottage! This lovely 3 bedroom, 2 bath home comfortably sleeps 6 in beds, with a soft ultra plush sofa sleeper in the living room for an extra 2. Enjoy the peacefulness of a large heated pool with beautiful and breathtaking views...
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    34242, Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    • Washer
    • Cable/satellite TV
    • DVD Player
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    Suitability
    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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    34242, Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    About this property
    Sea Club II 'The Cottages' is a waterfront community on four acres of palm, oak and banyan trees. The 'Banyan Tree' is a charming 2 bedrooms 2 bath cottages that sleep 6. It features a king bed in the master and a queen bed in the guest room as well as a queen sofa sleeper. Sea Club II offers a...
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    Location Information
    34242, Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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