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Siesta Key Cottages

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    Travelers to Siesta Key are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    9 Matching Rentals in Siesta KeyView all 548 rentals
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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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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    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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    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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    Amenities & Details
    • Washer
    • Grill
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 12, 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
    Siesta Key, Florida 34242
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Parking
    Suitability
    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
    Siesta Key, Florida 34242
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completely Brand New Top to Bottom Renovation - 2 bedroom villa on Siesta Key, just a short walk to Crescent beach where you can walk for miles on powdery white quartz sugar-sand that's cool to the touch no matter the heatl! Enjoy a fabulous sunset every night of your vacation! Leave your car...
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    Location Information
    Siesta Key, Florida 34242
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    Amenities & Details
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 21, 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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    Amenities & Details
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    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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    Location Information
    Siesta Key, Florida 34242
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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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    Location Information
    Siesta Key, Florida 34242
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Peak travel: March - April
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