Compare Siesta Key Cottage Rentals

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Featured Siesta Key Cottages

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Siesta Key Beach Accommodation

    Siesta Key Beachside Villas

    Siesta Key Beachside Villas

    124 Columbus Blvd, Siesta Key, FL
    The price is $199 per night from Jun 18 to Jun 19
    $199
    per night
    Jun 18 - Jun 19
    8.6/10 Excellent! (593 reviews)
    Tropical Beach Resorts

    Tropical Beach Resorts

    6717 Sara Sea Circle, Siesta Key, FL
    The price is $129 per night from Jun 11 to Jun 12
    $129
    per night
    Jun 11 - Jun 12
    9.2/10 Wonderful! (3,855 reviews)

Hotel Options in Siesta Key

    Tropical Beach Resorts

    Tropical Beach Resorts

    6717 Sara Sea Circle, Siesta Key, FL
    The price is $129 per night from Jun 11 to Jun 12
    $129
    per night
    Jun 11 - Jun 12
    9.2/10 Wonderful! (3,855 reviews)
    Tropical Breeze Resort

    Tropical Breeze Resort

    140 Columbus Blvd., Siesta Key, FL
    The price is $236 per night from Jun 11 to Jun 12
    $236
    per night
    Jun 11 - Jun 12
    8.6/10 Excellent! (1,000 reviews)
    Siesta Key Beach Resort and Suites

    Siesta Key Beach Resort and Suites

    5311 Ocean Blvd, Siesta Key, FL
    The price is $186 per night from Jun 11 to Jun 12
    $186
    per night
    Jun 11 - Jun 12
    8/10 Very Good! (1,008 reviews)

Cottages

Book a cottage in Siesta Key
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Siesta Key. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Siesta Key better.

Cottage apartments in Siesta Key range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Siesta Key
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Siesta Key and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Siesta Key cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Siesta Key. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Siesta Key Cottages essential information

Number of reviews
Accommodation
27 Cottages
Lowest Price
$129
Highest Price
$518
Popular accommodation
The Inn On Siesta Key, Across The Street From #1 Beach, Cabanas on Canal #316, located on the infamous Siesta Key!, NO damage from IAN: Gorgeous Cottage Steps From Beach , NO damage from IAN: Gorgeous Cottages Steps From Beach/Heated Pool , Cabanas on Canal #318, Located on the infamous Siesta Key!, Siesta Key 'Casa Serena' w/ Private Pool + Lanai!, Cozy, Clean & Crazily Convenient, Heated Pool, Beach and Amenities, 2-3 min walk.