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 $325 per night from May 13 to May 14
    $325
    includes taxes & fees
    $288 per night
    May 13 - May 14
    8.8/10 Excellent! (799 reviews)
    Tropical Beach Resorts

    Tropical Beach Resorts

    6717 Sara Sea Circle, Siesta Key, FL
    The price is $214 per night from May 19 to May 20
    $214
    includes taxes & fees
    $189 per night
    May 19 - May 20
    9.2/10 Wonderful! (4,637 reviews)

Hotel Options in Siesta Key

    Tropical Beach Resorts

    Tropical Beach Resorts

    6717 Sara Sea Circle, Siesta Key, FL
    The price is $214 per night from May 19 to May 20
    $214
    includes taxes & fees
    $189 per night
    May 19 - May 20
    9.2/10 Wonderful! (4,637 reviews)
    Siesta Key Beach Resort and Suites

    Siesta Key Beach Resort and Suites

    5311 Ocean Blvd, Siesta Key, FL
    The price is $337 per night from May 19 to May 20
    $337
    includes taxes & fees
    $298 per night
    May 19 - May 20
    8.6/10 Excellent! (1,000 reviews)
    Tropical Breeze Resort

    Tropical Breeze Resort

    140 Columbus Blvd., Siesta Key, FL
    The price is $372 per night from May 8 to May 9
    $372
    includes taxes & fees
    $329 per night
    May 8 - May 9
    8.8/10 Excellent! (1,000 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

Accommodation
34 Cottages
Lowest Price
$214
Highest Price
$555
Popular accommodation
The Inn On Siesta Key, Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village, Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk., ONLY 2 WKS LEFT IN MAY 5 Min walk to Beach & Village, Private Pool,On the Canal, Across The Street From #1 Beach, Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!, Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed, Prem 2Bed/2Bath Gate House Cottage with private beach access!, Siesta Key Couple's Escape - Walk to Beaches!