Compare Siesta Key Villas

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Featured Villas in Siesta Key

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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.

Hotel Options in Siesta Key

    Tropical Beach Resorts

    Tropical Beach Resorts

    6717 Sara Sea Circle, Siesta Key, FL
    The price is $115 per night from Oct 3 to Oct 4
    per night
    Oct 3 - Oct 4
    9.2/10 Wonderful! (4,056 reviews)
    Siesta Key Beach Resort and Suites

    Siesta Key Beach Resort and Suites

    5311 Ocean Blvd, Siesta Key, FL
    The price is $121 per night from Sep 26 to Sep 27
    per night
    Sep 26 - Sep 27
    8.4/10 Very Good! (1,002 reviews)
    Tropical Breeze Resort

    Tropical Breeze Resort

    140 Columbus Blvd., Siesta Key, FL
    The price is $170 per night from Sep 27 to Sep 28
    per night
    Sep 27 - Sep 28
    8.6/10 Excellent! (1,003 reviews)

Luxury Villas

Book luxury villas in Siesta Key
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Siesta Key. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Siesta Key, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Siesta Key
You won’t have a problem finding your own space in Siesta Key. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Siesta Key on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Siesta Key rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Siesta Key Villas essential information

77 Villas
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Popular accommodation
Siesta Key 2BR /1Bath Villa Barefoot Bungalows -“Cozy” 1000 ft from beach. , Horizons West Villa E-10 - Bayside Beauty!, Luxury Villa: 2 min walk to beach and The Village. Contact me for <30 day stay., 202 Gulf Front Apartment, Waterfront Siesta Key Villa with Breathtaking Pool, Completely Remodeled- 150 Yards to Beach and Restaurants!, Newly Remodeled-150 Yards to Beach and Restaurants!, Sol y Mar by Beachside Management, Completely remodeled villa with beach and heated pool access