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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.

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!

Hotel Options in Siesta Key

    Tropical Beach Resorts

    Tropical Beach Resorts

    6717 Sara Sea Circle, Siesta Key, FL
    The price is $237 per night from Mar 11 to Mar 12
    4.6/5Wonderful! (162 reviews)
    Tropical Beach Resorts
    Siesta Key Beach Resort & Suites; Tiki & Pool

    Siesta Key Beach Resort & Suites; Tiki & Pool

    5311 Ocean Blvd, Siesta Key, FL
    The price is $263 per night from Mar 9 to Mar 10
    3.7/5Good! (85 reviews)
    Siesta Key Beach Resort & Suites; Tiki & Pool
    Captiva Beach Resort

    Captiva Beach Resort

    6772 Sara Sea Circle, Siesta Key, FL
    The price is $224 per night from Mar 9 to Mar 10
    4.8/5Exceptional! (12 reviews)
    Captiva Beach Resort