Compare Siesta Key Villas

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Featured Villas in Siesta Key

Guests of this villa enjoy features like an indoor pool, an outdoor pool, and an arcade/game room. Additional amenities include laundry facilities, a garden, and barbecue grills.

Pool

Kitchen

Newly Remodeled-150 Yards to Beach and Restaurants!

$460 nightly

$513 total

Nov 22 - Nov 23

Total with taxes and fees

At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills.

Pool

Kitchen

At this villa, guests have access to features like laundry facilities. This smoke-free villa also has barbecue grills.

Pool

Kitchen

Guests of this villa enjoy free WiFi in public areas, an arcade/game room, and laundry facilities. Other amenities at this beach villa include barbecue grills and a garden.

Pool

Kitchen

Beachy 3-bedroom Villa on Siesta Key with WiFi, AC

At this villa, guests have access to features like laundry facilities. This smoke-free villa also has barbecue grills.

Pool

Kitchen

Guests staying at this villa enjoy free WiFi in public areas, laundry facilities, and barbecue grills.

Pool

Kitchen

44 Premium Plus - Sandy Toes & Seaside Bliss

At this villa, guests have access to features like laundry facilities. Staff members can answer questions about accommodations, and also provide concierge services. This smoke-free villa also has barbecue grills.

Pool

Washer

At this villa, guests have access to an arcade/game room, laundry facilities, and barbecue grills.

Pool

Kitchen

Perfect Getaway Villa with 2 bedrooms / 2 baths, quick walk to the beach!

At this villa, guests have access to features like laundry facilities. This smoke-free villa also has barbecue grills.

Pool

Kitchen

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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

6717 Sara Sea Circle, Siesta Key, FL

$147 nightly

$166 total

Oct 23 - Oct 24

Total with taxes and fees

9.2/10 Wonderful! (5,043 reviews)

Tropical Breeze Resort

140 Columbus Blvd., Siesta Key, FL

$223 nightly

$252 total

Oct 23 - Oct 24

Total with taxes and fees

8.8/10 Excellent! (1,011 reviews)

Siesta Key Beach Resort and Suites

5311 Ocean Blvd, Siesta Key, FL

$232 nightly

$262 total

Oct 26 - Oct 27

Total with taxes and fees

8.8/10 Excellent! (1,014 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

Accommodation	235 Villas
Lowest Price	$166
Highest Price	$513
Popular accommodation	Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key, Newly Remodeled-150 Yards to Beach and Restaurants!, Island House Beach Resort V10B, Island House Beach Resort V9, Beachy 3-bedroom Villa on Siesta Key with WiFi, AC, Island House Beach Resort V23, 44 Premium Plus - Sandy Toes & Seaside Bliss, Island House Beach Resort V4, Perfect Getaway Villa with 2 bedrooms / 2 baths, quick walk to the beach!