Compare Siesta Key Villas

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Featured Villas in Siesta Key

At this villa, guests have access to features like laundry facilities.

Pool

Kitchen

Completely Remodeled- 150 Yards to Beach and Restaurants!

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

[Beach Elements] pool view withprivate beach access

$309 nightly

$316 total

Oct 26 - Oct 27

Total with taxes and fees

At this villa, guests have access to features like laundry facilities.

Pool

Kitchen

Newly Remodeled-150 Yards to Beach and Restaurants!

$334 nightly

$372 total

Oct 21 - Oct 22

Total with taxes and fees

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

Pool

Kitchen

Walk to the Beach! Luxury 4 BR 5 BA Retreat on Siesta Key on Grand Canal Near Village

At this villa, guests have access to barbecue grills.

This villa offers a water park, an arcade/game room, and laundry facilities. Other amenities at this beach villa include barbecue grills and a garden.

Pool

Kitchen

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

Pool

Kitchen

At this vacation home, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This family-friendly vacation home also has a garden.

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

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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

$162 nightly

$183 total

Oct 19 - Oct 20

Total with taxes and fees

Siesta Key Beach Resort and Suites

5311 Ocean Blvd Siesta Key FL

$232 nightly

$262 total

Nov 1 - Nov 2

Total with taxes and fees

Cottages at Siesta Key Inn

1105 Point of Rocks Rd Siesta Key FL

$122 nightly

$138 total

Oct 20 - Oct 21

Total with taxes and fees

8.8/10 Excellent! (288 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	349 Villas
Lowest Price	$138
Highest Price	$372
Popular accommodation	Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Patio, Completely Remodeled- 150 Yards to Beach and Restaurants!, [Beach Elements] pool view withprivate beach access, Newly Remodeled-150 Yards to Beach and Restaurants!, Walk to the Beach! Luxury 4 BR 5 BA Retreat on Siesta Key on Grand Canal Near Village, 6150 Midnight Pass Road Villa 40B, Island House Beach Resort V10, Siesta Key Village, Pool, Beach Access 4-min. Walk, 3bdr, Beachy 3-bedroom Villa on Siesta Key with WiFi, AC