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

$321 nightly

$329 total

May 12 - May 13

Total with taxes and fees

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

Pool

Kitchen

Private Beach Retreat on Siesta Key! Bright Villa

At this villa, guests have access to features like an arcade/game room. This beach villa also has barbecue grills.

Pool

Kitchen

Completely Remodeled- 150 Yards to Beach and Restaurants!

$381 nightly

$424 total

May 13 - May 14

Total with taxes and fees

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

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

At this villa, guests have access to barbecue grills.

Kitchen

Free WiFi

Guests of this villa enjoy access to a water park, an arcade/game room, and barbecue grills.

Pool

Kitchen

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

Pool

Kitchen

Beautiful Two Bedroom/ Two Bath Bianco Sands, Quick Walk to 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

$175 nightly

$198 total

May 3 - May 4

Total with taxes and fees

9.4/10 Exceptional! (5,458 reviews)

Siesta Key Beach Resort and Suites

5311 Ocean Blvd Siesta Key FL

$253 nightly

$286 total

May 25 - May 26

Total with taxes and fees

9/10 Wonderful! (1,094 reviews)

Tropical Breeze Resort

140 Columbus Blvd. Siesta Key FL

$228 nightly

$258 total

May 3 - May 4

Total with taxes and fees

9/10 Wonderful! (1,002 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	226 Villas
Lowest Price	$198
Highest Price	$424
Popular accommodation	Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Renovated, [Beach Elements] pool view withprivate beach access, Private Beach Retreat on Siesta Key! Bright Villa, Completely Remodeled- 150 Yards to Beach and Restaurants!, Beachy 3-bedroom Villa on Siesta Key with WiFi, AC, Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk, Island House Beach Resort Villa 14, 6150 Midnight Pass Road Villa 40B, Beautiful Two Bedroom/ Two Bath Bianco Sands, Quick Walk to Beach!