Compare Siesta Key Villas

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Featured Villas in Siesta Key

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.

Canal Lower-Gorgeous 3 bed 3 bath near SK Village

$1,183 nightly

$1,273 total

Mar 31 - Apr 1

Total with taxes and fees

Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.

Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Renovated

$524 nightly

$585 total

Apr 24 - Apr 25

Total with taxes and fees

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

Completely Remodeled- 150 Yards to Beach and Restaurants!

$427 nightly

$476 total

Apr 13 - Apr 14

Total with taxes and fees

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

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

At this villa, guests have access to barbecue grills.

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

Jamaica Royale #40 - 3 Heated Pools on the Beach - One Ocean-Side!

At this villa, guests have access to an outdoor pool, laundry facilities, and a garden. This beach villa also has barbecue grills.

Jamaica Royale #11- Everything NEW, 3 Heated Pools, Right on the Beach!

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

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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

$243 nightly

$275 total

Apr 22 - Apr 23

Total with taxes and fees

9.4/10 Exceptional! (5,382 reviews)

Tropical Breeze Resort

140 Columbus Blvd. Siesta Key FL

$341 nightly

$385 total

Apr 28 - Apr 29

Total with taxes and fees

9/10 Wonderful! (1,001 reviews)

Azul Resort Siesta Key

1105 Point of Rocks Rd Siesta Key FL

$355 nightly

$402 total

Apr 26 - Apr 27

Total with taxes and fees

9/10 Wonderful! (86 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	$275
Highest Price	$1,273
Popular accommodation	Private Beach Retreat on Siesta Key! Bright Villa, Canal Lower-Gorgeous 3 bed 3 bath near SK Village, Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Renovated, Completely Remodeled- 150 Yards to Beach and Restaurants!, Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk, Island House Beach Resort Villa 14, Jamaica Royale #40 - 3 Heated Pools on the Beach - One Ocean-Side!, Jamaica Royale #11- Everything NEW, 3 Heated Pools, Right on the Beach!, Beachy 3-bedroom Villa on Siesta Key with WiFi, AC