Compare Siesta Key Villas

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Featured Villas in Siesta Key

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

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

Private Indoor/Outdoor POOL & Waterfront Oasis on 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.

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

Siesta Key - PRIVATE BEACH - Heated Pool - Walkable to activities

Guests staying at this villa enjoy an outdoor pool, an arcade/game room, and laundry facilities.

At this villa, guests have access to an arcade/game room, 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.

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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

Dec 1 - Dec 2

Total with taxes and fees

9.2/10 Wonderful! (5,091 reviews)

Tropical Breeze Resort

140 Columbus Blvd. Siesta Key FL

$263 nightly

$297 total

Nov 30 - Dec 1

Total with taxes and fees

8.8/10 Excellent! (1,009 reviews)

Captiva Beach Resort

6772 Sara Sea Circle Siesta Key FL

$136 nightly

$152 total

Dec 10 - Dec 11

Total with taxes and fees

9/10 Wonderful! (1,158 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	$152
Highest Price	$297
Popular accommodation	Jamaica Royale #11- Everything NEW, 3 Heated Pools, Right on the Beach!, Beachy 3-bedroom Villa on Siesta Key with WiFi, AC, Island House Beach Resort V16, Jamaica Royale #40 - 3 Heated Pools on the Beach - One Ocean-Side!, Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key, Island House Beach Resort V10B, Siesta Key - PRIVATE BEACH - Heated Pool - Walkable to activities, Island House Beach Resort V4, 44 Premium Plus - Sandy Toes & Seaside Bliss