Compare Siesta Key Villas

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Featured Villas in Siesta Key

Private Beach Retreat on Siesta Key! Bright Villa

Private Beach Retreat on Siesta Key! Bright Villa

Sarasota FL
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

Canal Lower-Gorgeous 3 bed 3 bath near SK Village

Siesta Key FL
$1,269 nightly
The price is $1,368 total per night
$1,368 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

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

Sarasota FL
At this villa, guests have access to features like laundry facilities.
Completely Remodeled- 150 Yards to Beach and Restaurants!

Completely Remodeled- 150 Yards to Beach and Restaurants!

Sarasota FL
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

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

Sarasota FL
At this villa, guests have access to barbecue grills.
Island House Beach Resort Villa 14

Island House Beach Resort Villa 14

Sarasota FL
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!

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

Siesta Key FL
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!

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

Siesta Key FL
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

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

Sarasota FL
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

    Tropical Beach Resorts

    6717 Sara Sea Circle Siesta Key FL
    $226 nightly
    The price is $256 total per night from Apr 12 to Apr 13
    $256 total
    Apr 12 - Apr 13
    Total with taxes and fees
    9.4/10 Exceptional! (5,365 reviews)
    Tropical Breeze Resort

    Tropical Breeze Resort

    140 Columbus Blvd. Siesta Key FL
    $367 nightly
    The price is $414 total per night from Apr 12 to Apr 13
    $414 total
    Apr 12 - Apr 13
    Total with taxes and fees
    9/10 Wonderful! (1,005 reviews)
    Azul Resort Siesta Key

    Azul Resort Siesta Key

    1105 Point of Rocks Rd Siesta Key FL
    $364 nightly
    The price is $412 total per night from Apr 11 to Apr 12
    $412 total
    Apr 11 - Apr 12
    Total with taxes and fees
    9/10 Wonderful! (77 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
229 Villas
Lowest Price
$256
Highest Price
$1,368
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

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