Compare Siesta Key Villas

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Featured Villas in Siesta Key

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

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

Sarasota FL
At this villa, guests have access to features like laundry facilities.
Pool
Kitchen
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.
Pool
Kitchen
[Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access

Siesta Key FL
$273 nightly
The price is $279 total per night
$279 total
Oct 11 - Oct 12
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!

Newly Remodeled-150 Yards to Beach and Restaurants!

Sarasota FL
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

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

Siesta Key FL
At this villa, guests have access to barbecue grills.
Kitchen
Washer
Island House Beach Resort V10

Island House Beach Resort V10

Siesta Key FL
At this villa, guests have access to an arcade/game room, laundry facilities, and barbecue grills.
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.
Pool
Kitchen
Siesta Key Village, Pool, Beach Access 4-min. Walk, 3bdr

Siesta Key Village, Pool, Beach Access 4-min. Walk, 3bdr

Siesta Key FL
At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This family-friendly villa also has a garden.
Pool
Kitchen
NEW! Island Time East | Private Heated Pool, Game Room, In the Heart of Siesta Key Village

NEW! Island Time East | Private Heated Pool, Game Room, In the Heart of Siesta Key Village

Siesta Key FL
Guests of this villa enjoy a hot tub, an arcade/game room, and laundry facilities. This family-friendly villa also has barbecue grills.
Pool
Hot Tub
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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
    $158 nightly
    The price is $179 total per night from Oct 4 to Oct 5
    $179 total
    Oct 4 - Oct 5
    Total with taxes and fees
    9.4/10 Exceptional! (5,929 reviews)
    Siesta Key Beach Resort and Suites

    Siesta Key Beach Resort and Suites

    5311 Ocean Blvd Siesta Key FL
    $195 nightly
    The price is $220 total per night from Oct 1 to Oct 2
    $220 total
    Oct 1 - Oct 2
    Total with taxes and fees
    Cottages at Siesta Key Inn

    Cottages at Siesta Key Inn

    1105 Point of Rocks Rd Siesta Key FL
    $118 nightly
    The price is $133 total per night from Oct 5 to Oct 6
    $133 total
    Oct 5 - Oct 6
    Total with taxes and fees
    8.8/10 Excellent! (276 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
310 Villas
Lowest Price
$133
Highest Price
$279
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, Island House Beach Resort V10, Beachy 3-bedroom Villa on Siesta Key with WiFi, AC, Siesta Key Village, Pool, Beach Access 4-min. Walk, 3bdr, NEW! Island Time East | Private Heated Pool, Game Room, In the Heart of Siesta Key Village

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