Compare Siesta Key Villas

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

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.
Pool
Kitchen
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.
Pool
Kitchen
Canal Lower-Gorgeous 3 bed 3 bath near SK Village

Canal Lower-Gorgeous 3 bed 3 bath near SK Village

Siesta Key FL
$784 nightly
The price is $829 total per night
$829 total
Apr 13 - Apr 14
Total with taxes and fees
Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Completely Remodeled- 150 Yards to Beach and Restaurants!

Completely Remodeled- 150 Yards to Beach and Restaurants!

Sarasota FL
$406 nightly
The price is $453 total per night
$453 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.
Pool
Kitchen
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
$268 nightly
The price is $299 total per night
$299 total
Apr 16 - Apr 17
Total with taxes and fees
At this villa, guests have access to barbecue grills.
Kitchen
Free WiFi
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.
Pool
Kitchen
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.
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
19 Premium Plus - Coastal Comfort

19 Premium Plus - Coastal Comfort

Sarasota FL
At this villa, guests have access to barbecue grills.
Pool
Kitchen
Don't see what you're looking for?
See all available properties in Siesta Key
View all properties
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 30 to May 1
    $256 total
    Apr 30 - May 1
    Total with taxes and fees
    9.4/10 Exceptional! (5,407 reviews)
    Tropical Breeze Resort

    Tropical Breeze Resort

    140 Columbus Blvd. Siesta Key FL
    $272 nightly
    The price is $308 total per night from May 12 to May 13
    $308 total
    May 12 - May 13
    Total with taxes and fees
    9/10 Wonderful! (1,012 reviews)
    Azul Resort Siesta Key

    Azul Resort Siesta Key

    1105 Point of Rocks Rd Siesta Key FL
    $250 nightly
    The price is $282 total per night from May 4 to May 5
    $282 total
    May 4 - May 5
    Total with taxes and fees
    8.8/10 Excellent! (103 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
$256
Highest Price
$829
Popular accommodation
Private Beach Retreat on Siesta Key! Bright Villa, Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Renovated, Canal Lower-Gorgeous 3 bed 3 bath near SK Village, 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!, Beachy 3-bedroom Villa on Siesta Key with WiFi, AC, 19 Premium Plus - Coastal Comfort

More to Explore