Search Villas in Siesta Key

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 10 - Oct 12
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21
In four months
Jan 16 - Jan 18

Featured Villas in Siesta Key

Bianco Sands 1114 by Beachside Management
Exterior

Bianco Sands 1114 by Beachside Management

2.0 star property
Bianco Sands 1114 by Beachside Management
Bianco Sands - 1118A by Beachside Management
Exterior

Bianco Sands - 1118A by Beachside Management

2.0 star property
Bianco Sands - 1118A by Beachside Management
1200 Tree Bay
Terrace/patio

1200 Tree Bay

4.0 star property
1200 Tree Bay
Bianco Sands - 1118B by Beachside Management
Exterior

Bianco Sands - 1118B by Beachside Management

2.0 star property
Bianco Sands - 1118B by Beachside Management
Bianco Sands - 1110 by Beachside Management
Exterior

Bianco Sands - 1110 by Beachside Management

2.0 star property
Bianco Sands - 1110 by Beachside Management
Crescent Beach Villas - West by Beachside Management
Pool

Crescent Beach Villas - West by Beachside Management

2.0 star property
Crescent Beach Villas - West by Beachside Management
Canopy Cottage on Siesta Key
Exterior

Canopy Cottage on Siesta Key

4.0 star property
Canopy Cottage on Siesta Key
Bianco Sands - 1108 by Beachside Management
Exterior

Bianco Sands - 1108 by Beachside Management

2.0 star property
Bianco Sands - 1108 by Beachside Management
Bianco Sands - 1116 by Beachside Management
Exterior

Bianco Sands - 1116 by Beachside Management

2.0 star property
Bianco Sands - 1116 by Beachside Management
Bianco Sands - 1112 by Beachside Management
Exterior

Bianco Sands - 1112 by Beachside Management

2.0 star property
Bianco Sands - 1112 by Beachside Management
Bianco Sands 1126 by Beachside Management
Exterior

Bianco Sands 1126 by Beachside Management

2.0 star property
Bianco Sands 1126 by Beachside Management
Majestic Mid-century Modern Pool Home
Exterior

Majestic Mid-century Modern Pool Home

3.5 star property
Majestic Mid-century Modern Pool Home
Siesta Town House
Exterior

Siesta Town House

3.0 star property
Siesta Town House
Crescent Street 1138 B, 1 Bedrooms, Pool, pet Friendly, Walk to the Beach
Property grounds

Crescent Street 1138 B, 1 Bedrooms, Pool, pet Friendly, Walk to the Beach

3.5 star property
Crescent Street 1138 B, 1 Bedrooms, Pool, pet Friendly, Walk to the Beach
Luxury Private Condo on The Anchorage, Siesta Key Condo 1024
Balcony

Luxury Private Condo on The Anchorage, Siesta Key Condo 1024

4.5 star property
Luxury Private Condo on The Anchorage, Siesta Key Condo 1024
Beautiful Apartment on The Anchorage, Siesta Key Apartment 1019
Exterior

Beautiful Apartment on The Anchorage, Siesta Key Apartment 1019

4.0 star property
Beautiful Apartment on The Anchorage, Siesta Key Apartment 1019
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Siesta Key Hotel Reviews

Twin Palms at Siesta

Twin Palms at Siesta

10/10 Excellent
"Muy limpio todo"
Yanela 3-night trip
Posted 3 days ago
Twin Palms at Siesta

Find out more about Siesta Key

Find out more about Siesta Key

Siesta Key Villas information

Number of reviews
Accommodation
16 Villas
Lowest Price
Highest Price

Frequently asked questions

Why book your villa in Siesta Key with Expedia?
With Expedia, it's a cinch to find your dream villa in Siesta Key. Getting away with the kids? Make use of our filters to look for stays with amenities like a pool and WiFi. If you're sticking to a budget, choose how much you want to spend and your preferred star rating. We'll help you find the right place that suits your taste and style.
How can I find cheap villas in Siesta Key?
The simplest way to score cheap villas in Siesta Key is with Expedia's helpful filter tool. Tailor your search results by amenities, budget and star rating to land awesome prices in just a couple of clicks.

Explore a world of travel with Expedia

Explore a world of travel with Expedia