Holiday Rentals in Siesta Key
- Plan, book, stay with confidence
Check prices for these dates
Holiday Rentals in Siesta Key

Tropical Beach Resorts
Tropical Beach Resorts

The Ringling Beach House
The Ringling Beach House

Captiva Beach Resort
Captiva Beach Resort

Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

The Residences at Siesta Key Beach by Hyatt Vacation Club
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Inn On Siesta Key
The Inn On Siesta Key

Siesta Key Island Rentals
Siesta Key Island Rentals

Siesta Heron Suites & Villas
Siesta Heron Suites & Villas
Other types of properties in Siesta Key you may be interested in

Tropical Beach Resorts
Tropical Beach Resorts

Siesta Key Beach Resort and Suites
Siesta Key Beach Resort and Suites

Tropical Breeze Resort
Tropical Breeze Resort
Find out more about Siesta Key
Find out more about Siesta Key
Everything you need to know about Siesta Key holiday rentals
Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Siesta Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Siesta Key holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Siesta Key holiday rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Siesta Key. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .
Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Siesta Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Siesta Key holiday rentals we have selected for you start as low as €211 per night. Entering your travel dates in the search wizard you might find even better deals!
How to find incredible deals on Siesta Key rentals
At Expedia, we put the best Siesta Key holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Siesta Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Siesta Key holiday.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Siesta Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
Recent reviews of Siesta Key properties
Recent reviews of Siesta Key properties
