Siesta Key Vacation Rentals

    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

Tonight
1 Aug - 2 Aug
Tomorrow
2 Aug - 3 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Vacation Rentals in Siesta Key

Tropical Beach Resorts
Relax by the serene pool surrounded by lush tropical vegetation and lounge under the shade of a blue umbrella.

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4822)
"Very nice stay"
The price is RM595
RM769 total
includes taxes & fees
1 Sept - 2 Sept
Tropical Beach Resorts
SeaSpray Resort
Living area

SeaSpray Resort

4.0 star property
9.0 out of 10, Wonderful, (7)
"Nice place to stay in SK! "
The price is RM1,184
RM1,338 total
includes taxes & fees
10 Aug - 11 Aug
SeaSpray Resort
The Ringling Beach House
Classic hotel with a symmetrical facade, central entrance, and upper-level balcony.

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (317)
"We loved the Villa!! It was spacious and stocked with every kitchen item you can imagine. "
The Ringling Beach House
Captiva Beach Resort
Relax in the Captiva chair, surrounded by lush greenery and a stylish sign.

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1119)
"We love the property, beautiful, clean and we love that you can walked to the beach, that is a plus. "
Captiva Beach Resort
The Residences at Siesta Key Beach by Hyatt Vacation Club
Property amenity

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
9.8 out of 10, Exceptional, (274)
"Fun place to stay for family vacation "
The Residences at Siesta Key Beach by Hyatt Vacation Club
Siesta Key Island Rentals
Enjoy cooking in this kitchen with a refrigerator, oven, and dishwasher, and a convenient green tiled backsplash.

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (40)
"I want use Expedia to select a vacation destination again."
Siesta Key Island Rentals
The Inn On Siesta Key
Relax by the serene pool surrounded by lush greenery and palm trees, with lounge chairs and umbrellas for a comfortable stay.

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (181)
"The Inn on Siesta Key was awesome. Paige and Gabe were friendly and always helpful and they provided everything you would need for the beach. The property was clean and well maintained. The beach is literally across the street with a 3 minute walk. We will definitely be coming back. "
The price is RM1,119
RM1,458 total
includes taxes & fees
3 Aug - 4 Aug
The Inn On Siesta Key
Siesta Palms By the Beach
Stunning palm tree stands tall amidst lush greenery.

Siesta Palms By the Beach

3.5 star property
9.2 out of 10, Wonderful, (124)
"An outstanding experience — a place that leaves you with a strong desire to return."
Siesta Palms By the Beach
Siesta Heron Suites & Villas
Enjoy cooking in this well-lit kitchen with a stainless steel range, sink, and coffee maker.

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very good, (35)
"It was perfect for my family of 4 for our beach vacation!!"
The price is RM567
RM1,494 total
includes taxes & fees
16 Aug - 17 Aug
Siesta Heron Suites & Villas
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.
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

The Capri at Siesta

The Capri at Siesta

10/10 Excellent
"Staff was friendly and accommodating. Quiet, great food nearby, and a very short walk to the beach. Will definitely be back back! "
Anonymous traveller 2-night trip
Posted 23 hours ago
The Capri at Siesta

Frequently asked questions

Can I find a holiday rental in Siesta Key?

Yes, there are holiday rentals in Siesta Key close to Jim Neville Marine Preserve, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Siesta Key like the popular beaches and live music. You can also check out the entertainment venues while you're visiting.

What are some of the best holiday rentals that Siesta Key has to offer?

Siesta Key Island Rentals: This highly rated holiday home rental in Siesta Key comes with free WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals are there in Siesta Key?

With 798 Expedia holiday rentals, you're guaranteed to find just the right place for your Siesta Key stay.

What can I see and do in Siesta Key?

Siesta Key Beach and Shell Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Jim Neville Marine Preserve. While here, Crescent Beach and Siesta Key Marina are other places worth a visit.

What are holiday rentals like in Siesta Key?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Siesta Key. Holiday rentals offer extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a family trip or a small group gathering.