Siesta Key Holiday Rentals

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Check prices for these dates

Tonight
22 Feb - 23 Feb
Tomorrow
23 Feb - 24 Feb
Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar

Holiday Rentals in Siesta Key

Tropical Beach Resorts
Property amenity

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4560)
"Beautiful location. Room was perfect & well kept. Would return!"
Tropical Beach Resorts
The Ringling Beach House
Aerial view

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (290)
"Great location. Updated unit which was very clean and comfortable. I did not realize I had to bring my own toilet paper, so we had to make a trip to the store after settling in. There is not 1 hook or rack to hang a wet towel or bathing suit. 3 bath towels given for 3 people so they needed to be hung to be re-used for a few days. There was no bath mat or extra towel to put down on the floor for getting out of the shower. There was no place to put luggage on other than the floor. Wifi barely...
The price is S$549
includes taxes & fees
24 Feb - 25 Feb
The Ringling Beach House
The Residences at Siesta Key Beach by Hyatt Vacation Club
Sports facility

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
9.8 out of 10, Exceptional, (230)
"Clean and beautiful "
The price is S$1,171
includes taxes & fees
19 Mar - 20 Mar
The Residences at Siesta Key Beach by Hyatt Vacation Club
Captiva Beach Resort
Private kitchen

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1070)
"Great service, nice room, still a little beat up from hurricane. Otherwise would have been all 5s"
The price is S$574
includes taxes & fees
26 Feb - 27 Feb
Captiva Beach Resort
Siesta Heron Suites & Villas
Private kitchen

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very good, (28)
"This place was great I highly recommend it . The bed was hard and not comfortable and the couch was not very comfortable but the location and cleanliness of this place was great . We would definitely come back and stay . "
The price is S$696
includes taxes & fees
13 Mar - 14 Mar
Siesta Heron Suites & Villas
Siesta Key Island Rentals
Room amenity

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (29)
"I love this property and people that run it are awesome. Paige you never left me hanging on anything you always answered my questions or problems immediately. Thank You"
Siesta Key Island Rentals
The Inn On Siesta Key
Balcony view

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (170)
"We were happy with everything!"
The price is S$763
includes taxes & fees
28 Feb - 1 Mar
The Inn On Siesta Key
Siesta Palms By the Beach
Beach nearby, white sand, sun-loungers, beach umbrellas

Siesta Palms By the Beach

3.5 star property
9.2 out of 10, Wonderful, (109)
"This is the place to stay in Siesta key! Been coming here for many years and even though the ownership has changed the quality has not declined. They graciously accommodated us even though some of the units in their other buildings were not ready for our arrival. In the main building where we stayed we saw no evidence of any damage. It was clean and had everything we needed. It was delightful, and we will be back!"
Siesta Palms By the Beach
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.
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Other types of properties in Siesta Key you may be interested in

Siesta Key Beach Resort and Suites
Outdoor pool, open 9 AM to 9 PM, pool loungers

Siesta Key Beach Resort and Suites

2.5 star property
8.6 out of 10, Excellent, (1006)
"We have stayed here many times. We love the location, right in the heart of the village and close access to the beach. We were worried because we had read about all the damage that Siesta Key suffered during the hurricane - but we were pleasantly surprised. The village looks great and the hotel looks great too! We will stay here again. The service is good and the staff are really friendly."
The price is S$641
includes taxes & fees
5 Mar - 6 Mar
Siesta Key Beach Resort and Suites
Tropical Beach Resorts
Property amenity

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4560)
"Beautiful location. Room was perfect & well kept. Would return!"
Tropical Beach Resorts
The Ringling Beach House
Aerial view

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (290)
"Great location. Updated unit which was very clean and comfortable. I did not realize I had to bring my own toilet paper, so we had to make a trip to the store after settling in. There is not 1 hook or rack to hang a wet towel or bathing suit. 3 bath towels given for 3 people so they needed to be hung to be re-used for a few days. There was no bath mat or extra towel to put down on the floor for getting out of the shower. There was no place to put luggage on other than the floor. Wifi barely...
The price is S$549
includes taxes & fees
24 Feb - 25 Feb
The Ringling Beach House
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.

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. Another good choice for your trip to Siesta Key is Siesta Heron Suites & Villas.

How many holiday rentals are there in Siesta Key?

With 806 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. You’ll find favourite places to visit such as Lido Beach and St. Armands Circle in the wider area.

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.