Search Holiday Rentals in Siesta Key

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Check prices for these dates

Tonight
25 Apr - 26 Apr
Tomorrow
26 Apr - 27 Apr
This weekend
25 Apr - 27 Apr
Next weekend
2 May - 4 May

Top Holiday Rentals in Siesta Key

Tropical Beach Resorts
Property amenity

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4641)
"Clean, new and good price. Beach close. restaurants within walking distance. Staff very nice and eager to please. No complaints at all !"
The price is ₹14,423
₹18,225 total
includes taxes & fees
19 May - 20 May
Tropical Beach Resorts
Captiva Beach Resort
Florida Family Single | Private kitchen | Fridge, microwave, coffee/tea maker, toaster

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1084)
"The staff was friendly! Atmosphere was wonderful!"
The price is ₹16,242
₹21,245 total
includes taxes & fees
1 May - 2 May
Captiva Beach Resort
The Ringling Beach House
Aerial view

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (300)
"We enjoyed our stay. The location was great. It was a 5 min walk to the beach, and a 5 minute walk to all the restaurants. Would definitely recommend. "
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, (246)
"We recently stayed at this hotel and had a wonderful experience overall. The room was surprisingly spacious and well-appointed, with all the amenities we needed to feel comfortable and relaxed. We especially loved how close the hotel was to the beach—just a short walk away—which made it easy to spend time by the water. The pool and outdoor bar were also great features that added to the vacation vibe. One of the nice perks was the complimentary continental breakfast each morning, which was a...
The price is ₹36,914
₹46,058 total
includes taxes & fees
27 May - 28 May
The Residences at Siesta Key Beach by Hyatt Vacation Club
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
The Cabana, 2 Bedroom 2 Bath (1 King, 2 Twins) | Balcony view

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (175)
"The team at the INN take such care and pride. Everything is prestige condition, fully equipped kitchen and outdoor amenities for pool and beach. Our cabana was a little smaller so I would get the 3br next time for the space. 5STAR!"
The price is ₹20,088
₹25,881 total
includes taxes & fees
4 May - 5 May
The Inn On Siesta Key
Siesta Heron Suites & Villas
Condo, Pool View | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very good, (30)
"A very comfortable stay in Siesta Key. Our apartment had been fully redeveloped since Hurricane Milton. Excellent job. Pool was really good. Nikes to ride. Kayaks to addle in the lagoon. All in allan exceptional choice. "
The price is ₹12,875
₹31,699 total
includes taxes & fees
7 May - 8 May
Siesta Heron Suites & Villas
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, (111)
"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

Tropical Beach Resorts
Property amenity

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4641)
"Clean, new and good price. Beach close. restaurants within walking distance. Staff very nice and eager to please. No complaints at all !"
The price is ₹14,423
₹18,225 total
includes taxes & fees
19 May - 20 May
Tropical Beach Resorts
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
8.8 out of 10, Excellent, (1006)
"Always a great stay"
The price is ₹25,095
₹33,078 total
includes taxes & fees
6 May - 7 May
Siesta Key Beach Resort and Suites
Tropical Breeze Resort
Lobby sitting area

Tropical Breeze Resort

3.0 star property
8.8 out of 10, Excellent, (1003)
"Our visit started off on the wrong foot when I received a text to check in and the room type was not what I booked. We booked a 1 King studio and we were given a 1 Queen suite. I immediately called and they explained that they did not have our reserved room type available but the Queen room was bigger and also had a sofa bed. I was skeptical, but it turned out great. The room was really nice and in a prime location. The staff were all super friendly. The pool and hot tub were great. The hotel is...
The price is ₹25,054
₹31,708 total
includes taxes & fees
8 May - 9 May
Tropical Breeze Resort
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.

How many holiday rentals are there in Siesta Key?

With 794 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 Venice Beach 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.