Holiday Rentals Siesta Key from 4.537.126 ₫: Find Short-Term Rentals & Holiday Accommodations

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Top Holiday Rentals in Siesta Key

Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas

"Nice spot for an overnight stay!"

6.338.190 ₫ total

includes taxes & fees

24 Jun - 25 Jun

"Very clean, wish I could have stayed longer!"

"Perfect location close to the beach clean and cozy place"

2 bedrooms, in-room safe, iron/ironing board, free WiFi

"Nice place to stay in SK! "

10.010.002 ₫ total

includes taxes & fees

13 Jul - 14 Jul

"Great vacation stay "

Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas

"A very accommodating property. Very clean and well maintained. The staff are extremely helpful and friendly. Great location."

7.730.438 ₫ total

includes taxes & fees

25 Jun - 26 Jun

"This resort was clean and convenient, would definitely stay here again"

Condo, Pool View | Private kitchen | Full-sized fridge, microwave, oven, stovetop

"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. "

10.382.942 ₫ total

includes taxes & fees

2 Jul - 3 Jul

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Recent reviews of Siesta Key properties

5/5 Excellent

"Very family friendly, easy quick walk to the beach. The new pool is fabulous!"

A verified traveller stayed at Tropical Beach Resorts

Posted 10 hours ago

5/5 Excellent

"Everything you need for a perfect beach vacation. The owners have thought of everything and spent a lot of time on the details for this property. The location can't be beat: 2 blocks from the best beach in American and 2 blocks from shopping, restaurants, and bars. Need a wagon to haul your beach chairs, umbrella, and cooler? Check one out at the front desk. Want to ride a bike to town? Check one out too. Need beach chairs, cooler, water? The room comes equipped with them. Want to lounge in a hammock, grill your catch of the day, swim in a pool, or play yard games? The property is equipped. We'll be back for sure!"

A verified traveller stayed at Siesta Key Beachside Villas

Posted 3 days ago

5/5 Excellent

"We had a wonderful time last week and a Luxury 1 bedroom suite to die for . Staff was amazing and would definitely stay again. Beach chairs great and your literally a few block walk to the beach . Beach just absolutely beautiful and sunset 🌅 was a must . All restaurants and shops walking distance. As much as we enjoyed our suite I will stay in blue building next time , 180’s room numbers, and pool close by . That area was very nice 👍. Thank you Tropical Breeze will be seeing again 👍"

A verified traveller from New Bedford stayed at Tropical Breeze Resort

Posted 4 days ago

5/5 Excellent

"What a great stay on Siesta key. Right down the street from stores and restaurants. Resort is so convenient to the beach and has great amenities like beach chairs, cooler and access to beach wagon. The only thing they don’t have is a beach umbrella so bring one or be prepared to purchase one at one of the beach stores cause there is no place to rent one. Staff was so pleasant and helpful. Will definitely be back. "

A verified traveller stayed at Siesta Key Beach Resort and Suites

Posted 4 days ago

4/5 Good

"In general it was a good apartment almost deserving 4 stars. However, there are a couple of quite important negative moments. First, they lied in the description about washer machine, they do not have any. Second, unlike other providers they do not allow to move in even 30 minutes earlier and made us wait for this time under Florida sun despite the room was ready. Third, they locked their dumpsters and people just throw their garbage over the locked gates, so rats will be there in no time unless they solve this issue. And the last is internet access, we had to insist on moving to another apartment because they did not have internet in the first one. For the rest everything was fine: very close beach access, very quiet neighborhood, polite staff. I'd be glad to come there again, if the problems listed above are fixed."

A verified traveller stayed at SeaSpray Resort

Posted 4 days ago

5/5 Excellent

"We liked everything. The hotel was great — everything inside was new and there were all the essentials we needed. The linens were clean, and we were given plenty of towels. Housekeeping was available upon request, but we didn’t end up using it. There was a small table nearby, and the shared area had electric grills. Everything was decorated with string lights — it looked very beautiful. It’s close to the beach and not far from everything. There are also free shuttle buses to downtown Sarasota. What I didn’t like was that the pool was shared with several other hotels. There were only two umbrellas for shade, not much greenery, and it was exposed to the scorching sun. There were a lot of children, so it wasn’t really possible to swim or relax."

A verified traveller stayed at The Capri at Siesta

Posted 9 days ago

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.

How many holiday rentals are there in Siesta Key?

With 799 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.

Expedia's Latest Trends

Hotels

Gay-Friendly Hotels in MedfordKimptonHotels Hotels in MontrealHiltonHotels Hotels in Nha Trang

Flights

Flights to Shanghai

General

Visit Ibiza IslandVisit KoreatownVisit MentakabVisit UtqiagvikVisit NicosiaVisit Aalborg

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Search Holiday Rentals in Siesta Key

Check prices for these dates

Top Holiday Rentals in Siesta Key

Tropical Beach Resorts

The Ringling Beach House

Captiva Beach Resort

SeaSpray Resort

Siesta Key Island Rentals

The Inn On Siesta Key

Siesta Palms By the Beach

Siesta Heron Suites & Villas

VH106AMelissa

Recent reviews of Siesta Key properties

Tropical Beach Resorts

Siesta Key Beachside Villas

Tropical Breeze Resort

Siesta Key Beach Resort and Suites

SeaSpray Resort

Siesta Palms By the Beach

The Capri at Siesta

Captiva Beach Resort

The Ringling Beach House

Frequently asked questions

Expedia's Latest Trends