A yellow lifeguard tower with an American flag on a beach with people and umbrellas.

Siesta Key Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Siesta Key vacation rentals

A pool area with a waterfall feature, lounge chairs, and palm trees.

1. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (6,017 reviews)
"Loved our stay"
United States
Julie anne
The price is ₩195,685
₩255,512 total
includes taxes & fees
Oct 28 - Oct 29
Tropical Beach Resorts
An outdoor patio with a grill, white chairs, and a red umbrella.

2. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,475 reviews)
"This place was perfect!"
United States
Kat
The price is ₩172,498
₩194,922 total
includes taxes & fees
Oct 28 - Oct 29
Hibiscus Suites - Gateway to Siesta Key
A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

3. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,325 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
The price is ₩206,565
₩255,843 total
includes taxes & fees
Oct 28 - Oct 29
Captiva Beach Resort
A modern living room with a flat-screen TV on a wooden cabinet, a grey sofa with patterned cushions, and a large window with sheer curtains.

4. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (202 reviews)
"The room was clean and the staff were very kind."
United States
Geraldine
The price is ₩296,504
₩335,059 total
includes taxes & fees
Nov 9 - Nov 10
SeaSpray Resort
A compact living space with a kitchen, a dining area, and a sofa with cushions.

5. Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (390 reviews)
"It's a very cute tiny house in a great location. Walking distance to Siesta Keys beach and numerous restaurants. I loved the decor in the sea turtle house. I would definitely stay here again next time I'm in Florida."
United States
Staci
The price is ₩78,578
₩267,158 total
includes taxes & fees
Oct 29 - Oct 30
Tiny House Siesta
A patio with a sun lounger, a table with chairs, and an umbrella.

6. Beach View 100ft To Beach and SPA

Beach View 100ft To Beach and SPA
2.0 star property
Siesta Key Village
The price is ₩209,577
₩501,440 total
includes taxes & fees
Oct 28 - Oct 29
Beach View 100ft To Beach and SPA
An outdoor patio with green metal chairs and tables, a red umbrella, and a building with balconies in the background.

7. Beach Tree Cottage,Walk To Beach& Siesta

Beach Tree Cottage,Walk To Beach& Siesta
2.0 star property
Siesta Key Village
The price is ₩178,617
₩466,456 total
includes taxes & fees
Oct 28 - Oct 29
Beach Tree Cottage,Walk To Beach& Siesta
A hot tub surrounded by a wooden fence, with lounge chairs and an umbrella in the background.

8. PinkMango Cottage Steps to Beach&Village

PinkMango Cottage Steps to Beach&Village
2.0 star property
Siesta Key Village
The price is ₩223,867
₩517,587 total
includes taxes & fees
Oct 31 - Nov 1
PinkMango Cottage Steps to Beach&Village
A modern dining area with a large table, chairs, and a patterned rug.

9. Siesta Vibe Pool Walk To Crescent Beach

Siesta Vibe Pool Walk To Crescent Beach
2.0 star property
South Village
The price is ₩158,070
₩516,007 total
includes taxes & fees
Oct 28 - Oct 29
Siesta Vibe Pool Walk To Crescent Beach
A hot tub surrounded by a wooden fence, with lounge chairs and an umbrella in the background.

10. Yellow Palm Cottage, Heart of Siesta Key

Yellow Palm Cottage, Heart of Siesta Key
2.0 star property
Siesta Key Village
The price is ₩240,538
₩536,425 total
includes taxes & fees
Oct 28 - Oct 29
Yellow Palm Cottage, Heart of Siesta Key
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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Top Siesta Key Hotel Reviews

Siesta Key Inn

Siesta Key Inn

10/10 Excellent
"Housekeeping ladies were wonderful! Kristin at the front desk was very nice and accommodating! We were very impressed!"
Jerome 6-night trip
Posted 1 hour ago
Siesta Key Inn

Find out more about Siesta Key

Search for Vacation rentals in Siesta Key on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Siesta Key using one of the methods below:

  • View our selection of featured Vacation rentals in Siesta Key
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  • Enter your travel dates to view the best deals on Vacation rentals in Siesta Key while they last

Look no further and take a look at our great range of rental properties in Siesta Key!

Frequently asked questions

Can I find a vacation rental in Siesta Key?

Yes, we give you a choice of vacation rentals in Siesta Key close to St. Boniface Episcopal Church Labyrinth, or you can go with a more secluded option if you'd like a relaxing place to 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 vacation rentals in Siesta Key?

Siesta Key Island Rentals: Visitors give good reviews to this Siesta Key vacation home rental, which comes with free WiFi so you can feel at home during your trip. This vacation 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 vacation rentals are there in Siesta Key?

With 401 Expedia vacation rentals, you're sure to find just the right place for your Siesta Key stay.

What can I see and do in Siesta Key?

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

What are vacation rentals like in Siesta Key?

Vacation rentals are private accommodations you can stay in for several days or longer in Siesta Key. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.