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Our top choices for Siesta Key holiday rentals

Holiday Home in Siesta Key Village

Modern beach Retreat | Canal view | Private dock
8.2 out of 10, Very good, (12 reviews)
"Great place to stay and very close to restaurants "
United States
Amber B.
The price is £437
includes taxes & fees
14 Apr - 15 Apr
Modern beach Retreat | Canal view | Private dock
8.8 out of 10, Excellent, (85 reviews)
"106A was great - loved the sitting area right outside our door. Also loved that the beach chairs and umbrella were in a bedroom closet. Showers were great too. Will likely stay here again."
United States
Margaret
The price is £289
includes taxes & fees
21 Apr - 22 Apr
Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach

Holiday Home in Sarasota

Beachy Sarasota Duplex
10.0 out of 10, Exceptional, (3 reviews)
"Great experience. House was in a great location and having a Dunkin walking distance was a plus. Definitely would recommend. Thank you A"
United States
pete t.
The price is £369
includes taxes & fees
14 Apr - 15 Apr
Beachy Sarasota Duplex
9.8 out of 10, Exceptional, (28 reviews)
"Clean and great location! Would stay again! "
United States
Laura W.
The price is £264
includes taxes & fees
31 Mar - 1 Apr
[escape to paradise] siesta key beach getaway
9.0 out of 10, Wonderful, (13 reviews)
"Great location, clean, good communication. "
United States
Alexandra P.
The price is £451
includes taxes & fees
24 Mar - 25 Mar
Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ
9.6 out of 10, Exceptional, (67 reviews)
"Host was great, clean room, balcony was nice. It’s on the Main Street so not quite until the bars closed. Overall a great place to visit. "
United States
Brandon N.
The price is £357
includes taxes & fees
31 Mar - 1 Apr
Siesta Cooler: Only Minutes Walk to Siesta Beach!
9.0 out of 10, Wonderful, (10 reviews)
"Third time here and best visit will book again in future "
United States
Desirae
The price is £178
includes taxes & fees
1 Apr - 2 Apr
Tiny House Calypso with 1st floor sleeping
9.6 out of 10, Exceptional, (124 reviews)
"You are in your own piece of paradise when you stay here. Many amenities available. Ven, our host was always available when needed."
United States
Elizabeth D.
The price is £340
includes taxes & fees
25 Mar - 26 Mar
1 mile to Siesta Key! Early Bird Special & Low Wkly Rates! Heated Pool! BBQ
9.2 out of 10, Wonderful, (35 reviews)
"We stayed in building 6 which had amazing space and private entrence. The bikes allowed us to ride to the beach every morning. Would recommend. "
United States
lucas c.
The price is £507
includes taxes & fees
3 Apr - 4 Apr
Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More
9.6 out of 10, Exceptional, (85 reviews)
"Great stay - flexible early check-in!"
United States
Jill P.
The price is £249
includes taxes & fees
13 Apr - 14 Apr
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Holiday Home in Siesta Key Village

Beachside villa in Siesta Key | Canal Front | pool
9.8 out of 10, Exceptional, (19 reviews)
"The room was very clean and close to everything. We had to buy toilet paper and Kleenex as there wasn’t enough for the room. Enjoyed our stay"
United States
Kelly F.
The price is £476
includes taxes & fees
14 Apr - 15 Apr
Beachside villa in Siesta Key | Canal Front | pool
9.4 out of 10, Exceptional, (102 reviews)
"Property is amazing spot, did stay a year before and was amazing this time furniture had damage and ac was not cooling perfect."
United States
Ubaldo M.
The price is £275
includes taxes & fees
13 Apr - 14 Apr
Couple’s Escape-Beach Club at Siesta Key 106C by RVA
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Great little place to stay and enjoy the nearby beaches and restaurants! The communication was on point. We will be back "
United States
Jacob
The price is £424
includes taxes & fees
1 Apr - 2 Apr
Coastal Breeze Siesta - Turtle
9.8 out of 10, Exceptional, (45 reviews)
"The apartment is clean and comfortable! Location is amazing! The beach, restaurants, and bars are all very close. The beach is great and easily accessible. 100% would stay here again! "
United States
Alex
The price is £346
includes taxes & fees
30 Mar - 31 Mar
Siesta Key Village-Suite #1: A block to the Beach!

Aparthotel in Siesta Key

SeaSpray Resort
4.0 star property
9.6 out of 10, Exceptional, (101 reviews)
"VERY ENJOYABLE /STAFF WAS EXCELLENT"
United States
KARL
The price is £298
includes taxes & fees
15 Apr - 16 Apr
SeaSpray Resort
9.8 out of 10, Exceptional, (77 reviews)
"This house was clean and in a perfect location within walking distance to the beach and the village. Perfect size for our family of 5 for a 2 night stay in November."
United States
Patrick G.
The price is £711
includes taxes & fees
25 Mar - 26 Mar
Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet Friendly

Condo in South Village

Captiva Beach Resort
3.0 star property
9.0 out of 10, Wonderful, (1,214 reviews)
"Room was clean and well stocked. Staff were easy to access and helpful. Location was great!"
United States
Daniel
The price is £226
includes taxes & fees
12 Apr - 13 Apr
Captiva Beach Resort
9.0 out of 10, Wonderful, (114 reviews)
"Enjoyable stay "
United States
Brian
The price is £278
includes taxes & fees
21 Apr - 22 Apr
Bright & Beachy–Beach Club Siesta Key 100A by RVA
8.8 out of 10, Excellent, (162 reviews)
"Useful place, everything was clean and it has a good location."
United States
Felipe
The price is £275
includes taxes & fees
24 Mar - 25 Mar
Beachside Studio Located Across from Main Beach and Half Mile to Village

Aparthotel in South Village

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (5,375 reviews)
"We had a very nice time and the resort was centrally located and right down the road from the beach. "
United States
Christopher Kevin
The price is £206
includes taxes & fees
12 Apr - 13 Apr
Tropical Beach Resorts
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

Find out more about Siesta Key

Everything you need to know about Siesta Key holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Siesta Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Siesta Key holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Siesta Key holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Siesta Key. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Siesta Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Siesta Key holiday rentals we have selected for you start as low as £206 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Siesta Key rentals

At Expedia, we put the best Siesta Key holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Siesta Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Siesta Key holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Siesta Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 Steps to Beach/Siesta Village-Resort Pool w/Slide.

How many holiday rentals are there in Siesta Key?

With 394 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.