Siesta Key Vacation Rentals

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Our top choices for Siesta Key vacation rentals

Vacation 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 ¥36,397
¥89,773 total
includes taxes & fees
Mar 8 - Mar 9
Beachy Sarasota Duplex
9.8 out of 10, Exceptional, (27 reviews)
"Clean and comfortable. "
United States
Laney
The price is ¥28,103
¥64,845 total
includes taxes & fees
Mar 8 - Mar 9
[escape to paradise] siesta key beach getaway
9.2 out of 10, Wonderful, (34 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 ¥49,395
¥85,802 total
includes taxes & fees
Mar 3 - Mar 4
Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More
9.4 out of 10, Exceptional, (13 reviews)
"We loved the closeness to the bay, our backyard"
United States
Alec V.
The price is ¥36,717
¥92,533 total
includes taxes & fees
Mar 4 - Mar 5
Dolphin at Coastal Breeze | Quiet and Cozy Retreat, Walk to Turtle Beach, Bayfront Patio, Boat Dock
9.0 out of 10, Wonderful, (13 reviews)
"Great location, clean, good communication. "
United States
Alexandra P.
The price is ¥74,229
¥136,228 total
includes taxes & fees
Mar 12 - Mar 13
Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ
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 ¥19,801
¥34,458 total
includes taxes & fees
Mar 9 - Mar 10
Tiny House Calypso with 1st floor sleeping
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 ¥46,979
¥91,296 total
includes taxes & fees
Mar 2 - Mar 3
Siesta Key Village-Suite #1: A block to the Beach!
9.6 out of 10, Exceptional, (84 reviews)
"Great stay - flexible early check-in!"
United States
Jill P.
The price is ¥15,435
¥45,225 total
includes taxes & fees
Mar 26 - Mar 27
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
9.4 out of 10, Exceptional, (47 reviews)
"This is our second year staying at the villas i had a great time unit was cleaned ,pool was great,wahing machine worked good cant wait till next year"
United States
Edelmiro R.
The price is ¥62,208
¥97,715 total
includes taxes & fees
Mar 8 - Mar 9
Walk to beach Heated POOL King bed DAILY WEEKLY Villa 4 SPECIALS
8.8 out of 10, Excellent, (156 reviews)
"Pristinely clean comfortable and very close to beach with free parking it was a great place to stay! Would recommend!"
United States
Stina
The price is ¥44,746
¥67,627 total
includes taxes & fees
Mar 4 - Mar 5
Studio Retreat Across the Street from Beautiful Siesta Key Beach

Vacation Home in Siesta Key Village

Beachside villa in Siesta Key | Canal Front | pool
9.8 out of 10, Exceptional, (18 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 ¥51,022
¥96,364 total
includes taxes & fees
Feb 27 - Feb 28
Beachside villa in Siesta Key | Canal Front | pool

Vacation Home in Siesta Key Village

Modern beach Retreat | Canal view | Private dock
8.2 out of 10, Very Good, (12 reviews)
"We had a wonderful stay! The location was perfect, and the property was exceptionally clean. The hosts were excellent with communication and always responded promptly. Highly recommend!"
United States
Amy P.
The price is ¥45,348
¥97,626 total
includes taxes & fees
Mar 4 - Mar 5
Modern beach Retreat | Canal view | Private dock
9.6 out of 10, Exceptional, (67 reviews)
"Live it, good property I a perfect location I will recommended for sure"
United States
Betty R.
The price is ¥77,165
¥126,243 total
includes taxes & fees
Mar 1 - Mar 2
3 Bedroom 2 Bathroom POOL-Walk to beach, 2 night minimum SPECIALS

Vacation Home in Siesta Key Village

Lulu's Key House Kemp Ridley 1/1 Downstairs
3.5 star property
10.0 out of 10, Exceptional, (4 reviews)
"Absolutely beautiful place. Very clean, easy check-in, wonderful location"
United States
Christine
The price is ¥70,027
¥124,376 total
includes taxes & fees
Mar 4 - Mar 5
Lulu's Key House Kemp Ridley 1/1 Downstairs

Aparthotel in Siesta Key

SeaSpray Resort
4.0 star property
9.6 out of 10, Exceptional, (95 reviews)
"Clean, comfortable, well stocked. Staff made our stay a breeze. Would definitely come back again."
Canada
Robert
The price is ¥88,713
¥100,246 total
includes taxes & fees
Feb 27 - Feb 28
SeaSpray Resort
8.6 out of 10, Excellent, (35 reviews)
"Host, location, the little house and decore"
United States
Stephen s.
The price is ¥32,741
¥52,035 total
includes taxes & fees
Mar 8 - Mar 9
2 Bedroom 2 Bath home near Siesta Key Beach
9.6 out of 10, Exceptional, (64 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 ¥54,947
¥101,573 total
includes taxes & fees
Mar 2 - Mar 3
Siesta Cooler: Only Minutes Walk to Siesta Beach!
9.4 out of 10, Exceptional, (96 reviews)
"We had a wonderful stay and enjoyed the pool and the close proximity to the beach."
United States
Flor Maria D.
The price is ¥46,290
¥74,328 total
includes taxes & fees
Mar 2 - Mar 3
Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool
9.0 out of 10, Wonderful, (20 reviews)
"Clean and Cute! Good communication with Host."
United States
Anonymous traveler
The price is ¥19,956
¥34,477 total
includes taxes & fees
Mar 1 - Mar 2
Tiny Coral Oasis- beachy tiny house for your getaway
9.8 out of 10, Exceptional, (32 reviews)
"Private, nice, and new Easy access Would stay again "
United States
Frederick
The price is ¥38,505
¥61,908 total
includes taxes & fees
Mar 6 - Mar 7
KING STUDIO Pool Walk to Siesta key beach King bed DAILY RENTALS SPECAILS
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

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

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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 Jim Neville Marine Preserve, 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 402 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 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 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.