Siesta Key Vacation Rentals

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Check prices for these dates

Tonight
Nov 26 - Nov 27
Tomorrow
Nov 27 - Nov 28
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Vacation Rentals in Siesta Key

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

Aparthotel in South Village

3.5 star property
9.4 out of 10, Exceptional, (5119)
"The room was clean and the staff was very nice."
United States
Jill
The price is ￥16,287
￥21,934 total
includes taxes & fees
Nov 30 - Dec 1
Tropical Beach Resorts
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers
Hibiscus Suites - Gateway to Siesta Key

Aparthotel in Sarasota

2.5 star property
8.6 out of 10, Excellent, (2200)
"Excellent location! Friendly staff, clean and updated rooms."
United States
Elba
Hibiscus Suites - Gateway to Siesta Key
Front of property - evening/night
Captiva Beach Resort

Condo in South Village

3.0 star property
9.0 out of 10, Wonderful, (1164)
"Very good stay, clean, safe, and steps from the beach"
United States
Brandon
Captiva Beach Resort
Exterior
Siesta Key Island Rentals

Vacation Home in Siesta Key

3.0 star property
9.6 out of 10, Exceptional, (51)
"Very nice place, we loved it. Great location. "
United States
Derrick
The price is ￥18,414
￥43,907 total
includes taxes & fees
Dec 3 - Dec 4
Siesta Key Island Rentals
Fridge, microwave, oven, stovetop
[lounge like locals] walk to siesta beach +bikes

Vacation Home in Siesta Key

9.8 out of 10, Exceptional, (25)
"The property was very clean and conveniently located ."
United States
David
The price is ￥12,063
￥44,700 total
includes taxes & fees
Nov 27 - Nov 28
[lounge like locals] walk to siesta beach +bikes
Property amenity
The Residences at Siesta Key Beach by Hyatt Vacation Club

Aparthotel in South Village

3.5 star property
9.6 out of 10, Exceptional, (297)
"Loved our stay! "
United States
Michelle
The price is ￥55,616
￥70,788 total
includes taxes & fees
Dec 11 - Dec 12
The Residences at Siesta Key Beach by Hyatt Vacation Club
Cabin (Tiny House - The Siesta) | Living area | Flat-screen TV, Netflix, streaming services
Tiny House Siesta

Mobile Home in Sarasota

2.0 star property
8.4 out of 10, Very Good, (343)
"Enjoyable stay. "
United States
Lori
The price is ￥16,709
￥37,854 total
includes taxes & fees
Nov 27 - Nov 28
Tiny House Siesta
Beach
[Beach Elements] pool view withprivate beach access

Apartment in Siesta Key

9.4 out of 10, Exceptional, (19)
"Jayme is a professional and thoughtful host."
United States
Stanley
The price is ￥15,119
￥41,869 total
includes taxes & fees
Dec 1 - Dec 2
[Beach Elements] pool view withprivate beach access
Exterior
Completely Remodeled- 150 Yards to Beach and Restaurants!

Villa in South Village

10.0 out of 10, Exceptional, (37)
"We arrived early and the owner was very communicative about when we could get in the space. He sent us a code beforehand, so we were able to go straight in, drop our bags, eat lunch across the street, and head to the beach. Everything is as shown. Super clean, stocked kitchen, plenty of beach gear, etc. We would definitely consider staying again."
United States
TATE J.
The price is ￥23,424
￥65,415 total
includes taxes & fees
Dec 18 - Dec 19
Completely Remodeled- 150 Yards to Beach and Restaurants!
Condo, Pool View | Private kitchen | Full-size fridge, microwave, oven, stovetop
Siesta Heron Suites & Villas

Vacation Home in Siesta Key

3.5 star property
8.6 out of 10, Excellent, (38)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
The price is ￥19,625
￥53,585 total
includes taxes & fees
Nov 29 - Nov 30
Siesta Heron Suites & Villas
Beach nearby
POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES

Condo in South Village

9.6 out of 10, Exceptional, (41)
"Loved the pool and view!"
United States
Victoria P.
The price is ￥15,460
￥38,375 total
includes taxes & fees
Nov 27 - Nov 28
POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES
Deluxe Suite, 2 Bedrooms | Living area
SeaSpray Resort

Aparthotel in Siesta Key

4.0 star property
9.4 out of 10, Exceptional, (70)
"Clean room, incredibly helpful staff. Will be staying here again"
United States
Caleb
The price is ￥38,884
￥43,939 total
includes taxes & fees
Dec 2 - Dec 3
SeaSpray Resort
Beach
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Cottage in Siesta Key

9.2 out of 10, Wonderful, (5)
"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "
United States
Rolly N.
The price is ￥18,739
￥46,379 total
includes taxes & fees
Dec 7 - Dec 8
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
A heated pool
Heated pool just 1.7 mi to beach The Ocean Pearl

Apartment in Sarasota

9.8 out of 10, Exceptional, (6)
"This place was perfect and close to everything!! "
United States
Christina R.
The price is ￥18,895
￥43,838 total
includes taxes & fees
Dec 9 - Dec 10
Heated pool just 1.7 mi to beach The Ocean Pearl
Interior
Siesta beach....one and only

Vacation Home in Sarasota

9.6 out of 10, Exceptional, (189)
"We had a wonderful time.the host was wonderful .we had a leak in the bathroom and he came right over and fixed in in a matter of minutes .we were very impressed.we would stay there again."
United States
Martha C.
The price is ￥16,725
￥67,396 total
includes taxes & fees
Dec 1 - Dec 2
Siesta beach....one and only
Beach nearby, beach umbrellas
Couple’s Escape-Beach Club at Siesta Key 106C by RVA

Apartment in South Village

9.4 out of 10, Exceptional, (101)
"Rental was clean and well taken care of. Love how close we were to the beach! Would stay here again!"
United States
Mandi R.
Couple’s Escape-Beach Club at Siesta Key 106C by RVA
Exterior
2 Bedroom 2 Bath home near Siesta Key Beach

Vacation Home in Sarasota

8.4 out of 10, Very Good, (30)
"This place was very comfortable, and a great location, close to everything we needed. Check in/out was a breeze.Will keep this on our saved list for next time."
United States
Michael C.
The price is ￥19,520
￥36,807 total
includes taxes & fees
Nov 28 - Nov 29
2 Bedroom 2 Bath home near Siesta Key Beach
Property grounds
Tiny Coral Oasis- beachy tiny house for your getaway

Apartment in Sarasota

9.0 out of 10, Wonderful, (20)
"Clean and Cute! Good communication with Host."
United States
Anonymous traveler
The price is ￥18,739
￥33,121 total
includes taxes & fees
Nov 29 - Nov 30
Tiny Coral Oasis- beachy tiny house for your getaway
Property grounds
Beachside Studio Located Across from Main Beach and Half Mile to Village

Apartment in Sarasota

8.8 out of 10, Excellent, (157)
"Small and cozy - good supply of beach equipment and great location!"
United States
Jamie B.
The price is ￥21,238
￥39,529 total
includes taxes & fees
Nov 27 - Nov 28
Beachside Studio Located Across from Main Beach and Half Mile to Village
Fridge, microwave, oven, coffee/tea maker
Walk to Siesta key beach | Private Dock | Patio | Pool

Vacation Home in Siesta Key Village

9.4 out of 10, Exceptional, (14)
"The place was clean and location was perfect! 2 blocks to the beach and 2 blocks to the village. It’s really great and helpful that they provided beach wagon, chairs and umbrella. "
United States
Amy
The price is ￥18,856
￥58,507 total
includes taxes & fees
Dec 1 - Dec 2
Walk to Siesta key beach | Private Dock | Patio | Pool
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

Tropical Breeze Resort

Tropical Breeze Resort

10/10 Excellent
"Loved everything about our stay. Lovely upgraded room, amazing location and wonderful staff. "
Myrnalyn 1-night trip
Posted 2 days ago
Tropical Breeze Resort

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 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 814 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, Siesta Key Marina 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.