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
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Siesta Key vacation rentals

Property grounds

1. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,776 reviews)
"Great place to visit!"
United States
Margaret Lai Ling
The price is AED 467
AED 623 total
includes taxes & fees
23 Aug - 24 Aug
Tropical Beach Resorts
Cabin (Tiny House - The Siesta) | Living area | Flat-screen TV, Netflix, streaming services

2. Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very Good, (384 reviews)
"Great place"
United States
Mario
The price is AED 287
AED 822 total
includes taxes & fees
22 Aug - 23 Aug
Tiny House Siesta
Front of property - evening/night

3. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,299 reviews)
"The proximity to the beach and the ambient of the place"
United States
natalia
The price is AED 553
AED 687 total
includes taxes & fees
7 Sep - 8 Sep
Captiva Beach Resort
Superior Suite, 2 Bedrooms | In-room safe, iron/ironing board, WiFi (free)

4. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (173 reviews)
"Beautiful hotel comfortable bed nice and friendly staff!!!!"
United States
Isabel
The price is AED 704
AED 796 total
includes taxes & fees
1 Sep - 2 Sep
SeaSpray Resort
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers

5. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,414 reviews)
"We stayed for 2 nights, the location was perfect for our needs! The beds were very comfortable and the kitchen was a added bonus!"
United States
Justine
The price is AED 445
AED 503 total
includes taxes & fees
8 Sep - 9 Sep
Hibiscus Suites - Gateway to Siesta Key
5365 Calle Florida, Siesta Key, FL W/Pool | Private kitchen

6. Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (79 reviews)
"Great location, very clean and spacious."
United States
Jason
The price is AED 435
AED 1,263 total
includes taxes & fees
25 Aug - 26 Aug
Siesta Key Island Rentals
Front of property

7. The Ringling Beach House

The Ringling Beach House
3.5 star property
Siesta Key
9.0 out of 10, Wonderful, (383 reviews)
"was amazing"
United States
Thomas
The Ringling Beach House
Beach

8. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.4 out of 10, Exceptional, (39 reviews)
"The space was clean and well-equipped, and the host was easily reachable and responded quickly when I asked a question. The private beach access was nice. I would stay here again. "
United States
Natalie M.
The price is AED 412
AED 1,110 total
includes taxes & fees
24 Aug - 25 Aug
[Beach Elements] pool view withprivate beach access
House, Lakeside | Living area | 39-inch flat-screen TV with digital channels, TV, streaming services

9. Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.6 out of 10, Excellent, (44 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is AED 360
AED 1,145 total
includes taxes & fees
1 Sep - 2 Sep
Siesta Heron Suites & Villas
Coffee/tea maker, fridge, microwave, oven

10. [lounge like locals] walk to siesta beach +bikes

[lounge like locals] walk to siesta beach +bikes
Siesta Key
9.8 out of 10, Exceptional, (37 reviews)
"Thanks for a great stay, Jayme! Perfect location and extremely accurate Vrbo listing! Beds super comfy!"
United States
Sue H.
The price is AED 375
AED 1,199 total
includes taxes & fees
23 Aug - 24 Aug
[lounge like locals] walk to siesta beach +bikes
Beach nearby, sun loungers, beach towels

11. Siesta Key Village-Suite #3: A Block to the Beach!

Siesta Key Village-Suite #3: A Block to the Beach!
Siesta Key Village
9.2 out of 10, Wonderful, (77 reviews)
"Great stay"
United States
Allison H.
Siesta Key Village-Suite #3: A Block to the Beach!
Sun loungers, beach towels

12. Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
South Village
9.6 out of 10, Exceptional, (90 reviews)
"Would definitely stay here again. Great location and great house! Owner was quick and helpful with communication."
United States
Clarissa S.
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Beach nearby

13. Sand Dollar Studio, King bed, Pool. Daily Rentals, Walk to Beach.

Sand Dollar Studio, King bed, Pool. Daily Rentals, Walk to Beach.
South Village
9.8 out of 10, Exceptional, (34 reviews)
"Great stay."
United States
James J.
The price is AED 591
AED 1,096 total
includes taxes & fees
19 Sep - 20 Sep
Sand Dollar Studio, King bed, Pool. Daily Rentals, Walk to Beach.
Outdoor dining

14. Tiny Coral Oasis- beachy tiny house for your getaway

Tiny Coral Oasis- beachy tiny house for your getaway
Sarasota
9.0 out of 10, Wonderful, (20 reviews)
"Cute tiny house Clean and comfortable Had a great time"
United States
DeAnna T.
The price is AED 437
AED 790 total
includes taxes & fees
19 Sep - 20 Sep
Tiny Coral Oasis- beachy tiny house for your getaway
Beach nearby, sun loungers, beach towels

15. Siesta Key Village -Suite #2: A Block to the Beach, In the HEART of the Village!

Siesta Key Village -Suite #2: A Block to the Beach, In the HEART of the Village!
Siesta Key Village
9.0 out of 10, Wonderful, (43 reviews)
"Great stay! "
United States
Mason M.
The price is AED 521
AED 1,392 total
includes taxes & fees
21 Aug - 22 Aug
Siesta Key Village -Suite #2: A Block to the Beach, In the HEART of the Village!
Beach nearby

16. Siesta Key, Sea Horse Villa, Pool. Daily rentals

Siesta Key, Sea Horse Villa, Pool. Daily rentals
South Village
9.4 out of 10, Exceptional, (54 reviews)
"Perfect weekend getaway stay for my husband and I! The cottage had everything we needed, was thoroughly cleaned and location was perfect for restaurant hopping and beach going. Would definitely stay again!"
United States
Allie A.
The price is AED 591
AED 1,239 total
includes taxes & fees
1 Sep - 2 Sep
Siesta Key, Sea Horse Villa, Pool. Daily rentals
Sun loungers, beach towels

17. Canalfront Siesta key entire King suite

Canalfront Siesta key entire King suite
Bay Isle
10.0 out of 10, Exceptional, (12 reviews)
"Great location, spacious parking, clean."
United States
Norma C.
Canalfront Siesta key entire King suite
Outdoor dining

18. Dolphin Villa - Pool - Steps to Siesta Key Village

Dolphin Villa - Pool - Steps to Siesta Key Village
Siesta Key Village
9.4 out of 10, Exceptional, (17 reviews)
"Great location to downtown, beach. Kitchen and furnishing updated and in great condition. Negatives would be the lock on the backdoor, air conditioning from the ceiling that could not be controlled from our apartment. The pool was great and had plenty of seating. Only issue with the Dolphin apartment is the many windows, which kind of made it feel like living in a fish bowl. That might not be an issues for others. "
United States
Sandra C.
The price is AED 380
AED 1,330 total
includes taxes & fees
23 Aug - 24 Aug
Dolphin Villa - Pool - Steps to Siesta Key Village
Beach nearby

19. Siesta Key Condo: Beach, Pool & Village Fun!

Siesta Key Condo: Beach, Pool & Village Fun!
Siesta Key Village
9.2 out of 10, Wonderful, (16 reviews)
"Love the place. Perfect location. Close to village, close to beach. Highly suggest and will definitely be back in the future. Host was very friendly and accommodating."
United States
Jeffrey B.
The price is AED 397
AED 1,263 total
includes taxes & fees
27 Aug - 28 Aug
Siesta Key Condo: Beach, Pool & Village Fun!
Beach nearby

20. Beachside Studio Located Across from Main Beach and Half Mile to Village

Beachside Studio Located Across from Main Beach and Half Mile to Village
Sarasota
8.8 out of 10, Excellent, (169 reviews)
"The rental had everything promised. The bed and couch were very comfortable. Everything was clean. Beach access was great. The chairs, cooler, and canopy were were just what was needed to maximize our enjoyment on a great beach."
United States
Karen G.
The price is AED 560
AED 1,016 total
includes taxes & fees
26 Aug - 27 Aug
Beachside Studio Located Across from Main Beach and Half Mile to Village
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 Beach Resort and Suites

Siesta Key Beach Resort and Suites

8/10 Good
"."
Debra 2-night trip
Posted 4 hours ago
Siesta Key Beach Resort and Suites

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 like this Siesta Key vacation home rental. It 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. Some other top choices in Siesta Key are Luxury Siesta Key townhome close to village,beaches, city and airport and Siesta Key Cottage – Best Value! Just Cross the Street to the Gulf!.

How many vacation rentals are there in Siesta Key?

With 420 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. You’ll find favorite places to visit like Lido Beach and Venice Beach in the larger area.

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.