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Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Siesta Key condo rentals

1. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,333 reviews)
"Great location that's very close to the beach, large and clean room with a kitchenette, and very helpful and friendly staff. Loved our stay here!"
United States
Bob
$192 nightly
The price is $215
Nov 12 - Nov 13
Total with taxes and fees
Captiva Beach Resort

2. Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
South Village
9.6 out of 10, Exceptional, (49 reviews)
"We enjoyed our stay alot of stores n restaurants nearby, don’t need to use the car. "
United States
maureen p.
$228 nightly
The price is $255
Nov 12 - Nov 13
Total with taxes and fees
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

3. Bright & Beachy–Beach Club Siesta Key 100A by RVA

Bright & Beachy–Beach Club Siesta Key 100A by RVA
South Village
9.0 out of 10, Wonderful, (119 reviews)
"The pool and proximity to the beach are great "
United States
Evan C.
$265 nightly
The price is $296
Nov 12 - Nov 13
Total with taxes and fees
Bright & Beachy–Beach Club Siesta Key 100A by RVA

4. Heart of Village: Dog-Friendly w/ Pool & Parking

Heart of Village: Dog-Friendly w/ Pool & Parking
Siesta Key Village
9.2 out of 10, Wonderful, (17 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.
$309 nightly
The price is $326
Nov 17 - Nov 18
Total with taxes and fees
Heart of Village: Dog-Friendly w/ Pool & Parking

5. Canalfront Siesta key entire King suite

Canalfront Siesta key entire King suite
Bay Isle
10.0 out of 10, Exceptional, (14 reviews)
"Great location, spacious parking, clean."
United States
Norma C.
$227 nightly
The price is $255
Nov 15 - Nov 16
Total with taxes and fees
Canalfront Siesta key entire King suite

6. Cozy 1BR w/ Pool · 4 min from Siesta

Cozy 1BR w/ Pool · 4 min from Siesta
Sarasota
10.0 out of 10, Exceptional, (6 reviews)
"Very nice day, convenient location to the beach and food options. Nice pool for a quick dip and cool-off."
United States
Calah L.
$248 nightly
The price is $278
Nov 12 - Nov 13
Total with taxes and fees
Cozy 1BR w/ Pool · 4 min from Siesta

7. Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
Siesta Key
9.2 out of 10, Wonderful, (145 reviews)
"We loved it!"
United States
John S.
$273 nightly
The price is $304
Nov 13 - Nov 14
Total with taxes and fees
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

8. Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool

Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool
Siesta Key
9.4 out of 10, Exceptional, (100 reviews)
"The place was excellent!!! Very beautiful and close to the beach. Super cozy. It was perfect and just what I had in mind."
United States
Amy P.
$308 nightly
The price is $345
Nov 15 - Nov 16
Total with taxes and fees
Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool

9. 5 Minutes from Siesta Key!

5 Minutes from Siesta Key!
Sarasota
9.4 out of 10, Exceptional, (54 reviews)
"Wonderful place to stay, super clean and comfortable. Communication was great."
United States
Cameron W.
$303 nightly
The price is $339
Nov 22 - Nov 23
Total with taxes and fees
5 Minutes from Siesta Key!

10. Have fun at our Sunny Beachside Retreat remodeled head to toe!

Have fun at our Sunny Beachside Retreat remodeled head to toe!
South Village
9.8 out of 10, Exceptional, (16 reviews)
"Place was clean and nice.. deff good location close to beach and pool will be back soon"
United States
Oscar G.
$342 nightly
The price is $383
Nov 12 - Nov 13
Total with taxes and fees
Have fun at our Sunny Beachside Retreat remodeled head to toe!

11. Lakefront Property on Siesta Key Among Tropical Landscape W/ Heated Pool

Lakefront Property on Siesta Key Among Tropical Landscape W/ Heated Pool
Siesta Key
9.0 out of 10, Wonderful, (22 reviews)
"This spot was perfect for what we needed. It was clean, cool, and had everything we needed to make it a perfect stay. The host was incredibly responsive and kind. We would definitely return. "
United States
Erin L.
$289 nightly
The price is $323
Nov 12 - Nov 13
Total with taxes and fees
Lakefront Property on Siesta Key Among Tropical Landscape W/ Heated Pool

12. NEW! Siesta Sunrise | Heated HOA Pool, Steps to Siesta Key Beach, Walk to Siesta Key Village

NEW! Siesta Sunrise | Heated HOA Pool, Steps to Siesta Key Beach, Walk to Siesta Key Village
Siesta Key Village
$551 nightly
The price is $619
Nov 19 - Nov 20
Total with taxes and fees
NEW! Siesta Sunrise | Heated HOA Pool, Steps to Siesta Key Beach, Walk to Siesta Key Village

13. Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!

Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!
South Village
10.0 out of 10, Exceptional, (22 reviews)
"The stay was nice!"
United States
John S.
$415 nightly
The price is $462
Nov 12 - Nov 13
Total with taxes and fees
Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!

14. Spacious ~ Private Beach~Shuffleboard~Pool

Spacious ~ Private Beach~Shuffleboard~Pool
Siesta Key
9.8 out of 10, Exceptional, (97 reviews)
"It was a lovely stay. We enjoyed the proximity to the beach and the availability of the beach chairs, cooler, beach toys, etc."
United States
Julie R.
$633 nightly
The price is $705
Nov 24 - Nov 25
Total with taxes and fees
Spacious ~ Private Beach~Shuffleboard~Pool

15. Updated unit with easy beach access on Siesta Key

Updated unit with easy beach access on Siesta Key
Siesta Key
9.2 out of 10, Wonderful, (89 reviews)
"Good location, everything was clean. Enjoyed beach access. Will stay again."
United States
Pat G.
$387 nightly
The price is $432
Nov 12 - Nov 13
Total with taxes and fees
Updated unit with easy beach access on Siesta Key

16. Turtle Nest

Turtle Nest
Sarasota
10.0 out of 10, Exceptional, (12 reviews)
"Great place- relaxed vibe"
United States
zachary p.
$461 nightly
The price is $517
Nov 12 - Nov 13
Total with taxes and fees
Turtle Nest

17. Charming Poolhouse · 1BR · Close to Siesta

Charming Poolhouse · 1BR · Close to Siesta
Sarasota
$248 nightly
The price is $278
Nov 12 - Nov 13
Total with taxes and fees
Charming Poolhouse · 1BR · Close to Siesta

18. Sundeck with Ocean View, Private Access to Beach & 500ft to the Village

Sundeck with Ocean View, Private Access to Beach & 500ft to the Village
Siesta Key Village
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful place to stay close to beach an village "
United States
Raymond S.
$1,280 nightly
The price is $1,440
Nov 19 - Nov 20
Total with taxes and fees
Sundeck with Ocean View, Private Access to Beach & 500ft to the Village

19. Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 1bdr

Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 1bdr
Siesta Key Village
9.0 out of 10, Wonderful, (4 reviews)
"Everything was walkable and close by "
United States
Isabella L.
$886 nightly
The price is $992
Nov 21 - Nov 22
Total with taxes and fees
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 1bdr

20. The Coastal Collection | Two-Unit Coastal Retreat, Community Pool, Steps to Siesta Key Beach

The Coastal Collection | Two-Unit Coastal Retreat, Community Pool, Steps to Siesta Key Beach
Siesta Key Village
$1,243 nightly
The price is $1,396
Nov 16 - Nov 17
Total with taxes and fees
The Coastal Collection | Two-Unit Coastal Retreat, Community Pool, Steps to Siesta Key Beach
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.

Learn more about Siesta Key

The powdery white sand of Siesta Beach feels cool underfoot even on the hottest summer days. Rent a paddleboard at sunset to glide through the calm Gulf waters and spot dolphins arcing alongside you.

A coastal city with a long sandy beach, a marina, and several high-rise buildings.

Top reviews in Siesta Key

Frequently Asked Questions

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