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Our top choices for Siesta Key condo rentals

1. Captiva Beach Resort
Captiva Beach ResortSouth Village
9.0 out of 10, Wonderful, (1,334 reviews)
$203 nightly
The price is $227
Nov 16 - Nov 17
Total with taxes and fees

2. Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily RentalsSouth Village
9.6 out of 10, Exceptional, (49 reviews)
$262 nightly
The price is $294
Nov 13 - Nov 14
Total with taxes and fees

3. Bright & Beachy–Beach Club Siesta Key 100A by RVA
Bright & Beachy–Beach Club Siesta Key 100A by RVASouth Village
9.0 out of 10, Wonderful, (119 reviews)
$254 nightly
The price is $285
Nov 18 - Nov 19
Total with taxes and fees

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

5. Canalfront Siesta key entire King suite
Canalfront Siesta key entire King suiteBay Isle
10.0 out of 10, Exceptional, (14 reviews)
$227 nightly
The price is $255
Nov 15 - Nov 16
Total with taxes and fees

6. Cozy 1BR w/ Pool · 4 min from Siesta
Cozy 1BR w/ Pool · 4 min from SiestaSarasota
10.0 out of 10, Exceptional, (6 reviews)
$255 nightly
The price is $287
Nov 15 - Nov 16
Total with taxes and fees

7. Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental GetawaySiesta Key
9.2 out of 10, Wonderful, (145 reviews)
$256 nightly
The price is $286
Nov 13 - Nov 14
Total with taxes and fees

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 PoolSiesta Key
9.4 out of 10, Exceptional, (100 reviews)
$308 nightly
The price is $345
Nov 15 - Nov 16
Total with taxes and fees

9. 5 Minutes from Siesta Key!
5 Minutes from Siesta Key!Sarasota
9.4 out of 10, Exceptional, (54 reviews)
$303 nightly
The price is $339
Nov 22 - Nov 23
Total with taxes and fees

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)
$344 nightly
The price is $385
Nov 17 - Nov 18
Total with taxes and fees

11. Lakefront Property on Siesta Key Among Tropical Landscape W/ Heated Pool
Lakefront Property on Siesta Key Among Tropical Landscape W/ Heated PoolSiesta Key
9.0 out of 10, Wonderful, (22 reviews)
$284 nightly
The price is $318
Nov 18 - Nov 19
Total with taxes and fees

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 VillageSiesta Key Village
$545 nightly
The price is $612
Nov 19 - Nov 20
Total with taxes and fees

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)
$444 nightly
The price is $495
Nov 16 - Nov 17
Total with taxes and fees

14. Spacious ~ Private Beach~Shuffleboard~Pool
Spacious ~ Private Beach~Shuffleboard~PoolSiesta Key
9.8 out of 10, Exceptional, (97 reviews)
$633 nightly
The price is $705
Nov 24 - Nov 25
Total with taxes and fees

15. Updated unit with easy beach access on Siesta Key
Updated unit with easy beach access on Siesta KeySiesta Key
9.2 out of 10, Wonderful, (89 reviews)
$387 nightly
The price is $432
Nov 13 - Nov 14
Total with taxes and fees

16. Turtle Nest
Turtle NestSarasota
10.0 out of 10, Exceptional, (12 reviews)
$449 nightly
The price is $505
Nov 15 - Nov 16
Total with taxes and fees

17. Charming Poolhouse · 1BR · Close to Siesta
Charming Poolhouse · 1BR · Close to SiestaSarasota
$269 nightly
The price is $301
Nov 16 - Nov 17
Total with taxes and fees

18. Sundeck with Ocean View, Private Access to Beach & 500ft to the Village
Sundeck with Ocean View, Private Access to Beach & 500ft to the VillageSiesta Key Village
10.0 out of 10, Exceptional, (15 reviews)
$1,256 nightly
The price is $1,413
Nov 19 - Nov 20
Total with taxes and fees

19. Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 1bdr
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 1bdrSiesta Key Village
9.0 out of 10, Wonderful, (4 reviews)
$879 nightly
The price is $984
Nov 21 - Nov 22
Total with taxes and fees

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 BeachSiesta Key Village
$1,241 nightly
The price is $1,392
Nov 16 - Nov 17
Total with taxes and fees
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.












































































