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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, (1,337 reviews)
$188 nightly
The price is $210
Nov 17 - Nov 18
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, (50 reviews)
$229 nightly
The price is $256
Nov 17 - Nov 18
Total with taxes and fees

3. Couple’s Escape-Beach Club at Siesta Key 106C by RVA
Couple’s Escape-Beach Club at Siesta Key 106C by RVASouth Village
9.4 out of 10, Exceptional, (105 reviews)
$235 nightly
The price is $265
Nov 15 - Nov 16
Total with taxes and fees

4. 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)
$245 nightly
The price is $276
Nov 15 - Nov 16
Total with taxes and fees

5. 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

6. Romantic Getaway Beach Club Siesta 202B by RVA
Romantic Getaway Beach Club Siesta 202B by RVASouth Village
8.8 out of 10, Excellent, (57 reviews)
$265 nightly
The price is $298
Nov 15 - Nov 16
Total with taxes and fees

7. Canalfront Siesta key entire King suite
Canalfront Siesta key entire King suiteBay Isle
10.0 out of 10, Exceptional, (14 reviews)
$237 nightly
The price is $265
Dec 2 - Dec 3
Total with taxes and fees

8. 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

9. Dream Sunsets & Coastal Bliss–Beach Club 108A / RVA
Dream Sunsets & Coastal Bliss–Beach Club 108A / RVASouth Village
9.0 out of 10, Wonderful, (77 reviews)
$353 nightly
The price is $397
Nov 15 - Nov 16
Total with taxes and fees

10. Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach
Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the BeachSouth Village
8.8 out of 10, Excellent, (90 reviews)
$263 nightly
The price is $296
Nov 15 - Nov 16
Total with taxes and fees

11. 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)
$244 nightly
The price is $272
Nov 17 - Nov 18
Total with taxes and fees

12. 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)
$389 nightly
The price is $434
Dec 1 - Dec 2
Total with taxes and fees

13. Renovated Siesta Key Vacation Rental W/ Heated Pool Walking Distance to Beach
Renovated Siesta Key Vacation Rental W/ Heated Pool Walking Distance to BeachSiesta Key
9.0 out of 10, Wonderful, (79 reviews)
$325 nightly
The price is $363
Dec 14 - Dec 15
Total with taxes and fees

14. 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

15. Small and Quiet Lakefront Resort on Siesta Key W/ Heated Pool and Kayaks
Small and Quiet Lakefront Resort on Siesta Key W/ Heated Pool and KayaksSiesta Key
9.2 out of 10, Wonderful, (43 reviews)
$356 nightly
The price is $399
Nov 18 - Nov 19
Total with taxes and fees

16. 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

17. Mira Bella - 6630A “Siesta Key”
Mira Bella - 6630A “Siesta Key”South Village
10.0 out of 10, Exceptional, (1 review)
$412 nightly
The price is $458
Nov 17 - Nov 18
Total with taxes and fees

18. 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 17 - Nov 18
Total with taxes and fees

19. 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
$539 nightly
The price is $605
Nov 19 - Nov 20
Total with taxes and fees

20. Spacious ~ Private Beach~Shuffleboard~Pool
Spacious ~ Private Beach~Shuffleboard~PoolSiesta Key
9.8 out of 10, Exceptional, (98 reviews)
$633 nightly
The price is $705
Nov 24 - Nov 25
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.












































































