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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, (1,332 reviews)
The price is CA $215
CA $267 total
includes taxes & fees
Nov 15 - Nov 16

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)
The price is CA $195
CA $412 total
includes taxes & fees
Nov 8 - Nov 9

3. 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)
The price is CA $154
CA $458 total
includes taxes & fees
Nov 17 - Nov 18

4. 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)
The price is CA $204
CA $435 total
includes taxes & fees
Nov 5 - Nov 6

5. Cozy 1BR w/ Pool · 4 min from Siesta
Cozy 1BR w/ Pool · 4 min from SiestaSarasota
10.0 out of 10, Exceptional, (6 reviews)
The price is CA $214
CA $492 total
includes taxes & fees
Nov 8 - Nov 9

6. 2BR Beach Style w Pool Beach Club Siesta 204C RVA
2BR Beach Style w Pool Beach Club Siesta 204C RVASouth Village
9.0 out of 10, Wonderful, (81 reviews)
The price is CA $238
CA $583 total
includes taxes & fees
Nov 6 - Nov 7

7. Canalfront Siesta key entire King suite
Canalfront Siesta key entire King suiteBay Isle
10.0 out of 10, Exceptional, (13 reviews)
The price is CA $167
CA $406 total
includes taxes & fees
Dec 2 - Dec 3

8. 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)
The price is CA $237
CA $415 total
includes taxes & fees
Dec 4 - Dec 5

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)

10. 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 price is CA $339
CA $655 total
includes taxes & fees
Nov 13 - Nov 14

11. 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)
The price is CA $269
CA $486 total
includes taxes & fees
Nov 5 - Nov 6

12. Beachfront Getaway in Siesta Key
Beachfront Getaway in Siesta KeySouth Village
9.6 out of 10, Exceptional, (42 reviews)

13. 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)
The price is CA $270
CA $610 total
includes taxes & fees
Nov 8 - Nov 9

14. 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
The price is CA $294
CA $772 total
includes taxes & fees
Nov 11 - Nov 12

15. 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)
The price is CA $270
CA $533 total
includes taxes & fees
Nov 10 - Nov 11

16. Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta KeySiesta Key
9.0 out of 10, Wonderful, (42 reviews)
The price is CA $300
CA $492 total
includes taxes & fees
Nov 9 - Nov 10

17. 5 Minutes from Siesta Key!
5 Minutes from Siesta Key!Sarasota
9.4 out of 10, Exceptional, (54 reviews)
The price is CA $278
CA $509 total
includes taxes & fees
Nov 22 - Nov 23

18. Mira Bella - 6630A “Siesta Key”
Mira Bella - 6630A “Siesta Key”South Village
10.0 out of 10, Exceptional, (1 review)
The price is CA $278
CA $644 total
includes taxes & fees
Nov 5 - Nov 6

19. Turtle Nest
Turtle NestSarasota
10.0 out of 10, Exceptional, (12 reviews)
The price is CA $234
CA $682 total
includes taxes & fees
Nov 9 - Nov 10

20. 2BR Beach & Trolley–Beach Club Siesta 204B by RVA
2BR Beach & Trolley–Beach Club Siesta 204B by RVASouth Village
8.6 out of 10, Excellent, (48 reviews)
The price is CA $223
CA $563 total
includes taxes & fees
Nov 5 - Nov 6
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.


































































