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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)
"We liked the clean room, friendly staff, close to the beach and outdoor amenities."
Andriy
The price is CA $216
CA $268 total
includes taxes & fees
Nov 8 - Nov 9
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)
"We enjoyed our stay alot of stores n restaurants nearby, don’t need to use the car. "
maureen p.
The price is CA $195
CA $398 total
includes taxes & fees
Nov 9 - Nov 10
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)
"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."
Jeffrey B.
The price is CA $154
CA $446 total
includes taxes & fees
Nov 17 - Nov 18
4. Canalfront Siesta key entire King suite
Canalfront Siesta key entire King suiteBay Isle
10.0 out of 10, Exceptional, (13 reviews)
"Great location, spacious parking, clean."
Norma C.
The price is CA $140
CA $374 total
includes taxes & fees
Nov 8 - Nov 9
5. 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)
"Beautiful place"
Chad
6. 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)
"We loved it!"
John S.
The price is CA $252
CA $418 total
includes taxes & fees
Nov 9 - Nov 10
7. Cozy 1BR w/ Pool · 4 min from Siesta
Cozy 1BR w/ Pool · 4 min from SiestaSarasota
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."
Calah L.
The price is CA $214
CA $493 total
includes taxes & fees
Nov 11 - Nov 12
8. The Beach Club at Siesta Key #106A Resort by RVA
The Beach Club at Siesta Key #106A Resort by RVASouth Village
9.0 out of 10, Wonderful, (68 reviews)
"Our family had a blast - great beach and pools."
Nicholas M.
The price is CA $247
CA $594 total
includes taxes & fees
Nov 8 - Nov 9
9. 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)
"Siesta Heron is a gem! We loved having morning coffee on the deck by the water, the heated pool and the easy access to the trolley. Great location. The unit was clean and the hosts were extremely responsive and helpful!"
Carrie B.
The price is CA $280
CA $492 total
includes taxes & fees
Nov 11 - Nov 12
10. 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 $288
CA $769 total
includes taxes & fees
Nov 11 - Nov 12
11. 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)
"The place was excellent!!! Very beautiful and close to the beach. Super cozy. It was perfect and just what I had in mind."
Amy P.
The price is CA $286
CA $507 total
includes taxes & fees
Nov 30 - Dec 1
12. 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!"
John S.
The price is CA $340
CA $657 total
includes taxes & fees
Nov 13 - Nov 14
13. 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"
Oscar G.
The price is CA $272
CA $535 total
includes taxes & fees
Nov 11 - Nov 12
14. 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."
Cameron W.
The price is CA $281
CA $514 total
includes taxes & fees
Nov 22 - Nov 23
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)
"Good location, everything was clean. Enjoyed beach access. Will stay again."
Pat G.
The price is CA $271
CA $584 total
includes taxes & fees
Nov 9 - Nov 10
16. Mira Bella - 6630A “Siesta Key”
Mira Bella - 6630A “Siesta Key”South Village
10.0 out of 10, Exceptional, (1 review)
"Nice property, excellent location, and they have left most anything you could need. Very well stocked. Would stay here again!"
Connie A.
The price is CA $281
CA $618 total
includes taxes & fees
Nov 9 - Nov 10
17. Turtle Nest
Turtle NestSarasota
10.0 out of 10, Exceptional, (12 reviews)
"Great place- relaxed vibe"
zachary p.
The price is CA $237
CA $714 total
includes taxes & fees
Nov 11 - Nov 12
18. Charming Poolhouse · 1BR · Close to Siesta
Charming Poolhouse · 1BR · Close to SiestaSarasota
The price is CA $267
CA $536 total
includes taxes & fees
Nov 12 - Nov 13
19. NEW! Siesta Sands | Walkable to Beach & Village, Heated Community Pool, Coastal Siesta Key Retreat
NEW! Siesta Sands | Walkable to Beach & Village, Heated Community Pool, Coastal Siesta Key RetreatSiesta Key Village
8.0 out of 10, Very good, (1 review)
"clean room and had everything you would need. great location to beach or village, shops, restaurants. Yes, we would stay there again, Pool was not ready for guest at the time we were there."
Joseph L E.
The price is CA $290
CA $792 total
includes taxes & fees
Nov 11 - Nov 12
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
The price is CA $928
CA $1,895 total
includes taxes & fees
Nov 9 - Nov 10
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.
