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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, (1,333 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!"
Bob
The price is CA $218
CA $270 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)
"We enjoyed our stay alot of stores n restaurants nearby, don’t need to use the car. "
maureen p.
The price is CA $136
CA $342 total
includes taxes & fees
Nov 11 - Nov 12
3. Canalfront Siesta key entire King suite
Canalfront Siesta key entire King suiteBay Isle
10.0 out of 10, Exceptional, (14 reviews)
"Great location, spacious parking, clean."
Norma C.
The price is CA $140
CA $361 total
includes taxes & fees
Nov 15 - Nov 16
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)
"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 $155
CA $449 total
includes taxes & fees
Nov 17 - Nov 18
5. 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 $243
CA $425 total
includes taxes & fees
Dec 7 - Dec 8
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)
"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 $158
CA $422 total
includes taxes & fees
Nov 11 - Nov 12
7. 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 $290
CA $773 total
includes taxes & fees
Nov 11 - Nov 12
8. 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)
"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. "
Erin L.
The price is CA $263
CA $471 total
includes taxes & fees
Nov 11 - Nov 12
9. 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 $288
CA $511 total
includes taxes & fees
Nov 19 - Nov 20
10. 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 $273
CA $616 total
includes taxes & fees
Nov 11 - Nov 12
11. 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 $253
CA $479 total
includes taxes & fees
Nov 22 - Nov 23
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 $374
CA $701 total
includes taxes & fees
Nov 17 - Nov 18
13. 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.
14. 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 $274
CA $539 total
includes taxes & fees
Nov 11 - Nov 12
15. Turtle Nest
Turtle NestSarasota
10.0 out of 10, Exceptional, (12 reviews)
"Great place- relaxed vibe"
zachary p.
The price is CA $244
CA $727 total
includes taxes & fees
Nov 11 - Nov 12
16. 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 $791 total
includes taxes & fees
Nov 11 - Nov 12
17. 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)
"Beautiful place to stay close to beach an village "
Raymond S.
The price is CA $1,757
CA $2,123 total
includes taxes & fees
Nov 19 - Nov 20
18. Charming Poolhouse · 1BR · Close to Siesta
Charming Poolhouse · 1BR · Close to SiestaSarasota
The price is CA $133
CA $392 total
includes taxes & fees
Nov 12 - Nov 13
19. 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 $975
CA $1,956 total
includes taxes & fees
Nov 18 - Nov 19
20. Lakeside Hidden Paradise Among Tropical Landscape W/ Heated Pool
Lakeside Hidden Paradise Among Tropical Landscape W/ Heated PoolSiesta Key
8.8 out of 10, Excellent, (35 reviews)
"We enjoyed our stay, nice and clean"
Joel R.
The price is CA $275
CA $486 total
includes taxes & fees
Nov 11 - Nov 12
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.
