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Our top choices for Siesta Key condo rentals

1. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,332 reviews)
"We liked the clean room, friendly staff, close to the beach and outdoor amenities."
United States
Andriy
The price is £143
includes taxes & fees
9 Nov - 10 Nov
Captiva Beach Resort

2. Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
South 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. "
United States
maureen p.
The price is £205
includes taxes & fees
9 Nov - 10 Nov
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

3. Canalfront Siesta key entire King suite

Canalfront Siesta key entire King suite
Bay Isle
10.0 out of 10, Exceptional, (13 reviews)
"Great location, spacious parking, clean."
United States
Norma C.
The price is £193
includes taxes & fees
9 Nov - 10 Nov
Canalfront Siesta key entire King suite

4. Heart of Village: Dog-Friendly w/ Pool & Parking

Heart of Village: Dog-Friendly w/ Pool & Parking
Siesta 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."
United States
Jeffrey B.
The price is £239
includes taxes & fees
17 Nov - 18 Nov
Heart of Village: Dog-Friendly w/ Pool & Parking

5. Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
Siesta Key
9.2 out of 10, Wonderful, (145 reviews)
"We loved it!"
United States
John S.
The price is £220
includes taxes & fees
9 Nov - 10 Nov
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

6. Cozy 1BR w/ Pool · 4 min from Siesta

Cozy 1BR w/ Pool · 4 min from Siesta
Sarasota
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."
United States
Calah L.
The price is £223
includes taxes & fees
9 Nov - 10 Nov
Cozy 1BR w/ Pool · 4 min from Siesta

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 Village
Siesta Key Village
The price is £419
includes taxes & fees
9 Nov - 10 Nov
NEW! Siesta Sunrise | Heated HOA Pool, Steps to Siesta Key Beach, Walk to Siesta Key Village

8. Lakefront Property on Siesta Key Among Tropical Landscape W/ Heated Pool

Lakefront Property on Siesta Key Among Tropical Landscape W/ Heated Pool
Siesta 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. "
United States
Erin L.
The price is £252
includes taxes & fees
10 Nov - 11 Nov
Lakefront Property on Siesta Key Among Tropical Landscape W/ Heated Pool

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 Pool
Siesta 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."
United States
Amy P.
The price is £269
includes taxes & fees
7 Dec - 8 Dec
Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool

10. Updated unit with easy beach access on Siesta Key

Updated unit with easy beach access on Siesta Key
Siesta Key
9.2 out of 10, Wonderful, (89 reviews)
"Good location, everything was clean. Enjoyed beach access. Will stay again."
United States
Pat G.
The price is £316
includes taxes & fees
9 Nov - 10 Nov
Updated unit with easy beach access on Siesta Key

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."
United States
Cameron W.
The price is £257
includes taxes & fees
22 Nov - 23 Nov
5 Minutes from Siesta Key!

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!"
United States
John S.
The price is £353
includes taxes & fees
13 Nov - 14 Nov
Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!

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!"
United States
Connie A.
The price is £332
includes taxes & fees
9 Nov - 10 Nov
Mira Bella - 6630A “Siesta Key”

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"
United States
Oscar G.
The price is £286
includes taxes & fees
10 Nov - 11 Nov
Have fun at our Sunny Beachside Retreat remodeled head to toe!

15. Turtle Nest

Turtle Nest
Sarasota
10.0 out of 10, Exceptional, (12 reviews)
"Great place- relaxed vibe"
United States
zachary p.
The price is £368
includes taxes & fees
9 Nov - 10 Nov
Turtle Nest

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 Retreat
Siesta 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."
United States
Joseph L E.
The price is £414
includes taxes & fees
11 Nov - 12 Nov
NEW! Siesta Sands | Walkable to Beach & Village, Heated Community Pool, Coastal Siesta Key Retreat

17. Sundeck with Ocean View, Private Access to Beach & 500ft to the Village

Sundeck with Ocean View, Private Access to Beach & 500ft to the Village
Siesta Key Village
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful place to stay close to beach an village "
United States
Raymond S.
The price is £1,219
includes taxes & fees
19 Nov - 20 Nov
Sundeck with Ocean View, Private Access to Beach & 500ft to the Village

18. Charming Poolhouse · 1BR · Close to Siesta

Charming Poolhouse · 1BR · Close to Siesta
Sarasota
The price is £213
includes taxes & fees
12 Nov - 13 Nov
Charming Poolhouse · 1BR · Close to Siesta

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 Beach
Siesta Key Village
The price is £1,059
includes taxes & fees
10 Nov - 11 Nov
The Coastal Collection | Two-Unit Coastal Retreat, Community Pool, Steps to Siesta Key Beach

20. Lakeside Hidden Paradise Among Tropical Landscape W/ Heated Pool

Lakeside Hidden Paradise Among Tropical Landscape W/ Heated Pool
Siesta Key
8.8 out of 10, Excellent, (35 reviews)
"We enjoyed our stay, nice and clean"
Canada
Joel R.
The price is £261
includes taxes & fees
10 Nov - 11 Nov
Lakeside Hidden Paradise Among Tropical Landscape W/ Heated Pool
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.

A coastal city with a long sandy beach, a marina, and several high-rise buildings.

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