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Find vacation rentals that suit your style

Check prices for these dates

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
$188 nightly
The price is $210
Nov 10 - Nov 11
Total with taxes and fees
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.
$262 nightly
The price is $294
Nov 8 - Nov 9
Total with taxes and fees
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

3. 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.
$301 nightly
The price is $318
Nov 17 - Nov 18
Total with taxes and fees
Heart of Village: Dog-Friendly w/ Pool & Parking

4. 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.
$260 nightly
The price is $291
Dec 2 - Dec 3
Total with taxes and fees
Canalfront Siesta key entire King suite

5. 2BR Beach Style w Pool Beach Club Siesta 204C RVA

2BR Beach Style w Pool Beach Club Siesta 204C RVA
South Village
9.0 out of 10, Wonderful, (81 reviews)
"Good"
United States
Gelsy
$367 nightly
The price is $411
Nov 6 - Nov 7
Total with taxes and fees
2BR Beach Style w Pool Beach Club Siesta 204C RVA

6. 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.
$262 nightly
The price is $292
Dec 6 - Dec 7
Total with taxes and fees
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

7. 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.
$312 nightly
The price is $350
Nov 8 - Nov 9
Total with taxes and fees
Cozy 1BR w/ Pool · 4 min from Siesta

8. The Beach Club at Siesta Key #106A Resort by RVA

The Beach Club at Siesta Key #106A Resort by RVA
South Village
9.0 out of 10, Wonderful, (68 reviews)
"Our family had a blast - great beach and pools."
United States
Nicholas M.
$374 nightly
The price is $420
Nov 8 - Nov 9
Total with taxes and fees
The Beach Club at Siesta Key #106A Resort by RVA

9. Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key

Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key
Siesta 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!"
United States
Carrie B.
$300 nightly
The price is $336
Nov 9 - Nov 10
Total with taxes and fees
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key

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 Village
Siesta Key Village
$492 nightly
The price is $551
Nov 11 - Nov 12
Total with taxes and fees
NEW! Siesta Sunrise | Heated HOA Pool, Steps to Siesta Key Beach, Walk to Siesta Key Village

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 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.
$325 nightly
The price is $362
Nov 30 - Dec 1
Total with taxes and fees
Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool

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.
$415 nightly
The price is $462
Nov 8 - Nov 9
Total with taxes and fees
Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!

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"
United States
Oscar G.
$340 nightly
The price is $381
Nov 10 - Nov 11
Total with taxes and fees
Have fun at our Sunny Beachside Retreat remodeled head to toe!

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."
United States
Cameron W.
$325 nightly
The price is $364
Nov 22 - Nov 23
Total with taxes and fees
5 Minutes from Siesta Key!

15. 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.
$387 nightly
The price is $432
Nov 8 - Nov 9
Total with taxes and fees
Updated unit with easy beach access on Siesta Key

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!"
United States
Connie A.
$392 nightly
The price is $438
Nov 9 - Nov 10
Total with taxes and fees
Mira Bella - 6630A “Siesta Key”

17. Turtle Nest

Turtle Nest
Sarasota
10.0 out of 10, Exceptional, (12 reviews)
"Great place- relaxed vibe"
United States
zachary p.
$434 nightly
The price is $489
Nov 9 - Nov 10
Total with taxes and fees
Turtle Nest

18. Charming Poolhouse · 1BR · Close to Siesta

Charming Poolhouse · 1BR · Close to Siesta
Sarasota
$310 nightly
The price is $347
Nov 6 - Nov 7
Total with taxes and fees
Charming Poolhouse · 1BR · Close to Siesta

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 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.
$492 nightly
The price is $551
Nov 11 - Nov 12
Total with taxes and fees
NEW! Siesta Sands | Walkable to Beach & Village, Heated Community Pool, Coastal Siesta Key Retreat

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 Beach
Siesta Key Village
$1,201 nightly
The price is $1,352
Nov 9 - Nov 10
Total with taxes and fees
The Coastal Collection | Two-Unit Coastal Retreat, Community Pool, Steps to Siesta Key Beach
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.

Top reviews in Siesta Key

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