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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, (1,337 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!"
United States
Bob
$188 nightly
The price is $210
Nov 17 - Nov 18
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, (50 reviews)
"We enjoyed our stay alot of stores n restaurants nearby, don’t need to use the car. "
United States
maureen p.
$229 nightly
The price is $256
Nov 17 - Nov 18
Total with taxes and fees
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

3. Couple’s Escape-Beach Club at Siesta Key 106C by RVA

Couple’s Escape-Beach Club at Siesta Key 106C by RVA
South Village
9.4 out of 10, Exceptional, (105 reviews)
"Great birthday weekend. Awesome location to the beach and nightlife. Highly recommend."
United States
Cindy F.
$235 nightly
The price is $265
Nov 15 - Nov 16
Total with taxes and fees
Couple’s Escape-Beach Club at Siesta Key 106C by RVA

4. Bright & Beachy–Beach Club Siesta Key 100A by RVA

Bright & Beachy–Beach Club Siesta Key 100A by RVA
South Village
9.0 out of 10, Wonderful, (119 reviews)
"We enjoyed it. All was as described"
United States
Pamela S.
$245 nightly
The price is $276
Nov 15 - Nov 16
Total with taxes and fees
Bright & Beachy–Beach Club Siesta Key 100A by RVA

5. 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.
$309 nightly
The price is $326
Nov 17 - Nov 18
Total with taxes and fees
Heart of Village: Dog-Friendly w/ Pool & Parking

6. Romantic Getaway Beach Club Siesta 202B by RVA

Romantic Getaway Beach Club Siesta 202B by RVA
South Village
8.8 out of 10, Excellent, (57 reviews)
"Peaceful getaway. Throughly enjoyed the stay. "
United States
Anonymous traveler
$265 nightly
The price is $298
Nov 15 - Nov 16
Total with taxes and fees
Romantic Getaway Beach Club Siesta 202B by RVA

7. Canalfront Siesta key entire King suite

Canalfront Siesta key entire King suite
Bay Isle
10.0 out of 10, Exceptional, (14 reviews)
"Great location, spacious parking, clean."
United States
Norma C.
$237 nightly
The price is $265
Dec 2 - Dec 3
Total with taxes and fees
Canalfront Siesta key entire King suite

8. 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.
$255 nightly
The price is $287
Nov 15 - Nov 16
Total with taxes and fees
Cozy 1BR w/ Pool · 4 min from Siesta

9. Dream Sunsets & Coastal Bliss–Beach Club 108A / RVA

Dream Sunsets & Coastal Bliss–Beach Club 108A / RVA
South Village
9.0 out of 10, Wonderful, (77 reviews)
"Great beach! "
United States
Annie B.
$353 nightly
The price is $397
Nov 15 - Nov 16
Total with taxes and fees
Dream Sunsets & Coastal Bliss–Beach Club 108A / RVA

10. Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach

Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach
South Village
8.8 out of 10, Excellent, (90 reviews)
"It was a great experience, definitely would come back."
United States
Alicia
$263 nightly
The price is $296
Nov 15 - Nov 16
Total with taxes and fees
Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach

11. 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.
$244 nightly
The price is $272
Nov 17 - Nov 18
Total with taxes and fees
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

12. 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.
$389 nightly
The price is $434
Dec 1 - Dec 2
Total with taxes and fees
Updated unit with easy beach access on Siesta Key

13. Renovated Siesta Key Vacation Rental W/ Heated Pool Walking Distance to Beach

Renovated Siesta Key Vacation Rental W/ Heated Pool Walking Distance to Beach
Siesta Key
9.0 out of 10, Wonderful, (79 reviews)
"Nice place, great location,pool,and was nice having 2 grills on the property. "
United States
Nicholas H.
$325 nightly
The price is $363
Dec 14 - Dec 15
Total with taxes and fees
Renovated Siesta Key Vacation Rental W/ Heated Pool Walking Distance to Beach

14. 5 Minutes from Siesta Key!

5 Minutes from Siesta Key!
Sarasota
9.4 out of 10, Exceptional, (54 reviews)
"Very cute place with a beachy vibe, super great location. Owner was very quick to respond to any questions. Thank you Tricia and Tom, we really enjoyed our stay!!"
United States
Tamara C.
$303 nightly
The price is $339
Nov 22 - Nov 23
Total with taxes and fees
5 Minutes from Siesta Key!

15. Small and Quiet Lakefront Resort on Siesta Key W/ Heated Pool and Kayaks

Small and Quiet Lakefront Resort on Siesta Key W/ Heated Pool and Kayaks
Siesta Key
9.2 out of 10, Wonderful, (43 reviews)
"Excellent host, great location. I will come back again."
United States
Lu V.
$356 nightly
The price is $399
Nov 18 - Nov 19
Total with taxes and fees
Small and Quiet Lakefront Resort on Siesta Key W/ Heated Pool and Kayaks

16. 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.
$344 nightly
The price is $385
Nov 17 - Nov 18
Total with taxes and fees
Have fun at our Sunny Beachside Retreat remodeled head to toe!

17. 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.
$412 nightly
The price is $458
Nov 17 - Nov 18
Total with taxes and fees
Mira Bella - 6630A “Siesta Key”

18. 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.
$444 nightly
The price is $495
Nov 17 - Nov 18
Total with taxes and fees
Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!

19. 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
$539 nightly
The price is $605
Nov 19 - Nov 20
Total with taxes and fees
NEW! Siesta Sunrise | Heated HOA Pool, Steps to Siesta Key Beach, Walk to Siesta Key Village

20. Spacious ~ Private Beach~Shuffleboard~Pool

Spacious ~ Private Beach~Shuffleboard~Pool
Siesta Key
9.8 out of 10, Exceptional, (98 reviews)
"It was a lovely stay. We enjoyed the proximity to the beach and the availability of the beach chairs, cooler, beach toys, etc."
United States
Julie R.
$633 nightly
The price is $705
Nov 24 - Nov 25
Total with taxes and fees
Spacious ~ Private Beach~Shuffleboard~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.

Top reviews in Siesta Key

Frequently Asked Questions

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