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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Siesta Key condo rentals

An outdoor dining area with clear plastic chairs and tables, surrounded by greenery and a building in the background.

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
$192 nightly
The price is $215
Nov 8 - Nov 9
Total with taxes and fees
Captiva Beach Resort
A house with a gravel driveway, two blue chairs facing the front, and a porch with a green chair and a red umbrella.

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
Living Room Overlooking private patio

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
A deck with Adirondack chairs and a wooden post.

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
A pool area with palm trees, a small pool, and a wooden fence.

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
$369 nightly
The price is $413
Nov 6 - Nov 7
Total with taxes and fees
2BR Beach Style w Pool Beach Club Siesta 204C RVA
A modern hotel room with a bed, a TV displaying a beach scene, a dining area, and a small table with a decorative item.

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
A poolside setting with candles and decorative stones.

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
A pool area with palm trees, a small pool, and a wooden fence.

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
A wooden deck with a railing overlooking a calm river, surrounded by trees.

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
A modern kitchen with a built-in refrigerator, a dining area with a white table and chairs, and a large flat-screen TV mounted on the wall displaying a pool view.

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
A room with a sliding glass door leading to an outdoor area with a pool and chairs. There is a brown leather sofa with patterned cushions and a framed picture on the wall.

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
A covered outdoor patio with a stone floor, white lattice railings, and a table with chairs.

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!
A modern kitchen with white cabinets, a central island with bar stools, and a built-in microwave.

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!
A two-story house with a balcony, a patio with chairs, and a small garden area.

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!
A modern kitchen with stainless steel appliances, white cabinetry, and a brick accent wall.

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
A modern house with a swimming pool, outdoor seating, and a covered patio area.

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”
A covered patio with a sofa, a table, and potted plants.

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
A poolside setting with candles and decorative stones.

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
A modern living room with a sofa, a coffee table, and a television displaying a pool scene.

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
A bedroom with a bed, a TV mounted on the wall, a ceiling fan, and a view of a swimming pool.

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.
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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.

See all hotels in Siesta Key
A coastal city with a long sandy beach, a marina, and several high-rise buildings.

Top reviews in Siesta Key

An outdoor dining area with clear plastic chairs and tables, surrounded by greenery and a building in the background.
Captiva Beach Resort

Captiva Beach Resort

Captiva Beach Resort
South Village

10/10 Excellent

Captive Beach Resort is a beautiful tropical hotel. Very private and quiet surroundings. I spoke with Drew upon checking out letting him know as a travel agent I will be certain to book Captiva with my customers looking for a lovely well maintained hotel right on the beach. Drew said the unit we had stayed in would soon be updated. I let him know it was perfect as is not even a speck of dust. We will be staying here again.
United States
Travel agent
Reviewed September 19, 2016
Captiva Beach Resort

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