A yellow lifeguard tower with an American flag on a beach with people and umbrellas.

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Siesta Key condo rentals

A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

1. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,324 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
$173 nightly
The price is $193
Oct 28 - Oct 29
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.
$270 nightly
The price is $301
Oct 25 - Oct 26
Total with taxes and fees
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
A living room with a sofa, armchair, coffee table, and a potted plant.

3. Siesta Vibe Pool Walk To Crescent Beach

Siesta Vibe Pool Walk To Crescent Beach
2.0 star property
South Village
$358 nightly
The price is $405
Oct 23 - Oct 24
Total with taxes and fees
Siesta Vibe Pool Walk To Crescent Beach
A wooden dock leading to a body of water, surrounded by lush greenery and palm trees.

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.
$246 nightly
The price is $274
Oct 28 - Oct 29
Total with taxes and fees
Canalfront Siesta key entire King suite
A poolside setting with candles and decorative stones.

5. 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.
$260 nightly
The price is $290
Oct 23 - Oct 24
Total with taxes and fees
Cozy 1BR w/ Pool · 4 min from Siesta
Living Room Overlooking private patio

6. 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.
$390 nightly
The price is $411
Nov 17 - Nov 18
Total with taxes and fees
Heart of Village: Dog-Friendly w/ Pool & Parking
A modern hotel room with a bed, a TV displaying a beach scene, a dining area, and a small table with a decorative item.

7. 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
Oct 26 - Oct 27
Total with taxes and fees
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
A pool area with palm trees, a small pool, and a wooden fence.

8. 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.
$422 nightly
The price is $471
Oct 25 - Oct 26
Total with taxes and fees
Dream Sunsets & Coastal Bliss–Beach Club 108A / RVA
A pool area with palm trees, a small pool, and a wooden fence.

9. 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
$318 nightly
The price is $355
Oct 25 - Oct 26
Total with taxes and fees
Romantic Getaway Beach Club Siesta 202B by RVA
A pool area with palm trees, a small pool, and a wooden fence.

10. 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
$421 nightly
The price is $469
Oct 25 - Oct 26
Total with taxes and fees
2BR Beach Style w Pool Beach Club Siesta 204C RVA
A covered outdoor area with a pool, lounge chairs, and a table with chairs.

11. 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.
$328 nightly
The price is $365
Oct 26 - Oct 27
Total with taxes and fees
Renovated Siesta Key Vacation Rental W/ Heated Pool Walking Distance to Beach
A modern kitchen with stainless steel appliances, white cabinetry, and a brick accent wall.

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.
$395 nightly
The price is $440
Oct 24 - Oct 25
Total with taxes and fees
Updated unit with easy beach access on Siesta Key
A modern living room with a white sofa, a glass coffee table, and a ceiling fan.

13. Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 1bdr

Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 1bdr
Siesta Key Village
9.4 out of 10, Exceptional, (8 reviews)
"Loved having all of the beach supplies provided! Also, location was ideal. Very close to Siesta Key Village. "
United States
Tracy F.
$754 nightly
The price is $840
Nov 5 - Nov 6
Total with taxes and fees
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 1bdr
A spacious room with a white ceiling fan, a beige sofa, a dining table with chairs, and large windows with blinds.

14. 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.
$398 nightly
The price is $443
Oct 26 - Oct 27
Total with taxes and fees
Small and Quiet Lakefront Resort on Siesta Key W/ Heated Pool and Kayaks
A coastal cityscape with modern buildings, a beach, and clear turquoise waters.

15. 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
$470 nightly
The price is $526
Oct 23 - Oct 24
Total with taxes and fees
NEW! Siesta Sunrise | Heated HOA Pool, Steps to Siesta Key Beach, Walk to Siesta Key Village
A modern kitchen with white cabinets, a central island with bar stools, and a built-in microwave.

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.
$330 nightly
The price is $368
Oct 25 - Oct 26
Total with taxes and fees
Have fun at our Sunny Beachside Retreat remodeled head to toe!
A beachside hotel with multiple lounge chairs and palm trees.

17. Beachfront Getaway in Siesta Key

Beachfront Getaway in Siesta Key
South Village
9.6 out of 10, Exceptional, (42 reviews)
"Room was clean and nice"
United States
Andrew M.
Beachfront Getaway in Siesta Key
A spacious living area with a dining table, white furniture, a flat-screen TV, and a ceiling fan.

18. Mira Bella - 6630A “Siesta Key”

Mira Bella - 6630A “Siesta Key”
South Village
$407 nightly
The price is $453
Oct 24 - Oct 25
Total with taxes and fees
Mira Bella - 6630A “Siesta Key”
A poolside setting with candles and decorative stones.

19. Charming Poolhouse · 1BR · Close to Siesta

Charming Poolhouse · 1BR · Close to Siesta
Sarasota
$287 nightly
The price is $320
Oct 24 - Oct 25
Total with taxes and fees
Charming Poolhouse · 1BR · Close to Siesta
A pool area with palm trees, a small pool, and a wooden fence.

20. 1BR Pool-View Condo at The Beach Club on Siesta Key | Steps to the beach

1BR Pool-View Condo at The Beach Club on Siesta Key | Steps to the beach
South Village
8.8 out of 10, Excellent, (89 reviews)
"Clean and short easy walk to the beach. "
United States
Maureen S.
$323 nightly
The price is $360
Oct 25 - Oct 26
Total with taxes and fees
1BR Pool-View Condo at The Beach Club on Siesta Key | Steps to the 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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Top Siesta Key Hotel Reviews

Tropical Breeze Resort

Tropical Breeze Resort

10/10 Excellent
"The location is PERFECT! I’ll never stay anywhere else in siesta again."
Sarah 2-night trip
Posted 7 hours ago
Tropical Breeze Resort

Price trends for Condo Rentals in Siesta Key

Less expensive
More expensive
Next month
October
March
$321
Month
Price
January
$370
February
$440
March
$453
April
$349
May
$311
June
$347
July
$341
August
$296
September
$302
October
$281
November
$321
December
$354
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Condo Rentals in Siesta Key. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Siesta Key

Siesta Key Condo Rentals information

Number of reviews
1,839
Accommodation
2392 Condo Rentals
Lowest Price
$193
Highest Price
$840

Frequently asked questions

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