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

Search and Rent Siesta Key Condos

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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, (1,321 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
$188 nightly
The price is $210
Oct 28 - Oct 29
Total with taxes and fees
Captiva Beach Resort
A living room with a sofa, armchair, coffee table, and a potted plant.

2. 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 16 - Oct 17
Total with taxes and fees
Siesta Vibe Pool Walk To Crescent Beach
A beach with clear turquoise water, people swimming and sunbathing, and a sailboat in the distance.

3. 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.
$273 nightly
The price is $304
Oct 19 - Oct 20
Total with taxes and fees
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
A beach with a clear sky and calm sea.

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.
$343 nightly
The price is $361
Oct 19 - Oct 20
Total with taxes and fees
Heart of Village: Dog-Friendly w/ Pool & Parking
A beach with a building in the background during sunset.

5. 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.
$245 nightly
The price is $273
Oct 28 - Oct 29
Total with taxes and fees
Canalfront Siesta key entire King suite
A poolside setting with candles and decorative stones.

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.
$280 nightly
The price is $312
Oct 18 - Oct 19
Total with taxes and fees
Cozy 1BR w/ Pool · 4 min from Siesta
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

7. 2BR Beach & Trolley–Beach Club Siesta 204B by RVA

2BR Beach & Trolley–Beach Club Siesta 204B by RVA
South Village
8.6 out of 10, Excellent, (48 reviews)
"Excellent"
United States
Yamila
$417 nightly
The price is $465
Oct 17 - Oct 18
Total with taxes and fees
2BR Beach & Trolley–Beach Club Siesta 204B by RVA
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

8. 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
$398 nightly
The price is $443
Oct 16 - Oct 17
Total with taxes and fees
2BR Beach Style w Pool Beach Club Siesta 204C RVA
A beach setup with a cart labeled "OCEANTRAX" and a sign indicating "Complementary Beach Gear" including chairs, towels, cooler, cart, umbrella, and blanket.

9. 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.
$291 nightly
The price is $324
Nov 5 - Nov 6
Total with taxes and fees
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 1bdr
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.

10. House of The Sun Siesta Key Crescent Beach

House of The Sun Siesta Key Crescent Beach
4.0 star property
South Village
8.0 out of 10, Very good, (2 reviews)
"The area is beautiful. The condo was very nice. Has everything in it. You can cook if you prefer. The Gulf of Mexico was right behind the condo walk out on to the beach. It also has a pool. I have no complains I would def go back again . "
United States
Margaret Theresa
$655 nightly
The price is $740
Oct 22 - Oct 23
Total with taxes and fees
House of The Sun Siesta Key Crescent Beach
A beach with tall grasses and a sunset.

11. Renovated condo with easy beach access on Siesta

Renovated condo with easy beach access on Siesta
Siesta Key
9.2 out of 10, Wonderful, (80 reviews)
"The place was cute and clean. It was a nice stay:)"
United States
Angie
$401 nightly
The price is $447
Oct 17 - Oct 18
Total with taxes and fees
Renovated condo with easy beach access on Siesta
A beach with tall grasses and a sunset.

12. 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.
$326 nightly
The price is $364
Nov 9 - Nov 10
Total with taxes and fees
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
A coastal hotel with a beach view, multiple pools, and a parking area with several cars.

13. Cabbage Palm Cottage - 1125 “Siesta Key”

Cabbage Palm Cottage - 1125 “Siesta Key”
Sarasota
10.0 out of 10, Exceptional, (13 reviews)
"Great Place!"
United States
Christopher W.
$410 nightly
The price is $457
Oct 18 - Oct 19
Total with taxes and fees
Cabbage Palm Cottage - 1125 “Siesta Key”
A beach with tall grasses and a sunset.

14. 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.
$307 nightly
The price is $342
Oct 19 - Oct 20
Total with taxes and fees
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key
A beach with tall grasses and a sunset.

15. 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.
$331 nightly
The price is $369
Nov 3 - Nov 4
Total with taxes and fees
Renovated Siesta Key Vacation Rental W/ Heated Pool Walking Distance to Beach
A modern kitchen with stainless steel appliances, a dining area with a table and chairs, and a window with blinds.

16. 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.
$423 nightly
The price is $472
Oct 17 - Oct 18
Total with taxes and fees
Dream Sunsets & Coastal Bliss–Beach Club 108A / RVA
A modern kitchen with white cabinets, a central island with bar stools, and a built-in microwave.

17. 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)
"Janice was a wonderful host! The place is amazing, clean, and close to everything. Would definitely stay again!"
United States
Jennifer Z.
$330 nightly
The price is $368
Oct 20 - Oct 21
Total with taxes and fees
Have fun at our Sunny Beachside Retreat remodeled head to toe!
An aerial view of a beach resort with a long sandy beach, clear turquoise waters, and a dense residential area with buildings and greenery in the background.

18. House of The Sun on Crescent Beach: Beachfront Bliss w/ Heated Pool, Tennis & Free VIP Perks Daily!

House of The Sun on Crescent Beach: Beachfront Bliss w/ Heated Pool, Tennis & Free VIP Perks Daily!
South Village
9.2 out of 10, Wonderful, (144 reviews)
"Accommodations were perfect for our family of 6. Extremely convenient to have private beach access along with chairs and ability to get umbrellas for shade."
United States
James N.
$679 nightly
The price is $760
Oct 22 - Oct 23
Total with taxes and fees
House of The Sun on Crescent Beach: Beachfront Bliss w/ Heated Pool, Tennis & Free VIP Perks Daily!
A beach with white sand, clear blue water, and green vegetation. There are blue umbrellas and lounge chairs along the shore.

19. Private Beach, Gulf View from Balcony, Heated Pools, $185 Free Activities Daily, Outdoor Workout

Private Beach, Gulf View from Balcony, Heated Pools, $185 Free Activities Daily, Outdoor Workout
South Village
9.8 out of 10, Exceptional, (101 reviews)
"It was all great, really enjoyed our stay."
United States
Roger K.
$695 nightly
The price is $775
Nov 8 - Nov 9
Total with taxes and fees
Private Beach, Gulf View from Balcony, Heated Pools, $185 Free Activities Daily, Outdoor Workout
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.

20. Siesta Sands Beach Resort 4th Floor With Elevator

Siesta Sands Beach Resort 4th Floor With Elevator
3.5 star property
South Village
$664 nightly
The price is $750
Oct 26 - Oct 27
Total with taxes and fees
Siesta Sands Beach Resort 4th Floor With Elevator
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

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

8/10 Good
"I had a three night stay at this hotel on Siesta Key. Great location, and I walked every where safely alone. Very friendly staff! My comments on the room. - the mattress needs to be replaced in room 102 - a threshold at the door would be nice to keep any critters from crawling into the room. - the dehumidifier in the room makes some very loud sounds, frequently, which woke me often."
Vida 3-night trip
Posted less than an hour ago
Siesta Key Beach Resort and Suites

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
458
Accommodation
2392 Condo Rentals
Lowest Price
$210
Highest Price
$775

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