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

Search Condos in Siesta Key

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

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
The price is ￥27,041
￥33,236 total
includes taxes & fees
Oct 18 - Oct 19
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
The price is ￥18,886
￥61,651 total
includes taxes & fees
Oct 17 - Oct 18
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.
The price is ￥21,341
￥48,068 total
includes taxes & fees
Oct 19 - Oct 20
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.
The price is ￥16,915
￥53,419 total
includes taxes & fees
Oct 20 - Oct 21
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.
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.
The price is ￥17,705
￥49,359 total
includes taxes & fees
Oct 18 - Oct 19
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
The price is ￥30,826
￥73,441 total
includes taxes & fees
Oct 17 - Oct 18
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
The price is ￥28,454
￥70,257 total
includes taxes & fees
Oct 17 - Oct 18
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.
The price is ￥40,192
￥51,267 total
includes taxes & fees
Nov 5 - Nov 6
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
The price is ￥40,083
￥114,118 total
includes taxes & fees
Oct 22 - Oct 23
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
The price is ￥32,395
￥70,674 total
includes taxes & fees
Oct 17 - Oct 18
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.
The price is ￥35,416
￥57,479 total
includes taxes & fees
Nov 9 - Nov 10
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.
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.
The price is ￥31,853
￥55,557 total
includes taxes & fees
Oct 21 - Oct 22
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.
The price is ￥33,042
￥58,268 total
includes taxes & fees
Nov 3 - Nov 4
Renovated Siesta Key Vacation Rental W/ Heated Pool Walking Distance to Beach
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

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.
The price is ￥31,774
￥74,585 total
includes taxes & fees
Oct 17 - Oct 18
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.
The price is ￥27,664
￥58,126 total
includes taxes & fees
Oct 20 - Oct 21
Have fun at our Sunny Beachside Retreat remodeled head to toe!
Enjoy our Xplorie Fun Package complimentary with your reservation - Choose a kayak rental as one of your daily fun activity options!

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.
The price is ￥32,802
￥118,986 total
includes taxes & fees
Oct 22 - Oct 23
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.
The price is ￥39,915
￥122,287 total
includes taxes & fees
Nov 8 - Nov 9
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
The price is ￥49,424
￥122,839 total
includes taxes & fees
Oct 26 - Oct 27
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Siesta Key Hotel Reviews

Cottages at Siesta Key Inn

Cottages at Siesta Key Inn

10/10 Excellent
"The Cottages were sold to Azul Resorts which has another similar location around the corner. The entire complex went through a renovation in December of 2025. Expedia still shows it under the old name, and that was a little confusing when I arrived. It looked very clean and new for the most part. I booked the Studio unit with a King size bed. The bed was comfortable and the pillows were great. There is a 65" TV on the wall. It was exactly the same as the one I have at home which was great because I didn't have to learn how to work it. :-) The location is about 250 ft. from the beach access entrance (#13), which is another 200 foot walking path to the sand. The path leaves you about 150 feet from the water (low tide), and about 100 feet from the water (high tide). So if walking is difficult for you, know that you will walk approximately 550 feet before you can wet your toes in the Gulf of America. Regarding the location, it is about 4 miles South of the Sarasota Village downtown, 3 miles South of the main Sarasota Beach public parking area, but there are plenty of restaurant and tiki bars within 1 or 2 miles of the Azul Resort. The only cons I found were that the pool wasn't heated, and someone operates a chair and umbrella rental service that blocks a huge part of the beach area. There is room to the left of the path, or you can go to the right of the blocked off area. They also leave a small strip in front of the blocked area. We didn't have a problem finding room on d'sand."
Jose 1-night trip
Posted 3 hours ago
Cottages at Siesta Key Inn

Find out more about Siesta Key

Siesta Key Condo Rentals information

Number of reviews
458
Accommodation
2204 Condo Rentals
Lowest Price
￥33,236
Highest Price
￥122,839

Frequently asked questions

Why book your condo in Siesta Key with Expedia?
Reserving a condo in Siesta Key is as simple as clicking on your travel dates and choosing an option that has what you need. On the search for something inexpensive or upscale, or a stay that also offers a laundry and kitchen? Use Expedia's search filters to narrow your results even further and find your dream fit.
How can I find cheap condos in Siesta Key?
With Expedia's handy filter tool, comparing cheap condos in Siesta Key couldn't be easier. To discover stays that'll make your wallet smile, narrow your search by budget, amenities and star rating.