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

Search Condos Rentals in Siesta Key from CA $275

  • 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 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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, (1,314 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
The price is CA $222
CA $275 total
includes taxes & fees
Oct 6 - Oct 7
Captiva Beach Resort
A beach with a building in the background during sunset.

2. 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.
The price is CA $155
CA $412 total
includes taxes & fees
Oct 24 - Oct 25
Canalfront Siesta key entire King suite
A beach with a clear sky and calm sea.

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, (16 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 CA $167
CA $524 total
includes taxes & fees
Oct 7 - Oct 8
Heart of Village: Dog-Friendly w/ Pool & Parking
An outdoor hot tub surrounded by palm trees and a wooden fence.

4. Beach View across street from beach

Beach View across street from beach
Siesta Key Village
10.0 out of 10, Exceptional, (3 reviews)
"Very close to the village very close to the beach beautiful modern home with everything you could ask for in a vacation. Garage parking with an elevator for old farts like me. Excellent management service goodness for more."
United States
Graham M.
Beach View across street from beach
A living room with a sofa, armchair, coffee table, and a potted plant.

5. Siesta Vibe Pool Walk To Crescent Beach

Siesta Vibe Pool Walk To Crescent Beach
2.0 star property
South Village
The price is CA $170
CA $555 total
includes taxes & fees
Oct 15 - Oct 16
Siesta Vibe Pool Walk To Crescent Beach
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)
"Amazing property with your own pool...great location to all events in Siesta Keys "
United States
James L.
The price is CA $151
CA $436 total
includes taxes & fees
Oct 4 - Oct 5
Cozy 1BR w/ Pool · 4 min from Siesta
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.

7. Fully renovated Siesta Key Condo | Walk to Beach | Pool | Perfect Location in SK Village

Fully renovated Siesta Key Condo | Walk to Beach | Pool | Perfect Location in SK Village
Siesta Key Village
9.4 out of 10, Exceptional, (92 reviews)
"This property was very comfortable for our family of 3, everything was very clean, specially the towels and bed sheets, has perfect location, walking distance to the beach and the village which is lovely with plenty of restaurants, few ice cream shops, nice cafes, we had a great time staying in this apartment and will definitely recommend to family and friends"
United States
Maliuska R.
The price is CA $293
CA $980 total
includes taxes & fees
Oct 10 - Oct 11
Fully renovated Siesta Key Condo | Walk to Beach | Pool | Perfect Location in SK Village
A beach with clear turquoise water, people swimming and sunbathing, and a sailboat in the distance.

8. 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 CA $152
CA $379 total
includes taxes & fees
Oct 4 - Oct 5
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

9. 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
2BR Beach Style w Pool Beach Club Siesta 204C RVA
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

10. Siesta Key 1-Bedroom Condo w Private Patio | The Beach Club Vacation Rental

Siesta Key 1-Bedroom Condo w Private Patio | The Beach Club Vacation Rental
South Village
8.8 out of 10, Excellent, (89 reviews)
"Great location and easy access to the beach."
United States
Erica B.
The price is CA $240
CA $504 total
includes taxes & fees
Oct 8 - Oct 9
Siesta Key 1-Bedroom Condo w Private Patio | The Beach Club Vacation Rental
A beach with clear blue water and a sandy shore.

11. Beachfront Getaway in Siesta Key

Beachfront Getaway in Siesta Key
South Village
9.6 out of 10, Exceptional, (41 reviews)
"Our stay at Seacrest was great. It was just as described and more. Dior was a great host and promptly answered any questions we had. The location was great as well. "
United States
Nicholas W.
The price is CA $206
CA $533 total
includes taxes & fees
Oct 4 - Oct 5
Beachfront Getaway in Siesta Key
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

12. 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.
The Beach Club at Siesta Key #106A Resort by RVA
A beach with tall grasses and a sunset.

13. 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.
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.

14. Beach Club at Siesta Key Poolside D

Beach Club at Siesta Key Poolside D
4.0 star property
South Village
9.6 out of 10, Exceptional, (4 reviews)
"Nice getaway. "
United States
Jeff
The price is CA $279
CA $757 total
includes taxes & fees
Oct 8 - Oct 9
Beach Club at Siesta Key Poolside D
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.

15. 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)
"Great location"
United States
Daphane
The price is CA $330
CA $563 total
includes taxes & fees
Oct 4 - Oct 5
Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool
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
10.0 out of 10, Exceptional, (14 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 CA $215
CA $455 total
includes taxes & fees
Oct 27 - Oct 28
Have fun at our Sunny Beachside Retreat remodeled head to toe!
A beach with tall grasses and a sunset.

17. 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)
"Beds were hard, and the air conditioning did not work very well. It stayed around 78 the entire stay inside the condo. It was located at a great spot and over all was good except for beds and air."
United States
Jennifer A.
The price is CA $284
CA $631 total
includes taxes & fees
Oct 3 - Oct 4
Updated unit with easy beach access on Siesta Key
A beach with white sand, a clear blue sky, and tall grasses.

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.
The price is CA $368
CA $695 total
includes taxes & fees
Oct 6 - Oct 7
Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!
A beach with tall grasses and a sunset.

19. 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 CA $268
CA $477 total
includes taxes & fees
Oct 6 - Oct 7
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key
A covered patio with a sofa, a table, and potted plants.

20. Turtle Nest

Turtle Nest
Sarasota
10.0 out of 10, Exceptional, (12 reviews)
"Great place- relaxed vibe"
United States
zachary p.
The price is CA $261
CA $786 total
includes taxes & fees
Oct 5 - Oct 6
Turtle Nest
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

Tropical Breeze Resort

Tropical Breeze Resort

8/10 Good
"The resort rooms are spread around Siesta Village. Our room was not directly attached to the hotel. The location is fantastic, walking distance to the beach and restaurants. The room was very nice and clean. The only complaint we had was that there was no sound proofing between floors and we were kept awake by footsteps all night long."
Lisa 2-night trip
Posted less than an hour ago
Tropical Breeze Resort

Find out more about Siesta Key

Siesta Key Condo Rentals information

Number of reviews
696
Accommodation
2204 Condo Rentals
Lowest Price
CA $275
Highest Price
CA $980

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.

Explore a world of travel with Expedia