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

Search Condos Rentals in Siesta Key from CA $275

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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, (1,318 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
The price is CA $222
CA $275 total
includes taxes & fees
Oct 11 - Oct 12
Captiva Beach Resort
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.

2. 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)
"Fantastic stay for our family’s 4th of July getaway! The condo was perfect—an easy walk to both the beach and town, which made everything super convenient. The pool was clean and refreshing, and we loved having the outdoor picnic tables for meals and games. Beds were very comfortable, and everyone slept great. Would happily stay here again!"
United States
Kim S.
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.

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 CA $137
CA $357 total
includes taxes & fees
Oct 11 - Oct 12
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.

4. 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 price is CA $277
CA $668 total
includes taxes & fees
Oct 11 - Oct 12
The Beach Club at Siesta Key #106A Resort by RVA
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

5. Tropical Waters & Sunsets–Beach Club Siesta 106B RVA

Tropical Waters & Sunsets–Beach Club Siesta 106B RVA
South Village
8.4 out of 10, Very good, (68 reviews)
"Easy walk to great beach"
United States
Carole A.
The price is CA $251
CA $632 total
includes taxes & fees
Oct 12 - Oct 13
Tropical Waters & Sunsets–Beach Club Siesta 106B RVA
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

6. 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 CA $284
CA $671 total
includes taxes & fees
Oct 15 - Oct 16
2BR Beach Style w Pool Beach Club Siesta 204C RVA
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.

7. 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 CA $459
CA $1,123 total
includes taxes & fees
Oct 26 - Oct 27
Siesta Sands Beach Resort 4th Floor With Elevator
A beach with palm trees, umbrellas, and lounge chairs.

8. 2BR Beach Club – Beach, Heated Pool & Hot Tub

2BR Beach Club – Beach, Heated Pool & Hot Tub
South Village
10.0 out of 10, Exceptional, (6 reviews)
"Close to beach ! Great location !"
United States
Alona
The price is CA $154
CA $699 total
includes taxes & fees
Oct 12 - Oct 13
2BR Beach Club – Beach, Heated Pool & Hot Tub
A living room with a sofa, armchair, coffee table, and a potted plant.

9. 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 11 - Oct 12
Siesta Vibe Pool Walk To Crescent Beach
A beach with a clear sky and calm sea.

10. 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 $183
CA $545 total
includes taxes & fees
Oct 21 - Oct 22
Heart of Village: Dog-Friendly w/ Pool & Parking
A beach setup with a cart labeled "OCEANTRAX" and a sign indicating "Complementary Beach Gear" including chairs, towels, cooler, cart, umbrella, and blanket.

11. Siesta Key Village, Pool, Beach Access 4-min. Walk, 1bdr

Siesta Key Village, Pool, Beach Access 4-min. Walk, 1bdr
Siesta Key Village
9.4 out of 10, Exceptional, (10 reviews)
"Great location, just steps from the village and a short walk to the beach.The property manager was very prompt and helpful.It was a nice extra to have a pool right on-site and the bed was very comfy."
United States
Patricia E.
The price is CA $804
CA $1,023 total
includes taxes & fees
Oct 11 - Oct 12
Siesta Key Village, Pool, Beach Access 4-min. Walk, 1bdr
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 CA $270
CA $462 total
includes taxes & fees
Oct 12 - Oct 13
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
A beach with white sand, a clear blue sky, and tall grasses.

13. 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 $358
CA $677 total
includes taxes & fees
Oct 14 - Oct 15
Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!
A coastal hotel with a beach view, multiple pools, and a parking area with several cars.

14. Cabbage Palm Cottage - 1125 “Siesta Key”

Cabbage Palm Cottage - 1125 “Siesta Key”
Sarasota
10.0 out of 10, Exceptional, (12 reviews)
"Great Place!"
United States
Christopher W.
The price is CA $220
CA $669 total
includes taxes & fees
Oct 18 - Oct 19
Cabbage Palm Cottage - 1125 “Siesta Key”
A beach with tall grasses and a sunset.

15. Siesta Key Beachside Vacation Rental W/ Heated Pool – Walk to Beach and More

Siesta Key Beachside Vacation Rental W/ Heated Pool – Walk to Beach and More
Siesta Key
9.4 out of 10, Exceptional, (92 reviews)
"We definitely going back, we had a great time. Beach is very close. "
United States
Antonio
The price is CA $373
CA $710 total
includes taxes & fees
Oct 12 - Oct 13
Siesta Key Beachside Vacation Rental W/ Heated Pool – Walk to Beach and More
A coastal residential area with modern houses, a beach, and a clear view of the ocean.

16. Dry Dock | Canal-Front Retreat on Siesta Key

Dry Dock | Canal-Front Retreat on Siesta Key
Siesta Key
10.0 out of 10, Exceptional, (2 reviews)
"Amazing home to stay with a large family with kids. Very clean, spacious, and plenty of things to do in the home."
United States
Dalin R.
The price is CA $779
CA $2,299 total
includes taxes & fees
Oct 12 - Oct 13
Dry Dock | Canal-Front Retreat on Siesta Key
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.

17. Minorga Sand Dollar on the Key

Minorga Sand Dollar on the Key
3.5 star property
Siesta Key Village
Minorga Sand Dollar on the Key
A coastal hotel with multiple buildings, a pool area, and a beach view.

18. Sundeck with Ocean View, Private Access to Beach & 500ft to the Village

Sundeck with Ocean View, Private Access to Beach & 500ft to the Village
Siesta Key Village
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful place to stay close to beach an village "
United States
Raymond S.
Sundeck with Ocean View, Private Access to Beach & 500ft to the Village
A beach with a building in the background during sunset.

19. 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 $137
CA $388 total
includes taxes & fees
Oct 24 - Oct 25
Canalfront Siesta key entire King suite
Wicker furniture on a wooden deck, a wooden surfboard with a logo, and a building with large windows.

20. Mira Bella - 6630A “Siesta Key”

Mira Bella - 6630A “Siesta Key”
South Village
The price is CA $282
CA $653 total
includes taxes & fees
Oct 20 - Oct 21
Mira Bella - 6630A “Siesta Key”
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

SeaSpray Resort

SeaSpray Resort

10/10 Excellent
"The only problem was a 2 floor walk up ! We are 83 years old with disable stickers . They did help us with luggage. In the future will only repeat it we get ground floor"
BARRY 2-night trip
Posted 7 hours ago
SeaSpray Resort

Find out more about Siesta Key

Siesta Key Condo Rentals information

Number of reviews
534
Accommodation
2204 Condo Rentals
Lowest Price
CA $275
Highest Price
CA $2,299

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