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

Search Condos Rentals in Siesta Key from CA $299

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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 CA $243
CA $299 total
includes taxes & fees
Oct 19 - Oct 20
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 CA $170
CA $555 total
includes taxes & fees
Oct 15 - Oct 16
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 CA $229
CA $480 total
includes taxes & fees
Oct 18 - Oct 19
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
A beach with a building in the background during sunset.

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.
The price is CA $137
CA $390 total
includes taxes & fees
Oct 28 - Oct 29
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.
The price is CA $168
CA $461 total
includes taxes & fees
Oct 18 - Oct 19
Cozy 1BR w/ Pool · 4 min from Siesta
A beach with a clear sky and calm sea.

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.
The price is CA $152
CA $478 total
includes taxes & fees
Oct 20 - Oct 21
Heart of Village: Dog-Friendly w/ Pool & Parking
A beach with tall grasses and a sunset.

7. 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 $283
CA $496 total
includes taxes & fees
Oct 18 - Oct 19
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

8. 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 traveller
The price is CA $242
CA $506 total
includes taxes & fees
Oct 25 - Oct 26
Romantic Getaway Beach Club Siesta 202B by RVA
A beach with tall grasses and a sunset.

9. 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 $306
CA $508 total
includes taxes & fees
Nov 9 - Nov 10
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.

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 CA $386
CA $1,061 total
includes taxes & fees
Oct 22 - Oct 23
House of The Sun Siesta Key Crescent Beach
A modern kitchen with white cabinets, a central island with bar stools, and a built-in microwave.

11. 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 CA $250
CA $522 total
includes taxes & fees
Oct 20 - Oct 21
Have fun at our Sunny Beachside Retreat remodeled head to toe!
A modern kitchen with stainless steel appliances, white cabinetry, and a tiled backsplash.

12. NEW! Cowrie Cottage | Heated HOA Pool, Steps to Siesta Key Beach, Walk to Siesta Key Village

NEW! Cowrie Cottage | Heated HOA Pool, Steps to Siesta Key Beach, Walk to Siesta Key Village
Siesta Key Village
The price is CA $496
CA $1,051 total
includes taxes & fees
Oct 19 - Oct 20
NEW! Cowrie Cottage | Heated HOA Pool, Steps to Siesta Key Beach, Walk to Siesta Key Village
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

13. 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 $283
CA $669 total
includes taxes & fees
Oct 15 - Oct 16
2BR Beach Style w Pool Beach Club Siesta 204C RVA
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, (13 reviews)
"Great Place!"
United States
Christopher W.
The price is CA $219
CA $669 total
includes taxes & fees
Oct 18 - Oct 19
Cabbage Palm Cottage - 1125 “Siesta Key”
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 $320
CA $547 total
includes taxes & fees
Oct 15 - Oct 16
Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

16. 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 $293
CA $682 total
includes taxes & fees
Oct 15 - Oct 16
The Beach Club at Siesta Key #106A Resort by RVA
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.

17. 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 CA $306
CA $1,137 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 window with a view of a beach and a road.

18. PRIVATE BEACH ACCESS. WI-Fi , LOUNGER, PARKING. SIESTA KEY. #1 CRESCENT BEACH.

PRIVATE BEACH ACCESS. WI-Fi , LOUNGER, PARKING. SIESTA KEY. #1 CRESCENT BEACH.
South Village
9.8 out of 10, Exceptional, (49 reviews)
"Great place to stay for family vacation!"
United States
Dan C.
The price is CA $288
CA $675 total
includes taxes & fees
Oct 16 - Oct 17
PRIVATE BEACH ACCESS. WI-Fi , LOUNGER, PARKING. SIESTA KEY. #1 CRESCENT BEACH.
A spacious living area with a dining table, white furniture, a flat-screen TV, and a ceiling fan.

19. Mira Bella - 6630A “Siesta Key”

Mira Bella - 6630A “Siesta Key”
South Village
The price is CA $283
CA $649 total
includes taxes & fees
Oct 20 - Oct 21
Mira Bella - 6630A “Siesta Key”
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.

20. Siesta Sands Beach Resort Gulf View

Siesta Sands Beach Resort Gulf View
2.5 star property
South Village
10.0 out of 10, Exceptional, (1 review)
"Loved to property! Clean and accommodating. Had a beautiful ocean view and could walk right out to the beach. Pool area was clean."
United States
Jessica
The price is CA $452
CA $1,060 total
includes taxes & fees
Nov 8 - Nov 9
Siesta Sands Beach Resort Gulf View
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 Beach Resorts

Tropical Beach Resorts

8/10 Good
"Amazing pool. Very large suite."
Bailey 5-night trip
Posted 3 hours ago
Tropical Beach Resorts

Find out more about Siesta Key

Siesta Key Condo Rentals information

Number of reviews
391
Accommodation
2392 Condo Rentals
Lowest Price
CA $299
Highest Price
CA $1,137

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