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 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, (1,316 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 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 $556 total
includes taxes & fees
Oct 6 - Oct 7
Siesta Vibe Pool Walk To Crescent Beach
A beach with a building in the background during sunset.

3. 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 $416 total
includes taxes & fees
Oct 24 - Oct 25
Canalfront Siesta key entire King suite
A beach with clear turquoise water, people swimming and sunbathing, and a sailboat in the distance.

4. 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 $359 total
includes taxes & fees
Oct 6 - Oct 7
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.

5. 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.
The price is CA $284
CA $969 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 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, (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 $152
CA $508 total
includes taxes & fees
Oct 7 - Oct 8
Heart of Village: Dog-Friendly w/ Pool & Parking
A poolside setting with candles and decorative stones.

7. 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 $160
CA $451 total
includes taxes & fees
Oct 8 - Oct 9
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.

8. 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 $252
CA $634 total
includes taxes & fees
Oct 10 - Oct 11
Tropical Waters & Sunsets–Beach Club Siesta 106B RVA
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.

9. 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 $271
CA $750 total
includes taxes & fees
Oct 8 - Oct 9
Beach Club at Siesta Key Poolside D
A beach with tall grasses and a sunset.

10. 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 CA $292
CA $644 total
includes taxes & fees
Oct 6 - Oct 7
Renovated condo with easy beach access on Siesta
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

11. Blue Seas & Sand 2BR Beach Club Siesta 200C by RVA

Blue Seas & Sand 2BR Beach Club Siesta 200C by RVA
South Village
9.2 out of 10, Wonderful, (62 reviews)
"We had the best time staying here! Perfect location and nice size rooms!"
United States
Baylee J.
The price is CA $284
CA $676 total
includes taxes & fees
Oct 6 - Oct 7
Blue Seas & Sand 2BR Beach Club Siesta 200C by RVA
A modern kitchen with white cabinets, a central island with bar stools, and a built-in microwave.

12. 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 $456 total
includes taxes & fees
Oct 27 - Oct 28
Have fun at our Sunny Beachside Retreat remodeled head to toe!
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.

13. 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 $312
CA $543 total
includes taxes & fees
Oct 6 - Oct 7
Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool
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 CA $273
CA $483 total
includes taxes & fees
Oct 6 - Oct 7
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.

15. 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 $278
CA $669 total
includes taxes & fees
Oct 6 - Oct 7
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.

16. 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 $337
CA $1,179 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 clear blue water and a sandy shore.

17. 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 $292
CA $644 total
includes taxes & fees
Oct 15 - Oct 16
Beachfront Getaway in Siesta Key
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 $299
CA $683 total
includes taxes & fees
Oct 16 - Oct 17
PRIVATE BEACH ACCESS. WI-Fi , LOUNGER, PARKING. SIESTA KEY. #1 CRESCENT BEACH.
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.

19. 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 $429
CA $1,112 total
includes taxes & fees
Oct 22 - Oct 23
House of The Sun Siesta Key Crescent Beach
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 $283
CA $654 total
includes taxes & fees
Oct 6 - Oct 7
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

Tropical Beach Resorts

Tropical Beach Resorts

8/10 Good
"Great first-time experience at Tropical Beach Resorts! The resort was really nice, and the location was perfect—easy walking distance to the beach, restaurants, bars, and shops. We loved being able to walk everywhere and not have to get in the car. Our room was perfect for us and exactly what we needed for a weekend getaway. Everything was clean, comfortable, and convenient. We would definitely stay here again. Highly recommend!"
Elizabeth 2-night trip
Posted less than an hour ago
Tropical Beach Resorts

Find out more about Siesta Key

Siesta Key Condo Rentals information

Number of reviews
532
Accommodation
2204 Condo Rentals
Lowest Price
CA $275
Highest Price
CA $1,179

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