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

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

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, (1,299 reviews)
"The proximity to the beach and the ambient of the place"
United States
natalia
The price is €160
includes taxes & fees
10 Sept - 11 Sept
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, (12 reviews)
"Great location, spacious parking, clean."
United States
Norma C.
Canalfront Siesta key entire King suite
A beach with a clear sky and calm sea.

3. Siesta Key Condo: Beach, Pool & Village Fun!

Siesta Key Condo: Beach, Pool & Village Fun!
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 €298
includes taxes & fees
27 Aug - 28 Aug
Siesta Key Condo: Beach, Pool & Village Fun!
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 beach with clear turquoise water, people swimming and sunbathing, and a sailboat in the distance.

5. 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 €269
includes taxes & fees
23 Aug - 24 Aug
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
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 €316
includes taxes & fees
19 Sept - 20 Sept
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. Relax & Unwind – 1BR Beach Club Siesta Key 110D RVA

Relax & Unwind – 1BR Beach Club Siesta Key 110D RVA
South Village
9.0 out of 10, Wonderful, (76 reviews)
"Great stay. As advertised and very clean!"
United States
Seth S.
The price is €319
includes taxes & fees
23 Aug - 24 Aug
Relax & Unwind – 1BR Beach Club Siesta Key 110D RVA
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

8. 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 €349
includes taxes & fees
24 Aug - 25 Aug
Blue Seas & Sand 2BR Beach Club Siesta 200C 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
9.4 out of 10, Exceptional, (141 reviews)
"Excellent location right across street from beach. Parking spaces are tight, and there is some loud music in surrounding units or businesses."
United States
Michael D.
The price is €280
includes taxes & fees
23 Aug - 24 Aug
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. 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 €473
includes taxes & fees
26 Aug - 27 Aug
Beach Club at Siesta Key Poolside D
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

11. Turquoise Water & Soft White Sand - The Beach Club at Siesta Key #104A by RVA

Turquoise Water & Soft White Sand - The Beach Club at Siesta Key #104A by RVA
South Village
9.0 out of 10, Wonderful, (79 reviews)
"Wonderful location, clean aparment, pool and jaccuzi were very nice, but the WiFi was terrible, very very slow."
United States
Alexis
The price is €381
includes taxes & fees
25 Aug - 26 Aug
Turquoise Water & Soft White Sand - The Beach Club at Siesta Key #104A by RVA
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.

12. 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, (99 reviews)
"Great location"
United States
Daphane
The price is €346
includes taxes & fees
22 Aug - 23 Aug
Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool
A beach with tall grasses and a sunset.

13. Lakefront Property on Siesta Key Among Tropical Landscape W/ Heated Pool

Lakefront Property on Siesta Key Among Tropical Landscape W/ Heated Pool
Siesta Key
9.0 out of 10, Wonderful, (22 reviews)
"This spot was perfect for what we needed. It was clean, cool, and had everything we needed to make it a perfect stay. The host was incredibly responsive and kind. We would definitely return. "
United States
Erin L.
The price is €318
includes taxes & fees
24 Aug - 25 Aug
Lakefront Property on Siesta Key Among Tropical Landscape W/ Heated Pool
A modern kitchen with white cabinets, a central island with bar stools, and a built-in microwave.

14. 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, (13 reviews)
"The unit is very clean, comfortable and conveniently located near the market and beach. The host is helpful and very responsive. "
United States
Kara G.
The price is €289
includes taxes & fees
14 Sept - 15 Sept
Have fun at our Sunny Beachside Retreat remodeled head to toe!
A coastal cityscape with a wide sandy beach, a clear blue sky, and a large body of water.

15. Centralized, family friendly, Beachside Escape on Siesta Key

Centralized, family friendly, Beachside Escape on Siesta Key
Siesta Key
8.0 out of 10, Very good, (15 reviews)
"Highlight of the property is its location! "
United States
Lettie B.
Centralized, family friendly, Beachside Escape on Siesta Key
A beach with white sand, a clear blue sky, and tall grasses.

16. 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, (19 reviews)
"The Pool and Beach were absolutely fantastic!"
United States
oceanking18
The price is €364
includes taxes & fees
24 Aug - 25 Aug
Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!
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)
"Good location, everything was clean. Enjoyed beach access. Will stay again."
United States
Pat G.
The price is €412
includes taxes & fees
21 Aug - 22 Aug
Updated unit with easy beach access on Siesta Key
A covered patio with a sofa, a table, and potted plants.

18. Turtle Nest

Turtle Nest
Sarasota
10.0 out of 10, Exceptional, (12 reviews)
"I absolutely loved the location. It was quiet and views of the water"
United States
Felicia
The price is €479
includes taxes & fees
24 Aug - 25 Aug
Turtle Nest
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, (96 reviews)
"It was all great, really enjoyed our stay."
United States
Roger K.
The price is €775
includes taxes & fees
4 Sept - 5 Sept
Private Beach, Gulf View from Balcony, Heated Pools, $185 Free Activities Daily, Outdoor Workout
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

20. Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach

Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach
South Village
8.8 out of 10, Excellent, (90 reviews)
"It was a great experience, definitely would come back."
United States
Alicia
The price is €315
includes taxes & fees
21 Aug - 22 Aug
Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach
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

10/10 Excellent
"This is my Every Year.."
Maritta 6-night trip
Posted 6 hours ago
Tropical Beach Resorts

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Siesta Key Condo Rentals information

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