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Check prices for these dates

Next weekend
25 July - 27 July
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Featured Condo Rentals in Siesta Key

Captiva Beach Resort
Relax in the Captiva chair, surrounded by lush greenery and a stylish sign.

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1116)
"Perfect location close to the beach clean and cozy place"
Captiva Beach Resort
VH106AMelissa
Luxury Apartment | Private kitchen

VH106AMelissa

3.0 star property
VH106AMelissa
Cozy condo in charming Sarasota Siesta key with boat dock
Relax on the spacious deck with a sofa, chairs, fire pit, and grill station, offering a comfortable seating area under a retractable awning.

Cozy condo in charming Sarasota Siesta key with boat dock

10.0 out of 10, Exceptional, (2)
"Amazing getaway! The location by the water was perfect for relaxing by boat. Cozy and well-equipped, we loved every moment. Highly recommend for a peaceful, scenic retreat."
Cozy condo in charming Sarasota Siesta key with boat dock
Palm Bay Club Private Balcony Beach Side
Relax by the serene waterfront pool surrounded by lush greenery and palm trees.

Palm Bay Club Private Balcony Beach Side

2.0 star property
8.8 out of 10, Excellent, (10)
"Overall very nice but noisy due to construction!"
Palm Bay Club Private Balcony Beach Side
Spectacular Beach View! Right on Beach! Amazing views!!
Guests can stroll along the pathway to the beach, surrounded by lush greenery and palm trees.

Spectacular Beach View! Right on Beach! Amazing views!!

9.8 out of 10, Exceptional, (142)
"Great location, view of Gulf.Ruth was very friendly and helpfull ,great vacation!Ruth was very immediately "
Spectacular Beach View! Right on Beach! Amazing views!!
2BR Cook, Relax, Walk to Beach at The Beach Club Siesta Key #101E by RVA
Enjoy the serene beach scene with a lifeguard tower overlooking the ocean.

2BR Cook, Relax, Walk to Beach at The Beach Club Siesta Key #101E by RVA

9.2 out of 10, Wonderful, (67)
"Nice location lots of hurricane damage"
2BR Cook, Relax, Walk to Beach at The Beach Club Siesta Key #101E by RVA
Amazing Condo! Restored from Hurricane!
Enjoy a serene beach experience with a majestic palm tree set against a breathtaking sky.

Amazing Condo! Restored from Hurricane!

9.8 out of 10, Exceptional, (156)
"Quiet area with excellent beach access! Thank you"
Amazing Condo! Restored from Hurricane!
5 Minutes from Siesta Key!
Guests can enjoy a serene beach experience with access to the ocean.

5 Minutes from Siesta Key!

9.6 out of 10, Exceptional, (30)
"Unit was clean, great location and comfortable. Communication was great. Would stay again. "
5 Minutes from Siesta Key!
PARADISE ! 2 bedroom 2 bathroom with incredible views
Relax by the pool surrounded by palm trees and lounge chairs.

PARADISE ! 2 bedroom 2 bathroom with incredible views

9.8 out of 10, Exceptional, (152)
"Property was exactly what we expected and needed. "
PARADISE ! 2 bedroom 2 bathroom with incredible views
Penthouse suite with ocean views 2Br 2 Bath “Great sunsets from lanai”
Enjoy cooking in this well-equipped kitchen with a stainless steel range hood, granite countertop, and sink.

Penthouse suite with ocean views 2Br 2 Bath “Great sunsets from lanai”

10.0 out of 10, Exceptional, (55)
"Awesome! The view of the ocean was well appreciated from the balcony in the evenings. Beautiful! Thanks again for your hospitality."
Penthouse suite with ocean views 2Br 2 Bath “Great sunsets from lanai”
#1 Siesta Key Beach -Super Clean -2 Level Townhouse -2Br/2.5 Bth- 5 Star- 1400sf
Relax in comfort on the beach with two lounge chairs and a shaded area.

#1 Siesta Key Beach -Super Clean -2 Level Townhouse -2Br/2.5 Bth- 5 Star- 1400sf

9.6 out of 10, Exceptional, (63)
"Had a good time - great location and property as advertised."
#1 Siesta Key Beach -Super Clean -2 Level Townhouse -2Br/2.5 Bth- 5 Star- 1400sf
Prime Beachfront with Views, Views, Views!
Enjoy breathtaking views of the ocean from your balcony overlooking the white sandy beach and lush green lawn.

Prime Beachfront with Views, Views, Views!

9.6 out of 10, Exceptional, (82)
"The condo was clean, nicely decorated, spacious and very comfortable! It was steps from the beach and pool! The beach is absolutely beautiful! The pool was very nice! We would definitely stay here again! The beds are very comfortable and having two full bathrooms was so nice! We had a great week! "
Prime Beachfront with Views, Views, Views!
Steps away from the #1 beach! Spectacular views on the GIANT balcony!
Enjoy the view from your balcony with a sliding glass door leading out to a spacious outdoor area.

Steps away from the #1 beach! Spectacular views on the GIANT balcony!

10.0 out of 10, Exceptional, (121)
"I would highly recommend this unit, the location is great and everything you need is provided in the unit. "
Steps away from the #1 beach! Spectacular views on the GIANT balcony!
Sun, Sand and Savings Sarasota Deals
Enjoy stunning ocean views from this beachfront hotel's modern design.

Sun, Sand and Savings Sarasota Deals

9.6 out of 10, Exceptional, (77)
"Really nice condo. Great location right on the beach and close to a bunch of amenities (groceries, restaurants, shops, etc.). Enjoyed sitting on balcony and watching the beach / ocean. I can easily recommend this place and hope to return. "
The price is AU$1,489
includes taxes & fees
7 Aug - 8 Aug
Sun, Sand and Savings Sarasota Deals
Luxury Condo Ground Floor Across the Street from the #1 Beach
Relax in this stylish living room with a comfortable sofa, coffee table, and decorative wall art.

Luxury Condo Ground Floor Across the Street from the #1 Beach

9.0 out of 10, Wonderful, (75)
"Great location to everything. Would stay again!"
Luxury Condo Ground Floor Across the Street from the #1 Beach
Beachfront Condo - 2-Bedroom - Luxury - Directly on Crescent Beach
Enjoy a serene beach experience with access to the ocean and plenty of space to relax.

Beachfront Condo - 2-Bedroom - Luxury - Directly on Crescent Beach

9.6 out of 10, Exceptional, (5)
"Great unit looking out at the ocean! You are right on the water and there's beach service, which is always nice. The unit looks like it was remodeled recently, and they have everything you need (towels, extra chairs, etc). It was a really great stay and would recommend it to anyone!"
Beachfront Condo - 2-Bedroom - Luxury - Directly on Crescent Beach
Updated Siesta Key Vacation Rental at Bay Oaks
Relax by the rectangular pool surrounded by lounge chairs and umbrellas.

Updated Siesta Key Vacation Rental at Bay Oaks

9.0 out of 10, Wonderful, (14)
"We had a wonderful stay at Bay Oaks! The unit and location were great, just as described. We had some communication issues on getting the check-in information which caused some stress; however, we got it resolved just prior to arrival."
Updated Siesta Key Vacation Rental at Bay Oaks
Stunning Siesta Key Beach Views from 2 Bedroom Condo!
Relax in a spacious living area with a sofa set, coffee table, and side table, plus a balcony with city views.

Stunning Siesta Key Beach Views from 2 Bedroom Condo!

9.6 out of 10, Exceptional, (10)
"This is a great place to stay. Would definitely book again!"
Stunning Siesta Key Beach Views from 2 Bedroom Condo!
Sea Club 2-Relaxing Siesta Key Condo-Mermaids Rest
Enjoy a serene beach scene with a lifeguard tower overlooking the shore.

Sea Club 2-Relaxing Siesta Key Condo-Mermaids Rest

9.6 out of 10, Exceptional, (41)
"Had a great time staying here . It was clean,and had everything we needed. Great beach access close to everything. Would stay there again"
Sea Club 2-Relaxing Siesta Key Condo-Mermaids Rest
Brand new to the market! Siesta Key 2 Br/2ba- Locally managed Welcome!
Relax on the beach with a clear view of the ocean and access to sun loungers and umbrellas.

Brand new to the market! Siesta Key 2 Br/2ba- Locally managed Welcome!

10.0 out of 10, Exceptional, (9)
Brand new to the market! Siesta Key 2 Br/2ba- Locally managed Welcome!
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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