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Featured Condo Rentals in Siesta Key

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1122)
"Everything was perfect with our stay. We will be back soon."
Captiva Beach Resort

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

1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets

9.6 out of 10, Exceptional, (157)
"We could not have been happier with this location and its proximity to the beach and the pools. It was also close to great restaurants by locals who proudly serve great food!! "
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets

Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building

9.8 out of 10, Exceptional, (259)
"Great location! Beautiful beach! "
Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building

Prime Beachfront with Views, Views, Views!

9.6 out of 10, Exceptional, (83)
"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!

Island Time 504 Siesta Key Beach located Sarasota Surf & Racquet Club

9.8 out of 10, Exceptional, (28)
"Fantastic location!!! Beautiful Beach!! Very clean and updated condo Definitely would stay there again!!! Perfect place to eat, sleep, beach and Repeat!! Loved it!!! "
Island Time 504 Siesta Key Beach located Sarasota Surf & Racquet Club

Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach

9.8 out of 10, Exceptional, (93)
"Lovely unit and the perfect location. Short walk to the beach and easy to get to the shopping/eating areas. "
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach

Spacious Penthouse 3bd/3bath, On the Beach, Great Views!

10.0 out of 10, Exceptional, (161)
"Absolutely fantastic!! "
Spacious Penthouse 3bd/3bath, On the Beach, Great Views!

On Siesta Key/Crescent Beach,View, pool, 2 Bed 2 Ba, plus pull out Queen,

10.0 out of 10, Exceptional, (175)
"Love the condo. I just wish the ocean view was better"
On Siesta Key/Crescent Beach,View, pool, 2 Bed 2 Ba, plus pull out Queen,

4th Floor Crescent Beach Condo Offering Full Unobstructed Gulf Views.

10.0 out of 10, Exceptional, (141)
"We love Siesta Dunes! The property is clean and well-maintained. Our unit was beautiful and true to the pictures. The views were outstanding. The owner, Tom, was responsive and helpful with suggestions! We had no issues at all."
4th Floor Crescent Beach Condo Offering Full Unobstructed Gulf Views.

Gulfside No Roads to Cross 1-bedroom condo with AC, WiFi On Siesta Key Beach..

9.6 out of 10, Exceptional, (8)
"The rental was spacious and very clean!!I would definitely stay here again. Place looked exactly like the pictures!! "
Gulfside No Roads to Cross 1-bedroom condo with AC, WiFi On Siesta Key Beach..

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

9.6 out of 10, Exceptional, (64)
"Perfect for what we wanted. Spent most of our time at the beach. They haveva dock in the back. Great for your coffee in the mornings, or kids to fish. Walkable to shops dunner,dinnet"
#1 Siesta Key Beach -Super Clean -2 Level Townhouse -2Br/2.5 Bth- 5 Star- 1400sf

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

9.8 out of 10, Exceptional, (143)
"I really appreciated the owner and her interest in making sure everything was perfect during our stay! She was awesome!"
Spectacular Beach View! Right on Beach! Amazing views!!

Palm Bay Club Private Balcony Beach Side

2.0 star property
8.8 out of 10, Excellent, (13)
"Nice location, clean place, great communication even when our family hit some bumps with our trip. Overall highly recommend and and plan to return. "
Palm Bay Club Private Balcony Beach Side

Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun

10.0 out of 10, Exceptional, (239)
"We loved staying at the Happy Clam! Beautifully decorated, wonderful communication and perfect location. Highly recommend!!!"
Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun

Unit 27 - 2 Bedroom 2 Bathroom Condominium with Partial South Gulf Views

9.6 out of 10, Exceptional, (48)
"Girls trip, we had a blast… every staff person we encountered was very friendly and helpful. Perfect size for four people. Quiet, clean nicely decorated. "
Unit 27 - 2 Bedroom 2 Bathroom Condominium with Partial South Gulf Views

Luxury Beach Condo on Crescent Beach #1 Beach in USA

9.4 out of 10, Exceptional, (54)
"Overall impression was good for this property. Having access to second floor pool just outside of our balcony was awesome. Cleanliness inside was good, however the Grilling area on the balcony was not so we did not use. Access to beach and south Siesta Key/Crescent Village are was great, and multiple ways to get around without a rental car. Television requires an advanced degree to figure out (no instructions provided), and when we did there was continuous buffering. Internet/WiFi speed was...
Luxury Beach Condo on Crescent Beach #1 Beach in USA

Sea Club 2 - Relaxing Siesta Beach Key Condo Rental - Mermaids Rest

9.6 out of 10, Exceptional, (42)
"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 Beach Key Condo Rental - Mermaids Rest

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

10.0 out of 10, Exceptional, (11)
"I have been coming to Siesta Key, Florida for over 40 years. This by far has been one of my most comfortable accommodations, and this condo exceeded all of our expectations. It was exceptionally clean and very comfortable. We also loved how modern and updated the unit was and how it was decorated. It is conveniently located walking distance from the beach, and to many amazing restaurants and tiki bars, which was so convenient. I will be recommending this condo unit to all of my family and...
Brand new to the market! Siesta Key 2 Br/2ba- Locally managed Welcome!

Updated Siesta Key Vacation Rental at Bay Oaks

9.0 out of 10, Wonderful, (15)
"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
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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