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Featured Condo Rentals in Siesta Key

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1107)
"Perfect location close to the beach clean and cozy place"
Captiva Beach Resort

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

10.0 out of 10, Exceptional, (6)
Brand new to the market! Siesta Key 2 Br/2ba- Locally managed Welcome!

Cozy condo in charming Sarasota Siesta key with boat dock

Cozy condo in charming Sarasota Siesta key with boat dock

5 Minutes from Siesta Key!

9.6 out of 10, Exceptional, (28)
"My sister and I were in Sarasota area to see the Orioles play for Spring Training! This was a great place to stay. Had a wonderful time!"
5 Minutes from Siesta Key!

Siesta Key GULF SIDE #95 - Serene Private Condo, 3 Pools, Jamaica Royale

10.0 out of 10, Exceptional, (84)
"Amazing time and place."
Siesta Key GULF SIDE #95 - Serene Private Condo, 3 Pools, Jamaica Royale

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

10.0 out of 10, Exceptional, (3)
"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..

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

Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building

9.8 out of 10, Exceptional, (254)
"Unit was very clean, comfortable, and had everything you would need for a beach vacation. Unit had beautiful view of the beach and easy access to the beach and to multiple pools."
Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building

PALM BAY 5th floor ON THE BEACH Sunsets from the open lanai, Two Queen beds.

10.0 out of 10, Exceptional, (78)
"Very nice unit and easy access to a beautiful beach!"
PALM BAY 5th floor ON THE BEACH Sunsets from the open lanai, Two Queen beds.

Amazing Condo! Restored from Hurricane!

9.8 out of 10, Exceptional, (154)
"Quiet area with excellent beach access! Thank you"
Amazing Condo! Restored from Hurricane!

Dreamview Beachfront Condo - Romantic/Pet Friendly Beach Getaway

9.4 out of 10, Exceptional, (57)
"Will stay again!"
Dreamview Beachfront Condo - Romantic/Pet Friendly Beach Getaway

Great Gulf View! Steps to the No.1 Beach in a 2,759 sqft luxury townhome

10.0 out of 10, Exceptional, (64)
"Great family wedding spot"
Great Gulf View! Steps to the No.1 Beach in a 2,759 sqft luxury townhome

Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6

10.0 out of 10, Exceptional, (7)
"Amazing Condo! Right across the street from the best beach in the YSA!"
Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6

Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key

9.2 out of 10, Wonderful, (68)
"The above and beyond accommodations given to us under extenuating circumstances, rarely occurs. To Kelli, you are an amazing human and I thank you profusely. Would love to stay again !!!!"
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key

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

9.8 out of 10, Exceptional, (83)
"Had a great trip! Clean, quiet & great location!"
The price is AU$623
includes taxes & fees
24 July - 25 July
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach

Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!

9.8 out of 10, Exceptional, (76)
"We had a great stay"
Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!

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

10.0 out of 10, Exceptional, (158)
"We love to stay in this area of Siesta Key as it's much less crowded and easy access to get off the Key. LARGE condo with room for everyone! Super easy access to the beach. Modern and clean, comfortable bed and kitchen is as fully stocked as your own. Would stay again!"
Spacious Penthouse 3bd/3bath, On the Beach, Great Views!

Updated Siesta Key Vacation Rental at Bay Oaks

9.0 out of 10, Wonderful, (14)
"The condo was very clean and comfortable. "
Updated Siesta Key Vacation Rental at Bay Oaks

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

9.6 out of 10, Exceptional, (40)
"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
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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