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Condo Rentals in Siesta Key

Our top choices for Siesta Key condo rentals

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1124)
"Everything was great and a walking distance to the beach❤️❤️❤️❤️❤️. Everyone was very friendly and kind, thank you so much."
$184 nightly
The price is $204
Aug 26 - Aug 27
Total with taxes and fees
Captiva Beach Resort

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

9.6 out of 10, Exceptional, (158)
"Security, beach access, nice unit!"
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets

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

9.8 out of 10, Exceptional, (28)
"We stayed here to celebrate our anniversary and it was great. Highly recommended. "
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, (95)
"Lovely unit and the perfect location. Short walk to the beach and easy to get to the shopping/eating areas. "
$364 nightly
The price is $405
Sep 1 - Sep 2
Total with taxes and fees
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach

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

10.0 out of 10, Exceptional, (176)
"Beautiful condo, ocean view, nicely decorated with a beachy theme. Full of supplies, even shampo, we'll be back. "
On Siesta Key/Crescent Beach,View, pool, 2 Bed 2 Ba, plus pull out Queen,

Palm Bay Club Private Balcony Beach Side

2.0 star property
9.0 out of 10, Wonderful, (14)
"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

Prime Beachfront with Views, Views, Views!

9.6 out of 10, Exceptional, (86)
"There is still some storm recovery in the garden suites area from last year's hurricanes, but the towers and beach are back to normal. Staff was super responsive."
Prime Beachfront with Views, Views, Views!

Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building

9.8 out of 10, Exceptional, (261)
"The facility was great"
Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building

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

9.6 out of 10, Exceptional, (64)
"Very nice property. The owner is very responsive to any issues. The only thing I wasn't a fan of is the ac cycling over and over through the night, but that was very minor. Would absolutely stay here again in the future. "
#1 Siesta Key Beach -Super Clean -2 Level Townhouse -2Br/2.5 Bth- 5 Star- 1400sf

Fall Into Paradise Your Endless Summer Starts Now

9.6 out of 10, Exceptional, (101)
"What an awesome place!! Comfy house with everything you could need plus great amenities in the property with beach chairs and loungers right at the beach! Amazing views and one elevator ride from being on the beach! We even used the grilling area!"
Fall Into Paradise Your Endless Summer Starts Now

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

10.0 out of 10, Exceptional, (126)
"Wonderful trip. Owner responsive to all needs. Highly recommend"
Steps away from the #1 beach! Spectacular views on the GIANT balcony!

ON Siesta Key BEACH! Pool,Remodeled! 2bd2ba, sleeps 6, 3mins from door to sand

10.0 out of 10, Exceptional, (141)
"Lovely, clean condo fantastic for families, steps to the beach!"
ON Siesta Key BEACH! Pool,Remodeled! 2bd2ba, sleeps 6, 3mins from door to sand

Siesta Key Beachside Condo-direct beach access

10.0 out of 10, Exceptional, (13)
"Location was perfect, just a few minutes walk to b"
Siesta Key Beachside Condo-direct beach access

DIRECTLY ON CRESCENT BEACH IN SIESTA KEY! GREAT PRICES FOR AUGUST! BOOK NOW!

9.8 out of 10, Exceptional, (142)
"The property was even better than the pictures and the host thought of everything. "
DIRECTLY ON CRESCENT BEACH IN SIESTA KEY! GREAT PRICES FOR AUGUST! BOOK NOW!

Beach & Pool Open! Beachfront Penthouse. Chairs, Wifi

9.8 out of 10, Exceptional, (159)
"We had a fantastic time! The beach is wonderful and the property is close to everything we need! What a fantastic spot we hope to be back soon!"
Beach & Pool Open! Beachfront Penthouse. Chairs, Wifi

Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View

10.0 out of 10, Exceptional, (43)
"Perfect place! My best friend of 46 years and I found this location to be exactly what we needed. Very clean, new finishes and a very responsive host. Can’t say enough how much we enjoyed it. We will be back! "
Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View

Siesta Key Gulf Side - #84 - Private Tranquil Condo - Jamaica Royale - Remodeled

9.8 out of 10, Exceptional, (74)
"We thoroughly enjoyed our return trip to Jamaica Royale. #84 was amazing. Close to the beach and easy to get around. The beds were great and the living room was super comfortable. Will definitely rebook! "
Siesta Key Gulf Side - #84 - Private Tranquil Condo - Jamaica Royale - Remodeled

Stay seaside at our Siesta Key beachfront condo near Crescent Beach

9.8 out of 10, Exceptional, (25)
"Highly recommend this property. Excellent location very clean and well equipped for our stay. "
Stay seaside at our Siesta Key beachfront condo near Crescent Beach

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

9.6 out of 10, Exceptional, (48)
"Enjoyed our stay, the condo was nicely decorated, great location on the beach and convenient to local restaurants."
Unit 27 - 2 Bedroom 2 Bathroom Condominium with Partial South Gulf Views

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

9.8 out of 10, Exceptional, (10)
"The condo was very clean and nicely decorated. The location was wonderful, right across the street from the beautiful beach. It was close to the Village shops and restaurants."
Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6
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