Search results; Over 1,000 places in Siesta Key

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Guest favorite
Condo in Siesta Key
The Key to a Great Vacation!
4 guests1 bedroom2 beds1 bath
Aug 3 – 8
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Aug 3 – 8
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R20,823 ZAR for 5 nights

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Superhost
Home in Siesta Key
Designer Home| Sleeps 10| Walk to Beach & Village|
Free cancellation
Aug 16 – 21
R69,893 ZAR for 5 nights
5.0 out of 5 average rating, 4 reviews
Superhost
Bungalow in Siesta Key
Lagoon, pool, the Catamaran at Siesta Key Bungalow
Free cancellation
Sep 1 – 6
R15,390 ZAR for 5 nights
4.89 out of 5 average rating, 9 reviews
Guest favorite
Home in Siesta Key
Toes In The Sand | Private Pool, Walk to Beach!
Free cancellation
Aug 24 – 29
R40,292 ZAR for 5 nights
5.0 out of 5 average rating, 8 reviews
Villa in Sarasota
Villa by the Sea on Siesta Key!
Free cancellation
Aug 6 – 11
R39,848 ZAR for 5 nights
New place to stay
Guest favorite
Condo in Siesta Key
Palm Bay Club! Resort Style Living on Siesta Key!
3 beds
Aug 10 – 15
R37,001 ZAR for 5 nights
4.97 out of 5 average rating, 98 reviews
Guest favorite
Home in Sarasota
Lux Pelican's Perch | Heated Pool + Hot Tub + Gym
Free cancellation
Aug 16 – 21
R54,202 ZAR for 5 nights
5.0 out of 5 average rating, 12 reviews
Top guest favorite
Apartment in Sarasota
Modern Luxury Apartment in a House Near Siesta
Free cancellation
Jul 20 – 25
R15,284 ZAR for 5 nights
5.0 out of 5 average rating, 193 reviews
Guest favorite
Condo in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 beds
Aug 5 – 10
R24,762 ZAR for 5 nights
4.94 out of 5 average rating, 32 reviews
Guest favorite
Home in Siesta Key
Let's go to the beach and play!
Free cancellation
Aug 17 – 22
R43,019 ZAR for 5 nights
4.91 out of 5 average rating, 11 reviews
Top guest favorite
Apartment in Siesta Key
Across from #1 Siesta Beach & walk to town
3 beds
Jul 6 – 11
R45,165 ZAR for 5 nights
5.0 out of 5 average rating, 42 reviews
Top guest favorite
Condo in Siesta Key
Siesta Gardens @ Siesta Key Village
4 beds
Aug 10 – 15
R23,254 ZAR for 5 nights
4.97 out of 5 average rating, 400 reviews
Guest favorite
Condo in Siesta Key
Penthouse 20ft to Beach Access, 500ft from Village
7 beds
Aug 10 – 15
R46,973 ZAR for 5 nights
4.95 out of 5 average rating, 22 reviews
Guest favorite
Condo in Siesta Key
NO Stairs, Siesta beachfront. Walk to the village!
3 beds
Aug 1 – 6
R73,988 ZAR for 5 nights
4.93 out of 5 average rating, 113 reviews
Guest favorite
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
4 beds
Aug 12 – 17
R35,466 ZAR for 5 nights
4.88 out of 5 average rating, 41 reviews
Superhost
Townhouse in Siesta Key
Cast a Waves W/heated pool
4 beds
Jul 19 – 24
R69,244 ZAR for 5 nights
Guest favorite
Condo in Siesta Key
Amazing beach view! Entire unit renovated!
3 beds
Jul 26 – Aug 2
R41,223 ZAR for 7 nights
5.0 out of 5 average rating, 40 reviews
Guest favorite
Home in Siesta Key
4BR Home- heated pool & sauna, 1mile to beach
5 beds
Jul 20 – 25
R66,061 ZAR for 5 nights
4.98 out of 5 average rating, 52 reviews
Top guest favorite
Home in Siesta Key
Stunning 3BD Siesta Cottage - Walk to the Beach!
3 beds
Jul 13 – 20
R58,608 ZAR for 7 nights
5.0 out of 5 average rating, 9 reviews