Search results; Over 1,000 places in Siesta Key

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Superhost
Condo in Siesta Key
Beach & Pool Open! Direct Beachfront Condo! Sunset
6 guests2 bedrooms3 beds2 baths
Sep 6 – 13
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Sep 6 – 13
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R41,391 ZAR for 7 nights

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Guest favorite
Home in Siesta Key
[lounge like locals]walk to siesta beach +bikes
2 beds
Jul 13 – 18
R13,774 ZAR for 5 nights
4.89 out of 5 average rating, 129 reviews
Guest favorite
Home in Siesta Key
Designer Home| Sleeps 10| Walk to Beach & Village|
Free cancellation
Aug 16 – 21
R71,340 ZAR for 5 nights
5.0 out of 5 average rating, 5 reviews
Guest favorite
Home in Sarasota
Endless Summer Escape Near SK!
Free cancellation
Aug 23 – 28
R22,377 ZAR for 5 nights
4.94 out of 5 average rating, 77 reviews
Guest favorite
Condo in Siesta Key
Sundeck, 20ft to Beach Access, 500ft from Village
7 beds
Aug 10 – 15
R45,331 ZAR for 5 nights
4.97 out of 5 average rating, 32 reviews
Home in Sarasota
Fresh Coastal Comfort | Beaches Close & Bay Views
5 beds
Jul 21 – 26
R23,997 ZAR for 5 nights
New place to stay
Guest favorite
Condo in Siesta Key
Siesta Key Beach Condo - location, location!
2 beds
Aug 10 – 15
R18,754 ZAR for 5 nights
5.0 out of 5 average rating, 5 reviews
Top guest favorite
Condo in Siesta Key
Siesta Oceanview Retreat-1 min walking to beach
4 beds
Aug 9 – 15
R28,345 ZAR for 6 nights
4.94 out of 5 average rating, 48 reviews
Guest favorite
Condo in Siesta Key
Condo in popular Palm Bay Club
Free cancellation
Aug 16 – 21
R33,033 ZAR for 5 nights
5.0 out of 5 average rating, 7 reviews
Guest favorite
Condo in Siesta Key
The Honeymoon Suite on Siesta Key Beach
Free cancellation
Aug 12 – 17
R23,869 ZAR for 5 nights
4.93 out of 5 average rating, 99 reviews
Guest favorite
Condo in Siesta Key
Spacious 2BR 2nd floor Siesta Key condo - GBB 1274
Free cancellation
Aug 29 – Sep 5
R32,499 ZAR for 7 nights
5.0 out of 5 average rating, 5 reviews
Guest favorite
Apartment in Siesta Key
Escape to Seaclusion and Siesta Key’s #1 Beach!
2 beds
Jul 19 – 26
R30,049 ZAR for 7 nights
5.0 out of 5 average rating, 6 reviews
Top guest favorite
Apartment in Siesta Key
Siesta Key #1 Beach, pickle ball & tennis paradise
4 beds
Aug 8 – 13
R46,352 ZAR for 5 nights
4.99 out of 5 average rating, 187 reviews
Guest favorite
Home in Sarasota
Lux Pelican's Perch | Heated Pool + Hot Tub + Gym
Free cancellation
Aug 23 – 28
R46,970 ZAR for 5 nights
5.0 out of 5 average rating, 14 reviews
Guest favorite
Apartment in Sarasota
Modern 2/1+ shared, heated pool +4 min Siesta
Free cancellation
Aug 17 – 22
R18,648 ZAR for 5 nights
4.96 out of 5 average rating, 27 reviews
Top guest favorite
Condo in Siesta Key
Siesta Key Beach front 2 bedroom condo w/ parking
Free cancellation
Aug 17 – 24
R25,574 ZAR for 7 nights
4.96 out of 5 average rating, 45 reviews
Guest favorite
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
4 beds
Jul 25 – 30
R32,081 ZAR for 5 nights
4.94 out of 5 average rating, 32 reviews
Top guest favorite
Home in Sarasota
Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Free cancellation
Aug 20 – 25
R38,361 ZAR for 5 nights
4.97 out of 5 average rating, 71 reviews
Superhost
Bungalow in Siesta Key
Lagoon, pool, the Catamaran at Siesta Key Bungalow
Free cancellation
Sep 26 – Oct 1
R17,497 ZAR for 5 nights
4.89 out of 5 average rating, 9 reviews