Search results; Over 1,000 homes

Home in Siesta Key
Private Home w/ Pool On Siesta Key!
6 min walk
Aug 19 – 24
R44,291 ZAR for 5 nights
New place to stay
Top guest favorite
Home in Siesta Key
Newly Remodeled "Beach House on Siesta"
14 min walk
Aug 9 – 16
R72,031 ZAR for 7 nights
5.0 out of 5 average rating, 21 reviews
Guest favorite
Apartment in Sarasota
Modern 2/1+ shared, heated pool +4 min Siesta
10 min drive
Aug 13 – 18
R18,463 ZAR for 5 nights, originally R27,340 ZAR
4.97 out of 5 average rating, 31 reviews
Top guest favorite
Condo in Sarasota
Beachfront - 2BR - Spectacular Beach Setting
10 min drive
Aug 25 – 30
R35,871 ZAR for 5 nights
5.0 out of 5 average rating, 29 reviews
Superhost
Apartment in Sarasota
Lido Key FL Studio/Efficiency 5
30 min drive
Sep 27 – Oct 2
R11,226 ZAR for 5 nights
4.83 out of 5 average rating, 78 reviews
Guest favorite
Home in Sarasota
Right on the bay! Heated pool! King bed
20 min drive
Sep 13 – 20
R28,866 ZAR for 7 nights, originally R36,855 ZAR
4.97 out of 5 average rating, 29 reviews
Villa in Sarasota
Villa by the Sea on Siesta Key!
10 min drive
Aug 6 – 11
R37,137 ZAR for 5 nights
Superhost
Home in Siesta Key
Treasure Boat Way: Luxury Canal-Front Siesta Key
10 min drive
Aug 2 – 9
R90,681 ZAR for 7 nights
Top guest favorite
Home in Siesta Key
Designer Home| Sleeps 10| Walk to Beach & Village|
10 min walk
Aug 16 – 21
R70,112 ZAR for 5 nights
5.0 out of 5 average rating, 7 reviews
Top guest favorite
Home in Sarasota
Sarasota Escape | Minutes to Beaches + Downtown
20 min drive
Aug 11 – 16
R49,481 ZAR for 5 nights, originally R61,375 ZAR
5.0 out of 5 average rating, 20 reviews
Guest favorite
Home in Sarasota
Lux Pelican's Perch | Heated Pool + Hot Tub + Gym
20 min drive
Aug 23 – 28
R44,438 ZAR for 5 nights, originally R50,998 ZAR
5.0 out of 5 average rating, 15 reviews
Guest favorite
Home in Siesta Key
Private Pool - Beach 100 steps, Village 5-min walk
3 min walk
Aug 23 – 28
R57,631 ZAR for 5 nights
4.93 out of 5 average rating, 15 reviews
Superhost
Apartment in Sarasota
A pool, pinecraft & espresso sleeps 4
20 min drive
Aug 22 – 27
R15,298 ZAR for 5 nights
5.0 out of 5 average rating, 4 reviews
Guest favorite
Condo in Siesta Key
Siesta Key Beach Front Condo
13 min walk
Aug 11 – 18
R32,559 ZAR for 7 nights, originally R38,239 ZAR
4.94 out of 5 average rating, 111 reviews
Guest favorite
Home in Sarasota
Tiki Bar Paradise! Heated Pool & Gaming Oasis!
20 min drive
Oct 5 – 10
R39,979 ZAR for 5 nights
4.93 out of 5 average rating, 45 reviews
Guest favorite
Home in Sarasota
Frangipani | Amazing Pool, Game Room, Hot Tub
8 min walk
Aug 17 – 22
R31,651 ZAR for 5 nights
5.0 out of 5 average rating, 7 reviews
Condo in Siesta Key
Beachwalk Townhouse with view of Gulf of Mexico
11 min walk
Sep 13 – 18
R20,573 ZAR for 5 nights, originally R22,793 ZAR
4.75 out of 5 average rating, 85 reviews
Top guest favorite
Condo in Sarasota
Just renovated 2bed/2bath Siesta Key Beach Condo
10 min drive
Sep 2 – 7
R24,287 ZAR for 5 nights
5.0 out of 5 average rating, 13 reviews