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Search results; Over 1,000 places
Over 1,000 places
Guest favorite
Guest favorite
Condo in Siesta Key
2 BR condo in Siesta Key w/ Private beach access
7 min drive
7 min drive
Apr 27 – May 4
Apr 27 – May 4
G$67,905 GYD
G$39,160 GYD
night
G$39,160 GYD per night, originally G$67,905 GYD
4.97 out of 5 average rating, 36 reviews
4.97 (36)
Superhost
Superhost
Cottage in Siesta Key
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
5 min drive
5 min drive
Apr 27 – May 2
Apr 27 – May 2
G$83,581 GYD
G$44,291 GYD
night
G$44,291 GYD per night, originally G$83,581 GYD
4.88 out of 5 average rating, 214 reviews
4.88 (214)
Guest favorite
Guest favorite
Condo in Siesta Key
Seaside on Siesta Key Beach
3 min drive
3 min drive
May 16 – 23
May 16 – 23
G$52,938 GYD
G$45,881 GYD
night
G$45,881 GYD per night, originally G$52,938 GYD
4.99 out of 5 average rating, 67 reviews
4.99 (67)
Superhost
Superhost
Cottage in Siesta Key
Adorable Cozy Silver Sands Cottage on Siesta Key!!
5 min drive
5 min drive
Apr 22 – 27
Apr 22 – 27
G$42,662 GYD
G$29,266 GYD
night
G$29,266 GYD per night, originally G$42,662 GYD
4.85 out of 5 average rating, 131 reviews
4.85 (131)
Guest favorite
Guest favorite
Guest suite in Sarasota
Beach & Town Posh Location! Jungle Paradise Studio
10 min drive
10 min drive
May 29 – Jun 3
May 29 – Jun 3
G$36,396 GYD
night
G$36,396 GYD per night
4.94 out of 5 average rating, 282 reviews
4.94 (282)
Guest favorite
Guest favorite
Apartment in Siesta Key
Renovated beachside condo-direct beach access
5 min drive
5 min drive
May 26 – 31
May 26 – 31
G$79,349 GYD
night
G$79,349 GYD per night
4.95 out of 5 average rating, 37 reviews
4.95 (37)
Guest favorite
Guest favorite
Condo in Siesta Key
Comfy Siesta Key Condo
4 min drive
4 min drive
May 8 – 15
May 8 – 15
G$38,767 GYD
night
G$38,767 GYD per night
4.82 out of 5 average rating, 72 reviews
4.82 (72)
Condo in Siesta Key
Vacation Condo on Siesta Key, FL
5 min drive
5 min drive
Jun 26 – Jul 1
Jun 26 – Jul 1
G$38,361 GYD
night
G$38,361 GYD per night
4.72 out of 5 average rating, 165 reviews
4.72 (165)
Guest favorite
Guest favorite
Apartment in Siesta Key
Siesta Key #1 Beach, pickle ball & tennis paradise
5 min drive
5 min drive
Aug 2 – 7
Aug 2 – 7
G$90,143 GYD
night
G$90,143 GYD per night
4.99 out of 5 average rating, 139 reviews
4.99 (139)
Guest favorite
Guest favorite
Condo in Siesta Key
On the Beach; Siesta Key SunBum Studio
5 min drive
5 min drive
Aug 26 – 31
Aug 26 – 31
G$63,426 GYD
night
G$63,426 GYD per night
4.96 out of 5 average rating, 272 reviews
4.96 (272)
Guest favorite
Guest favorite
Home in Sarasota
Modern, Bright Downtown SRQ A-Frame West of Trail
13 min drive
13 min drive
Apr 21 – 26
Apr 21 – 26
G$154,996 GYD
G$60,951 GYD
night
G$60,951 GYD per night, originally G$154,996 GYD
4.94 out of 5 average rating, 146 reviews
4.94 (146)
Guest favorite
Guest favorite
Apartment in Sarasota
Lido Key FL Studio/Efficiency
24 min drive
24 min drive
May 27 – Jun 1
May 27 – Jun 1
G$35,265 GYD
night
G$35,265 GYD per night
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Superhost
Superhost
Apartment in Siesta Key
Beach Front Condo at Jamaica Royale
5 min drive
5 min drive
Jul 13 – 18
Jul 13 – 18
G$38,924 GYD
night
G$38,924 GYD per night
New place to stay
New
Superhost
Superhost
Home in Siesta Key
Private Pool - Walk to Siesta Key Beach & Village!
15 min walk
15 min walk
Apr 30 – May 5
Apr 30 – May 5
G$92,946 GYD
night
G$92,946 GYD per night
New place to stay
New
Guest favorite
Guest favorite
Condo in Siesta Key
Amazing beach view! Entire unit renovated!
13 min walk
13 min walk
May 28 – Jun 4
May 28 – Jun 4
G$56,118 GYD
night
G$56,118 GYD per night
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Guest favorite
Guest favorite
Home in Sarasota
Tropical Oasis Heated Pool Hot Tub Near Siesta Key
12 min drive
12 min drive
May 27 – Jun 1
May 27 – Jun 1
G$67,024 GYD
G$58,748 GYD
night
G$58,748 GYD per night, originally G$67,024 GYD
5.0 out of 5 average rating, 48 reviews
5.0 (48)
Guest favorite
Guest favorite
Home in Sarasota
The Palms-Private Heated Pool Hot Tub-5mi to beach
13 min drive
13 min drive
Apr 27 – May 2
Apr 27 – May 2
G$78,137 GYD
G$45,869 GYD
night
G$45,869 GYD per night, originally G$78,137 GYD
4.97 out of 5 average rating, 159 reviews
4.97 (159)
Guest favorite
Guest favorite
Condo in Sarasota
Oceans2
5 min drive
5 min drive
Jun 4 – 9
Jun 4 – 9
G$52,802 GYD
night
G$52,802 GYD per night
4.97 out of 5 average rating, 31 reviews
4.97 (31)
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