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Search results; Over 1,000 places

Guest favorite
Condo in Siesta Key
Seaside on Siesta Key Beach
3 min walk
May 16 – 23
4.99 out of 5 average rating, 67 reviews
Condo in Sarasota
Breathtaking Beachfront Views in Siesta Key
2 min drive
Aug 19 – 24
New place to stay
Guest favorite
Condo in Siesta Key
2 BR condo in Siesta Key w/ Private beach access
5 min drive
May 7 – 14
4.97 out of 5 average rating, 36 reviews
Superhost
Apartment in Siesta Key
Siesta Key Beachside Condo-direct beach access
2 min drive
May 6 – 11
4.88 out of 5 average rating, 17 reviews
Guest favorite
Condo in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
5 min drive
Apr 28 – May 3
5.0 out of 5 average rating, 64 reviews
Superhost
Apartment in Siesta Key
Sunset Sensation
6 min walk
May 4 – 9
5.0 out of 5 average rating, 3 reviews
Superhost
Cottage in Siesta Key
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
3 min drive
Apr 27 – May 2
4.88 out of 5 average rating, 214 reviews
Guest favorite
Condo in Siesta Key
NO Stairs, beachfront & short walk to the village!
10 min walk
Apr 27 – May 2
4.92 out of 5 average rating, 87 reviews
Superhost
Home in Siesta Key
Private Pool - Walk to Siesta Key Beach & Village!
3 min drive
Apr 30 – May 5
New place to stay
Guest favorite
Condo in Siesta Key
On the Beach; Siesta Key SunBum Studio
2 min drive
Aug 26 – 31
4.96 out of 5 average rating, 273 reviews
Guest favorite
Condo in Siesta Key
Walk to Siesta Key Village and Beach
4 min drive
Apr 28 – May 3
4.95 out of 5 average rating, 148 reviews
Guest favorite
Townhouse in Siesta Key
Saltwater Serendipity
3 min drive
Apr 21 – 26
5.0 out of 5 average rating, 6 reviews
Guest favorite
Apartment in Siesta Key
Across from beach & walk to town
10 min walk
Apr 26 – May 1
5.0 out of 5 average rating, 15 reviews
Guest favorite
Condo in Siesta Key
Palm Bay Club Most Desirable Spot on Siesta Key!
2 min drive
May 19 – 24
4.97 out of 5 average rating, 64 reviews
Guest favorite
Home in Siesta Key
Beachfront 180-Degree View, Walk to Village!
3 min drive
Apr 20 – 27
5.0 out of 5 average rating, 22 reviews
Guest favorite
Home in Siesta Key
Siesta Peace Retreat a private home rental
3 min drive
Apr 29 – May 4
4.93 out of 5 average rating, 105 reviews
Guest favorite
Home in Siesta Key
Tropical Paradise
14 min walk
May 5 – 10
5.0 out of 5 average rating, 23 reviews
Guest favorite
Home in Siesta Key
Beachfront home with private access, walk to town!
2 min drive
May 5 – 10
4.95 out of 5 average rating, 87 reviews