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Search results; Over 1,000 places

Guest favorite
Condo in Siesta Key
On the Beach; Siesta Key SunBum Studio
2 min drive
Aug 20 – 25
4.96 out of 5 average rating, 267 reviews
Guest favorite
Guest suite in Sarasota
Sweet Siesta Suite
4 min drive
May 1 – 6
4.95 out of 5 average rating, 112 reviews
Guest favorite
Condo in Siesta Key
Comfy Siesta Key Condo
13 min walk
May 8 – 15
4.82 out of 5 average rating, 72 reviews
Guest favorite
Condo in Siesta Key
Palm Bay Club Most Desirable Spot on Siesta Key!
2 min drive
Apr 29 – May 4
4.98 out of 5 average rating, 62 reviews
Guest favorite
Guest suite in Siesta Key
Cozy Studio - 5 min walk to #1 Siesta Key Beach!
4 min drive
Jun 1 – 6
4.92 out of 5 average rating, 129 reviews
Guest favorite
Condo in Siesta Key
Amazing beach view! Entire unit renovated!
5 min walk
May 28 – Jun 4
5.0 out of 5 average rating, 17 reviews
Guest favorite
Vacation home in Siesta Key
Siesta Beach View : Pineapple Bungalow Efficiency
4 min drive
Apr 11 – 16
5.0 out of 5 average rating, 55 reviews
Guest favorite
Apartment in Sarasota
New Apartment In a Private House Near Siesta
4 min drive
May 31 – Jun 5
5.0 out of 5 average rating, 117 reviews
Guest favorite
Apartment in Siesta Key
Cozy Coastal Getaway 2 min Walk to Beach & Village
4 min drive
Apr 28 – May 3
4.99 out of 5 average rating, 72 reviews
Guest favorite
Condo in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
5 min drive
May 28 – Jun 2
5.0 out of 5 average rating, 61 reviews
Cottage in Siesta Key
Love Shack - steps away from #1 Beach in USA!
3 min drive
Jun 1 – 6
4.83 out of 5 average rating, 142 reviews
Apartment in Siesta Key
Sunset Beach 1 Bedroom with Pool!
4 min drive
Apr 13 – 18
4.81 out of 5 average rating, 135 reviews
Guest favorite
Condo in Siesta Key
Sarasota Surf & Racquet Club Siesta Key Condo
2 min drive
May 18 – 23
4.91 out of 5 average rating, 76 reviews
Guest favorite
Condo in Siesta Key
Seaside on Siesta Key Beach
3 min walk
May 16 – 23
4.98 out of 5 average rating, 66 reviews
Guest favorite
Apartment in Siesta Key
Siesta Key #1 Beach, pickle ball & tennis paradise
2 min drive
Jul 24 – 29
4.99 out of 5 average rating, 135 reviews
Guest favorite
Condo in Siesta Key
Beautiful White Sand Siesta Key Beach
2 min drive
Jun 29 – Jul 4
4.92 out of 5 average rating, 77 reviews
Superhost
Apartment in Siesta Key
Siesta Key Beachside Condo-direct beach access
2 min drive
Apr 26 – May 1
4.86 out of 5 average rating, 14 reviews
Guest favorite
Condo in Siesta Key
Cozy Siesta Key studio 5 minute walk to Village
3 min drive
Jun 17 – 22
4.9 out of 5 average rating, 149 reviews