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Search results; Over 1,000 places in Siesta Key

Guest favorite
Condo in Siesta Key
Seaside on Siesta Key Beach
3 beds
May 16 – 23
4.99 out of 5 average rating, 67 reviews
Guest favorite
Condo in Siesta Key
2 BR condo in Siesta Key w/ Private beach access
3 beds
Apr 27 – May 4
4.97 out of 5 average rating, 36 reviews
Guest favorite
Apartment in Siesta Key
Renovated beachside condo-direct beach access
2 beds
May 26 – 31
4.95 out of 5 average rating, 37 reviews
Apartment in Siesta Key
Sunset Beach Studio With Pool!
1 bed
Jun 15 – 20
4.81 out of 5 average rating, 148 reviews
Guest favorite
Condo in Siesta Key
Comfy Siesta Key Condo
2 beds
May 8 – 15
4.82 out of 5 average rating, 72 reviews
Guest favorite
Condo in Siesta Key
NO Stairs, beachfront & short walk to the village!
3 beds
Apr 27 – May 2
4.92 out of 5 average rating, 87 reviews
Superhost
Cottage in Siesta Key
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
2 beds
Apr 27 – May 2
4.88 out of 5 average rating, 214 reviews
Guest favorite
Condo in Siesta Key
On the Beach; Siesta Key SunBum Studio
2 beds
Aug 26 – 31
4.96 out of 5 average rating, 273 reviews
Guest favorite
Apartment in Siesta Key
Siesta Key #1 Beach, pickle ball & tennis paradise
4 beds
Aug 2 – 7
4.99 out of 5 average rating, 139 reviews
Guest favorite
Condo in Siesta Key
Amazing beach view! Entire unit renovated!
3 beds
May 28 – Jun 4
5.0 out of 5 average rating, 17 reviews
Guest favorite
Apartment in Siesta Key
Lil' Kahuna Siesta Retreat
3 beds
Apr 27 – May 2
5.0 out of 5 average rating, 9 reviews
Superhost
Condo in Siesta Key
One of Best Locations on Siesta Key Beach!!
4 beds
May 6 – 13
4.86 out of 5 average rating, 43 reviews
Superhost
Home in Siesta Key
Private Pool - Walk to Siesta Key Beach & Village!
3 king beds
Apr 30 – May 5
New place to stay
Superhost
Apartment in Siesta Key
Sunset Sensation
May 4 – 9
5.0 out of 5 average rating, 3 reviews
Superhost
Condo in Siesta Key
LUXECottage @Crystal Sands -Siesta Key Beachfront!
3 beds
May 18 – 25
4.91 out of 5 average rating, 55 reviews
Guest favorite
Apartment in Siesta Key
Siesta Sunset Condo
3 beds
May 2 – 9
5.0 out of 5 average rating, 7 reviews
Guest favorite
Cottage in Siesta Key
Surf Shack- Walk to Village/Boat Dock Included
2 beds
May 27 – Jun 3
4.94 out of 5 average rating, 66 reviews
Guest favorite
Condo in Siesta Key
Walk to Siesta Key Village and Beach
2 beds
Apr 28 – May 3
4.95 out of 5 average rating, 148 reviews