Search results; Over 1,000 homes in Siesta Key

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Guest favorite
Condo in Siesta Key
Perfect Location in Siesta Key
6 guests2 bedrooms5 beds2 baths
Aug 4 – 9
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Aug 4 – 9
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ﺩ.ﺇ8,460 for 5 nights

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Top guest favorite
Condo in Siesta Key
Siesta Oceanview Retreat-1 min walking to beach
4 beds
Aug 23 – 28
ﺩ.ﺇ4,930 for 5 nights
4.94 out of 5 average rating, 49 reviews
Home in Siesta Key
Sweet "Rae" of Sunshine
7 beds
Aug 11 – 17
ﺩ.ﺇ18,103 for 6 nights
New place to stay
Superhost
Bungalow in Siesta Key
Lagoon, pool, the Catamaran at Siesta Key Bungalow
2 beds
Sep 26 – Oct 1
ﺩ.ﺇ3,320 for 5 nights
4.89 out of 5 average rating, 9 reviews
Superhost
Home in Siesta Key
Treasure Boat Way: Luxury Canal-Front Siesta Key
3 beds
Aug 2 – 9
ﺩ.ﺇ18,709 for 7 nights
Home in Sarasota
Fresh Coastal Comfort | Beaches Close & Bay Views
5 beds
Aug 2 – 7
ﺩ.ﺇ4,103 for 5 nights
New place to stay
Guest favorite
Home in Sarasota
Tiki Bar Paradise! Heated Pool & Gaming Oasis!
4 beds
Oct 5 – 10
ﺩ.ﺇ8,425 for 5 nights
4.93 out of 5 average rating, 44 reviews
Guest favorite
Condo in Siesta Key
The Honeymoon Suite on Siesta Key Beach
1 king bed
Aug 12 – 17
ﺩ.ﺇ4,392 for 5 nights
4.93 out of 5 average rating, 100 reviews
Guest favorite
Condo in Siesta Key
Spacious 2BR 2nd floor Siesta Key condo - GBB 1274
2 beds
Sep 6 – 13
ﺩ.ﺇ5,301 for 7 nights
5.0 out of 5 average rating, 6 reviews
Guest favorite
Home in Siesta Key
Private Pool - Beach 100 steps, Village 5-min walk
8 beds
Aug 23 – 28
ﺩ.ﺇ12,049 for 5 nights
4.93 out of 5 average rating, 15 reviews
Guest favorite
Home in Sarasota
Sea Esta | Private Saltwater POOL + Putting Green!
4 beds
Aug 3 – 8
ﺩ.ﺇ7,013 for 5 nights
4.97 out of 5 average rating, 90 reviews
Top guest favorite
Townhouse in Siesta Key
100 Steps to beach access & 5-min Village walk
2 beds
Aug 18 – 23
ﺩ.ﺇ4,814 for 5 nights
4.96 out of 5 average rating, 28 reviews
Guest favorite
Condo in Siesta Key
Seaside on Siesta Key Beach
3 beds
Aug 10 – 17
ﺩ.ﺇ5,106 for 7 nights
4.95 out of 5 average rating, 92 reviews
Top guest favorite
Condo in Siesta Key
Siesta Gardens @ Siesta Key Village
4 beds
Aug 24 – 29
ﺩ.ﺇ4,736 for 5 nights
4.97 out of 5 average rating, 402 reviews
Guest favorite
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
4 beds
Aug 18 – 23
ﺩ.ﺇ5,681 for 5 nights
4.94 out of 5 average rating, 33 reviews
Top guest favorite
Condo in Siesta Key
Amazing beach view! Entire unit renovated!
3 beds
Aug 11 – 18
ﺩ.ﺇ6,781 for 7 nights
5.0 out of 5 average rating, 41 reviews
Top guest favorite
Home in Sarasota
Your DreamOasisAwaits: SiestaKeyEscape with Pool!
3 beds
Aug 20 – 25
ﺩ.ﺇ7,749 for 5 nights
4.97 out of 5 average rating, 71 reviews
Superhost
Condo in Siesta Key
Siesta Key 1/1 King bed “Sunset Suite” Pool Kayaks
2 beds
Aug 10 – 15
ﺩ.ﺇ3,838 for 5 nights
4.82 out of 5 average rating, 305 reviews
Top guest favorite
Home in Sarasota
Sunshine House- Sarasota Pool Retreat
4 beds
Aug 9 – 14
ﺩ.ﺇ5,274 for 5 nights
5.0 out of 5 average rating, 28 reviews