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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Apartment in Siesta Key
Comfy Siesta Key Condo
2 bedrooms, 4 beds, 2 private bathrooms
8–15 Aug
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4.86 out of 5 average rating, 108 reviews
Top guest favourite
Apartment in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
5.0 out of 5 average rating, 165 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Aug
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Room in Sarasota
1 Mile to Beach | Free Breakfast & Parking + Pool
New place to stay, 1 king bed, 1 bathroom
21–26 Jul
Top guest favourite
Flat in Sarasota
Modern 1BR Near Siesta Key + Private Parking
5.0 out of 5 average rating, 269 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Top guest favourite
Flat in Siesta Key
No stairs, across from Siesta beach, walk to town
4.98 out of 5 average rating, 48 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
28 Nov – 3 Dec
Superhost
Home in Siesta Key
Bimini Breeze | Steps to Beach & Village
2 bedrooms, 4 beds, 2 bathrooms
13–18 Aug
Top guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
4.95 out of 5 average rating, 43 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Loft in Siesta Key
Siesta Key Dream Inn Rental - Close to Village!
5.0 out of 5 average rating, 64 reviews, 2 beds, 1 bathroom
4–9 Aug
Top guest favourite
Home in Osprey
Charming Florida Cottage - Kayaks Included
4.97 out of 5 average rating, 64 reviews, 2 bedrooms, 2 beds, 2 bathrooms
21–26 Jul
Guest favourite
Home in Sarasota
Dream's Corner Cove
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
Top guest favourite
Tiny home in Sarasota
Tropical stay - 5 minutes to Siesta Key
4.99 out of 5 average rating, 359 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Aug
Top guest favourite
Home in Sarasota
Sarasota Memories For a Lifetime
5.0 out of 5 average rating, 72 reviews, 3 bedrooms, 3 beds, 3 bathrooms
15–20 Aug
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Home in Siesta Key
Siesta Key Beach Charmer
4.84 out of 5 average rating, 91 reviews, 2 bedrooms, 3 beds, 1 bathroom
21–26 Jul
Top guest favourite
Guest suite in Sarasota
The Palm Room - Your Solo Sarasota Getaway
4.99 out of 5 average rating, 104 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
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Home in Sarasota
Books Tide Retreat - minutes from Siesta Beach
4.96 out of 5 average rating, 55 reviews, 2 bedrooms, 2 beds, 2 bathrooms
13–18 Aug
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Room in Sarasota
Cozy-Private Mother In-Law Suite Siesta Key
4.98 out of 5 average rating, 127 reviews, 1 bed, 1 bathroom
31 Jul – 5 Aug
Top guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 7 beds, 5 bathrooms
27 Sept – 2 Oct