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Search results; Over 1,000 homes in Siesta Key

Superhost
Cottage in Siesta Key
4 Bdrm (2 unit Cottage) walk to Siesta Beach
4 bedrooms, 5 beds, 3 private bathrooms
22–29 Oct
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5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cottage in Sarasota
Cozy Lido Key Studio Steps to Beach & Kayaking
1 bedroom, 1 king bed, 1 bathroom
6–11 Nov
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Home in Sarasota
Modern Home Heated Pool near Siesta & Downtown
3 bedrooms, 6 beds, 2 bathrooms
28 Sept – 3 Oct
4.96 out of 5 average rating, 45 reviews
Top guest favourite
Bungalow in Sarasota
FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay
2 bedrooms, 4 beds, 1 bathroom
24–31 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Sarasota
Luxury Pool Home by Siesta/Lido
3 bedrooms, 4 beds, 3 bathrooms
20–25 Aug
4.98 out of 5 average rating, 57 reviews
Top guest favourite
Villa in Siesta Key
Renovated Siesta Key Villa+Private Beach+3 Pools
1 bedroom, 3 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 9 reviews
Superhost
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 bedrooms, 3 beds, 2 bathrooms
18–23 Aug
New place to stay
Top guest favourite
Townhouse in Siesta Key
Gulf and Beach Views-Steps from Beach and Village
2 bedrooms, 2 beds, 2.5 bathrooms
10–17 Oct
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Home in Sarasota
ROYS PLACE private, tropical, romantic paradise.
2 bedrooms, 2 beds, 1 bathroom
21–26 Aug
4.97 out of 5 average rating, 178 reviews
Top guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
3 bedrooms, 4 beds, 2 bathrooms
23–30 Aug
4.96 out of 5 average rating, 47 reviews
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds, 1 bathroom
5–12 Dec
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Sarasota
Siesta Key Oasis Walk to Beach, Pool, Hot Tub, BBQ
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.95 out of 5 average rating, 37 reviews
Top guest favourite
Apartment in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
1 bedroom, 1 king bed, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 169 reviews
Home in Sarasota
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Sarasota
Private Heated Pool~Yacht Rental~BBQ~Near Water
3 bedrooms, 5 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Sarasota
Luxury Pool Family Paradise-Siesta Key Beach/DT
3 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
4.96 out of 5 average rating, 146 reviews
Top guest favourite
Home in Siesta Key
Walk To Siesta Key Beach & Village ; Renovated 2BR
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 67 reviews
Top guest favourite
Home in Sarasota
3BR/2BA • Heated Pool • Mins to Beaches & DT
3 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Room in Sarasota
Siesta Beach 3 Min | Walk to Village + Patio!
1 queen bed, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 5 reviews