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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Apartment in Siesta Key
Beachfront Siesta Key | Gulf View + Private Beach
Studio, 2 beds, 1 private bathroom
28 Oct – 2 Nov
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4.97 out of 5 average rating, 397 reviews
Top guest favourite
Apartment in Siesta Key
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
28 Nov – 3 Dec
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Villa in Siesta Key
Renovated Siesta Key Villa+Private Beach+3 Pools
1 bedroom, 3 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Apartment in Siesta Key
Spacious 2-Floor, 2BR, 2.5BA Condo Near Everything
2 bedrooms, 4 beds, 2.5 bathrooms
16–21 Sept
4.88 out of 5 average rating, 177 reviews
Top guest favourite
Flat in Siesta Key
Beach Walk Bungalow
3 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
4.94 out of 5 average rating, 35 reviews
Top guest favourite
Flat in Siesta Key
Siesta Key Paradise - Steps to Beach & Village
3 bedrooms, 4 beds, 2.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Siesta Key
Siesta Premier Location - The 'Calm of Siesta'
2 bedrooms, 2 beds, 2 bathrooms
18–25 Sept
4.94 out of 5 average rating, 142 reviews
Top guest favourite
Apartment in Siesta Key
New listing - Pool Home, 500ft to Beach!
3 bedrooms, 7 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 16 reviews
Guest favourite
Apartment in Siesta Key
The Flamingo's Nest at Sea Club II
2 bedrooms, 3 beds, 1 bathroom
26 Sept – 1 Oct
4.94 out of 5 average rating, 156 reviews
Top guest favourite
Home in Sarasota
Palm Tree Haven
2 bedrooms, 2 beds, 2 bathrooms
16–21 Sept
4.99 out of 5 average rating, 105 reviews
Top guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
3 bedrooms, 4 beds, 2 bathrooms
26 Sept – 3 Oct
4.96 out of 5 average rating, 48 reviews
Top guest favourite
Apartment in Siesta Key
Beachfront Siesta Key - 3 night min w/beach gear!
2 bedrooms, 4 beds, 2 bathrooms
14–19 Nov
4.99 out of 5 average rating, 75 reviews
Top guest favourite
Home in Sarasota
Quiet Family Home w/ Pool Near Pinecraft
3 bedrooms, 4 beds, 2 bathrooms
17–22 Sept
4.84 out of 5 average rating, 43 reviews
Top guest favourite
Apartment in Siesta Key
Charming Siesta Key Condo Just Minutes from Beach
2 bedrooms, 3 beds, 2 bathrooms
20–26 Sept
4.96 out of 5 average rating, 84 reviews
Top guest favourite
Townhouse in Siesta Key
Gulf and Beach Views-Steps from Beach and Village
2 bedrooms, 2 beds, 2.5 bathrooms
26 Oct – 2 Nov
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Home in Sarasota
Luxury Pool Family Oasis-Siesta Key/DT 3BR/2BA
3 bedrooms, 4 beds, 2 bathrooms
16–21 Oct
4.96 out of 5 average rating, 153 reviews
Home in Sarasota
Salt & Sun Sarasota
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
New place to stay
Top guest favourite
Home in Sarasota
Modern 4BR Home *Heated Pool & Spa*
4 bedrooms, 4 beds, 2 bathrooms
14–21 Sept
4.95 out of 5 average rating, 199 reviews