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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, 393 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
Guest favourite
Home in Sarasota
Sarasota Silver Oasis - Private Pool Near Downtown
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 5 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
Top guest favourite
Home in Sarasota
Palm Tree Haven
2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept
4.99 out of 5 average rating, 102 reviews
Superhost
Camper van/Motorhome in Sarasota
Mingo’s Micro Glamper!
1 bedroom, 1 single bed, 1 bathroom
28 Aug – 2 Sept
New place to stay
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 Sarasota
The Palms Away
2 bedrooms, 2 beds, 1.5 bathrooms
18–23 Aug
5.0 out of 5 average rating, 38 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
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
Siesta Breeze ~ Charming Coastal Cottage
2 bedrooms, 2 queen beds, 2 bathrooms
27 Aug – 1 Sept
4.99 out of 5 average rating, 137 reviews
Top guest favourite
Guest house in Sarasota
Coastal Hideaway: Guest House 5 min to NBP & UTC!
2 bedrooms, 2 king beds, 1 bathroom
29 Aug – 3 Sept
4.98 out of 5 average rating, 46 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
Guest favourite
Home in Sarasota
Sunshine Slowdown
3 bedrooms, 5 beds, 2 bathrooms
18–23 Aug
5.0 out of 5 average rating, 19 reviews
Guest favourite
Home in Sarasota
Big backyard hangout, firepit, large primary suite
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.93 out of 5 average rating, 44 reviews
Top guest favourite
Home in Sarasota
Heated pool+near beaches+arcade+hammocks+firepit
4 bedrooms, 6 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 33 reviews
Top guest favourite
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, 5 reviews
Top guest favourite
Home in Sarasota
St Armands Mid Century Rad Pad with Pool
3 bedrooms, 3 beds, 2 bathrooms
18–23 Aug
5.0 out of 5 average rating, 73 reviews
Top guest favourite
Home in Sarasota
Sarasota Tiki Retreat | Pool Spa Entertainment
3 bedrooms, 6 beds, 2 bathrooms
10–15 Nov
5.0 out of 5 average rating, 12 reviews