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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Apartment in Siesta Key
The Honeymoon Suite on Siesta Key Beach
1 bedroom, 1 bed, 1 private bathroom
11–16 Aug
,
4.91 out of 5 average rating, 127 reviews
Superhost
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 bedrooms, 3 beds
18–23 Aug
New place to stay
Top guest favourite
Home in Sarasota
Luxury Pool Family Paradise-Siesta Key Beach/DT
3 bedrooms, 4 beds
31 Aug – 5 Sept
4.96 out of 5 average rating, 144 reviews
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
2 bedrooms, 3 beds
16–21 Aug
New place to stay
Top guest favourite
Home in Siesta Key
Beach, Village, Dock & Private Pool! One-of-a-kind
2 bedrooms, 5 beds
21–26 Aug
5.0 out of 5 average rating, 167 reviews
Top guest favourite
Home in Sarasota
St Armands Mid Century Rad Pad with Pool
3 bedrooms, 3 beds
10–15 Aug
5.0 out of 5 average rating, 73 reviews
Guest favourite
Home in Sarasota
Private Heated Pool~Yacht Rental~BBQ~Near Water
3 bedrooms, 5 beds
8–13 Nov
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in Sarasota
The Palms Away
2 bedrooms, 2 beds
7–12 Sept
5.0 out of 5 average rating, 37 reviews
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
3 bedrooms, 4 beds
9–14 Aug
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Sarasota
Siesta Key 2 bedroom condo w pool arcade pets ok
2 bedrooms, 3 beds
16–21 Aug
4.99 out of 5 average rating, 86 reviews
Flat in Siesta Key
Charming 1BR 2nd-Floor | Deck | Pool | Kitchenette
1 bedroom, 2 beds
28 Aug – 2 Sept
4.48 out of 5 average rating, 61 reviews
Top guest favourite
Home in Sarasota
Luxury Pool Home by Siesta/Lido
3 bedrooms, 4 beds
16–21 Aug
4.98 out of 5 average rating, 55 reviews
Top guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds
24–29 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Villa in Siesta Key
Renovated Siesta Key Villa+Private Beach+3 Pools
1 bedroom, 3 beds
28 Aug – 2 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Sarasota
Siesta Breeze ~ Charming Coastal Cottage
2 bedrooms, 2 queen beds
27 Aug – 1 Sept
4.99 out of 5 average rating, 135 reviews
Top guest favourite
Home in Sarasota
Modern 4BR Home *Heated Pool & Spa*
4 bedrooms, 4 beds
26–31 Aug
4.95 out of 5 average rating, 197 reviews
Home in Sarasota
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds
29 Aug – 3 Sept
New place to stay
Top guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
3 bedrooms, 4 beds
23–30 Aug
4.96 out of 5 average rating, 45 reviews
Top guest favourite
Apartment in Siesta Key
100 Yds to Beach+2 Blocks to Village | Heated Pool
1 bedroom, 2 beds
16–21 Nov
5.0 out of 5 average rating, 16 reviews