filters

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
23–28 Aug
,
4.91 out of 5 average rating, 128 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, 9 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 Siesta Key
Siesta Key Retreat 1mi to Beach!
3 bedrooms, 4 beds
23–30 Aug
4.96 out of 5 average rating, 47 reviews
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
2 bedrooms, 3 beds
23–28 Aug
New place to stay
Top guest favourite
Home in Sarasota
Luxury Pool Home by Siesta/Lido
3 bedrooms, 4 beds
18–23 Aug
4.98 out of 5 average rating, 58 reviews
Guest favourite
Home in Sarasota
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
3 bedrooms, 5 beds
9–14 Sept
5.0 out of 5 average rating, 5 reviews
Home in Siesta Key
3BR waterfront pool home, family friendly, WIFI
3 bedrooms, 5 beds
18–25 Aug
Top guest favourite
Home in Sarasota
Books Tide Retreat - minutes from Siesta Beach
2 bedrooms, 2 beds
30 Aug – 4 Sept
4.93 out of 5 average rating, 61 reviews
Villa in Siesta Key
Private Siesta Key Home minutes from the sand
2 bedrooms, 2 king beds
11–18 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cottage in Sarasota
Lido Key Beach Bungalow with Private Heated Pool!
2 bedrooms, 3 beds
18–23 Aug
4.97 out of 5 average rating, 38 reviews
Luxe
Home in Anna Maria
Bridge and Bay Escape - Brand New Listing!
4 bedrooms, 5 beds
28 Aug – 2 Sept
5.0 out of 5 average rating, 9 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
Guest favourite
Home in Sarasota
Sarasota Silver Oasis - Private Pool Near Downtown
2 bedrooms, 3 beds
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Siesta Key
Two bedroom across from beach, walk to town!
2 bedrooms, 4 beds
19–24 Aug
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Sarasota
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 5 reviews
Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds
22–29 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Sarasota
Luxury Lido Key Heated Pool & Game Room
3 bedrooms, 5 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in Sarasota
SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!
3 bedrooms, 3 queen beds
19–24 Aug
4.98 out of 5 average rating, 119 reviews