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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Apartment in Siesta Key
Gulf Views | Walkable | Spacious
2 bedrooms, 3 beds, 2 private bathrooms
11–16 Jul
,
4.93 out of 5 average rating, 161 reviews
Top guest favourite
Home in Sarasota
Coastal Calm - 3BD/2BA Heated Pool Near Beaches
3 bedrooms, 3 beds
19–24 Jul
4.95 out of 5 average rating, 37 reviews
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds
20–25 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Sarasota
Spacious 2BR Retreat w/Large Spool Near Downtown
2 bedrooms, 3 beds
16–21 Jul
New place to stay
Home in Anna Maria
Heart of Pine Ave | 6 En-Suites | Heated Pool
6 bedrooms, 8 beds
15–20 Aug
New place to stay
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms
26–31 Aug
Home in Siesta Key
3BR waterfront pool home, family friendly, WIFI
3 bedrooms, 5 beds
8–15 Jul
Home in Sarasota
The Siesta Key Retreat - An Island Garden Oasis!
4 bedrooms, 4 beds
26–31 Jul
New place to stay
Top guest favourite
Home in Siesta Key
Beach House *Pool*Spa*Walk to Beach and SK Village
4 bedrooms, 5 beds
7–12 Jul
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
3 bedrooms, 4 beds
3–8 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Sarasota
Casa Del Sol - 3 Bedrooms/2 Bathrooms (In-law Suite)
3 bedrooms, 3 beds
9–14 Jul
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Sarasota
Dream's Corner Cove
3 bedrooms, 6 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 7 reviews
Home in Sarasota
Coastal Calm
3 bedrooms, 4 beds
24–31 Jul
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Palmetto
Fin & Claw at the Dock, Waterfront Luxury Retreat
4 bedrooms, 8 beds
13–18 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Sarasota
Sarasota Paradise/Stunning Home/Heated Pool
4 bedrooms, 6 beds
10–15 Jul
5.0 out of 5 average rating, 44 reviews
Superhost
Home in Siesta Key
Villa Fiesta - 312
2 bedrooms, 3 beds
12–17 Jul
New place to stay
Top guest favourite
Home in Sarasota
NEW Luxe Resort Home*XL Pool/Hot Tub*1 mi to Beach
3 bedrooms, 6 beds
14–19 Aug
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Home in Anna Maria
Prime Location! Waterfront! Walk to it all! Beach!
4 bedrooms, 6 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 13 reviews