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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Apartment in Siesta Key
Siesta Key Condo. Checkout our great rates!
2 bedrooms, 4 beds, 1.5 private bathrooms
5–12 Sept
,
4.96 out of 5 average rating, 135 reviews
Superhost
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds, 5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 4 reviews
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
3 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
Apartment in Siesta Key
Pool & Beach access at Cozy Siesta Condo!
2 bedrooms, 1.5 bathrooms
1–6 Jul
New place to stay
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds, 4 bathrooms
20–25 Jul
5.0 out of 5 average rating, 3 reviews
Apartment in Siesta Key
2 Bedroom, 1 bath, sleeps 5 in Siesta Key #118
2 bedrooms, 3 beds, 1 bathroom
1–8 Jul
New place to stay
Home in Sarasota
The Siesta Key Retreat - An Island Garden Oasis!
4 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
New place to stay
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms, 4.5 bathrooms
26–31 Aug
Top guest favourite
Home in Siesta Key
Beach House *Pool*Spa*Walk to Beach and SK Village
4 bedrooms, 5 beds, 2 bathrooms
1–6 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Sarasota
Siesta Serenity ~ Pool/Waterslide/Waterfront
4 bedrooms, 5 beds, 4 bathrooms
5–10 Jul
5.0 out of 5 average rating, 17 reviews
Home in Sarasota
Palm Breeze Haven
4 bedrooms, 6 beds, 3 bathrooms
6–11 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Sarasota
Sarasota Paradise/Stunning Home/Heated Pool
4 bedrooms, 6 beds, 3 bathrooms
6–11 Jul
5.0 out of 5 average rating, 44 reviews
Guest favourite
Home in Sarasota
4BRHeated Pool•Fire Pit•Pool Table Mins Siesta Key
4 bedrooms, 7 beds, 2 bathrooms
6–11 Jul
5.0 out of 5 average rating, 18 reviews
Superhost
Home in Sarasota
Pink House | 12 PPL | Pool | Game Room | BBQ|Patio
4 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
New place to stay
Guest favourite
Home in Siesta Key
Siesta Key Home: Walk to Beach & Pool
3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Sarasota
NEW Luxe Resort Home*XL Pool/Hot Tub*1 mi to Beach
3 bedrooms, 6 beds, 2 bathrooms
9–14 Aug
4.96 out of 5 average rating, 28 reviews
Superhost
Apartment in Siesta Key
Huge Villa! Sunroom, Pool, Near Crescent Beach!
3 bedrooms, 3 beds, 2 bathrooms
1–8 Jul
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Siesta Key
Villa Fiesta - 312
2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Jul
New place to stay
Home in Sarasota
Modern Sarasota Retreat
4 bedrooms, 7 beds, 3.5 bathrooms
12–17 Aug