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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Serviced apartment in Siesta Key
Siesta Key #1 Beach, pickle ball & tennis paradise
2 bedrooms, 4 beds, 2 private bathrooms
28 Aug – 2 Sept
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4.99 out of 5 average rating, 218 reviews
Top guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 6 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
Home in Bradenton
Modern Farmhouse on the Water |Pool-Kayak-Pontoon
4 bedrooms, 5 beds
25–30 Jul
New place to stay
Top guest favourite
Home in Sarasota
Luxury 3B/3B waterfront home w/ pool + boat access
3 bedrooms, 5 beds
11–16 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds
24–29 Aug
4.88 out of 5 average rating, 8 reviews
Home in Bradenton
Heated Pool, Sport Court, Mini Golf, Firepit
4 bedrooms, 7 beds
27 Sept – 2 Oct
New place to stay
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
2 bedrooms, 3 beds
16–21 Aug
New place to stay
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms
1–6 Sept
Home in Sarasota
Tropical Oasis 4 BR Home w/ Pool & Spa
4 bedrooms, 5 beds
3–8 Aug
New place to stay
Top guest favourite
Home in Sarasota
Sarasota Paradise/Stunning Home/Heated Pool
4 bedrooms, 6 beds
23–28 Jul
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Home in Sarasota
4BRHeated Pool•Fire Pit•Pool Table Mins Siesta Key
4 bedrooms, 7 beds
23–28 Aug
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Sarasota
The Palms Away
2 bedrooms, 2 beds
24–29 Aug
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Home in Bradenton Beach
Dream State ~ Gulf Front/Across from Beach!
6 bedrooms, 7 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 20 reviews
Home in Sarasota
Charming beach bungalow minutes from Siesta Key
2 bedrooms, 3 beds
18–23 Jul
New place to stay
Apartment in Siesta Key
2 Bedroom, 1 bath, sleeps 5 in Siesta Key #118
2 bedrooms, 3 beds
3–10 Aug
Guest favourite
Home in Sarasota
Relaxing Lakefront 3bd Heated Pool Near Siesta Key
3 bedrooms, 4 beds
2–7 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Sarasota
Sand & Sea Retreat, Private Heated Pool.
5 bedrooms, 5 beds
19–24 Jul
4.88 out of 5 average rating, 8 reviews
Top guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
3 bedrooms, 4 beds
9–14 Aug
4.95 out of 5 average rating, 43 reviews