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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Apartment in Siesta Key
2 Bed/2 Bath Condo Resort View on Siesta Key Beach
2 bedrooms, 3 beds, 2 private bathrooms
8–13 Aug
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4.94 out of 5 average rating, 154 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
Superhost
Home in Anna Maria
Zen Beach Cottage: Beautiful ground level home
3 bedrooms, 4 beds
15–20 Aug
4.88 out of 5 average rating, 16 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
Apartment in Siesta Key
2 Bedroom, 1 bath, sleeps 5 in Siesta Key #118
2 bedrooms, 3 beds
3–10 Aug
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
Apartment in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
1 bedroom, 2 beds
24–29 Aug
4.95 out of 5 average rating, 64 reviews
Superhost
Home in Sarasota
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
3 bedrooms, 5 beds
26 Sept – 1 Oct
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
Superhost
Apartment in Sarasota
Direct Gulf View - Residence 505
4 bedrooms
1–6 Sept
Home in Sarasota
4 Mi to Siesta Key Beach! Spacious Family Getaway
3 bedrooms, 5 beds
15–20 Aug
New place to stay
Top guest favourite
Home in Sarasota
Luxury Pool Family Paradise-Siesta Key Beach/DT
3 bedrooms, 4 beds
5–10 Aug
4.96 out of 5 average rating, 140 reviews
Top guest favourite
Home in Sarasota
The Palms Away
2 bedrooms, 2 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 36 reviews
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds
24–29 Aug
4.89 out of 5 average rating, 9 reviews
Top guest favourite
Home in Sarasota
Sarasota Paradise/Stunning Home/Heated Pool
4 bedrooms, 6 beds
27 Jul – 1 Aug
5.0 out of 5 average rating, 45 reviews
Room in Sarasota
1 Mile to Beach | Free Breakfast & Parking + Pool
1 king bed
21–26 Jul
New place to stay
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
Top guest favourite
Home in Sarasota
Quiet Family Home w/ Pool Near Pinecraft
3 bedrooms, 4 beds
16–21 Aug
4.82 out of 5 average rating, 38 reviews