Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Home in Siesta Key
Beach, Village, Dock & Private Pool! One-of-a-kind
2 bedrooms, 4 beds, 1.5 private bathrooms
6–11 Aug
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5.0 out of 5 average rating, 163 reviews
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1 bathroom
8–15 Aug
Top guest favourite
Apartment in Siesta Key
Private Siesta Key Escape
4.93 out of 5 average rating, 237 reviews, 2 bedrooms, 3 beds, 1 bathroom
14–19 Jul
Top guest favourite
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
4.93 out of 5 average rating, 58 reviews, 2 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
Apartment in Siesta Key
Pool & Beach access at Cozy Siesta Condo!
New place to stay, 2 bedrooms, 1.5 bathrooms
10–15 Jul
Guest favourite
Apartment in Siesta Key
Penthouse 20ft to Beach Access, 500ft from Village
4.89 out of 5 average rating, 45 reviews, 3 bedrooms, 7 beds, 2 bathrooms
14–19 Aug
Top guest favourite
Home in Sarasota
Ben's Bungalow | 8 min to Siesta Key | Gigabit Wifi
4.92 out of 5 average rating, 90 reviews, 3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
Top guest favourite
Flat in Siesta Key
Siesta Key Paradise - Steps to Beach & Village
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
6–11 Jul
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 4 beds, 4 bathrooms
19–24 Aug
Top guest favourite
Apartment in Siesta Key
Siesta Key Beach front 2 bedroom condo w/ parking
4.96 out of 5 average rating, 56 reviews, 2 bedrooms, 2 beds, 2 bathrooms
9–16 Aug
Top guest favourite
Flat in Siesta Key
Beach Walk Bungalow
4.93 out of 5 average rating, 27 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Guest favourite
Home in Sarasota
Spacious Sarasota family home Mins from the beach
4.97 out of 5 average rating, 37 reviews, 4 bedrooms, 5 beds, 2 bathrooms
14–19 Jul
Top guest favourite
Apartment in Siesta Key
On the Beach; Siesta Key SunBum Studio
4.97 out of 5 average rating, 385 reviews, 2 beds, 1 bathroom
18–23 Aug
Flat in Sarasota
1st Floor Condo in lovely Siesta Key
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 1 bathroom
13–18 Jul
Top guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
4.95 out of 5 average rating, 42 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Home in Sarasota
NEW Luxe Resort Home*XL Pool/Hot Tub*1 mi to Beach
4.97 out of 5 average rating, 29 reviews, 3 bedrooms, 6 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Home in Siesta Key
Walk To Siesta Key Beach & Village ; Renovated 2BR
4.98 out of 5 average rating, 66 reviews, 2 bedrooms, 3 beds, 1 bathroom
11–16 Aug
Top guest favourite
Home in Sarasota
Siesta Breeze ~ Charming Coastal Cottage
4.99 out of 5 average rating, 125 reviews, 2 bedrooms, 2 beds, 2 bathrooms
13–18 Jul
Superhost
Home in Siesta Key
4B Arthouse & Hot Tub | Walk to Siesta Key Beach!
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
26–31 Jul