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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
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4.96 out of 5 average rating, 135 reviews
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds, 1 bathroom
1–8 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds, 4 bathrooms
24–29 Aug
5.0 out of 5 average rating, 5 reviews
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Apartment in Siesta Key
Siesta Key Beach front 2 bedroom condo w/ parking
2 bedrooms, 2 queen beds, 2 bathrooms
23–30 Aug
4.96 out of 5 average rating, 57 reviews
Guest favourite
Apartment in Siesta Key
Penthouse 20ft to Beach Access, 500ft from Village
3 bedrooms, 7 beds, 2 bathrooms
14–19 Aug
4.89 out of 5 average rating, 45 reviews
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Flat in Siesta Key
Beach Walk Bungalow
3 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
4.93 out of 5 average rating, 28 reviews
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Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
4.95 out of 5 average rating, 42 reviews
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Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
4.93 out of 5 average rating, 58 reviews
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Home in Sarasota
Ben's Bungalow | 8 min to Siesta Key | Gigabit Wifi
3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
4.92 out of 5 average rating, 90 reviews
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Home in Siesta Key
Walk To Siesta Key Beach & Village ; Renovated 2BR
2 bedrooms, 3 beds, 1 bathroom
11–16 Aug
4.98 out of 5 average rating, 66 reviews
Guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds, 5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Sarasota
Spacious Sarasota family home Mins from the beach
4 bedrooms, 5 beds, 2 bathrooms
14–19 Jul
4.97 out of 5 average rating, 37 reviews
Apartment in Siesta Key
2 Bedroom, 1 bath, sleeps 5 in Siesta Key #118
2 bedrooms, 3 beds, 1 bathroom
8–15 Jul
Flat in Sarasota
1st Floor Condo in lovely Siesta Key
2 bedrooms, 4 beds, 1 bathroom
13–18 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Sarasota
Casa Del Sol - 3 Bedrooms/2 Bathrooms (In-law Suite)
3 bedrooms, 3 beds, 2 bathrooms
9–14 Jul
5.0 out of 5 average rating, 7 reviews
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Flat in Siesta Key
Siesta Key Paradise - Steps to Beach & Village
3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Apartment in Siesta Key
Charming Siesta Key Condo Just Minutes from Beach
2 bedrooms, 3 beds, 2 bathrooms
2–8 Aug
4.96 out of 5 average rating, 82 reviews
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Apartment in Siesta Key
On the Beach; Siesta Key SunBum Studio
2 beds, 1 bathroom
18–23 Aug
4.97 out of 5 average rating, 386 reviews
Top guest favourite
Apartment in Siesta Key
Private Siesta Key Escape
2 bedrooms, 3 beds, 1 bathroom
31 Jul – 5 Aug
4.93 out of 5 average rating, 237 reviews