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Search results; Over 1,000 homes in Siesta Key

Superhost
Apartment in Siesta Key
Sarasota Surf & Racquet Club Siesta Key Condo
2 bedrooms, 3 beds, 2 private bathrooms
10–15 Aug
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4.88 out of 5 average rating, 113 reviews
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
27 Aug – 1 Sept
Guest favourite
Home in Siesta Key
Sea Dream - Located in Siesta Key Village!
5.0 out of 5 average rating, 7 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Superhost
Home in Siesta Key
Sea Foam - Located in Siesta Key Village!
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Flat in Siesta Key
Cozy Coastal Getaway 2 min Walk to Beach & Village
4.97 out of 5 average rating, 190 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Room in Sarasota
Cozy-Private Mother In-Law Suite Siesta Key
4.98 out of 5 average rating, 127 reviews, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5.0 out of 5 average rating, 8 reviews, 5 bedrooms, 7 beds, 5 bathrooms
27 Sept – 2 Oct
Top guest favourite
Loft in Siesta Key
Siesta Key Dream Inn Rental - Close to Village!
5.0 out of 5 average rating, 64 reviews, 2 beds, 1 bathroom
4–9 Aug
Top guest favourite
Flat in Siesta Key
No stairs, across from Siesta beach, walk to town
4.98 out of 5 average rating, 49 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Superhost
Home in Sarasota
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 5 beds, 2 bathrooms
3–8 Oct
Superhost
Room in Sarasota
Siesta Beach 3 Min | Walk to Village + Patio
5.0 out of 5 average rating, 3 reviews, 1 queen bed, 1 bathroom
4–9 Aug
Top guest favourite
Home in Sarasota
Luxury 3B/3B waterfront home w/ pool + boat access
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 3 bathrooms
11–16 Aug
Top guest favourite
Apartment in Siesta Key
1 Bed Cottage, Full Remodel, Beach Access #7, Walk
4.94 out of 5 average rating, 79 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Aug
Top guest favourite
Home in Sarasota
Modern Pool House Sealand 3/2 near Siesta
4.98 out of 5 average rating, 99 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Flat in Sarasota
Modern 1BR Near Siesta Key + Private Parking
5.0 out of 5 average rating, 270 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Cottage in Sarasota
Cozy Lido Key Studio Steps to Beach & Kayaking
4.98 out of 5 average rating, 55 reviews, 1 bedroom, 1 bed, 1 bathroom
6–12 Nov
Top guest favourite
Flat in Sarasota
Graceful Getaway
4.99 out of 5 average rating, 110 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Aug
Top guest favourite
Apartment in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
5.0 out of 5 average rating, 167 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Top guest favourite
Home in Sarasota
Siesta Breeze ~ Charming Coastal Cottage
4.99 out of 5 average rating, 132 reviews, 2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug