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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Apartment in Siesta Key
Comfy Siesta Key Condo
2 bedrooms, 4 beds, 2 private bathrooms
8–15 Aug
,
4.86 out of 5 average rating, 108 reviews
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds, 1 bathroom
27 Aug – 1 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Siesta Key
Sea Dream - Located in Siesta Key Village!
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Siesta Key
Sea Foam - Located in Siesta Key Village!
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Siesta Key
Cozy Coastal Getaway 2 min Walk to Beach & Village
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
4.97 out of 5 average rating, 190 reviews
Top guest favourite
Room in Sarasota
Cozy-Private Mother In-Law Suite Siesta Key
1 bed, 1 bathroom
3–8 Aug
4.98 out of 5 average rating, 127 reviews
Top guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds, 5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Sarasota
Luxury 3B/3B waterfront home w/ pool + boat access
3 bedrooms, 5 beds, 3 bathrooms
11–16 Aug
5.0 out of 5 average rating, 8 reviews
Superhost
Room in Sarasota
Siesta Beach 3 Min | Walk to Village + Patio
1 queen bed, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Sarasota
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
3 bedrooms, 5 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Loft in Siesta Key
Siesta Key Dream Inn Rental - Close to Village!
2 beds, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 64 reviews
Top guest favourite
Apartment in Siesta Key
1 Bed Cottage, Full Remodel, Beach Access #7, Walk
1 bedroom, 1 queen bed, 1 bathroom
20–25 Aug
4.94 out of 5 average rating, 79 reviews
Top guest favourite
Flat in Sarasota
Cozy 1BR in Pinecraft • 10 Min to Sarasota Fun
1 bedroom, 1 queen bed, 1 bathroom
25–30 Aug
4.95 out of 5 average rating, 19 reviews
Top guest favourite
Cottage in Sarasota
Cozy Lido Key Studio Steps to Beach & Kayaking
1 bedroom, 1 king bed, 1 bathroom
6–12 Nov
4.98 out of 5 average rating, 55 reviews
Top guest favourite
Flat in Sarasota
Modern 1BR Near Siesta Key + Private Parking
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 270 reviews
Top guest favourite
Home in Sarasota
Modern Pool House Sealand 3/2 near Siesta
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
4.98 out of 5 average rating, 99 reviews
Top guest favourite
Apartment in Siesta Key
Siesta Key Village, Pool, Beach Access 4-min Walk
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.93 out of 5 average rating, 60 reviews
Top guest favourite
Apartment in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
1 bedroom, 1 king bed, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 167 reviews
Guest favourite
Home in Sarasota
Big backyard hangout, firepit, large primary suite
3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
4.97 out of 5 average rating, 35 reviews