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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
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4.85 out of 5 average rating, 109 reviews
Top guest favourite
Flat in Siesta Key
Two bedroom across from beach, walk to town!
2 bedrooms, 4 beds
9–14 Aug
4.95 out of 5 average rating, 22 reviews
Home in Sarasota
Siesta Key Fully-Renovated Unit 5 min to the beach
2 beds
4–9 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Siesta Key
Condo in popular Palm Bay Club
2 bedrooms, 5 beds
4–9 Aug
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Home in Sarasota
Modern Pool House Sealand 3/2 near Siesta
3 bedrooms, 4 beds
9–14 Aug
4.98 out of 5 average rating, 100 reviews
Guest favourite
Home in Siesta Key
Sea Dream - Located in Siesta Key Village!
1 bedroom, 2 beds
9–14 Aug
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Sarasota
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
3 bedrooms, 5 beds
8–13 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Siesta Key
Cozy Coastal Getaway 2 min Walk to Beach & Village
1 bedroom, 2 beds
9–14 Aug
4.97 out of 5 average rating, 191 reviews
Top guest favourite
Loft in Siesta Key
Siesta Key Dream Inn Rental - Close to Village!
2 beds
13–18 Aug
5.0 out of 5 average rating, 64 reviews
Top guest favourite
Apartment in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
1 bedroom, 1 king bed
17–22 Aug
5.0 out of 5 average rating, 167 reviews
Top guest favourite
Apartment in Siesta Key
Siesta Key Village, Pool, Beach Access 4-min Walk
1 bedroom, 2 beds
23–28 Aug
4.93 out of 5 average rating, 61 reviews
Top guest favourite
Room in Sarasota
Cozy-Private Mother In-Law Suite Siesta Key
1 bed
4–9 Aug
4.98 out of 5 average rating, 128 reviews
Flat in Sarasota
Secluded Studio with BBQ near Downtown Sarasota
1 queen bed
4–9 Aug
New place to stay
Top guest favourite
Home in Siesta Key
Walk To Siesta Key Beach & Village ; Renovated 2BR
2 bedrooms, 3 beds
11–16 Aug
4.99 out of 5 average rating, 67 reviews
Top guest favourite
Home in Sarasota
Mid-Mod Coastal Charm - 10 mins to Siesta Key!
2 bedrooms, 3 beds
5–10 Aug
5.0 out of 5 average rating, 31 reviews
Guest favourite
Apartment in Siesta Key
The Flamingo's Nest at Sea Club II
2 bedrooms, 3 beds
16–21 Aug
4.94 out of 5 average rating, 153 reviews
Top guest favourite
Flat in Sarasota
Experience serene and luxury waterfront living.
1 bedroom, 1 queen bed
4–10 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Sarasota
Modern Home Heated Pool near Siesta & Downtown
3 bedrooms, 6 beds
28 Sept – 3 Oct
4.96 out of 5 average rating, 45 reviews
Top guest favourite
Home in Sarasota
Luxury 3B/3B waterfront home w/ pool + boat access
3 bedrooms, 5 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 8 reviews