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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Resort in Siesta Key
Beach house W/Heated Pool across street from beach
3 bedrooms, 5 beds, 2 private bathrooms
15–20 Aug
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5.0 out of 5 average rating, 42 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
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
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, 190 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
Flat in Sarasota
Secluded Studio with BBQ near Downtown Sarasota
1 queen bed
3–8 Aug
New place to stay
Home in Sarasota
Siesta Key Fully-Renovated Unit 5 min to the beach
2 beds
3–8 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Siesta Key
Sea Foam - Located in Siesta Key Village!
1 bedroom, 2 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 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
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
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
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Room in Sarasota
Cozy-Private Mother In-Law Suite Siesta Key
1 bed
3–8 Aug
4.98 out of 5 average rating, 128 reviews
Guest favourite
Apartment in Siesta Key
Condo in popular Palm Bay Club
2 bedrooms, 5 beds
3–8 Aug
4.96 out of 5 average rating, 26 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
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
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
Tiny home in Sarasota
Tropical stay - 5 minutes to Siesta Key
1 bedroom, 1 queen bed
9–14 Aug
4.99 out of 5 average rating, 361 reviews
Top guest favourite
Apartment in Siesta Key
On the Beach; Siesta Key SunBum Studio
2 beds
28 Oct – 2 Nov
4.97 out of 5 average rating, 389 reviews