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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Flat in Siesta Key
Cozy Coastal Getaway 2 min Walk to Beach & Village
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 190 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
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, 128 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 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
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, 80 reviews
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 7 reviews
Home in Sarasota
Siesta Key Fully-Renovated Unit 5 min to the beach
2 beds, 1 bathroom
2–7 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, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Siesta Key
Two bedroom across from beach, walk to town!
2 bedrooms, 4 beds, 1 bathroom
2–7 Aug
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Apartment in Siesta Key
On the Beach; Siesta Key SunBum Studio
2 beds, 1 bathroom
28 Oct – 2 Nov
4.97 out of 5 average rating, 388 reviews
Room in Sarasota
1 Mile to Beach | Free Breakfast & Parking + Pool
1 king bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 4 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, 9 reviews
Top guest favourite
Loft in Siesta Key
Siesta Key Dream Inn Rental - Close to Village!
2 beds, 1 bathroom
13–18 Aug
5.0 out of 5 average rating, 64 reviews
Guest suite in Sarasota
Beacon Hut A Private Tropical Oasis
1 bedroom, 1 queen bed, 1 bathroom
2–7 Aug
New place to stay
Guest favourite
Apartment in Siesta Key
The Flamingo's Nest at Sea Club II
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.94 out of 5 average rating, 153 reviews
Top guest favourite
Home in Sarasota
Siesta Breeze ~ Charming Coastal Cottage
2 bedrooms, 2 queen beds, 2 bathrooms
20–25 Aug
4.99 out of 5 average rating, 133 reviews
Top guest favourite
Home in Siesta Key
Walk To Siesta Key Beach & Village ; Renovated 2BR
2 bedrooms, 3 beds, 1 bathroom
11–16 Aug
4.99 out of 5 average rating, 67 reviews