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Search results; 86 places in Siesta Key

Guest favorite
Condo in Sarasota
LJ's Cottage 2
4 beds
May 5 – 10
4.87 out of 5 average rating, 30 reviews
Guest favorite
Room in Sarasota
Stay with LilianTeacher,
Island Oasis - Steps to #1 Siesta Key Beach
Apr 22 – 28
4.92 out of 5 average rating, 163 reviews
Guest favorite
Bungalow in Sarasota
West of Trail Home Near SMH, Siesta & Lido Key
2 beds
Apr 28 – May 3
4.94 out of 5 average rating, 125 reviews
Superhost
Condo in Sarasota
LJ's Cottages 4
3 beds
Apr 20 – 25
4.71 out of 5 average rating, 17 reviews
Guest favorite
Home in Sarasota
Beach + Downtown! Saltwater Pool, Spa, Bikes
5 beds
Apr 29 – May 6
4.95 out of 5 average rating, 58 reviews
Guest favorite
Villa in Sarasota
"Relaxing & Private Retreat 8 Min. F. Siesta Beach
5 beds
Apr 28 – May 3
4.91 out of 5 average rating, 70 reviews
Guest favorite
Condo in Sarasota
Beautiful lakeview 2 bedroom 2 bathroom condo
3 beds
Apr 19 – 26
4.94 out of 5 average rating, 18 reviews
Condo in Bradenton Beach
Charming beach condo, water views & top amenities
1 bed
Apr 27 – May 3
4.69 out of 5 average rating, 13 reviews
Guest favorite
Home in Sarasota
Pool House Paradise
3 beds
Apr 23 – 28
4.97 out of 5 average rating, 39 reviews
Guest favorite
Home in Sarasota
Siesta Key Beach Getaway
3 beds
Apr 23 – 28
4.99 out of 5 average rating, 91 reviews
Guest favorite
Home in Sarasota
☀️ Adorable Family Home 🏡 Siesta, Lido & Downtown
6 beds
Apr 21 – 26
4.86 out of 5 average rating, 86 reviews
Guest favorite
Home in Sarasota
Flip off your flops at The Faded Oasis!
3 beds
Apr 19 – 24
4.95 out of 5 average rating, 37 reviews
Guest favorite
Home in Bradenton
Exquisite Palma Sola Oasis: Your Private Paradise!
7 beds
Apr 21 – 26
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Sarasota
Vacation Paradise Close to Beach!
3 beds
Apr 29 – May 4
4.81 out of 5 average rating, 124 reviews
Superhost
Apartment in Bradenton Beach
Dream Boat at The Beach Dreams Resort
1 queen bed
May 8 – 13
4.8 out of 5 average rating, 94 reviews
Superhost
Home in Anna Maria
Gulf Coast Paradise
3 beds
Apr 24 – May 1
4.93 out of 5 average rating, 40 reviews
Guest favorite
Condo in Sarasota
Waterfront Condo near Downtown Sarasota
2 beds
May 1 – 8
5.0 out of 5 average rating, 15 reviews
Superhost
Home in Sarasota
An Octopodo Sea by FVC
4 beds
Apr 22 – 29