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Search results; Over 1,000 homes in Osprey

Top guest favourite
Guest house in Osprey
Terrific Treehouse by the Bay
1 bedroom, 1 bed, 1 private bathroom
3–8 Aug
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4.99 out of 5 average rating, 141 reviews
Top guest favourite
Guest house in Osprey
Our Paradise Place in Osprey
1 bedroom, 1 bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 18 reviews
Guest favourite
Flat in Osprey
Windsor Lodge Unit #18, studio
1 bedroom, 1 king bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 7 reviews
Home in Osprey
Have your TINY house experience Family and friends
1 queen bed, 1 bathroom
1–6 Aug
Top guest favourite
Apartment in Sarasota
Lovely 2-Bedroom Condo, 7 min from Siesta Beach
2 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
4.98 out of 5 average rating, 130 reviews
Top guest favourite
Home in Nokomis
Updated house close to the Beach
2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Home in Osprey
Nokomis & Siesta Key Sand Dollar Retreat
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.94 out of 5 average rating, 33 reviews
Top guest favourite
Apartment in Nokomis
Private Studio (entire space)
1 bedroom, 1 queen bed, 1 bathroom
10–15 Sept
5.0 out of 5 average rating, 61 reviews
Guest favourite
Villa in Nokomis
Charming Studio Villa
2 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 5 reviews
Flat in Sarasota
Secluded Studio with BBQ near Downtown Sarasota
1 queen bed, 1 bathroom
1–6 Aug
New place to stay
Top guest favourite
Place to stay in Nokomis
Sunshine Cottage
1 bedroom, 2 beds, 1 bathroom
7–12 Aug
5.0 out of 5 average rating, 30 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, 271 reviews
Guest favourite
Home in Nokomis
Coastal Studio Getaway|5 Min to Beach|Pool
1 bedroom, 1 queen bed, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Cottage in Nokomis
Staycation Sanctuary
1 bedroom, 2 beds, 1 bathroom
12–17 Aug
4.98 out of 5 average rating, 186 reviews
Guest favourite
Guest suite in Sarasota
Suite Spot in Gulf Gate
1 bedroom, 1 bed, 1 bathroom
11–16 Aug
4.96 out of 5 average rating, 45 reviews
Guest favourite
Home in Sarasota
4mi to Siesta key|sleeps 8|Renovated Coastal Home
3 bedrooms, 8 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Nokomis
Peaceful Getaway just minutes from the beach
3 bedrooms, 5 beds, 2 bathrooms
25–30 Aug
4.98 out of 5 average rating, 117 reviews
Superhost
Room in Sarasota
My Sunshine
1 bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Townhouse in Nokomis
Nokomis Escape! Close to Beach, Relaxation & Eats
3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 4 reviews