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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
6–11 Jul
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4.99 out of 5 average rating, 139 reviews
Top guest favourite
Home in Osprey
Nokomis & Siesta Key Sand Dollar Retreat
2 bedrooms, 3 beds, 1 bathroom
1–6 Jul
4.94 out of 5 average rating, 33 reviews
Home in Nokomis
Discover this Florida Getaway in Beautiful Nokomis
3 bedrooms, 3 beds, 2.5 bathrooms
6–13 Jul
New place to stay
Top guest favourite
Home in Nokomis
Close to Beaches~ Downtown Venice~Bike Trail~Park
3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 39 reviews
Guest favourite
Home in Nokomis
Modern Pool Home in Nokomis
3 bedrooms, 4 beds, 3 bathrooms
2–7 Jul
4.89 out of 5 average rating, 9 reviews
Top guest favourite
Home in Nokomis
La Niña 5 minutes to Nokomis Beach Fenced In Yard
3 bedrooms, 5 beds, 2 bathrooms
1–6 Jul
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Home in Sarasota
Freda’s Sarasota Oasis! Private Pool & Lounge Area
3 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
4.94 out of 5 average rating, 16 reviews
Guest favourite
Home in Sarasota
Classy Comfortable Villa in Picturesque Paradise
2 bedrooms, 2 beds, 2 bathrooms
10–15 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Sarasota
Books Tide Retreat - minutes from Siesta Beach
2 bedrooms, 2 beds, 2 bathrooms
17–22 Jul
4.96 out of 5 average rating, 51 reviews
Top guest favourite
Cottage in Sarasota
Bee Keepers Cottage
2 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
4.97 out of 5 average rating, 68 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
Home in Sarasota
The Siesta Key Retreat - An Island Garden Oasis!
4 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
New place to stay
Home in Venice
Beach House Oasis • Steps from Ocean Access
3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
New place to stay
Home in Sarasota
Stylish Nomad Nest: Workspace | Patio | Sarasota
3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
New place to stay
Guest favourite
Home in Nokomis
Nokomis Retreat
3 bedrooms, 3 beds, 2 bathrooms
6–13 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Sarasota
Great Rates! Sunny Sarasota Villa! W/ 2 bicycles!
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.98 out of 5 average rating, 41 reviews
Guest favourite
Home in Nokomis
Serenity on Stilts
2 bedrooms, 2 beds, 2 bathrooms
6–11 Jul
4.89 out of 5 average rating, 9 reviews
Home in Sarasota
Cozy Sarasota Getaway.
2 bedrooms, 3 beds, 2 bathrooms
1–8 Jul
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Sarasota
Pink House | 12 PPL | Pool | Game Room | BBQ|Patio
4 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
New place to stay