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Search results; Over 1,000 homes in Osprey

Guest favourite
Home in Osprey
Creekside Paradise I
3 bedrooms, 3 beds, 2 private bathrooms
4–11 Sept
,
4.96 out of 5 average rating, 52 reviews
Top guest favourite
Home in Osprey
Nokomis & Siesta Key Sand Dollar Retreat
4.94 out of 5 average rating, 33 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Guest favourite
Flat in Osprey
Windsor Lodge Unit #18, studio
5.0 out of 5 average rating, 7 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Home in Nokomis
Close to Beaches~ Downtown Venice~Bike Trail~Park
5.0 out of 5 average rating, 44 reviews, 3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
Top guest favourite
Home in Nokomis
The Nautilus Hacienda
5.0 out of 5 average rating, 47 reviews, 3 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Townhouse in Nokomis
Nokomis Escape! Close to Beach, Relaxation & Eats
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Home in Nokomis
Nokomis Serenity Oasis
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 3 beds, 2 bathrooms
12–18 Aug
Top guest favourite
Guest house in Osprey
Our Paradise Place in Osprey
5.0 out of 5 average rating, 18 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Home in Sarasota
Mid-Mod Coastal Charm - 10 mins to Siesta Key!
5.0 out of 5 average rating, 31 reviews, 2 bedrooms, 3 beds, 2 bathrooms
5–10 Aug
Top guest favourite
Home in Nokomis
Updated house close to the Beach
5.0 out of 5 average rating, 33 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
Guest favourite
Home in Nokomis
Serenity on Stilts
4.89 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Home in Sarasota
Books Tide Retreat - minutes from Siesta Beach
4.95 out of 5 average rating, 57 reviews, 2 bedrooms, 2 beds, 2 bathrooms
4–9 Aug
Guest favourite
Villa in Sarasota
Sarasota Villa with Pool Access Tennis Near Beach
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 2 bathrooms
2–9 Aug
Top guest favourite
Cottage in Nokomis
Staycation Sanctuary
4.98 out of 5 average rating, 186 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Aug
Top guest favourite
Guest house in Nokomis
Coastal Charm on Dona Bay walk to Venice hot spots
4.95 out of 5 average rating, 22 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Flat in Sarasota
Exclusive Living in Sarasota near Siesta Keys
New place to stay, 1 bedroom, 1 bed, 1 bathroom
8–13 Aug
Guest favourite
Home in Sarasota
Beautiful Home on a prestigious 18 holes golf
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 4 beds, 3 bathrooms
4–10 Aug
Top guest favourite
Home in Nokomis
Cool ranch home w/heated pool near beach
5.0 out of 5 average rating, 14 reviews, 2 bedrooms, 4 beds, 2 bathrooms
18–23 Aug
Home in Nokomis
Amazing family paradise escape
2 bedrooms, 2 bathrooms
1–8 Aug