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Search results; Over 1,000 homes in Osprey

Guest favourite
Home in Osprey
Tropical Oasis
3 bedrooms, 3 beds, 2 private bathrooms
26–31 Aug
,
5.0 out of 5 average rating, 74 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
Guest favourite
Flat in Osprey
Windsor Lodge Unit #18, studio
1 bedroom, 1 king bed, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 7 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
Top guest favourite
Home in Nokomis
Close to Beaches~ Downtown Venice~Bike Trail~Park
3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Home in Osprey
Charming Florida Cottage - Kayaks Included
2 bedrooms, 2 king beds, 2 bathrooms
1–6 Sept
4.97 out of 5 average rating, 64 reviews
Top guest favourite
Guest house in Osprey
Our Paradise Place in Osprey
1 bedroom, 1 bed, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 18 reviews
Flat in Sarasota
Exclusive Living in Sarasota near Siesta Keys
1 bedroom, 1 queen bed, 1 bathroom
8–13 Aug
New place to stay
Top guest favourite
Home in Nokomis
The Nautilus Hacienda
3 bedrooms, 3 beds, 2 bathrooms
4–9 Aug
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Home in Nokomis
Charming vacation home, short walk to the beach
2 bedrooms, 5 beds, 2 bathrooms
10–15 Aug
4.97 out of 5 average rating, 130 reviews
Top guest favourite
Home in Nokomis
Nokomis Serenity Oasis
3 bedrooms, 3 beds, 2 bathrooms
12–18 Aug
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Nokomis
Serenity on Stilts
2 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
4.89 out of 5 average rating, 9 reviews
Top guest favourite
Cottage in Sarasota
Bee Keepers Cottage
2 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
4.97 out of 5 average rating, 71 reviews
Top guest favourite
Home in Sarasota
Family-Friendly Retreat Near Siesta Key+Beach Gear
3 bedrooms, 3 beds, 3 bathrooms
31 Aug – 5 Sept
4.97 out of 5 average rating, 71 reviews
Guest favourite
Villa in Sarasota
Sarasota Villa with Pool Access Tennis Near Beach
2 bedrooms, 3 beds, 2 bathrooms
3–10 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Sarasota
3614 Pine Point
2 bedrooms, 3 beds, 2 bathrooms
3–10 Aug
4.92 out of 5 average rating, 36 reviews
Superhost
Home in Sarasota
3/2 house heated pool near beach
3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 4 reviews
Home in Nokomis
3BR Townhome with community pool Beaches close by
3 bedrooms, 3 beds, 2.5 bathrooms
14–21 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Sarasota
Lovely 2-Bedroom Condo, 7 min from Siesta Beach
2 bedrooms, 3 beds, 2 bathrooms
4–9 Aug
4.98 out of 5 average rating, 130 reviews