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Search results; Over 1,000 homes in Osprey

Guest favourite
Home in Osprey
Private house with loft
1 bedroom, 3 beds, 1 private bathroom
1–6 Sept
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4.9 out of 5 average rating, 101 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
Home in Osprey
Nokomis & Siesta Key Sand Dollar Retreat
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
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
1–6 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Nokomis
Close to Beaches~ Downtown Venice~Bike Trail~Park
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 46 reviews
Guest favourite
Townhouse in Nokomis
Nokomis Escape! Close to Beach, Relaxation & Eats
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Guest house in Osprey
Our Paradise Place in Osprey
1 bedroom, 1 bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Nokomis
The Nautilus Hacienda
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Home in Nokomis
Nokomis Serenity Oasis
3 bedrooms, 3 beds, 2 bathrooms
11–17 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Nokomis
The Pineapple Escape
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.99 out of 5 average rating, 74 reviews
Guest favourite
Home in Nokomis
Nirvana In Nokomis
3 bedrooms, 4 beds, 3 bathrooms
1–6 Sept
4.87 out of 5 average rating, 38 reviews
Top guest favourite
Home in Venice
Venice Island Home w Heated Pool
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.99 out of 5 average rating, 90 reviews
Guest favourite
Home in Nokomis
You get 2 homes! Beach house w/bonus guest house!
4 bedrooms, 4 beds, 3 bathrooms
1–6 Sept
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Cottage in Nokomis
Staycation Sanctuary
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.98 out of 5 average rating, 187 reviews
Home in Nokomis
Amazing family paradise escape
2 bedrooms, 2 bathrooms
7–14 Sept
Townhouse in Nokomis
Cozy, coastal retreat just minutes from shoreline!
3 bedrooms, 4 beds, 2.5 bathrooms
15–22 Sept
Top guest favourite
Home in Nokomis
The Bayshore Beach Get Away
2 bedrooms, 2 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Apartment in Sarasota
Peaceful Glamorous 2 Bed Resort
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.96 out of 5 average rating, 84 reviews
Top guest favourite
Cottage in Nokomis
Pink Pineapple Cottage
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.99 out of 5 average rating, 86 reviews