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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, 139 reviews
Top guest favourite
Home in Osprey
Charming Florida Cottage - Kayaks Included
2 bedrooms, 2 king beds, 2 bathrooms
14–19 Jul
4.97 out of 5 average rating, 61 reviews
Top guest favourite
Cottage in Nokomis
Staycation Sanctuary
1 bedroom, 2 beds, 1 bathroom
27 Jul – 1 Aug
4.98 out of 5 average rating, 183 reviews
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Home in Nokomis
Close to Beaches~ Downtown Venice~Bike Trail~Park
3 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Home in Nokomis
Peaceful Getaway just minutes from the beach
3 bedrooms, 5 beds, 2 bathrooms
1–6 Aug
4.98 out of 5 average rating, 114 reviews
Top guest favourite
Home in Osprey
Nokomis & Siesta Key Sand Dollar Retreat
2 bedrooms, 3 beds, 1 bathroom
6–11 Jul
4.94 out of 5 average rating, 33 reviews
Top guest favourite
Home in Nokomis
The Nautilus Hacienda
3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 45 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
Top guest favourite
Apartment in Nokomis
Private Waterfront 2 Bedroom Condo
2 bedrooms, 5 beds, 1.5 bathrooms
8–13 Jul
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Home in Nokomis
Nokomis Serenity Oasis
3 bedrooms, 3 beds, 2 bathrooms
28 Jul – 3 Aug
5.0 out of 5 average rating, 10 reviews
Superhost
Apartment in Sarasota
Renovated - Spanish Pine Villa #210
2 bedrooms, 3 beds, 2 bathrooms
31 Aug – 5 Sept
Top guest favourite
Home in Nokomis
Coastal Haven
1 bedroom, 2 beds, 1 bathroom
30 Nov – 5 Dec
4.98 out of 5 average rating, 46 reviews
Top guest favourite
Holiday home in Nokomis
Family Beach Vibes, Walk to Beach, Dining & More
3 bedrooms, 3 beds, 2 bathrooms
13–18 Jul
4.98 out of 5 average rating, 119 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
Home in Nokomis
Family Friendly Salty Getaway, 3/2 private pool
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Venice
Relaxing 2BR Home-Minutes to Downtown and Beaches
2 bedrooms, 4 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Sarasota
Mid-Mod Coastal Charm - 10 mins to Siesta Key!
2 bedrooms, 3 beds, 2 bathrooms
5–10 Aug
5.0 out of 5 average rating, 27 reviews
Guest favourite
Home in Nokomis
Modern Pool Home in Nokomis
3 bedrooms, 4 beds, 3 bathrooms
12–17 Jul
4.89 out of 5 average rating, 9 reviews
Guest favourite
Home in Nokomis
Nokomis Retreat
3 bedrooms, 3 beds, 2 bathrooms
1–8 Aug
5.0 out of 5 average rating, 5 reviews