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Search results; Over 1,000 homes in Osprey

Guest favourite
Home in Osprey
LIME ON GREEN Osprey, Florida 34229
2 bedrooms, 3 beds, 1 private bathroom
6–11 Jul
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4.84 out of 5 average rating, 92 reviews
Top guest favourite
Home in Osprey
Charming Florida Cottage - Kayaks Included
4.97 out of 5 average rating, 61 reviews, 2 bedrooms, 2 beds, 2 bathrooms
14–19 Jul
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Home in Sarasota
Freda’s Sarasota Oasis! Private Pool & Lounge Area
4.94 out of 5 average rating, 16 reviews, 3 bedrooms, 5 beds, 3 bathrooms
6–11 Jul
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Cottage in Nokomis
Staycation Sanctuary
4.98 out of 5 average rating, 183 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Jul – 1 Aug
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Home in Nokomis
Close to Beaches~ Downtown Venice~Bike Trail~Park
5.0 out of 5 average rating, 41 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
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
6–11 Jul
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Apartment in Nokomis
Private Waterfront 2 Bedroom Condo
5.0 out of 5 average rating, 47 reviews, 2 bedrooms, 5 beds, 1.5 bathrooms
8–13 Jul
Top guest favourite
Home in Nokomis
Peaceful Getaway just minutes from the beach
4.98 out of 5 average rating, 114 reviews, 3 bedrooms, 5 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Home in Nokomis
The Nautilus Hacienda
5.0 out of 5 average rating, 45 reviews, 3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
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
Nokomis Serenity Oasis
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 3 beds, 2 bathrooms
28 Jul – 3 Aug
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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
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Holiday home in Nokomis
Family Beach Vibes, Walk to Beach, Dining & More
4.98 out of 5 average rating, 119 reviews, 3 bedrooms, 3 beds, 2 bathrooms
13–18 Jul
Top guest favourite
Apartment in Nokomis
Private Studio (entire space)
5.0 out of 5 average rating, 61 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Sept
Home in Nokomis
Family Friendly Salty Getaway, 3/2 private pool
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
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Home in Nokomis
Coastal Haven
4.98 out of 5 average rating, 46 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Nov – 5 Dec
Guest favourite
Home in Sarasota
Mid-Mod Coastal Charm - 10 mins to Siesta Key!
5.0 out of 5 average rating, 27 reviews, 2 bedrooms, 3 beds, 2 bathrooms
5–10 Aug
Guest favourite
Home in Nokomis
Modern Pool Home in Nokomis
4.9 out of 5 average rating, 10 reviews, 3 bedrooms, 4 beds, 3 bathrooms
12–17 Jul
Guest favourite
Home in Nokomis
Blue Heron Near Nokomis Beach
4.92 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul