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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
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
Top guest favourite
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 Nokomis
The Nautilus Hacienda
5.0 out of 5 average rating, 45 reviews, 3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
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
14–20 Jul
Top guest favourite
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
Guest favourite
Home in Nokomis
Modern Pool Home in Nokomis
4.89 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 3 bathrooms
12–17 Jul
Top guest favourite
Home in Nokomis
Coastal Retreat, 2 Blocks to Beach, Dining & More
5.0 out of 5 average rating, 36 reviews, 2 bedrooms, 5 beds, 1 bathroom
11–16 Jul
Top guest favourite
Home in Sarasota
Family-Friendly Retreat Near Siesta Key+Beach Gear
4.97 out of 5 average rating, 68 reviews, 3 bedrooms, 3 beds, 3 bathrooms
11–16 Jul
Top guest favourite
Home in Nokomis
La Niña 5 minutes to Nokomis Beach Fenced In Yard
4.97 out of 5 average rating, 34 reviews, 3 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
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
Guest favourite
Home in Nokomis
Coastal Studio Getaway|5 Min to Beach|Pool
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Jul
Home in Sarasota
Tropical Oasis 4 BR Home w/ Pool & Spa
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
21–26 Jul
Top guest favourite
Home in Venice
Venice Island Home w Heated Pool
4.99 out of 5 average rating, 83 reviews, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Home in Sarasota
The Siesta Key Retreat - An Island Garden Oasis!
New place to stay, 4 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
Top guest favourite
Townhouse in Nokomis
Heated Pool • Lakeview Escape • Near Nokomis Beach
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 5 Sept
Top guest favourite
Home in Venice
Relaxing 2BR Home-Minutes to Downtown and Beaches
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 4 beds, 1 bathroom
23–28 Aug
Superhost
Home in Sarasota
Spacious 2BR Retreat w/Large Spool Near Downtown
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
11–16 Jul