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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
6–11 Jul
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4.99 out of 5 average rating, 139 reviews
Top guest favourite
Home in Osprey
Nokomis & Siesta Key Sand Dollar Retreat
2 bedrooms, 3 beds, 1 bathroom
1–6 Jul
4.94 out of 5 average rating, 33 reviews
Home in Nokomis
Discover this Florida Getaway in Beautiful Nokomis
3 bedrooms, 3 beds, 2.5 bathrooms
6–13 Jul
New place to stay
Guest favourite
Home in Nokomis
Modern Pool Home in Nokomis
3 bedrooms, 4 beds, 3 bathrooms
2–7 Jul
4.89 out of 5 average rating, 9 reviews
Top guest favourite
Home in Nokomis
Close to Beaches~ Downtown Venice~Bike Trail~Park
3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Home in Nokomis
La Niña 5 minutes to Nokomis Beach Fenced In Yard
3 bedrooms, 5 beds, 2 bathrooms
1–6 Jul
4.97 out of 5 average rating, 34 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
Top guest favourite
Home in Sarasota
Freda’s Sarasota Oasis! Private Pool & Lounge Area
3 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
4.94 out of 5 average rating, 16 reviews
Guest favourite
Home in Sarasota
Classy Comfortable Villa in Picturesque Paradise
2 bedrooms, 2 beds, 2 bathrooms
10–15 Jul
5.0 out of 5 average rating, 5 reviews
Home in Venice
Beach House Oasis • Steps from Ocean Access
3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
New place to stay
Top guest favourite
Home in Sarasota
Books Tide Retreat - minutes from Siesta Beach
2 bedrooms, 2 beds, 2 bathrooms
30 Jul – 4 Aug
4.96 out of 5 average rating, 51 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
Guest favourite
Home in Nokomis
Nokomis Retreat
3 bedrooms, 3 beds, 2 bathrooms
6–13 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Sarasota
Beautiful Home on a prestigious 18 holes golf
4 bedrooms, 4 beds, 3 bathrooms
14–20 Jul
5.0 out of 5 average rating, 8 reviews
Townhouse in Nokomis
Cozy, coastal retreat just minutes from shoreline!
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Feb
Top guest favourite
Villa in Nokomis
JUL SALE! New modern 1 min to Beach, Yard, Pets OK
1 bedroom, 2 beds, 1 bathroom
5–10 Jul
4.96 out of 5 average rating, 113 reviews
Superhost
Home in Nokomis
Paradise Way + Walk to Beaches, Restraunts
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Holiday home in Nokomis
Family Beach Vibes, Walk to Beach, Dining & More
3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
4.98 out of 5 average rating, 119 reviews
Top guest favourite
Home in Venice
Venice Island Home w Heated Pool
2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
4.99 out of 5 average rating, 80 reviews