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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
5–10 Jul
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4.84 out of 5 average rating, 91 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
5.0 out of 5 average rating, 8 reviews
Villa in Sarasota
Sarasota Villa with Pool Access Tennis Near Beach
2 bedrooms, 3 beds, 2 bathrooms
1–8 Jul
5.0 out of 5 average rating, 4 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, 37 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
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
Home in Nokomis
Amazing family paradise escape
2 bedrooms, 2 bathrooms
28 Jul – 4 Aug
Top guest favourite
Home in Sarasota
Books Tide Retreat - minutes from Siesta Beach
2 bedrooms, 2 beds, 2 bathrooms
17–22 Jul
4.96 out of 5 average rating, 50 reviews
Top guest favourite
Home in Sarasota
3614 Pine Point
2 bedrooms, 3 beds, 2 bathrooms
1–8 Jul
4.91 out of 5 average rating, 34 reviews
Guest favourite
Home in Sarasota
Luxury 4B Home & Heated Pool, Resort for 10 guests
4 bedrooms, 2 beds, 3 bathrooms
12–17 Jul
5.0 out of 5 average rating, 6 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, 79 reviews
Home in Sarasota
Cozy Sarasota Getaway.
2 bedrooms, 3 beds, 2 bathrooms
1–8 Jul
5.0 out of 5 average rating, 4 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, 118 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 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, 7 reviews
Top guest favourite
Guest house in Nokomis
Coastal Charm on Dona Bay walk to Venice hot spots
1 bedroom, 2 beds, 1 bathroom
9–14 Jul
4.95 out of 5 average rating, 21 reviews
Home in Venice
The Beach Cottage
3 bedrooms, 4 beds, 3 bathrooms
5–10 Jul
New place to stay