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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
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
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
Townhouse in Nokomis
Heated Pool • Lakeview Escape • Near Nokomis Beach
3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 16 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
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
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, 51 reviews
Top guest favourite
Apartment in Sarasota
Peaceful retreat, pool, hot tub, near Siesta Key!
2 bedrooms, 6 beds, 2 bathrooms
4–9 Jul
4.96 out of 5 average rating, 80 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
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
Home in Sarasota
Family-Friendly Retreat Near Siesta Key+Beach Gear
3 bedrooms, 3 beds, 3 bathrooms
6–11 Jul
4.97 out of 5 average rating, 68 reviews
Top guest favourite
Home in Nokomis
Coastal Retreat, 2 Blocks to Beach, Dining & More
2 bedrooms, 5 beds, 1 bathroom
1–6 Jul
5.0 out of 5 average rating, 35 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 Nokomis
Cool ranch home w/heated pool near beach
2 bedrooms, 4 beds, 2 bathrooms
17–22 Jul
5.0 out of 5 average rating, 12 reviews
Villa in Sarasota
Sarasota Villa with Pool Access Tennis Near Beach
2 bedrooms, 3 beds, 2 bathrooms
2–9 Aug
5.0 out of 5 average rating, 4 reviews
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
Apartment in Sarasota
Lovely 2-Bedroom Condo, 7 min from Siesta Beach
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
4.98 out of 5 average rating, 127 reviews