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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
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
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 Nokomis
Modern Pool Home in Nokomis
3 bedrooms, 4 beds, 3 bathrooms
2–7 Jul
4.89 out of 5 average rating, 9 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 Nokomis
Nokomis Serenity Oasis
3 bedrooms, 3 beds, 2 bathrooms
28 Jul – 3 Aug
5.0 out of 5 average rating, 9 reviews
Superhost
Apartment in Sarasota
Renovated - Spanish Pine Villa #210
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Home in Nokomis
Coastal Haven
1 bedroom, 2 beds, 1 bathroom
30 Nov – 5 Dec
4.98 out of 5 average rating, 46 reviews
Home in Nokomis
Coastal Retreat Near Nokomis Beach
2 bedrooms, 3 beds, 2 bathrooms
8–13 Jul
New place to stay
Hotel in Venice
Venice Beach Villas - Downtown Efficiency
1 bedroom, 1 bed, 1 bathroom
6–11 Jul
New place to stay
Superhost
Home in Venice
Edgewood Historic Cottage near Venice Downtown
3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
New place to stay
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
Apartment in Nokomis
Private Studio (entire space)
1 bedroom, 1 queen bed, 1 bathroom
10–15 Sept
5.0 out of 5 average rating, 60 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
Townhouse in Venice
Venice Island Escape • Steps to Beach • Workspace
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Nokomis
La Niña 5 minutes to Nokomis Beach Fenced In Yard
3 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Apartment in Venice
Quaint Beach cndo 3, King bed, beach, Dog Friendly
1 bedroom, 1 king bed, 1 bathroom
5–10 Aug
4.96 out of 5 average rating, 70 reviews