filters

Search results; Over 1,000 homes in Osprey

Guest favourite
Flat in Osprey
Great one bedroom apartment near beaches in Osprey
1 bedroom, 1 bed, 1 private bathroom
11–16 Jul
,
4.71 out of 5 average rating, 140 reviews
Top guest favourite
Home in Osprey
Charming Florida Cottage - Kayaks Included
2 bedrooms, 2 king beds, 2 bathrooms
14–19 Jul
4.97 out of 5 average rating, 61 reviews
Top guest favourite
Home in Osprey
Nokomis & Siesta Key Sand Dollar Retreat
2 bedrooms, 3 beds, 1 bathroom
6–11 Jul
4.94 out of 5 average rating, 33 reviews
Top guest favourite
Home in Nokomis
Close to Beaches~ Downtown Venice~Bike Trail~Park
3 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Home in Nokomis
The Nautilus Hacienda
3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 45 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
Top guest favourite
Home in Nokomis
Coastal Retreat, 2 Blocks to Beach, Dining & More
2 bedrooms, 5 beds, 1 bathroom
11–16 Jul
5.0 out of 5 average rating, 36 reviews
Guest favourite
Home in Nokomis
Modern Pool Home in Nokomis
3 bedrooms, 4 beds, 3 bathrooms
12–17 Jul
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Home in Sarasota
Freda’s Sarasota Oasis! Private Pool & Lounge Area
3 bedrooms, 5 beds, 3 bathrooms
6–11 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
12–17 Jul
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Home in Sarasota
Family-Friendly Retreat Near Siesta Key+Beach Gear
3 bedrooms, 3 beds, 3 bathrooms
11–16 Jul
4.97 out of 5 average rating, 68 reviews
Guest favourite
Apartment in Sarasota
Peaceful Glamorous 2 Bed Resort
2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
4.96 out of 5 average rating, 83 reviews
Home in Sarasota
Tropical Oasis 4 BR Home w/ Pool & Spa
4 bedrooms, 5 beds, 3 bathrooms
21–26 Jul
New place to stay
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, 83 reviews
Home in Nokomis
Family Friendly Salty Getaway, 3/2 private pool
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Nokomis
Coastal Studio Getaway|5 Min to Beach|Pool
1 bedroom, 1 queen bed, 1 bathroom
6–11 Jul
5.0 out of 5 average rating, 10 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
Superhost
Apartment in Sarasota
Renovated - Spanish Pine Villa #210
2 bedrooms, 3 beds, 2 bathrooms
31 Aug – 5 Sept
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