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Search results; Over 1,000 homes in Osprey

Top guest favourite
Home in Osprey
Secluded 3R Pool Home Retreat Near Sarasota
3 bedrooms, 3 beds, 2 private bathrooms
17–24 Jul
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5.0 out of 5 average rating, 45 reviews
Top guest favourite
Home in Osprey
Charming Florida Cottage - Kayaks Included
2 bedrooms, 2 king beds, 2 bathrooms
17–22 Jul
4.97 out of 5 average rating, 64 reviews
Top guest favourite
Home in Osprey
Nokomis & Siesta Key Sand Dollar Retreat
2 bedrooms, 3 beds, 1 bathroom
17–22 Jul
4.94 out of 5 average rating, 33 reviews
Guest favourite
Flat in Osprey
Windsor Lodge Unit #18, studio
1 bedroom, 1 king bed, 1 bathroom
19–24 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
31 Aug – 5 Sept
4.97 out of 5 average rating, 70 reviews
Guest favourite
Home in Sarasota
Beautiful Home on a prestigious 18 holes golf
4 bedrooms, 4 beds, 3 bathrooms
17–23 Jul
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Sarasota
4mi to Siesta key|sleeps 8|Renovated Coastal Home
3 bedrooms, 8 beds, 2 bathrooms
30 Jul – 4 Aug
5.0 out of 5 average rating, 5 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, 29 reviews
Guest favourite
Apartment in Sarasota
Peaceful Glamorous 2 Bed Resort
2 bedrooms, 3 beds, 2 bathrooms
20–25 Jul
4.96 out of 5 average rating, 84 reviews
Top guest favourite
Home in Nokomis
Coastal Retreat, 2 Blocks to Beach, Dining & More
2 bedrooms, 5 beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Home in Nokomis
Close to Beaches~ Downtown Venice~Bike Trail~Park
3 bedrooms, 4 beds, 2 bathrooms
22–27 Jul
5.0 out of 5 average rating, 42 reviews
Guest favourite
Home in Nokomis
Blue Heron Near Nokomis Beach
3 bedrooms, 4 beds, 2 bathrooms
17–22 Jul
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Place to stay in Nokomis
Sunshine Cottage
1 bedroom, 2 beds, 1 bathroom
29 Jul – 3 Aug
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Guest house in Nokomis
Coastal Charm on Dona Bay walk to Venice hot spots
1 bedroom, 2 beds, 1 bathroom
29 Jul – 3 Aug
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Home in Sarasota
3614 Pine Point
2 bedrooms, 3 beds, 2 bathrooms
19–26 Jul
4.92 out of 5 average rating, 36 reviews
Guest favourite
Villa in Sarasota
7845 Timberwood Cir, Sarasota, FL 34238
2 bedrooms, 3 beds, 2 bathrooms
17–24 Jul
4.95 out of 5 average rating, 21 reviews
Superhost
Home in Sarasota
New. Luxury Home. Near Siesta Key. Heated Pool.
4 bedrooms, 5 beds, 2 bathrooms
28 Jul – 2 Aug
New place to stay
Top guest favourite
Home in Sarasota
Great Rates! Sunny Sarasota Villa! W/ 2 bicycles!
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.98 out of 5 average rating, 43 reviews
Home in Nokomis
3BR Townhome with community pool Beaches close by
3 bedrooms, 3 beds, 2.5 bathrooms
1–8 Aug
5.0 out of 5 average rating, 3 reviews