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Search results; Over 1,000 homes in Osprey

Superhost
Bungalow in Osprey
Osprey,Buttonwood Cottage.Hot tub -patio.Sublime !
1 bedroom, 1 bed, 1 private bathroom
15–20 Aug
,
4.78 out of 5 average rating, 377 reviews
Top guest favourite
Home in Osprey
Nokomis & Siesta Key Sand Dollar Retreat
2 bedrooms, 3 beds
16–21 Aug
4.94 out of 5 average rating, 33 reviews
Top guest favourite
Home in Osprey
Charming Florida Cottage - Kayaks Included
2 bedrooms, 2 king beds
1–6 Sept
4.97 out of 5 average rating, 64 reviews
Guest favourite
Flat in Osprey
Windsor Lodge Unit #18, studio
1 bedroom, 1 king bed
13–18 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Nokomis
Close to Beaches~ Downtown Venice~Bike Trail~Park
3 bedrooms, 4 beds
12–17 Aug
5.0 out of 5 average rating, 45 reviews
Guest favourite
Townhouse in Nokomis
Nokomis Escape! Close to Beach, Relaxation & Eats
3 bedrooms, 4 beds
19–24 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Sarasota
Family-Friendly Retreat Near Siesta Key+Beach Gear
3 bedrooms, 3 beds
31 Aug – 5 Sept
4.97 out of 5 average rating, 71 reviews
Top guest favourite
Guest house in Osprey
Our Paradise Place in Osprey
1 bedroom, 1 bed
13–18 Aug
5.0 out of 5 average rating, 18 reviews
Flat in Sarasota
Exclusive Living in Sarasota near Siesta Keys
1 bedroom, 1 queen bed
12–17 Aug
New place to stay
Top guest favourite
Home in Nokomis
The Nautilus Hacienda
3 bedrooms, 3 beds
13–18 Aug
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Home in Sarasota
Mid-Mod Coastal Charm - 10 mins to Siesta Key!
2 bedrooms, 3 beds
12–17 Aug
5.0 out of 5 average rating, 31 reviews
Guest favourite
Apartment in Sarasota
Peaceful Glamorous 2 Bed Resort
2 bedrooms, 3 beds
13–18 Aug
4.96 out of 5 average rating, 84 reviews
Top guest favourite
Home in Sarasota
Quiet Family Home w/ Pool Near Pinecraft
3 bedrooms, 4 beds
20–25 Sept
4.83 out of 5 average rating, 40 reviews
Top guest favourite
Home in Nokomis
Cool ranch home w/heated pool near beach
2 bedrooms, 4 beds
18–23 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Villa in Sarasota
Sarasota Villa with Pool Access Tennis Near Beach
2 bedrooms, 3 beds
12–19 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Sarasota
Peaceful retreat, pool, hot tub, near Siesta Key!
2 bedrooms, 6 beds
26–31 Aug
4.96 out of 5 average rating, 81 reviews
Home in Osprey
Have your TINY house experience Family and friends
1 queen bed
12–17 Aug
Home in Sarasota
Cozy Sarasota Getaway.
2 bedrooms, 3 beds
12–19 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Venice
Venice retreat-steps to Shamrock Park/Legacy Trail
2 bedrooms, 2 beds
12–17 Aug
5.0 out of 5 average rating, 45 reviews