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Search results; Over 1,000 homes in Osprey

Top guest favourite
Guest house in Osprey
Cozy Cottage by the Bay
1 bedroom, 1 bed, 1 private bathroom
25–30 Aug
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4.99 out of 5 average rating, 365 reviews
Top guest favourite
Home in Osprey
Nokomis & Siesta Key Sand Dollar Retreat
2 bedrooms, 3 beds, 1 bathroom
20–25 Aug
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
21–26 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, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 46 reviews
Guest favourite
Townhouse in Nokomis
Nokomis Escape! Close to Beach, Relaxation & Eats
3 bedrooms, 4 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Sarasota
Mid-Mod Coastal Charm - 10 mins to Siesta Key!
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Guest house in Osprey
Our Paradise Place in Osprey
1 bedroom, 1 bed, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Nokomis
The Nautilus Hacienda
3 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Home in Nokomis
Cool ranch home w/heated pool near beach
2 bedrooms, 4 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Nokomis
The Bayshore Beach Get Away
2 bedrooms, 2 beds, 2 bathrooms
21–26 Aug
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Nokomis
La Niña 5 minutes to Nokomis Beach Fenced In Yard
3 bedrooms, 5 beds, 2 bathrooms
20–25 Aug
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Home in Nokomis
The Pineapple Escape
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
4.99 out of 5 average rating, 74 reviews
Rooms in Venice
Venice Beach Villas - Downtown 2 bedroom
2 bedrooms, 3 beds, 1 bathroom
21–26 Aug
Home in Sarasota
Furnished Model Home – Skye Ranch
2 bedrooms, 2 beds, 2.5 bathrooms
10–15 Sept
Guest favourite
Apartment in Sarasota
Peaceful Glamorous 2 Bed Resort
2 bedrooms, 3 beds, 2 bathrooms
21–26 Aug
4.96 out of 5 average rating, 84 reviews
Guest favourite
Home in Nokomis
Coastal Studio Getaway|5 Min to Beach|Pool
1 bedroom, 1 queen bed, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Sarasota
Peaceful retreat, pool, hot tub, near Siesta Key!
2 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
4.96 out of 5 average rating, 81 reviews
Flat in Sarasota
Exclusive Living in Sarasota near Siesta Keys
1 bedroom, 1 queen bed, 1 bathroom
20–25 Aug
Superhost
Home in Sarasota
3/2 house heated pool near beach
3 bedrooms, 4 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 4 reviews