filters

Search results; Over 1,000 homes in Osprey

Photo 1 of 28
Top guest favourite
Guest house in Osprey
Terrific Treehouse by the Bay
1 bedroom, 1 bed, 1 private bathroom
16–21 Sept
,
4.99 out of 5 average rating, 146 reviews
Photo 1 of 25
Top guest favourite
Guest house in Osprey
Our Paradise Place in Osprey
1 bedroom, 1 bed, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 18 reviews
Photo 1 of 29
Guest favourite
Home in Osprey
Nokomis & Siesta Key Sand Dollar Retreat
2 bedrooms, 3 beds, 1 bathroom
16–21 Sept
4.94 out of 5 average rating, 33 reviews
Photo 1 of 24
Guest favourite
Flat in Osprey
Windsor Lodge Unit #18, studio
1 bedroom, 1 king bed, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 7 reviews
Photo 1 of 18
Home in Nokomis
Nokomis Sunset Retreat w/Pool - 8 mins to Beach
2 bedrooms, 4 beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 3 reviews
Photo 1 of 15
Home in Nokomis
Nokomis Sunset Retreat w/Patio 8 mins to Beach
1 bedroom, 2 beds, 1 bathroom
16–21 Sept
New place to stay
Photo 1 of 29
Top guest favourite
Home in Nokomis
Nokomis Serenity Oasis
3 bedrooms, 4 beds, 2 bathrooms
18–24 Sept
5.0 out of 5 average rating, 15 reviews
Photo 1 of 29
Top guest favourite
Home in Sarasota
Mid-Mod Coastal Charm - 10 mins to Siesta Key!
2 bedrooms, 3 beds, 2 bathrooms
16–21 Sept
5.0 out of 5 average rating, 32 reviews
Photo 1 of 19
Guest favourite
Townhouse in Nokomis
Nokomis Escape! Close to Beach, Relaxation & Eats
3 bedrooms, 4 beds, 2 bathrooms
16–21 Sept
5.0 out of 5 average rating, 5 reviews
Photo 1 of 27
Home in Sarasota
Cozy Sarasota Getaway.
2 bedrooms, 3 beds, 2 bathrooms
16–23 Sept
5.0 out of 5 average rating, 4 reviews
Photo 1 of 29
Home in Osprey
Have your TINY house experience before you go TINY
1 queen bed, 1 bathroom
19–24 Sept
Photo 1 of 29
Top guest favourite
Place to stay in Nokomis
Sunshine Cottage
1 bedroom, 2 beds, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 30 reviews
Photo 1 of 29
Top guest favourite
Home in Nokomis
Updated house close to the Beach
2 bedrooms, 3 beds, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 33 reviews
Photo 1 of 29
Top guest favourite
Home in Nokomis
Close to Beaches~ Downtown Venice~Bike Trail~Park
3 bedrooms, 4 beds, 2 bathrooms
16–21 Sept
5.0 out of 5 average rating, 47 reviews
Photo 1 of 29
Flat in Sarasota
Exclusive Living in Sarasota near Siesta Keys
1 bedroom, 1 queen bed, 1 bathroom
16–21 Sept
Photo 1 of 11
Top guest favourite
Home in Nokomis
Cool home w/heated pool near beach
2 bedrooms, 4 beds, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 17 reviews
Photo 1 of 29
Guest favourite
Apartment in Sarasota
Peaceful Glamorous 2 Bed Resort
2 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
4.96 out of 5 average rating, 84 reviews
Photo 1 of 29
Home in Nokomis
3BR Townhome with community pool Beaches close by
3 bedrooms, 3 beds, 2.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 4 reviews
Photo 1 of 27
Guest favourite
Home in Nokomis
Nirvana In Nokomis
3 bedrooms, 4 beds, 3 bathrooms
17–22 Sept
4.87 out of 5 average rating, 38 reviews