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Search results; Over 1,000 homes in Osprey

Top guest favourite
Guest house in Osprey
Terrific Treehouse by the Bay
1 bedroom, 1 bed, 1 private bathroom
13–18 Sept
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4.99 out of 5 average rating, 145 reviews
Home in Nokomis
Nokomis Sunset Retreat w/Pool - 8 mins to Beach
2 bedrooms, 4 beds, 2 bathrooms
22–27 Oct
5.0 out of 5 average rating, 3 reviews
Home in Nokomis
Nokomis Sunset Retreat w/Patio 8 mins to Beach
1 bedroom, 2 beds, 1 bathroom
14–19 Sept
New place to stay
Home in Osprey
Have your TINY house experience before you go TINY
1 queen bed, 1 bathroom
19–24 Sept
Top guest favourite
Apartment in Nokomis
Family Friendly Beach Condo
3 bedrooms, 6 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 89 reviews
Top guest favourite
Guest house in Osprey
Our Paradise Place in Osprey
1 bedroom, 1 bed, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Nokomis
Peaceful Getaway just minutes from the beach
3 bedrooms, 5 beds, 2 bathrooms
1–6 Nov
4.98 out of 5 average rating, 119 reviews
Top guest favourite
Home in Nokomis
Close to Beaches~ Downtown Venice~Bike Trail~Park
3 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 47 reviews
Guest favourite
Home in Osprey
Nokomis & Siesta Key Sand Dollar Retreat
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 33 reviews
Home in Nokomis
3BR Townhome with community pool Beaches close by
3 bedrooms, 3 beds, 2.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Camper van/Motorhome in Nokomis
"Nokomis Key" - Golf Cart Included (FREE)
1 bedroom, 4 beds, 1 bathroom
29 Sept – 4 Oct
4.91 out of 5 average rating, 81 reviews
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
Guest favourite
Flat in Osprey
Windsor Lodge Unit #18, studio
1 bedroom, 1 king bed, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Nokomis
Coastal Studio Getaway|5 Min to Beach|Pool
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Nokomis
Relax and Unwind!
3 bedrooms, 6 beds, 2 bathrooms
13–18 Sept
4.98 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
15–20 Sept
5.0 out of 5 average rating, 5 reviews
Flat in Nokomis
Modern 2BR Apt | 5-Min Drive to Nokomis Beach
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
New place to stay
Top guest favourite
Cottage in Nokomis
Staycation Sanctuary
1 bedroom, 2 beds, 1 bathroom
25–30 Sept
4.98 out of 5 average rating, 189 reviews
Top guest favourite
Home in Nokomis
The Nautilus Hacienda
3 bedrooms, 3 beds, 2 bathrooms
17–22 Apr
5.0 out of 5 average rating, 48 reviews