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Search results; Over 1,000 homes in Osprey

Top guest favourite
Guest house in Osprey
Our Paradise Place in Osprey
5.0 out of 5 average rating, 18 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Guest favourite
Flat in Osprey
Windsor Lodge Unit #18, studio
5.0 out of 5 average rating, 7 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Home in Nokomis
3BR Townhome with community pool Beaches close by
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
1–8 Aug
Guest favourite
Home in Nokomis
Coastal Studio Getaway|5 Min to Beach|Pool
5.0 out of 5 average rating, 11 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Top guest favourite
Home in Osprey
Nokomis & Siesta Key Sand Dollar Retreat
4.94 out of 5 average rating, 33 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Apartment in Sarasota
Lovely 2-Bedroom Condo, 7 min from Siesta Beach
4.98 out of 5 average rating, 129 reviews, 2 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
Home in Sarasota
Siesta Key Fully-Renovated Unit 5 min to the beach
New place to stay, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Flat in Sarasota
Cozy Stay Near Siesta Key & Downtown +Free Parking
5.0 out of 5 average rating, 7 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Apartment in Sarasota
Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool
5.0 out of 5 average rating, 107 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
4–9 Aug
Apartment in Osprey
Osprey By the Sea
1 bedroom, 1 bed, 1 bathroom
30 Apr – 5 May
Top guest favourite
Home in Nokomis
Updated house close to the Beach
5.0 out of 5 average rating, 33 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
Top guest favourite
Home in Nokomis
Nokomis Serenity Oasis
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 3 beds, 2 bathrooms
12–18 Aug
Home in Nokomis
Coastal Retreat Near Nokomis Beach
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 2 bathrooms
6–11 Aug
Top guest favourite
Cottage in Nokomis
Staycation Sanctuary
4.98 out of 5 average rating, 185 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Aug
Townhouse in Nokomis
Nokomis Escape! Close to Beach, Relaxation & Eats
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Guest favourite
Villa in Sarasota
7845 Timberwood Cir, Sarasota, FL 34238
4.95 out of 5 average rating, 21 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–8 Aug
Top guest favourite
Home in Nokomis
Peaceful Getaway just minutes from the beach
4.98 out of 5 average rating, 117 reviews, 3 bedrooms, 5 beds, 2 bathrooms
25–30 Aug
Top guest favourite
Villa in Nokomis
Sarasota Villa 1 min to BEACH, king/qn/Pets/Yard!
4.96 out of 5 average rating, 114 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug