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Search results; Over 1,000 homes in Osprey

Descriptions are based on details hosts provide
Guest favourite
Home in Osprey
LIME ON GREEN Osprey, Florida 34229
2 bedrooms, 3 beds, 1 private bathroom
15–20 Jul
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4.84 out of 5 average rating, 92 reviews
Top guest favourite
Home in Osprey
Old Florida cottage with kayak bay access
4.97 out of 5 average rating, 63 reviews, 2 bedrooms, 2 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Home in Osprey
Fire pit and patio near Gulf beaches
4.94 out of 5 average rating, 33 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Jul
Guest favourite
Home in Sarasota
Gated golf-course home with private pool
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 4 beds, 3 bathrooms
15–21 Jul
Top guest favourite
Home in Nokomis
The Nautilus Hacienda
5.0 out of 5 average rating, 45 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Home in Nokomis
2 miles to beach, across from park
5.0 out of 5 average rating, 42 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Jul
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
Home in Nokomis
Blue Heron Near Nokomis Beach
4.92 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
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
Top guest favourite
Home in Nokomis
Renovated home 5 minutes from beach
5.0 out of 5 average rating, 33 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Jul
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
18–23 Jul
Top guest favourite
Townhouse in Nokomis
Lake views with Legacy Trail access
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 5 Sept
Top guest favourite
Apartment in Sarasota
Pool and hot tub near Siesta Key
4.96 out of 5 average rating, 81 reviews, 2 bedrooms, 6 beds, 2 bathrooms
17–22 Jul
Guest favourite
Home in Sarasota
Mid-Mod Coastal Charm - 10 mins to Siesta Key!
5.0 out of 5 average rating, 29 reviews, 2 bedrooms, 3 beds, 2 bathrooms
5–10 Aug
Top guest favourite
Home in Nokomis
2 blocks from Nokomis Beach
5.0 out of 5 average rating, 38 reviews, 2 bedrooms, 5 beds, 1 bathroom
19–24 Jul
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Holiday home in Nokomis
Fully renovated, 2 blocks from Nokomis Beach
4.98 out of 5 average rating, 121 reviews, 3 bedrooms, 3 beds, 2 bathrooms
17–22 Jul
Top guest favourite
Home in Venice
Baycrest Bungalow | Walk to Beaches & Shops on Ven
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Home in Sarasota
Books Tide Retreat - minutes from Siesta Beach
4.96 out of 5 average rating, 54 reviews, 2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug