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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
3–8 Aug
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4.99 out of 5 average rating, 141 reviews
Top guest favourite
Home in Osprey
Charming Florida Cottage - Kayaks Included
2 bedrooms, 2 king beds, 2 bathrooms
14–19 Jul
4.97 out of 5 average rating, 63 reviews
Top guest favourite
Cottage in Nokomis
Staycation Sanctuary
1 bedroom, 2 beds, 1 bathroom
27 Jul – 1 Aug
4.98 out of 5 average rating, 184 reviews
Top guest favourite
Home in Osprey
Nokomis & Siesta Key Sand Dollar Retreat
2 bedrooms, 3 beds, 1 bathroom
13–18 Jul
4.94 out of 5 average rating, 33 reviews
Top guest favourite
Guest house in Osprey
Our Paradise Place in Osprey
1 bedroom, 1 bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Nokomis
Nokomis Serenity Oasis
3 bedrooms, 3 beds, 2 bathrooms
28 Jul – 3 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Nokomis
The Nautilus Hacienda
3 bedrooms, 3 beds, 2 bathrooms
14–19 Jul
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Apartment in Nokomis
Private Waterfront 2 Bedroom Condo
2 bedrooms, 5 beds, 1.5 bathrooms
22–27 Jul
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Apartment in Nokomis
Private Studio (entire space)
1 bedroom, 1 queen bed, 1 bathroom
10–15 Sept
5.0 out of 5 average rating, 61 reviews
Top guest favourite
Home in Nokomis
La Niña 5 minutes to Nokomis Beach Fenced In Yard
3 bedrooms, 5 beds, 2 bathrooms
26–31 Jul
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Guest house in Nokomis
Coastal Charm on Dona Bay walk to Venice hot spots
1 bedroom, 2 beds, 1 bathroom
13–18 Jul
4.95 out of 5 average rating, 22 reviews
Home in Nokomis
Family Friendly Salty Getaway, 3/2 private pool
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Sarasota
Mid-Mod Coastal Charm - 10 mins to Siesta Key!
2 bedrooms, 3 beds, 2 bathrooms
5–10 Aug
5.0 out of 5 average rating, 29 reviews
Apartment in Sarasota
Renovated - Spanish Pine Villa #210
2 bedrooms, 3 beds, 2 bathrooms
31 Aug – 5 Sept
Guest favourite
Home in Nokomis
Nokomis Retreat
3 bedrooms, 3 beds, 2 bathrooms
1–8 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Nokomis
Coastal Haven
1 bedroom, 2 beds, 1 bathroom
30 Nov – 5 Dec
4.98 out of 5 average rating, 46 reviews
Home in Venice
Beach House Oasis • Steps from Ocean Access
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
New place to stay
Guest favourite
Camper van/Motorhome in Nokomis
"Nokomis Key" - Golf Cart Included (FREE)
1 bedroom, 4 beds, 1 bathroom
30 Aug – 4 Sept
4.91 out of 5 average rating, 67 reviews
Townhouse in Nokomis
Cozy, coastal retreat just minutes from shoreline!
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Feb