House vacation rentals in Osprey
Find and book unique houses on Airbnb
Top-rated house rentals in Osprey
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Osprey house rentals
House rentals with a pool
Home in Port Charlotte
4.99 out of 5 average rating, 109 reviewsFull home, Low Cleaning fee, heated salt pool.
Home in Nokomis
4.89 out of 5 average rating, 152 reviews4/2.5 Oak Bahay, Heated Pool! 5min to Beach,4Acres
Home in Sarasota
4.98 out of 5 average rating, 161 reviewsThe Palms-Private Heated Pool Hot Tub-5mi to beach
Home in Sarasota
4.9 out of 5 average rating, 128 reviewsCottage On Bay (private backyard, near beaches)
Home in Sarasota
4.94 out of 5 average rating, 108 reviewsLake Front House with a Pool
Home in Osprey
5.0 out of 5 average rating, 24 reviewsHeated Pool | 3 Beds | Near Beaches and parks
Home in Sarasota
5.0 out of 5 average rating, 13 reviews3681 White Pine Ct, Sarasota, FL
Home in Sarasota
5.0 out of 5 average rating, 36 reviewsPalms Oasis: Heated Saltwater Pool, Renovated
Weekly house rentals
Home in Sarasota
4.85 out of 5 average rating, 114 reviewsCoral Cottage - near Siesta Key & Lido Beach
Home in Sarasota
5.0 out of 5 average rating, 284 reviewsStunning Luxe Casita- Gateway to Siesta Beach
Home in Osprey
4.93 out of 5 average rating, 40 reviewsPrivate house with loft
Home in Nokomis
4.91 out of 5 average rating, 44 reviewsCheerful, sparkling 2 bedroom cottage, 1.8 miles from beach
Home in Osprey
4.78 out of 5 average rating, 51 reviewsLIME ON GREEN Osprey, Florida 34229
Home in Osprey
4.96 out of 5 average rating, 24 reviewsCharming Florida Cottage - Kayaks Included
Home in Osprey
4.92 out of 5 average rating, 36 reviewsSand Dollar Cottage - 15m to Siesta / Casey Key
Home in Osprey
4.97 out of 5 average rating, 33 reviewsSarasota vacation Home!
Private house rentals
Home in Sarasota
5.0 out of 5 average rating, 33 reviewsSiesta Key Fully-Renovated Unit 5 min to the beach
Home in North Port
5.0 out of 5 average rating, 34 reviewsSimply Beautiful, Comfortable Home Awaiting You!
Home in Nokomis
4.99 out of 5 average rating, 86 reviewsToes in the sand in less than 5 min.
Home in Nokomis
5.0 out of 5 average rating, 25 reviewsBeautiful lake view 4 bedroom home near beach
Home in Sarasota
5.0 out of 5 average rating, 7 reviewsCute 2 bedroom home close to it all.
Home in Nokomis
5.0 out of 5 average rating, 8 reviewsThe Bayshore Beach Get Away
Home in Sarasota
4.98 out of 5 average rating, 63 reviewsCheerful cottage, fenced private patio, near beach
Home in Sarasota
4.96 out of 5 average rating, 50 reviewsSandy Feet Retreat- Cozy Bungalow & Outdoor living
Quick stats about house rentals in Osprey
Total rentals
40 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
540 reviews
Nightly prices starting at
$110 CAD before taxes and fees
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- Rentals with pools Osprey
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