
Holiday rentals in Osprey
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Top-rated holiday rentals in Osprey
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Osprey holiday rentals
Other great holiday rentals in Osprey
Guest favourite

Home in Osprey
4.98 out of 5 average rating, 50 reviewsSarasota vacation Home!
Top guest favourite

Guest house in Nokomis
4.98 out of 5 average rating, 44 reviewsSerenity near the Coast
Top guest favourite

Home in Sarasota
5 out of 5 average rating, 27 reviewsSarasota Tropical Place in the Heart of the Gulf!
Top guest favourite

Guest house in Sarasota
4.98 out of 5 average rating, 87 reviewsThe Cottage (In the Country) Cozy, Quiet Retreat
Guest favourite

Home in Osprey
4.93 out of 5 average rating, 84 reviewsPrivate house with loft
Superhost

Campervan/Motorhome in Osprey
4.6 out of 5 average rating, 5 reviewsThyme on Green
Guest favourite

Home in Osprey
4.96 out of 5 average rating, 49 reviewsCreekside Paradise I
Guest favourite

Home in Nokomis
4.85 out of 5 average rating, 27 reviewsPerfect Getaway-Lovely One Bed. House-Near Beaches
Quick stats about holiday rentals in Osprey
Total rentals
90 properties
Nightly prices starting at
€ 34 before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
50 properties have a pool
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Orlando Holiday rentals
- Saint Johns River Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Four Corners Holiday rentals
- Rentals with a firepit Osprey
- Rentals with pools Osprey
- Rentals with a washing machine and dryer Osprey
- House rentals Osprey
- Rentals with outdoor seating Osprey
- Rentals with a hot tub Osprey
- Fitness-friendly rentals Osprey
- Family-friendly rentals Osprey
- Pet-friendly rentals Osprey
- Rentals with a patio Osprey
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Coquina Beach
- Anna Maria Public Beach
- Lido Key Beach
- Cortez Beach
- Vinoy Park
- Gulfport Beach Recreation Area
- Streamsong Resort
- Jannus Live
- North Beach
- Manasota Key Beach
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Englewood Beach
- Point Of Rocks
- Lakewood National Golf Club
- Fort De Soto Park