
Holiday houses 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
Get the amount of space that is right for you
Popular amenities for Osprey holiday rentals
Other great holiday rentals in Osprey
Top Guest favourite

Home in Bradenton
4.98 out of 5 average rating, 60 reviewsSunshine Family Paradise With Heated Pool, Hot Tub
Guest favourite

Home in Nokomis
4.93 out of 5 average rating, 28 reviewsLast minute June ,House 2 Mil beach .Pets welcome
Guest favourite

Home in Bradenton
4.92 out of 5 average rating, 62 reviewsPickleball! Pond! Private Heated Pool! Foosball
Superhost

Home in Sarasota
5 out of 5 average rating, 3 reviewsVacation Resort w/ Waterpark+Gym
Superhost

Home in Siesta Key
5 out of 5 average rating, 3 reviewsRustic Sands - 650
Top Guest favourite

Home in Bradenton
5 out of 5 average rating, 8 reviewsLuxury ~ Heated Pool ~ Games ~ near AMI, IMG, SRQ
Guest favourite

Home in Sarasota
4.98 out of 5 average rating, 57 reviewsResort-style home with pickleball court & more
Guest favourite

Home in Venice
4.76 out of 5 average rating, 136 reviewsVacation home by Shasta Rd
Quick stats about holiday rentals in Osprey
Total rentals
80 properties
Nightly prices starting at
$77 AUD before taxes and fees
Total number of reviews
1.6K 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
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Seminole Holiday rentals
- Tampa Holiday rentals
- Central Florida Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Saint Johns River Holiday rentals
- Fort Lauderdale Holiday rentals
- Gold Coast Holiday rentals
- Miami Holiday rentals
- Family-friendly rentals Osprey
- Rentals with a hot tub Osprey
- Rentals with outdoor seating Osprey
- Pet-friendly rentals Osprey
- House rentals Osprey
- Fitness-friendly rentals Osprey
- Rentals with a fire pit Osprey
- Rentals with a patio Osprey
- Rentals with pools Osprey
- Rentals with a washing machine and dryer Osprey
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- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Gulfport Beach Recreation Area
- Coquina Beach
- North Beach
- Vinoy Park
- Fort De Soto Park
- Manasota Key Beach
- Streamsong Resort
- Jannus Live
- North Beach At Fort DeSoto Park
- River Strand Golf and Country Club
- Myakka River State Park
- Alafia River State Park
- South Jetty Beach