Vacation rentals in Osprey
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Osprey
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Osprey vacation rentals
Other great vacation rentals in Osprey
Guest favourite
Apartment in Nokomis
4.99 out of 5 average rating, 67 reviewsCharming 1 bedroom apartment for 2 with pool.
Sep. 9 – 16
$193 CAD per night
Guest favourite
Home in Osprey
4.95 out of 5 average rating, 22 reviewsCharming Florida Cottage - Kayaks Included
Aug. 23 – 30
$364 CAD per night
Guest favourite
Home in Osprey
4.91 out of 5 average rating, 32 reviewsSand Dollar Cottage - 15m to Siesta / Casey Key
May 24 – 31
$286 CAD per night
Guest favourite
Condo in Nokomis
5.0 out of 5 average rating, 15 reviewsPrivate Studio (entire space)
Nov. 26 – Dec. 3
$173 CAD per night
Guest favourite
Home in Nokomis
4.9 out of 5 average rating, 40 reviewsCheerful, sparkling 2 bedroom cottage, 1.8 miles from beach
Sep. 23 – 30
$147 CAD per night
Guest favourite
Cottage in Nokomis
4.92 out of 5 average rating, 84 reviewsThe "Turtle Cottage" - a charming beachy retreat.
Dec. 11 – 18
$236 CAD per night
Guest favourite
Home in Nokomis
5.0 out of 5 average rating, 9 reviewsUpdated house close to the Beach
Oct. 18 – 25
$219 CAD per night
Guest favourite
Vacation home in Nokomis
4.97 out of 5 average rating, 35 reviewsStress Free Vacation - Pelican
Apr. 25 – May 2
$283 CAD per night
Quick stats about vacation rentals in Osprey
Total rentals
80 properties
Rentals with a pool
60 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
1.6K reviews
Nightly prices starting at
$83 CAD before taxes and fees
Destinations to explore
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Naples Vacation rentals
- Kissimmee Vacation rentals
- Orlando Vacation rentals
- West Palm Beach Vacation rentals
- Boca Raton Vacation rentals
- Fort Lauderdale Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Key West Vacation rentals
- Rentals with a firepit Osprey
- Family-friendly rentals Osprey
- Monthly Rentals Osprey
- Rentals with pools Osprey
- Rentals with outdoor seating Osprey
- Rentals with a washer and dryer Osprey
- Pet-friendly rentals Osprey
- House rentals Osprey
- Rentals with a hot tub Osprey
- Rentals with a patio Osprey
- Fitness-friendly rentals Osprey
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom