81+ Osprey Village Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Osprey Village

Discover more than 81 holiday rentals in Osprey Village. Casai holiday homes have everything you need to find a place to stay near Osprey Village, FL.

Whether you are looking for luxury villas in Osprey Village, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartments for family holidays, or stylish accommodations for a business trip, we can help you find the perfect place. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to Osprey Village with a whole family or group, Casai holiday accommodations will make your trip memorable. We have plenty of places to stay in Osprey Village for families, large parties, or private owner accommodations for long or short trips. Osprey Village Pet-friendly holiday rentals are available. Book your favorite vacation rentals in Osprey Village with Casai. Casai makes it easy to compare and book holiday rentals today.

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Frequently Asked Questions About Osprey Village Holiday Rentals

There are a lot of options in Osprey Village. If you plan on staying in the Osprey Village area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Osprey Village:

There are many holiday rentals available in Osprey Village; however, here are a few of the most popular holiday homes listed in Osprey Village on our website:
At Casai.com most of our places to stay are perfect for families. Check out the complete list of holiday homes in Osprey Village to find one that works for you.
Yes, there are 81 self-catering family homes and holiday rentals in Osprey Village.
There are more than 81 luxury holiday homes in or near Osprey Village, according to 2025 data from Casai.com. Consider these homes for your next holiday:
Yes, there are 81 pet friendly rentals that are available in Osprey Village.