1. USA
  2. Florida
  3. Orlando
  4. Orange Tree
  5. Holiday Homes

181+ Orange Tree Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Orange Tree

Discover more than 181 holiday rentals in Orange Tree. PickleTrip™ holiday homes has everything you need to find a place to stay near Orange Tree, FL.

Whether you are looking for luxury villas in Orange Tree, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartment for family holidays, or stylish accommodation for a business trip, we can help you find the perfect place with private pickleball courts or nearby facilities. 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 Orange Tree with a whole family or group, PickleTrip™ holiday accommodations can make your trip more memorable. We have plenty of places to stay in Orange Tree for families, large parties, or private owner accommodations for long or short trips. Pet-friendly holiday rentals are available as well. Book your favorite vacation rentals in Orange Tree with PickleTrip™. Stay and play pickleball when you travel.

Show more
Show less

Frequently Asked Questions About Orange Tree Holiday Rentals

There are many holiday rentals available in Orange Tree; however, here are a few of the most popular holiday homes listed in Orange Tree on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Orange Tree to find one that works for you.
Yes, there are 181 self-catering family homes and holiday rentals in Orange Tree.
There are more than 181 luxury holiday homes in or near Orange Tree, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 181 pet friendly rentals that are available in Orange Tree.