5595+ Idlewyld Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Idlewyld

Discover more than 5595 holiday rentals in Idlewyld. PickleTrip™ holiday homes has everything you need to find a place to stay near Idlewyld, FL.

Whether you are looking for luxury villas in Idlewyld, 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 Idlewyld with a whole family or group, PickleTrip™ holiday accommodations can make your trip more memorable. We have plenty of places to stay in Idlewyld 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 Idlewyld with PickleTrip™. Stay and play pickleball when you travel.

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Frequently Asked Questions About Idlewyld Holiday Rentals

There are a lot of options in Idlewyld. If you plan on staying in the Idlewyld 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 Idlewyld:

There are many holiday rentals available in Idlewyld; however, here are a few of the most popular holiday homes listed in Idlewyld on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Idlewyld to find one that works for you.
Yes, there are 5595 self-catering family homes and holiday rentals in Idlewyld.
There are more than 5595 luxury holiday homes in or near Idlewyld, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 5595 pet friendly rentals that are available in Idlewyld.