1. USA
  2. Florida
  3. Leesburg
  4. The Villages
  5. Vacation Rentals

The Villages Pickle Ball resorts & Vacation Rentals

Find Vacation Rentals in or near The Villages

Book your next vacation with PickleTrip™ and discover the best vacation rentals in The Villages. With a wide range of options to choose from, including luxury homes, villas, resorts, condos, cabins, cottages, and pet-friendly rentals, PickleTrip has something for every pickleball enthusiast and traveler.

Enjoy top amenities such as top-notch pickleball courts or nearby facilities, indoor and outdoor swimming pools, Wi-Fi, hot tubs, and self-catering options. PickleTrip™ makes it easy to find and compare vacation rentals from different websites, helping you find the best deals in The Villages . Prices start from as low as US $ 94 per night for luxury rentals and US $ 94 per night for affordable condos.

Browse through a variety of vacation rental providers such as Booking.com, Airbnb, VRBO, Trip.com, HomeToGo, Expedia, and many more, all in one place on PickleTrip™. Filter your search by date and start planning your dream vacation in The Villages today.

Show more
Show less

Frequently Asked Questions About The Villages Vacation Rentals

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

There are many large, family-friendly vacation homes available in The Villages; however, here are the most popular family rentals listed on our site:
Yes, there are 1269 self-catering vacation homes in The Villages that have hot tubs, swimming pools, & other amenities.
There are more than 1269 luxury villas and vacation homes in or near The Villages. Filter by price to compare find the most expensive places to stay on PickleTrip.
Yes, there are 1269 pet friendly vacation homes and places to stays that are available in or near The Villages that you may consider.