1. USA
  2. Florida
  3. Leesburg
  4. Piedmont
  5. Winter Rental

Piedmont Winter Rentals & Holiday Homes

Discover winter rentals Piedmont - We found 157 exact matches

About Piedmont Winter Rental on SunSkiResorts

Planning a winter vacation in Piedmont? Discover 157 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Piedmont, FL perfect for your seasonal escape. Our listings include private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments. SunSki's winter vacation homes feature top amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.

Winter accommodations in Piedmont start at US $192. The most popular properties in Piedmont include cabins, bungalows, and rental homes. Planning a snowboarding adventure? Explore our snowboard-friendly ski resorts, chalets, and cabins available for short-term or long-term stays. Whether it's a weekend getaway, monthly retreat, or an extended stay, SunSki ensures a memorable winter trip.

To book your winter vacation homes in Piedmont, visit SunSki's filter option, enter your travel dates, narrow down your preferences, and choose from our extensive list of rentals hassle-free. Explore our interactive map to uncover all accommodations in or around Piedmont and unlock incredible deals.

Show more
Show less

Frequently Asked Questions About Piedmont Winter Rentals

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

The average cost for winter rentals in Piedmont is $192 per night. SunSki has a wide list of great winter places to stay near Piedmont that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage/chalet rentals in Piedmont that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Piedmont on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Piedmont to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 157 private swimming pools or indoor pools accommodations near Piedmont along with other great amenities.

About 157 holiday rentals in Piedmont boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:

Yes, there are many luxury places to stay in Piedmont for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Piedmont with all the best amenities for your next trip.