Jupiter Winter Rentals & Holiday Homes

Discover winter rentals Jupiter - We found 362 exact matches

About Jupiter Winter Rental on SunSkiResorts

Planning a winter vacation in Jupiter? Discover 362 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Jupiter, 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 Jupiter start at US $537. The most popular properties in Jupiter 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 Jupiter, 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 Jupiter and unlock incredible deals.

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Winter Rental: Explore Top Destinations

Frequently Asked Questions About Jupiter Winter Rentals

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

The average cost for winter rentals in Jupiter is $537 per night. SunSki has a wide list of great winter places to stay near Jupiter 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 Jupiter that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Jupiter on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Jupiter to find what works for you.
As of 2026, the data from SunSkiResorts shows that there are over 362 private swimming pools or indoor pools accommodations near Jupiter along with other great amenities.

About 362 holiday rentals in Jupiter 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 Jupiter for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Jupiter with all the best amenities for your next trip.