St. Thomas and St. John Winter Rentals & Holiday Homes

Discover winter rentals St. Thomas and St. John - We found 2256 exact matches

About St. Thomas and St. John Winter Rental on Rent By Owner

Planning on a winter vacation in St. Thomas and St. John? Discover 2256 places to stay in St. Thomas and St. John, for those traveling with their family, friends, in groups, or for a wedding retreat.

At Rent By Owner, we have a wide range of listings for accommodations in St. Thomas and St. John that are perfect for your winter trip or seasonal escape. Our listings have private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that you would love. RBO winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.

St. Thomas and St. John winter accommodation starts at US $816, and the most popular properties in St. Thomas and St. John are cabins, bungalows, and rental homes by owner. Planning snowboarding on your next winter vacation? We have many snowboard-friendly ski resorts, chalets, and cabins that are available for you to rent. These rentals are available for both short-term stays and long-term stays, whether you are traveling for a weekend, monthly, or a longer stay, RBO will make your winter trip memorable.

Rent By Owner offers a great deal for travelers planning on renting a place in St. Thomas and St. John, to enjoy these benefits and to book your winter vacation homes, go to RBO filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of our winter vacation rentals without hassle. Our interactive map is also available, to view all places to stay in or around St. Thomas and St. John and unlock even more amazing deals.

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St. Thomas and St. John Winter Rental Frequently Asked Questions

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

The average cost for winter rentals in St. Thomas and St. John is $816 per night. RBO has a wide list of great winter places to stay near St. Thomas and St. John 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 St. Thomas and St. John that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in St. Thomas and St. John on Rent By Owner

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in St. Thomas and St. John to find what works for you.
As of 2025, the data from Rent By Owner shows that there are over 2256 private swimming pools or indoor pools accommodations near St. Thomas and St. John along with other great amenities.