- U.S. Virgin Islands
- Winter Rental
U.S. Virgin Islands Winter Rentals & Holiday Homes
Discover winter rentals U.S. Virgin Islands - We found 3356 exact matches
- St. John
- ·
- Estate Enighed
- 0.31 mi to center
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Oceanfront
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Hot Tub
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Parking
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Pool
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Oceanfront
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Hot Tub
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Parking
-
Pool
- St. John
- ·
- Estate Enighed
- 0.40 mi to center
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Private Beach
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Hot Tub
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Breakfast
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Parking
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Private Beach
-
Hot Tub
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Breakfast
-
Parking
- Christiansted
- ·
- La Grande Princesse
- 0.07 mi to center
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Pool
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Kitchen
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Internet
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Child Friendly
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Pool
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Kitchen
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Internet
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Child Friendly
- St. Thomas
- ·
- Nazareth
- 0.20 mi to center
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Oceanfront
-
Hot Tub
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Parking
-
Pool
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
- Christiansted
- ·
- La Grande Princesse
- 0.77 mi to center
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Oceanfront
-
Hot Tub
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Parking
-
Pool
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
- St. John
- ·
- Estate Enighed
- 0.31 mi to center
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
- St. Thomas
- ·
- Nazareth
- 0.19 mi to center
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Private Beach
-
Oceanfront
-
Hot Tub
-
Breakfast
-
Private Beach
-
Oceanfront
-
Hot Tub
-
Breakfast
- St. John
- ·
- Contant Farms
- 0.13 mi to center
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Parking
-
Ocean View
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Balcony/Terrace
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View
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Parking
-
Ocean View
-
Balcony/Terrace
-
View
- St. Thomas
- ·
- Nazareth
- 0.15 mi to center
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Private Beach
-
Oceanfront
-
Hot Tub
-
Parking
-
Private Beach
-
Oceanfront
-
Hot Tub
-
Parking
- St. John
- ·
- Upper Carolina
- 0.72 mi to center
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Parking
-
Ocean View
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Balcony/Terrace
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View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- St. Thomas
- ·
- Red Hook
- 0.36 mi to center
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Oceanfront
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Parking
-
Pool
-
Ocean View
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
- St. Thomas
- ·
- Estate Peterborg
- 0.21 mi to center
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Private Pool
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Parking
-
Pool
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Balcony/Terrace
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Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
- St. Thomas
- ·
- Nazareth
- 0.15 mi to center
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
- St. Thomas
- ·
- Estate Peterborg
- 0.10 mi to center
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Private Pool
-
Hot Tub
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Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- St. John
- ·
- Estate Enighed
- 0.31 mi to center
-
Hot Tub
-
Pool
-
Balcony/Terrace
-
View
-
Hot Tub
-
Pool
-
Balcony/Terrace
-
View
- St. Thomas
- ·
- Nazareth
- 0.18 mi to center
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
- St. Thomas
- ·
- Estate Hull
- 0.15 mi to center
-
Private Pool
-
Oceanfront
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Parking
-
Pool
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
- Christiansted
- ·
- Slob
- 0.47 mi to center
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Private Pool
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Parking
-
Pool
-
Ocean View
-
Private Pool
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Parking
-
Pool
-
Ocean View
- St. Thomas
- ·
- Red Hook
- 0.34 mi to center
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Oceanfront
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Parking
-
Pool
-
Ocean View
-
Oceanfront
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Parking
-
Pool
-
Ocean View
- St. Thomas
- ·
- Estate Bolongo
- 0.47 mi to center
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Oceanfront
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Parking
-
Pool
-
Ocean View
-
Oceanfront
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Parking
-
Pool
-
Ocean View
- St. Thomas
- ·
- Estate Little Saint Thomas
- 0.17 mi to center
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Private Pool
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Parking
-
Pool
-
Ocean View
-
Private Pool
-
Parking
-
Pool
-
Ocean View
- St. Thomas
- ·
- Red Hook
- 0.32 mi to center
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
- St. John
- ·
- Estate Enighed
- 0.31 mi to center
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
- St. Thomas
- ·
- Red Hook
- 0.32 mi to center
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
About U.S. Virgin Islands Winter Rental on Estero Vacation Rentals
Planning on a winter vacation in U.S. Virgin Islands? Discover 3356 places to stay in U.S. Virgin Islands, for those traveling with their family, friends, in groups, or for a wedding retreat.
At Estero Vacation Rentals, we have a wide range of listings for accommodations in U.S. Virgin Islands 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. Estero Vacation Rentals winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
U.S. Virgin Islands winter accommodation starts at US $952, and the most popular properties in U.S. Virgin Islands 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, Estero Vacation Rentals will make your winter trip memorable.
Estero Vacation Rentals offers a great deal for travelers planning on renting a place in U.S. Virgin Islands, to enjoy these benefits and to book your winter vacation homes, go to Estero Vacation Rentals 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 U.S. Virgin Islands and unlock even more amazing deals.
Frequently Asked Questions About U.S. Virgin Islands Winter Rental
What are the top rated Winter Rentals in U.S. Virgin Islands?
There are a lot of options in U.S. Virgin Islands. If you plan on staying in the U.S. Virgin Islands area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in U.S. Virgin Islands:
- SEA GLASS at Sapphire Beach Unit E-206 - great views of STJ and BVIs!
- Elysian BEACH BREEZE Beachfront Condo with Breathtaking Views, Pool & No Stairs
- On The Beach, Few Steps To The Ocean unit D-204
- Beautiful Beachfront Villa On Sapphire Beach with Generator and Dishwasher
- Grande Bay SUNSWEPT 1 BR waterfront
- Beautiful - Private - Romantic - Waterfront - Escape
- Luxurious Oceanfront Honeymoon Cottage - as seen on HGTV - Gated Subdivision
- New York Designer's Caribbean Hideaway on Sapphire Beach
- Picture Perfect! Amazing Beachfront Condo with Spectacular Panoramic Views
- CARIBBEAN Beachfront Condo Gorgeous Views, Elysian Beach Resort
How much does it cost to rent a place to stay near U.S. Virgin Islands in the wintertime?
The average cost for winter rentals in U.S. Virgin Islands is $952 per night. Esterovacationrentals has a wide list of great winter places to stay near U.S. Virgin Islands that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in U.S. Virgin Islands that allow pets?
Yes, here are the top cottage/chalet rentals in U.S. Virgin Islands that allow you to bring your pet or dog:
- Penthouse King Suite! Fully Remodeled and booking with full amenities!
- Gallows Point Resort
- Yours For The Asking- Cozy, Caribbean, Condo 2 Bedroom Condo by RedAwning
- Location Location Location II - Simply The Best On The Beach!
See all pet-friendly vacation rentals in U.S. Virgin Islands on Esterovacationrentals
Do you have any winter rentals in U.S. Virgin Islands that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in U.S. Virgin Islands to find what works for you.
Are there winter accommodations in U.S. Virgin Islands that have indoor swimming pools?
As of 2026, the data from Esterovacationrentals shows that there are over 3356 private swimming pools or indoor pools accommodations near U.S. Virgin Islands along with other great amenities.