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Here is a highlight some of the top luxury vacation homes/villas throughout the globe that make for an ideal winter getaway. Looking for beautiful experiences? We have included ideas for a sunny Caribbean getaway, a luxe ski vacation and a secluded Sicilian holiday hot spot.

The Tryall Club, Jamaica

Love Luxe? Try Tryall. Located 12 miles west of Montego Bay, The Tryall Club is Jamaica’s largest villa resort offering haute design and cool amenities for discerning travelers, such as mountainside fire pits and backyard shuffleboards. As each villa comes with a chef, housekeeper, and butler, relaxation for all is a-go!

10-bedroom L’Dor V’Dor Villa (new to rental pool):
– The multi-level villa features 10 master bedrooms and thirteen bathrooms, catering to big groups of friends or families
– A basketball court, outdoor playground, games room with pool and table tennis, and a separate patio dining area for children keep everyone entertained
– Heated infinity pool overlooks the ocean
– Weekly rates start at $23,500 low season; $37,500 high season

Canyon Land: The Clear Creek Group, Jackson Hole, Wyoming

Situated at the base of Teton Village and award-winning Jackson Hole Mountain Resort, The Clear Creek Group’s Canyon Land luxury vacation rental is the perfect homebase for winter exploration. The home is comprised of both a main house and guest cabin — reclaimed barn wood and stacked stone exteriors create a grand and luxurious approach to a ski getaway. Amenities include a lovely wood burning fireplace in the Great Room offering amazing views of the Teton Range, a gourmet kitchen (perfect for private chef dinners organized by The Clear Creek Group concierges), a recreation room for playing pool, shuffleboard or simply cozying up to a great movie after a day on the slopes. Canyon Land’s master bedroom in the North Wing provides amazing views over Sleeping Indian mountain and includes a private balcony– the perfect spot to sip a late-night hot cocoa. Rates for ski season range from $16,000 – $45,000 per week.

The Thinking Traveller, Think Sicily

Originally built for wine production in the 17th-century, Rocca delle Tre Contrade has been brought back to life with exacting standards after four years of restoration completed in 2013. Occupying a panoramic position atop its own fortified hill on Sicily’s east coast, the villa offers 360-degree views of the Ionian Sea to one side and the lava peak of Mount Etna to the other. The former aristocratic estate also has lemon groves, fruit orchards and vegetable gardens, and a spectacular L-shaped infinity pool. Rooms are decorated with local artists’ original works and a blend of modern and antique furnishings collected from across Europe. Rocca delle Tre Contrade can be booked exclusively through The Thinking Traveller‘s Think Sicily portfolio. Not to forget Think Sicily’s sister brands, Think Puglia and Think Ionian Islands, both of which boast new villas for 2014. Rates start at $17,640 per week.

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