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Lee Ann Howe

Dream Villas You Need to Know

Updated: Aug 20, 2021

Interest in luxury villa getaways continues to soar. Extra privacy, flexibility, and safety are driving demand. We’ve curated a list of dream trips - and in one case, your own private island – to create forever memories with your loved ones.



Mill Street Estate | Aspen

6-bedroom suites and guest cottage at the base of Aspen Mountain

If you’re dreaming of a winter wonderland, book this Aspen stunner. At the foot of Aspen Mountain, you’ll have instant ski-in/ski-out access to the best slopes and trails, plus world-class shopping, and famed restaurants. Inside enjoy refined open concept living, a chef’s kitchen, in-home movie theatre, hot tub, and fitness center.



Valley Trunk | British Virgin Islands

All-inclusive, 10 suites across 5 standalone villas overlooking Valley Trunk Bay


This Caribbean hideaway is a holiday favorite. Picture yourself on the deck overlooking 19 acres of manicured gardens, granite rock formations, and one of the most beautiful white sand beaches in the BVI. Your group of up to 20 guests will have a private chef, general manager, and plenty of amenities - from water sports, to pool, and tennis courts - to keep everyone entertained.



Calivigny Island | Grenada, West Indies

Jet setting all-inclusive Caribbean private island; 2 luxury villas, 3 beach cottages


The ultimate in private island buyouts, this all-inclusive paradise in the Caribbean is conveniently located just off the coast of Grenada. A discreet celebrity favorite, Calivigny spares no expense with glamorous villa accommodations for up to 40 guests, Michelin starred chefs and full staff, three beaches, two outdoor pools, swim up bar, water sports, fitness center, tennis courts and fantasy treehouse for kids.



La Datcha | Cabo San Lucas

All-inclusive 10-bedroom beachfront Mexican hacienda


Celebrate family and friends at this magical hacienda overlooking the Pacific Ocean. A haven for fans of offshore fishing and water sports, your villa is designed to easily combine sports and relaxation. You’ll have a full staff at your disposal including chefs, butlers, housekeepers, chauffeurs, fitness instructor and masseur.




Casa Tesoro | Punta Mita

7-suite all-inclusive private sanctuary


Punta Mita is another popular Mexican destination. This beloved treasure will take your breath away with its 7-suite splendor that captures barefoot luxury. Set on an oceanfront bluff just steps from your private sandy-beach cove, the fully staffed villa boasts modern architecture, creative cuisine, and accommodations for up to 18 guests.


Villa Avenstar + Villa Star | St. Barts

5-bedroom luxury villa plus 3-bedroom villa for family celebrations


Built into the stunning cliffsides of Camaruche, these side-by-side luxury villas are ideal for an extended family or corporate retreat. Bask in style with multiple pools and deck. Within minutes you can be on the beach or shopping in chic boutiques. We recommend Tradewind Aviation to get you there safely.


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