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Vacation Homes

Owners at the Executive*, Presidential and Chairman’s Club benefit levels have access to upscale and distinctive vacation homes located in desirable destinations such as Cabo San Lucas, Croatia and Italy — perfect for hosting family reunions, anniversaries and other special celebrations.

*Vacation Home options differ by benefit level.

A magnificent pool view at a luxury vacation home overlooking the ocean. Over 2,000 vacation homes at your fingertips.

Vacation Homes

Here’s just a small sample of the breathtaking vacation homes and destinations our Owners enjoy.

Villa Paradise overlooking the bay of Eze in Cote D'Azur & St. Tropez, France.

Paradise, Cote D'Azur & St. Tropez

Villa Paradise is a superb new Luxury Californian property overlooking the bay of Eze and offers approximately 4,000 square feet of living space. It is a contemporary villa offering beautifully appointed accommodations arranged over two levels with a heated infinity swimming pool and unobstructed sea views, all within few minutes walking distance to the beach. The property is nestled in a beautiful quiet residential area below Eze Village, Southeast France – (Cote d'Azur) one of the most scenic stretches of coast on the French Riviera, between Nice and Monte Carlo. The villa is situated just above the sea with 180º views of the Mediterranean Sea and surrounding coastal cliffs, which are stunning. The villa features a beautiful infinity pool with dramatic views, making it one of the most popular areas at the villa. It is the perfect place to enjoy the sunshine and sea air. If you desire a dip in the sea, it is only a seven minute walk to the beach. The villa is composed of a large open-plan living area with a modern, fully-equipped kitchen opening onto the terrace, five bedrooms with en-suite bathrooms, an immense rooftop terrace, and parking for five vehicles. Accommodations Main Level Entrance Infinity Pool with panoramic view Bedroom with an en-suite bathroom and 180º sea view Large living room (Home Cinéma ) with 180º sea view Dining room with panoramic view Open kitchen Guest toilet Lower Level 4 Bedrooms with panoramic views, overlooking the bay of Eze with en-suite bathrooms Bar area / Laundry room
Aerial view of the VI Friendship Villa on the caribbean island of St. John, USVI.

VI Friendship Villa, St. John

All the key elements of a superb vacation villa are right here in this beautifully-rendered, six-bedroom oasis of "the good life." This beautifully-rendered, six-bedroom oasis of "the good life" is ready to greet lucky guests who want to spend their sun-kissed vacation at unique 'VI Friendship Villa.' All the key elements of a superb vacation villa are right here: six equally-sized, air-conditioned queen bedroom/bath suites with individual private balconies, a sand bulkhead 'beach,' pool and hot tub, a stunning waterfront location right over silvery ocean waves, and an expansive view of Great Cruz Bay dotted with yachts riding at anchor and The Westin Resort's strand of white sand beach across the Bay. 'VI Friendship Villa' is a sleek, harmonious meld of contemporary design featuring banks of windows which invite the glorious outside right in, natural stone accents, a superb floor plan providing excellent privacy for all guests and lots of space for everyone, and bonuses such as a well-equipped home office, an air-conditioned and fully-equipped exercise room with satellite TV which looks out on the sparkling Bay on three sides, plus a large air-conditioned game room for everyone's enjoyment featuring a ping-pong table, a pool table, game tables, and right outside via sliding French doors, a bulkhead beach—an area spread with white sand and set with chaise lounges for basking in the sun by day and a fire brazier for convivial evenings of cocktails and storytelling by night. 'VI Friendship Villa' integrates clean, modern architecture with a nautical flair expressed in railings inside and out of stylish, stainless steel yacht rigging, which frame the blue expanses of the sea, and cool travertine floors throughout. This spacious villa is dramatically sited cliffside above the ocean, inviting in fresh breezes off the ocean and lulling surf sounds. Commanding the home's top level is the air-conditioned and well-equipped exercise room. This pavilion is glassed in on three sides for spectacular views, and has a patio right outside which overlooks the ocean, a perfect spot for taking a breather and admiring the view between workout sets. Stairs lead from the exercise room down to VI Friendship's bi-level main floor. A granite-countered kitchen and a pantry separates the two east and west wings of the villa; each wing offers two equally-sized queen bedroom/bath suites, each of which features air-conditioning, a 32-inch, flat-screen satellite TV, coffeemaker, and a private balcony with a sea view. The east wing offers both the soothing blue suite and the crisp blue-and-white suite. The west wing's two suites are done in sage and the other in white and gold. Just beyond the kitchen area are a convenient powder room and the spacious office alcove equipped with a computer with DSL, WiFi and an all-in-one printer/scanner/fax, and which looks out to the bay. Four steps down from the kitchen is the dining area with a large oversized trestle dining table capable of seating ten people and an adjoining granite counter with 4 stools facing the beautiful island panorama; both are perfect for casual dining, and the adjoining living room area is equipped with a 46-inch TV, DVD player and a Bose surround-sound system which supplies music to every bedroom, living/dining room, kitchen, game room, exercise room and pool deck. Oversized glass-paneled doors fold to one side and lead out to the heart of 'VI Friendship Villa'—the infinity-edged pool, built-in hot tub, a sunning area with chaise lounges and umbrellas, and off to one side, a 6-foot round exterior dining table shaded by an umbrella and flanked by a large stainless steel gas grill with rotisserie, a big commercial blender for tropical libations, a wet bar and a commercial ice maker - essentials for a relaxed vacation for a large group of family or friends! A short staircase descends from the pool and sun deck area to the bulkhead sand beach area flanked by palm trees. This lower level, also accessible via an interior staircase from the main level, offers two more queen bedroom/bath suites. Situated on opposite sides of this level for excellent privacy, both of these suites boast air-conditioning, TV, coffeemaker and a private balcony. Also on this level are a laundry room and the spacious, air-conditioned game room with a pool table, ping pong, game tables, a 46-inch flat-screen TV and a handy half bath. 'VI Friendship Villa' offers over 10,000 square feet of beautifully-designed vacation space furnished with flair and comfort, with all its small but very polished details enhancing this home's light and airy aura and unique character. Please be sure to book your family and friends early for your sun-filled and restful seaside adventure at 'VI Friendship Villa.'
Relax at The Villa Augusta Tuscany in Italy.

Augusta, Tuscany

Set on a high hill overlooking the scenic Tuscan landscape, this incredible 16th century patrician mansion exudes class and elegance at first sight. The villa spans over 1200 square meters of living space and its central location is convenient to explore the major areas of Florence, Chianti, Siena and Lucca. In its past the villa has been the dwelling of many illustrious guests, among them Paolina Bonaparte, sister of Napoleon and the Grand Duchess of Tuscany. The villa belongs to one of the most prominent aristocratic Italian families, and you will feel as a true royalty vacationing here while having the villa staff pampering you like a prince! All rooms of the villa are impeccably decorated with luxurious furnishing and finishes housing a remarkable art collection. The building retains its original architectural structure with its floors, vaulted ceilings, fireplaces and staircases. The villa features opulent heirloom pieces such as oil paintings and antiques, Venetian glass chandeliers, murals, rich tapestry and Persian rugs, all creating a sense of age that the guests will enjoy in every room. Accommodations Ground Floor Formal massive dining room with fireplace that seats comfortably up to 20 guests Smaller dining room Guest bathroom Large gourmet eat-in kitchen First Floor Very expansive formal living room with fireplace and piano Smaller living room TV room with fireplace Reading room with private library containing an antique collection of books Enjoyable billiard room Private chapel Outside Features An impeccable manicured Italian garden nestles the impressive private pool, with its sundeck and a gazebo, perfect for alfresco lunches The grounds house also several shaded areas for relaxing in style and tranquility The villa’s strategic position over the undulating hills offers a one-of-a-kind view over the vineyards, olive groves, fields and forests of the Tuscan countryside When not lounging around the pool, you can visit Florence or you may go to the hip beach resort of Forte dei Marmi, both 30 minutes by car. Other options are playing golf at an 18-hole Golf course, horse-back riding or play tennis at nearby facilities. Lastly, do not forget to check out the famous Thermal Spas located very near to the villa. Villa Augusta is perfect for easy hikes and relaxing strolls.
View of the pool and beach by the Casa La Laguna in Los Cabos, Baja California Sur, Mexico.

Casa La Laguna, Los Cabos

One of the largest beachfront vacation homes in Los Cabos, Casa La Laguna sits on a quiet, pristine, semi-private beach next to the Puerto Los Cabos Marina. Casa La Laguna sleeps 13-15, and offers 10,000 square feet of living space, 8,000 of which is air conditioned, with another 16,000 square feet outdoors. The villa is renowned for hosting multiple families, generational families, couples, corporate retreats, and weddings. One of the largest and most luxurious beachfront homes available in Los Cabos, Casa La Laguna sits serenely on a tranquil, semi-private beach. With an exquisite blend of Hacienda style and custom Balinese furnishings, this villa features four levels with ocean views from every room, 6 ocean view suites, and 8 bathrooms. Superb meals are prepared by amazing gourmet chef Angel in the state-of-the-art kitchen, which opens to a magnificent great room, and 4 unique indoor and outdoor dining areas. Two well-appointed bars reside here, one indoors and one al fresco. A full professional staff of 6 includes our manager/ private concierge and in-villa masseuse. The housekeeping staff is known for offering various special and unique touches to provide the utmost in comfort, including L’Occitane bath products featured throughout. The outdoor areas feature beautiful pieces of art, colorful flowers & various fauna gracing the grounds, and fountain & infinity features. The sparkling bi-level pool offers an upper wading pool, a 15-foot slide, and a lower infinity pool large enough for lapping. The huge beachfront Jacuzzi sits above the enticing beach and sea where abundant marine life is in view, including whales, dolphins, and so much more. The Media Room offers the perfect venue for private screenings, concerts, and movies. The Spa is open for relaxing massages with incredible and gracious masseuse Tina, always at your convenience, featuring Chanel products. Guests also enjoy the use of a fully-equipped gym. The upscale property is highly attractive to visitors seeking a quiet retreat. One small beach restaurant serves the community, and yet, luxurious Jack Nicklaus and Greg Norman golf, and a world class marina are literally 5 minutes away at Puerto Los Cabos. ATV and horseback riding, swimming, snorkeling, surfing, and fishing are all immediately adjacent. World class restaurants and resorts with stunning settings, and high-end shopping are 15 minutes away at the restful, colonial town of San Jose del Cabo, with the more vivacious Cabo San Lucas also within easy reach. Los Cabos, home to the Sea of Cortez on the Baja Peninsula, offers a unique year-round sunny and dry, arid climate, averaging only 10 days of rain per year, unlike most tropical destinations. At Casa La Laguna, our world class staff and incredible setting will exceed your expectations in every respect, to which our numerous reviews and repeat guests will attest.
Ski in and out of Glacier Lodge in the heart of Blackcomb Upper Village in Whistler, Canada.

Ski-In/Ski-Out Luxury at Glacier Lodge

Ski-In/Ski-Out Luxury at Glacier Lodge Nestled in 950 square feet in the heart of Blackcomb Upper Village, this lovely two-bedroom mountain condo is just minutes away from Whistler Village, perfect for your next vacation! Get ready for a ski-in/ski-out property like no other at this luxury condo, perfectly located to all the activity and adventure of Whistler! As you enter your home, you’ll immediately fall in love with the modern and chic design of the main living spaces. The living room offers a cozy spot to refresh after a long day on the slopes, complete with plenty of plush seating, a flat screen television, and a lovely fireplace to keep you warm. The dining area offers a beautifully designed table with seating for six where you can enjoy delicious homemade meals together. The chef of the group will love the kitchen, complete with glossy granite countertops and high-end appliances to help you perfect your delicious creation. Your condo features two spacious bedrooms, one with a king-sized bed and the other a queen. Both rooms feature memory foam beds to ensure that you have no trouble settling down for the night during your stay. The shared bathroom is extraordinary, with a contemporary modern granite and glass tub enclosure, where you can relax at the end of a thrilling day. Before turning in for the night, head out to the secluded balcony to bask in the brisk mountain air as you sip on a glass of wine and take in the sunset. The Glacier Lodge offers incredible amenities for you to take advantage of during your stay. If the weather permits, bask in the feel of the sunshine on your skin at the pool, or enjoy the refreshingly cool water. Two hot tubs are available here to offer even more leisure and relief. An excellent exercise room awaits those who want to get a little active during their vacation. For skiers, there is a full-service rental shop and valet ski service for your convenience. If you don’t feel like cooking, delicious restaurants can be found on site, or you can stroll over to Whistler Village to enjoy a night of even more entertainment. Even if you visit in the summer, you’ll find endless options for activity, such as bike trails, lakes, championship golf courses, and breathtaking hiking trails right outside your door! Escape to the wonderful winter wonderland of Whistler, and make this exquisite condo your next getaway!
Stay in the Villa Punto de Vista's 10 bedroom villa in a perfect Coasta Rican retreat.

Stradivari, Amalfi Coast

For many travelers Sorrento is the starting point of choice to explore the Amalfi Coast. This vibrant town, overlooking the Bay of Naples, exudes old world charm thanks to its piazzas and narrow alleys. Sorrento is blessed with great restaurants and shops, incredible sunsets, it is closed to Hercolanum and Pompeii ruins, and well connected to the island of Ischia, Procida and Capri. Just a 10 minute drive from the town center, in its hilltops and surrounded by greenery and olive trees, the luxury three floor Villa Stradivari is nestled inside two acres of manicure gardens and lush vegetation. The comfortable interiors, the peaceful outdoor areas, an infinity pool with stunning views, and the general serenity of the villa welcomes you. Stradivari's location is perfect for both beach lovers as well as those who wish to explore the Amalfi Coast and its marvels. The villa is set 3 kilometers from the center of Sorrento, away from the noise and traffic and yet very close to the town’s comforts. The grounds offer unforgettable and picture-perfect views of the Gulf of Naples, Capri and Mt. Vesuvius. Good to know: There is an 850 meter walking trail down to the fishing village below where you can have lunch or dinner right on the beach. The village can be also reached by car in 5 minutes. Accommodations First Floor The bright interiors are comfortable and welcoming. High-end details such wood floors, vaulted fresco ceilings, hand-painted ceramic tiles make villa Stradivari a great accommodation for those looking for understated luxury. Large areas, generous French doors opening up to majestic sea-views, sitting rooms with plush sofas, timeless and refined dining room with ample seating for large groups, these are the social spaces available at the villa. A small and convenient kitchen to serve light meals, besides the commercial grade one on the ground floor, and a panoramic covered terrace are also on this level. Outside Features With its well-furnished outdoor areas, the private panoramic infinity pool and a romantic pergola to eat alfresco, this villa has several perfect spots to enjoy. Do not forget to have a drink on the villa covered terrace when the sun is ready to melt into the sea. The lush vegetation shields the villa’s privacy and its cozy feel.