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Grand Cayman Villas

Yes, There’s Still Time to Book Your Winter Getaway!

Worried that you missed your chance to book the perfect tropical family vacation?  Or, are you just not ready for winter yet and want to plan one last tropical rendezvous with friends?  Well, good news!  It’s not too late to treat yourself or your loved ones and escape the winter cold for a warm vacation in Grand Cayman.  We have several vacation villas with winter availability that are perfect for couples, families with children, family reunions, or larger groups.  The five villas featured below all offer beautiful ocean views and range from cozy comfortable to grand luxury.

We are also proud to have Silver Thatch Charters as our partner snorkel operator to bring our guests reasonably priced snorkeling trips, Stingray Sandbar excursions and sunset dinner cruises.  Our guests receive priority scheduling, plus a 10% discount on all services.  We simply add the cost of charter to your reservationno cash needed on the dock!

Take a look at these five unique properties.  You just may want to indulge yourself with a winter getaway!



Cayman Dream is a cute and cozy two-bedroom oceanfront Cayman cottage ideal for small families with children, or a pair of traveling couples.  Decorated with vibrant island colors, Cayman Dream is very private with an extensively landscaped deep front yard.  The back yard offers a beautiful view of the Caribbean with fantastic snorkeling just steps away off the beach.  Guests can take a dip in the villa’s pool or enjoy refreshments on the screened porch after a day of sun and surf.  Availability:  January 5 through middle of February with a few Spring Break weeks as well.



KiToCay is a beautifully decorated two bedroom luxury home located in Cayman’s North Side.  Ideal for families with adult children, or small groups of friends, KiToCay is centrally located with The Rum Point Club and Kaibo Yacht Club 10 minutes to the west, and the resort beaches 15 minutes to the east.  You’re never far away from some of the best restaurants on Cayman’s quieter side.  The villa’s large private deck off the second floor master bedroom overlooking the water is perfect for private sunbathing.  Availability:  December 27-January 5 and a few weeks in the spring.



This 5,200 square foot two-story villa is currently undergoing a full renovation by one of the top luxury builders on Grand Cayman.  Renovations are going to make this home absolutely stunning!  Crystal Waters features an open floor plan layout with expansive living spaces, a state-of-the-art kitchen, master bedroom suites with luxurious bathrooms, plus expansive indoor views throughout.  The beachside of the home is nestled on a stunning 200-foot wide barefoot beach and fantastic swimming in the Caribbean.  Perfect for large families, family reunions, or multiple couples with enough sleeping room for 14 guests, or 10 adults.

Crystal Waters will be ready for occupancy in mid-December and we have already taken numerous bookings.  A few weeks are available in January, February and March.  The owner will shut down the villa again in April to build a large L-shaped pool and cabana, with a target re-opening in June.  We are offering introductory rates for advanced bookings.  Current rates will go up after renovations are complete.  Please note the pictures on our website are of the original home in order to show the views and beach.



Villa Amarone could be your luxury home-away-from-home in the Caribbean.  This six bedroom villa has 7,000 square feet of living space, a gourmet chef’s kitchen with professional appliances, and a unique theatre room with a ten-foot projection screen.  Situated on a private residential stretch in Cayman’s exclusive South Sound, this villa is conveniently located close to Seven Mile Beach, George Town, two full-service grocery stores plus dozens of excellent restaurants.  Your family and friends will love staying here!  Availability:  January 28-February 9; February 25-March 10; April 9-22, 2018.



Twin Palms is a recently completed luxury masterpiece located on the North Side of Grand Cayman.  Built specifically for entertaining larger families, it offers panoramic glass-wall views of the Caribbean and has a great open architectural feel.  Six bedrooms with an optional seventh king suite, a fabulous kitchen, a game/theatre room with regulation pool table, Apple TV and Xbox provide plenty of great indoor living.  Twin Palms also has a gorgeous brand-new 54 foot pool and hot tub, plus 2 kayaks for water enthusiasts.  Truly a private paradise!  Availability:  Two weeks in early December, late January, and two weeks in February, and all of April.

These villas are just a small sampling of vacation rentals with winter availability.  Browse our collection of villa rentals to find the perfect fit for you and your group.

We offer special discount rates for small groups, plus seasonal 20% discounts on select properties.  Drop us an email at reservations@grandcaymanvillas.net or contact us by phone 866-358-8455 for full details.

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Rhonda Leavitt Bio Image

Rhonda Leavitt

Rhonda Leavitt is co-owner of Grand Cayman Villas & Condos. She has been enjoying the beauty and fun of Grand Cayman for the last twenty years through family vacations with her four (now grown) children and her husband, Jim. She wants to share her knowledge of the island’s best with you!