We found 105 available villas for you.
Sugar Bay on the Beach
On its own sugary white sand beach lapped by the turquoise waters of Discovery Bay sits the exquisite home Sugar Bay. Interiors have just been refreshed throughout and are distinguished by elegant custom-designed furniture, gleaming breadnut floors, and fascinating objets d`art from around the world. There has also been an addition of a brand new air conditioned Gym!
Sugar Hill at the Tryall Club
Sugar Hill is a luxurious eight-bedroom villa perched atop a lush three-acre property with breathtaking views over the Tryall Club to the Caribbean Sea and horizon. This glamorous home is ideal for golf and tennis buffs, couples, large groups and families. Children welcome!
Summertime at Silver Sands
Summertime at Silver Sands has a wonderful beach vibe, it benefits from cool sea breezes and is a relaxed and unfussy villa located on the renowned Silver Sands Beach Club, a collection of privately owned villas all overlooking the Caribbean sea.
Sunrise at the Tryall Club
Located right on the oceanfront, Sunrise enjoys its own private sandy beach, a fabulous laid-back atmosphere and a breezy open-plan layout.
Sunset on the Beach at the Tryall Club
Sunset is a beautiful five-bedroom villa that sits on the edge of the Caribbean Sea with a private beach offering the perfect escape for all those who love waterside living.
Sweet Spot on the Beach
Located on a wide sandy beach, Sweet Spot is like a pretty jewel box next to the sea. Its remarkable location is the best of all worlds ... a 6,000-square-foot private home with a huge lawn and beach.
Tek Time Golf Villa on Cinnamon Hill
TEK TIME is Jamaican patois for advice that almost all of us need: TAKE TIME to slow down and take in all that’s good and beautiful around us. Living in a glamorous villa with a staff of six who pamper their guests without ever intruding makes it easy to heed that advice.
Timbuktu by the Sea
Timbuktu is a brand-new villa built on the incredible coastline of Boscobel (not far from Oracabessa). Interiors are beautifully decorated with traces of Timbuktu, the Middle East, and Asia - all set in a beautiful tropical background.
Tradewinds at the Tryall Club
Tradewinds was completely renovated and refurbished in January 2018. This amazing sea front property sits on two acres at the famous Tryall Club – directly on the Caribbean Sea. 300 feet of waterfront from the north perimeter of the property, and it is one of the newest premier villas at The Tryall Club.
Tranquillity on the Beach
True to its name, Tranquillity on the Beach is a place for relaxing into the calm ambiance of an exquisite home on a beautiful beachfront site ~ while being gently pampered by a competent staff.
Villa Amana at Tryall
Occupying a commanding elevated location, Villa Amana offers magnificent ocean views and a backdrop of deeply forested hills.
Villa Christina
Set on the historic Rose Hall Estate, Villa Christina welcomes couples, families, and friends to Caribbean luxury in a remarkable 10,000 sq. ft. well-appointed Tuscan style villa located in the Greens at Rose Hall - a private gated-community on the Cinnamon Hill Golf Course.