Monticello Villa (Main House)

4 BR – Sleeps 7

The main house at Monticello has four bedrooms and three bathrooms. The house has ample living and dining areas, both inside and out, and comfortably houses seven people.


19th Hole Cottage

2 BR – Sleeps 4

Tucked among the lush greenery of a Jamaican hillside, this charming cottage has the feel of a tranquil island retreat. These accommodations deliver quick access to the area’s only golf course.


Spyglass Cottage

3 BR – Sleeps 6

This enchanting cottage with views of both the sea and the White River Valley is the perfect choice for your guests, whether couples or families.

When privacy and exclusivity are your most prized possessions, escape to your own Caribbean villa surrounded by stunning beauty.

Relish in the magnificent panoramic views of this luxury vacation rental in Ocho Rios, Jamaica, overlooking the Caribbean Sea. Surrounded by lush gardens, this delightful combination of old-world charm and modern-day elegance is the perfect diversion for a privileged few.

Monticello is a Caribbean villa rental promising guarded privacy. As the only guests on the estate, you’ll enjoy the exclusive attention of our discreet staff, who can be as attentive or unobtrusive as you prefer.

Located on eight acres of richly manicured grounds and the only villa rental adjoining a golf club on Ocho Rios, there is a lot to do. Opt for a day at our private beach, relax by the pool, enjoy an on-site spa, or venture out into all the fun Ocho Rios has to offer.

About Monticello

In the 1950s, wealthy Europeans would regularly seek out warmer destinations in which to live during the cold months. Monticello Villa was constructed as the private residence of an aristocrat to surround her family and friends with luxury and a tropical climate.

Today, Monticello Villa continues on in this same tradition offering discerning guests plenty of space, flexible accommodations, and attentive staff. Even better, our proximity to local attractions makes Monticello perfect for corporate retreats, family getaways, couples’ escapes, or your dream wedding.

Family Vacations

Dreaming of a warm, tropical vacation or an exclusive setting for family reunions? This venue is located on a private estate offering flexible accommodations for up to 17 family members.

The full staff (professional chef, security, butler, and more) will attend to every detail including meals prepared to everyone’s taste (even your picky eaters), fun outings in Jamaica, transportation to and from the beach, and more.