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Round Hill is one of the most renowned Jamaica resorts; it was named by Condé Nast Traveler as “one of the best places to stay in the whole world.” This exclusive 110-acre sanctuary is located on a promontory in the Montego Bay area and offers a private beach, night-lit tennis courts, spa, fitness center, kids club, restaurants, and bars. Guests in many of our Round Hill villas also enjoy membership to the Tryall Club nearby, granting access to another private beach and some of the best golf in Jamaica. 

When you stay in a Round Hill villa, you’ll enjoy the very best of what a Jamaica vacation has to offer: your own private piece of paradise with the amenities of Jamaica’s most prestigious resort at your fingertips. Many of our villas in Round Hill boast their own private pool and on-site staff, and all homes offer stunning views and spacious outdoor lounge areas. Like all of our Jamaica villas, our villas in Round Hill feel tucked away, yet are still close to the island’s many beaches, restaurants, and must-see attractions in Montego Bay, Discovery Bay, and Ocho Rios.

9 Villas
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Janus

Janus

Jamaica / Round Hill

4
Bedrooms
Sleeps
8
from $2,071+
per night

Janus is a stunning four-bedroom villa atop Round Hill, designed to be extraordinarily comfortable and chic!

Almond Hill

Almond Hill

Jamaica / Montego Bay

4
Bedrooms
Sleeps
8
from $821+
per night

Designed by Prince Kasimir Korybut in 1993 and brilliantly renovated in 2012, Almond Hill is a lovely private home located on a former 500-acre coconut plantation just 22 minutes west of Montego Bay and a two-minute drive from posh Round Hill where guests enjoy complimentary resort membership.

Knockando at Round Hill

Knockando at Round Hill

Jamaica / Round Hill

5
Bedrooms
Sleeps
14
from $971+
per night

More than 50 years ago, a visionary named John Pringle dreamed of turning a magical Jamaican hillside and waterfront into a luxurious retreat and he named it Round Hill.

Two Bedroom Villa at Round Hill Hotel & Villas
2
Bedrooms
Sleeps
6
from $1,829+
per night

The exquisite Caribbean villas at Round Hill are beautifully decorated by individual owners to Round Hill's exceptional standards. Beautifully appointed, open, and airy, the private villas of Round Hill are known worldwide as some of the finest villas in Jamaica.

Longview Manor at Round Hill

Longview Manor at Round Hill

Jamaica / Round Hill

7
Bedrooms
Sleeps
14
from $2,071+
per night

On lush acres of beautifully landscaped and terraced grounds atop posh Round Hill, Longview Manor commands sweeping views of the Caribbean Sea and blue-green mountain range.

Three Bedroom Villa at Round Hill Hotel & Villas
3
Bedrooms
Sleeps
6
from $2,379+
per night

The exquisite Caribbean villas at Round Hill are beautifully decorated by individual owners to Round Hill's exceptional standards. Beautifully appointed, open, and airy, the private villas of Round Hill are known worldwide as some of the finest villas in Jamaica.

Four Bedroom Villa at Round Hill Hotel & Villas
4
Bedrooms
Sleeps
8
from $2,609+
per night

The exquisite Caribbean villas at Round Hill are beautifully decorated by individual owners to Round Hill's exceptional standards. Beautifully appointed, open, and airy, the private villas of Round Hill are known worldwide as some of the finest villas in Jamaica.

Five Bedroom Villa at Round Hill Hotel & Villas
5
Bedrooms
Sleeps
10
from $3,669+
per night

The exquisite Caribbean villas at Round Hill are beautifully decorated by individual owners to Round Hill's exceptional standards. Beautifully appointed, open, and airy, the private villas of Round Hill are known worldwide as some of the finest villas in Jamaica.

Six Bedroom Villa at Round Hill Hotel & Villas
6
Bedrooms
Sleeps
12
from $5,419+
per night

The exquisite Caribbean villas at Round Hill are beautifully decorated by individual owners to Round Hill's exceptional standards. Beautifully appointed, open, and airy, the private villas of Round Hill are known worldwide as some of the finest villas in Jamaica.