Exclusive Offer

Up to $200 on all Summer Bookings
Cashback

Up to $200 on all Summer Bookings

Enjoy $200 in cashback on your next villa vacation.


Subject to availability. Offer open to book from July 22, 2026 at 12:00 AM EST to August 8, 2026 at 11:59 PM EST. Travel between July 22, 2026 and December 31, 2031. Additional restrictions may apply; please call for full details. Applies to new bookings only.

14 Guests 7 Bedrooms 9 Bathrooms

A Summer Place on the Beach

Jamaica / Discovery Bay

Nestled on its own sandy beach by the blue waters of Discovery Bay, A Summer Place is a spacious and playful family home. The design is of typical Caribbean gingerbread style with hand-carved fretwork trimming the length of the house.

Our Exclusive Offers:
  • Up to $200 on all Summer Bookings
10 Guests 5 Bedrooms 4 Bathrooms

Allamanda

Jamaica / Montego Bay

ALLAMANDA is a stunning contemporary private villa featuring a large heated swimming pool, an exceptional team of dedicated staff, and a top-rated private chef, delivering an effortless blend of luxury, comfort, and world-class hospitality.

Our Exclusive Offers:
  • Up to $200 on all Summer Bookings
8 Guests 4 Bedrooms 4 Bathrooms

Almond Hill

Jamaica / Montego Bay

Almond Hill was designed by Prince Kasimir Korybut in 1993. It was brilliantly renovated, creating a contemporary, beautifully decorated home with French doors opening from all of the bedrooms to the garden and bathrooms. Almond Hill is a lovely private home located on a former 500-acre coconut plantation just 22 minutes west of Montego Bay and a five-minute drive from Round Hill, where guests enjoy complimentary resort membership.

Our Exclusive Offers:
  • Up to $200 on all Summer Bookings
14 Guests 7 Bedrooms 8 Bathrooms

Amanoka on the Beach

Jamaica / Discovery Bay

Located on beautiful Discovery Bay, Amanoka is one of the most stunning villas in this collection. From the spacious verandah and pool, a barefoot stroll leads down a soft lawn to the 70’ white sand beach, clear turquoise water, and waterfront gazebo with suspended canvas swings.

Our Exclusive Offers:
  • Up to $200 on all Summer Bookings
10 Guests 5 Bedrooms 6 Bathrooms

Bougainvillea at the Tryall Club

Jamaica / Montego Bay

Bougainvillea is one of the most stylish homes in this collection. Brilliant architecture and design have resulted in a luxurious state-of-the-art vacation home that is elegant but not daunting.

Our Exclusive Offers:
  • Up to $200 on all Summer Bookings
12 Guests 6 Bedrooms 6 Bathrooms

Bumper’s Nest at the Tryall Club

Jamaica / Montego Bay

On three acres of land with a commanding view of the Caribbean Sea, lush green mountains, and a golf course, Bumper's Nest was designed by distinguished architect Kasimir Korybut in 1995. A brilliant renovation has recreated one of the most glamorous homes at the Tryall Club. Here is an extraordinary private home with simply the best of everything.

Our Exclusive Offers:
  • Up to $200 on all Summer Bookings
10 Guests 5 Bedrooms 6 Bathrooms

Cielo at the Tryall Club

Jamaica / Montego Bay

Cielo means "sky" and "heaven" and the name tells a lot about living in this wonderful villa on a hill. Add the all-day panorama of blue Caribbean Sea at every glance and "heaven" gets even better!

Our Exclusive Offers:
  • Up to $200 on all Summer Bookings
14 Guests 7 Bedrooms 7.5 Bathrooms

Coach House at Good Hope

Jamaica / Montego Bay

The Coach House at Good Hope is a fantastic informal gathering place for families, retreats, and friends - with space for togetherness, space for discovering nature, and space for alone time. Like traveling through a time warp, visiting Jamaica's countryside is to experience another Jamaica of 30 years ago. The pace is slow, the lifestyle uncomplicated, the people are kind and calm, the service is relaxed, and meals are served family style.

Our Exclusive Offers:
  • Up to $200 on all Summer Bookings
14 Guests 7 Bedrooms 7 Bathrooms

Endless Summer

Jamaica / Montego Bay

One of the most glamorous villas in Jamaica, Endless Summer is a turreted mansion with breathtaking views of the Caribbean Sea.

Our Exclusive Offers:
  • Up to $200 on all Summer Bookings
14 Guests 7 Bedrooms 9 Bathrooms

Fairway Manor

Jamaica / Montego Bay

Today’s Fairway Manor is a stylish, multi-faceted 10,000-square-foot private home. Its rooms feature cool marble floors and overlook the famous 18-hole Robert Trent Jones-designed Half Moon golf course and a dramatic panorama of the Caribbean Sea.

Our Exclusive Offers:
  • Up to $200 on all Summer Bookings
12 Guests 6 Bedrooms 12 Bathrooms

Flower Hill

Jamaica / Montego Bay

Flower Hill is one of the most luxurious villas in Montego Bay's, Spring Farm neighborhood. This Premier 19,000-sq-ft villa sits on 4 beautifully landscaped acres overlooking the Half Moon Beach Resort and Golf Club.

Our Exclusive Offers:
  • Up to $200 on all Summer Bookings
12 Guests 6 Bedrooms 7 Bathrooms

Following Seas at the Tryall Club

Jamaica / Montego Bay

Following Seas is a marvelous private villa with the top rating of Premier. It is tastefully renovated with thoughtful comforts, amenities and stylish bathrooms throughout.

Our Exclusive Offers:
  • Up to $200 on all Summer Bookings
18 Guests 9 Bedrooms 9 Bathrooms

Fortlands Point on the Beach

Jamaica / Discovery Bay

On a stunning promontory, once the site of an old stone fort, sits a remarkable home named Fortlands Point. From its breathtaking location on the tip of the peninsula, the commanding view encompasses the turquoise water of Discovery Bay on one side and the deep blue Caribbean Sea on the other.

Our Exclusive Offers:
  • Up to $200 on all Summer Bookings
20 Guests 10 Bedrooms 10 Bathrooms

Haystack at the Tryall Club

Jamaica / Montego Bay

Its remarkable architecture defines spacious bedroom suites, a long furnished verandah, a striking inside dining room and large family play room ~ all enhanced by overviews of the long private pool and acres of landscaped lawns and breathtaking views of the deep blue Caribbean Sea.

Our Exclusive Offers:
  • Up to $200 on all Summer Bookings
12 Guests 6 Bedrooms 6 Bathrooms

Hidden Bay by the Sea

Jamaica / Runaway Bay

HIDDEN BAY by the SEA perches dramatically on a cliffside and is one of the most remarkable sites on Jamaica’s renowned North Coast.

Our Exclusive Offers:
  • Up to $200 on all Summer Bookings
14 Guests 7 Bedrooms 8 Bathrooms

Hummingbird House at the Tryall Club

Jamaica / Montego Bay

Hummingbird House is one of the finest properties within the Tryall Club!

Our Exclusive Offers:
  • Up to $200 on all Summer Bookings
12 Guests 6 Bedrooms 5.5 Bathrooms

Infinity at the Tryall Club

Jamaica / Montego Bay

A Premier villa at the renowned Tryall Club, Infinity is a halcyon haven overlooking the Caribbean Sea. Its rooms are large and tastefully furnished -- some traditional, some eclectic -- with a designer’s eye to comfort throughout. Named for its seemingly endless private pool, Infinity is a vacationer’s paradise for golf and tennis enthusiasts, spa weeks, family reunions, or merely relaxing into the good life for a week or more.

Our Exclusive Offers:
  • Up to $200 on all Summer Bookings
12 Guests 6 Bedrooms 6 Bathrooms

Karma Bay at the Tryall Club

Jamaica / Montego Bay

A sprawling double lot directly on the Caribbean Sea is among the most stunning waterfront locations in all Jamaica. This is the rarefied site of the private villa named Karma Bay.

Our Exclusive Offers:
  • Up to $200 on all Summer Bookings
12 Guests 6 Bedrooms 6 Bathrooms

Keela Wee on the Beach

Jamaica / Discovery Bay

Located on a private coral cove, this pretty yellow stone villa overlooks one of Jamaica's loveliest bodies of water ~ Discovery Bay. On its own private coral cove, this newest property can be rented alone ~ or in combination with its neighboring sister villa – Whispering Waters..

Our Exclusive Offers:
  • Up to $200 on all Summer Bookings
6 Guests 3 Bedrooms 4 Bathrooms

Linga-Awile Cottage on the Beach

Jamaica / Discovery Bay

This 3-bedroom casual cottage shares a delightful waterfront site with its neighboring Villa, on the clear waters of Discovery Bay. Linga-Awile sits on a lovely, long, large lawn. Beyond the lawn and swimming pool is its sugary white sand beach with two thatched roof umbrellas for shade.

Our Exclusive Offers:
  • Up to $200 on all Summer Bookings