Exclusive Offer

2 Free Airline Tickets

2 Free Airline Tickets

Take your vacation to the next level, with 2 free airline tickets.* For a limited time, every reservation over $50,000 will receive an airline reimbursement worth up to $1,000 - any airline, any destination. Imagine flying in style to your handpicked villa located in one of the most beautiful destinations around the world, knowing that you‘ve saved on the cost of your flights. This is your chance to experience the ultimate in luxury travel and indulge in the vacation of a lifetime.

*Free air promotion is valid new bookings only and cannot be applied to existing bookings. Valuation based on two round trip tickets using the bureau of Transportations U.S. average flight price for 2022. Receive up to a $1,000 reimbursement for flights upon presentation of a flight receipt. Minimum booking value of $50,000 applies. The booking value applies to the villa cost only and does not include any additional services or fees. This offer is valid for bookings made 2/20/2023 through 3/26/2023 for travel now through 2/31/2024. Bookings made outside of this period will not be eligible. The $1,000 air credit offer is non-transferable, has no cash value, and cannot be redeemed for any other service. The airline credit will be applied to your booking once your villa rental has been paid in full. The airline credit will be redeemed by providing a receipt of your booked flight and a check will be sent to you within 15 business days of providing flight documentation. All offers are subject to availability. We reserve the right to modify or cancel this promotion at any time without notice.

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:
  • 2 Free Airline Tickets
10 Guests 5 Bedrooms 4 Bathrooms

Allamanda

Jamaica / Montego Bay

ALLAMANDA is a brilliant contemporary private villa with large heated pool, an excellent staff including top-rated chef and nearby membership at Round Hill.

Our Exclusive Offers:
  • 2 Free Airline Tickets
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 new 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 two-minute drive from posh Round Hill where guests enjoy complimentary resort membership.

Our Exclusive Offers:
  • 2 Free Airline Tickets
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:
  • 2 Free Airline Tickets
8 Guests 4 Bedrooms 6 Bathrooms

Aqua Bay at the Tryall Club

Jamaica / Montego Bay

Aqua Bay was completely renovated & refurbished in 2017 (formerly Calabash Villa). This amazing sea front property is one of the newest premier villas at The Tryall Club.

Our Exclusive Offers:
  • 2 Free Airline Tickets
14 Guests 7 Bedrooms 7 Bathrooms

Bambu

Jamaica / Montego Bay

Nine miles west of Montego Bay is a large private site overlooking perhaps the most glorious view of sea and sky on Jamaica’s renowned north coast. Elegantly perched on eight and a half acres atop this hill is Bambu, a grand six-bedroom private villa distinguished by its classic architecture and appreciated by discerning vacationers.

Our Exclusive Offers:
  • 2 Free Airline Tickets
6 Guests 3 Bedrooms 2.5 Bathrooms

Blue Heaven

Jamaica / Montego Bay

This lovely villa and grounds sit on a hilltop overlooking Montego Bay and beyond. Perfectly situated only 20 minutes from the airport and 15 minutes from the Tryall Club. Blue Heaven also comes with a complimentary driver on 7-night reservations.

Our Exclusive Offers:
  • 2 Free Airline Tickets
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:
  • 2 Free Airline Tickets
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 golf course, Bumper's Nest was designed by distinguished architect Kasimir Korybut in 1995. A brilliant renovation completed in 2015 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:
  • 2 Free Airline Tickets
8 Guests 4 Bedrooms 4 Bathrooms

Calypso Shores

Jamaica / Montego Bay

Calypso Shores is located in a lovely California-style residential neighborhood named Lagoons. Its prize location is a waterfront acre on a calm lagoon. Lovers of water sports will revel in this location.

Our Exclusive Offers:
  • 2 Free Airline Tickets
4 Guests 2 Bedrooms 3 Bathrooms

Bee Happy at the Tryall Club

Jamaica / Montego Bay

Bee Happy, newly renovated and newly named! The home owners have done a masterful job. This staffed two-bedroom villa at the legendary Tryall Great House is sumptuous. The villa is distinguished by beautiful Jamaican crafted artisan work, including dramatic new ceilings in the entrance and living areas, bespoke furnishings and artwork, breathtaking views of sea, sky and mountain from its comfy furnished veranda and spacious interiors, top that with a private plunge pool and you may never need to leave!

Our Exclusive Offers:
  • 2 Free Airline Tickets
14 Guests 7 Bedrooms 8 Bathrooms

Canoe Cove on the Beach

Jamaica / Ocho Rios

In the 1950’s, Kingston attorney Clinton Hart happened onto this remarkable 3-acre waterfront location, bought it and built a simple beach cottage for his family. Through four generations, Canoe Cove has been a beloved family home, virtually unembellished. In 2015, Hart’s grandson replaced the worn cottage with a new sort of architecture, straightforward, uncomplicated and loaded with thoughtful comforts and essentials to redefine luxury in a beachy, barefoot lifestyle.

Our Exclusive Offers:
  • 2 Free Airline Tickets
8 Guests 4 Bedrooms 4 Bathrooms

Caribbean Jewel

Jamaica / Montego Bay

Caribbean Jewel is a 5,000 square-foot Mediterranean style villa, with a blend of modern Caribbean elegance, privately located on the exclusive gated Spring Farm Estate with spectacular sea views & Golf at Cinnamon Hill & White Witch Golf Courses nearby.

Our Exclusive Offers:
  • 2 Free Airline Tickets
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:
  • 2 Free Airline Tickets
10 Guests 5 Bedrooms 5 Bathrooms

Cliffside Cottage

Jamaica / Montego Bay

Dramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views of the deep blue Caribbean Sea by day and romantic lights that glisten across Montego Bay after sunset. Sunrise and sunset vistas from this vantage point are mesmerizing.

Our Exclusive Offers:
  • 2 Free Airline Tickets
14 Guests 7 Bedrooms 8 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, space for alone time. Like travelling through a time warp, to visit 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, service is relaxed and meals are served family style. For larger groups The Coach House villa & The Great House villa can be rented together to offer 14 bedrooms, accommodating 28 guests.

Our Exclusive Offers:
  • 2 Free Airline Tickets
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:
  • 2 Free Airline Tickets
14 Guests 7 Bedrooms 9 Bathrooms

Fairway Manor

Jamaica / Montego Bay

Stunning for its massive renovation and outstanding new features. 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 Half Moon 18-hole Robert Trent Jones golf course and a dramatic panorama of the Caribbean Sea.

Our Exclusive Offers:
  • 2 Free Airline Tickets
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:
  • 2 Free Airline Tickets
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:
  • 2 Free Airline Tickets