Luxury rentals in Montego Bay

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Top-rated luxury holiday rentals in Montego Bay

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Luxe
Villa in Montego Bay
4.5 out of 5 average rating, 4 reviews

Serendipity

Otherwise known as “the occurrence of events by chance in a beneficial way,” Serendipity villa happens to be one of those places that guests are just so happy to stumble upon. The villa provides a casually elegant atmosphere minutes from the airport. Situated on the “Elegant Corridor” in Montego Bay, Serendipity has been modeled to relax the senses and soothe the spirit. The villa features a refreshing swimming pool, water toys and private tennis court. The villa is family friendly and includes a home entertainment system with iPod dock, a music and movie library, Wi-Fi access and baby gear. The villa is also partially wheelchair accessible. A gated property, Serendipity villa provides a full staff, including security. Provide the groceries and enjoy the tasty dishes freshly prepared by your chef, formal dining or casual alfresco - it is all up to you. The spacious and comfortable living areas provide lovely views of the tropical tree tops and turquoise sea from almost every angle. Archways connect the open living spaces and dining areas, thus maintaining a cooling draft and a clear ocean view throughout. Many of the spaces lead to covered terraces where you can enjoy a postcard perfect sunrise. Six stately and breezy bedrooms with ocean vistas accommodate up to twelve guests at Serendipity. Each bedroom includes en-suite bathroom, air conditioning, ceiling fan and TV. The decor in each themed bedroom has been chosen to reflect the clean, modern atmosphere of the villa. Serendipity boasts spectacular 180 degree views that showcase the pristine Half Moon Golf Course and glimmering Caribbean Sea. The villa is also close to a number of other top quality golf courses including the Hyatt Ziva/Zilara and the famed Tryall Club. Or a day trip to the nearby outdoor museum Columbus Park provides clues into an era of exploration through the Spanish colonial artifacts on display. However you spend your getaway, Serendipity happily welcomes you to days of luxury in the warm Jamaican sun. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1: King size bed, Ensuite bathroom with shower and bathtub, Air conditioning, Ceiling fan, Safe, Television • Bedroom 2: 2 Twin size beds, Ensuite bathroom with shower and bathtub, Air conditioning, Ceiling fan, Television • Bedroom 3: 2 Twin size beds, Ensuite bathroom with shower and bathtub, Air conditioning, Ceiling fan, Television • Bedroom 4: King size bed, Ensuite bathroom with shower and bathtub, Air conditioning, Ceiling fan, Television • Bedroom 5: 2 Twin size beds, Ensuite bathroom with shower and bathtub, Air conditioning, Ceiling fan, Television • Bedroom 6: 2 Twin size beds, Ensuite bathroom with shower and bathtub, Air conditioning, Ceiling fan,Television FEATURES & AMENITIES • More under “What this place offers” below Included: • Gardener • More under “What this place offers” below Extra Cost – advance notice may be required: • Activities and excursions • Babysitting service • More under “Add-on services” below

Luxe
Villa in Rose Hall

BougainVilla

Refined Caribbean Luxury with Panoramic Sea Views BougainVilla offers a sophisticated Caribbean escape in one of Montego Bay’s most exclusive enclaves. Tucked into the private Spring Farm Estate and commanding sweeping views of the Caribbean Sea, this recently refurbished villa combines contemporary style with warm Jamaican hospitality. The region's consistent warm climate ensures delightful conditions for a retreat year-round. Set amid a vivid garden of bougainvillea, this five-bedroom, six-ba

Luxe
Villa in St. James Parish

Abacus Villa

Set atop the verdant hills of Montego Bay's exclusive Spring Farm Estate, Abacus Villa is a refined Caribbean sanctuary designed for discerning travelers who seek privacy, comfort, and style in equal measure. Montego Bay is renowned for its stunning coastline, featuring beautiful beaches and clear, inviting waters that truly capture the island's allure. With sweeping views over the shimmering waters of Half Moon Bay and a design ethos that celebrates indoor - outdoor living, Abacus combines cont

Luxe
Villa in Montego Bay

Villa Indigo

Villa Indigo- majestic, panoramic views of the Caribbean Sea and lush valleys. Practically a private resort unto itself, fully staffed with butlers, a chef and sous chef, and housekeepers anticipating your every need. Peloton gym, media room, mahogany bar. Villa and Bamboo Cottage each have five en-suite bedrooms, infinity pool and bar. Terraced estate lush gardens, koi ponds, a hot tub, driftwood playhouse. Membership to world-class Half Moon luxury resort and three championship golf courses.

Luxe
Villa in Spring Farm
5 out of 5 average rating, 5 reviews

Villa Rosa

Modern tropical treehouse near Half Moon Beach Open the wooden gates to a palm-lined allée leading to tropical modernism above the sea. A terrace and balconies lined with loungers all face the heated pool with a diving board, and the fitness room opens to a treetop deck for yoga. Settle in for a massage while the chef and butler work the scene, and feel the ocean breeze on a chevron-patterned armchair by the TV. Half Moon is a 2-minute drive. Copyright © Luxury Retreats. All rights reserved.

Luxe
Villa in Montego Bay
4.91 out of 5 average rating, 22 reviews

Calypso Shores

Set within the Lagoons, a gated community near Montego Bay, this exclusive villa enjoys its own private beach and stunning ocean views... Your stay includes the services of a cook, butler, gardener, and housekeeper. PLEASE NOTE: While chef services are available as part of your experience, groceries are NOT INCLUDED in the booking. You’re welcome to bring your own, or we can assist with pre-stocking if arranged in advance, with reimbursement provided at check-in.

Luxe
Villa in Montego Bay
5 out of 5 average rating, 16 reviews

Oceanview 6-BR Villa| Beach Access, Chef Available

Nutmeg Oceanview villa - 6Br - Sleeps 13. Lower rates for fewer bedrooms may be available upon request.

Luxe
Villa in Rose Hall

Villa Christina

Tuscan architecture overlooking Cinnamon Hill golf

Luxe
Villa in Sandy Bay

Jubilation

Classic seaside villa near Tryall Golf Club

Luxe
Villa in Montego Bay

Flower Hill

Sprawling seaside estate in Spring Farm

Luxe
Villa in Montego Bay

Anticipation at Tryall Club

Anticipation at Tryall Club

Luxe
Villa in Rose Hall

Golden Castle Villa & Spa

Golden Castle Villa & Spa

Popular amenities for Montego Bay luxury holiday rentals

All about Montego Bay

Planning a Montego Bay vacation? We’re here to help!

Jamaica means beaches, reggae, jerk chicken and chilled Red Stripe beer – a sun-soaked Caribbean vacation where you can kick back and let the good vibes soothe your work-weary soul. Yes, the beaches, such as Montego Bay’s Doctor’s Cave Beach with its crystal-clear sea and powder-soft sand, are gorgeous, and we suggest you schedule plenty of time to make the most of their golden charms. But there’s plenty of other stuff to do too.

Relaxed river rafting

 When sugar was king in Jamaica, during the plantation era, Martha Brae River – one of the country’s largest – was a vital artery connecting the inland sugar estates to the trading ports on the coast. The crop was transported on long bamboo rafts, ready to be loaded onto ships bound for Europe. Today, the bamboo rafts remain, but their cargo has changed to chime with the times – now that tourism is one of Jamaica’s biggest sources of income, it’s curious visitors who float downstream on the 30-foot rafts, taking in the beauty of the jungle scenery as they go. The Martha Brae Rafting Village is only 20 miles from Montego Bay, and there’s round-trip transport available if you need it, making this an easy afternoon excursion. A knowledgeable local guide will bring you along three miles of lazily flowing river, regaling you with the legend of Martha Brae – said to be a Taino witch who knew the location of a hidden stash of gold – and telling you about the abundant flora and fauna as you pass. Make sure to pack your swimsuit, because there’s a pool at the Rafting Village, and the calm river waters are also safe to swim in and the perfect cool retreat from the tropical heat.

 

Ghosts of the past

 

A Garden of Eden

Experience the luxury of our villas in Montego Bay

The deep-green hills around Montego Bay and the shores bathed by the gently lapping Caribbean Sea – both are equally alluring options for a perfect Jamaican vacation. Perhaps you’d like a property with views across the treetops from the spacious terrace, your own pool and tennis court and a barbecue grill for those balmy evenings – although you can also have your own chef to rustle up delicious Jamaican dishes.

Or is the ocean calling your name? In that case, may we suggest one of our Montego Bay beach villas ? Stone floors, vaulted ceilings, and white walls make for a cool, calm retreat at the end of a long day in the sun – choose a home where the sand is just steps from your veranda, and where beach toys, kayaks, and snorkeling gear are all on hand to help your day go swimmingly. With villas ranging from 4 bedrooms all the way up to 12, there’s plenty of room for everyone, so take your friends, take the whole family, take your wedding party – then sit back and take it easy.

Destinations to explore

  1. Airbnb
  2. Jamaica
  3. Saint James
  4. Montego Bay
  5. Luxury rentals