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Luxury rentals in Montego Bay

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Vacation rentals for every style

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Popular amenities for Montego Bay luxury vacation rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Other great luxury vacation rentals in Montego Bay

Luxe
Villa in St. James
5 out of 5 average rating, 3 reviews

Silent Waters Villa - 9 Bedroom Estate - Two Pools

Luxe
An outdoor terrace features a refreshing swimming pool surrounded by sun loungers. Lush greenery and tropical trees provide a natural backdrop, while distant ocean views and a softly lit sky add tranquility to the setting.
Villa in Montego Bay
4.5 out of 5 average rating, 4 reviews

Serendipity

Luxe
The exterior showcases a modern two-story structure with a spacious balcony. Lounge chairs are positioned around a heated pool, offering a clear view of the water. Natural stone elements frame the pool area, enhancing the tropical ambiance.
Villa in Spring Farm
5 out of 5 average rating, 5 reviews

Villa Rosa

Luxe
A covered seating area with a wooden table offers a view of the swimming pool, surrounded by lush greenery and vibrant flowers. Sun loungers are arranged along the pool's edge. Tall palm trees and a blue sky create a serene tropical backdrop.
Villa in Montego Bay
4.64 out of 5 average rating, 36 reviews

Caribbean Jewel

Luxe
A spacious pool area features a large swimming pool surrounded by sun loungers, with vibrant blue cushions inviting relaxation. The villa’s exterior is defined by its modern architecture, accented by a thatched roof and tropical landscaping, with palm trees dotting the backdrop.
Villa in Spring Farm
4.5 out of 5 average rating, 12 reviews

Nianna Eden

Luxe
An outdoor swimming pool is surrounded by a spacious deck with lounge chairs. A covered pavilion, featuring a high ceiling and ceiling fan, overlooks the pool area, while lush tropical plants and palm trees create a serene background.
Villa in Montego Bay
5 out of 5 average rating, 16 reviews

Nutmeg South

Luxe
A private pool with a rounded shape is surrounded by a tiled patio, featuring loungers with folded towels. The two-story villa, adorned with tropical landscaping, is highlighted by large windows and a spacious covered seating area, perfect for relaxation.
Villa in Montego Bay
4.93 out of 5 average rating, 14 reviews

Calypso Shores

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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.

Montego Bay, or MoBay to locals, is Jamaica’s second-largest city after Kingston and is the country’s most popular tourist destination. It’s home to Donald Sangster International Airport, one of the busiest in the Caribbean and your likely point of entry, and is also a bustling cruise port. When you’ve relaxed and recharged on that parasol-shaded lounger, why not head out into the surrounding hills and shores, to explore tropical gardens, lush green jungle, grand old plantation houses and watery wonders.

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

Even closer to Montego Bay, only around 20 minutes by car, is another location where a powerful woman from Jamaica’s past has left her mark. Annie Palmer, the ‘White Witch of Rose Hall’ was the lady of the house at this majestic Jamaican Georgian mansion, and her ghost is said to haunt its grand rooms and stairways. Built in 1770, it is one of the few sugar estate Great Houses left on the island and has been restored to its 18th-century glory with interiors and furnishings of the period. Laid out on a hill overlooking the ocean, the Hall’s gardens are a stunning spot, popular for weddings, and there are two 18-hole golf courses that take you past historic aqueducts, sugar-mill ruins and a waterfall that had a starring role in the James Bond movie Live and Let Die, much of which was filmed in Jamaica. You can also take a tour of nearby Cinnamon Hill Great house, where Johnny Cash and his wife June Carter-Cash spent many of their later years and where a selection of their personal possessions are displayed. Come evening, the Haunted Night Tour – ‘not for the faint of heart!’ – sets the mood for a spirited retelling of the life and death of Rose Hall’s unquiet ghost.

 

A Garden of Eden

 For more fabulous views, from the mountains, across MoBay city and to the ocean beyond, head to eco-tourism gem Ahhh…Ras Natango Gallery and Garden. This family-run attraction encompasses a gallery, a botanic garden, a bird sanctuary, the Outpost juice bar and a craft shop. Take a tour of this little slice of tropical paradise to learn about the delicate orchids, star-burst bromeliads, blousy bougainvillea and other local plant life that is lovingly tended in the terraced gardens and say help to the resident turtles. Birds hop and swoop boldly about the place – around two-thirds of Jamaica’s endemic species can be found here, and if you visit in the morning or late afternoon you might be lucky enough to feed hummingbirds, including Jamaica’s national bird, the swallow-tailed hummingbird, also known as the doctor bird.

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. St. James Parish
  4. Montego Bay
  5. Luxury rentals