Luxury rentals in Jamaica

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Top-rated luxury vacation rentals in Jamaica

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Luxe
Villa in Montego Bay
Caribbean Jewel
Nestled in a secluded coastal neighborhood of Jamaica’s gorgeous Montego Bay, Caribbean Jewel is a villa that easily lives up to its name. With four ocean-view en-suite bedrooms, a full staff, and several amazing golf courses and beaches within a few kilometers, your Jamaican vacation will be relaxing, rejuvenating, and unforgettable. All of the traditional elements of luxurious Caribbean architecture are covered and updated, on this modern villa. Details like the low profile terracotta roof, exposed-beam vaulted ceilings, warm wood trim, and wide openings to the terrace are classic examples of Caribbean design. Open those doors, and this villa instantly fills with a fresh ocean breeze and natural sunlight, creating a relaxing, tropical atmosphere throughout. The living room is decorated with plush furniture, state of the art electronics, and plenty of local plants to add a splash of color and freshness. And the kitchen, which switches to a clean white color scheme, is outfitted with high-end appliances and dark granite countertops. Caribbean Jewel’s staff included overnight security, a butler, private chef, laundress, and a housekeeper. There’s formal dining inside and an alfresco set on the terrace, both with seating for twelve. The villa is located within a gated community, and it includes parking. Inside, Caribbean Jewel is equipped with Wi-Fi, cable television, air conditioning, an office space, and a sound system. And, on the terrace, you’ll love the ocean views, the swimming pool, and the spacious backyard garden. Just thirteen kilometers away, Montego Bay’s downtown area is rich with boutique and retail shopping, restaurants, beachfront bars, nightlife, and adventure tourism. Montego Bay’s surrounding area is well adorned with beautiful public and private beach clubs, which you’ll receive complimentary access to Rose Hall and Doctor Cave beach clubs. It’s also a golfer’s paradise. With Half Moon, Cinnamon Hill, and White Witch golf courses all within five kilometers of Caribbean Jewel. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM Upper Level • Bedroom 1- Primary: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Dual vanity, Dressing area, Walk-in closet, Television, Air conditioning, Private veranda, Ocean view Main Level • Bedroom 2: King size bed (or 2 Twin size beds), Ensuite bathroom with stand-alone rain shower, Television, Air conditioning, Shared balcony, Ocean view • Bedroom 3: Queen size bed, Ensuite bathroom with shower/bathtub combo, Television, Air conditioning, Access to terrace, Ocean view • Bedroom 4: King size bed (or 2 Twin size beds), Ensuite bathroom with stand-alone rain shower, Dual vanity, Television, Air conditioning, Access to terrace, Ocean view Additional Bedding • Den: Sofa bed, Air conditioning, Shared access to powder room FEATURES & AMENITIES • Ocean view • More under “What this place offers” below Extra Cost (advance notice may be required): • Babysitting service • More under “Add-on services” below
Oct 13 – 20
$1,143 per night
4.61 out of 5 average rating, 31 reviews
Luxe
Villa in Montego Bay
Seaside Cottage
Find luxury waterfront living in an exclusive location at Seaside Cottage. This perfectly named Jamaica vacation rental boasts a spectacular Round Hill setting and equally covetable views that stretch from Montego Bay in the east to sunsets over the Caribbean Sea in the west. Its five-star staff and four bedrooms make it an ideal holiday retreat for groups of up to eight friends or an extended family. Your stay at the cottage includes the services of a chef, butler, housekeeper and gardener who live on-site. When you’re not sampling local specialties or sipping cocktails and lounge by the infinity pool. The villa also features a streaming TV, Wi-Fi and an integrated sound system. The villa’s newly remodeled interiors let you enjoy the views along with the breeze from a beautiful open-concept great room. The sitting area has a chic all-white color scheme, while the dining area uses wood paneling to dramatic effect. The chef service is part of your stay There are two bedrooms in the cottage’s main house and two in a separate pavilion. All four have king beds and en-suite bathrooms, and features like al-fresco showers or bathtubs and private entrances give the bedrooms in the pavilion honeymoon-suite-worthy appeal. Guests of Seaside Cottage receive a complimentary Round Hill membership, which gives you access to the resort’s infinity pool, tennis court, spa and fitness areas, yoga center, restaurants and bars. It’s a 3-minute walk to the beach and oceanfront bar at Round Hill, and a 5-minute golf-cart ride to the rest of the resort’s amenities. Beyond the resort, it’s a short drive from the villa to the Tryall Golf Club and the activities in and around Montego Bay. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower and bathtub, Alfresco shower, Television, Safe, Air conditioning, Private garden, Direct access to pool, Ocean view   • Bedroom 2 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower, Television, Safe, Air conditioning, Private garden, Direct access to pool, Ocean view Pavilion • Bedroom 3: King size bed, Ensuite bathroom with alfresco shower and bathtub, Television, Air conditioning, Private balcony, Private entrance, Ocean view   • Bedroom 4: King size bed, Ensuite bathroom with stand-alone rain shower and alfresco bathtub, Television, Air conditioning, Private entrance, Ocean view Features & Amenities • Wine fridge Outdoor Features • Wine fridge • 6 Seater golf cart Staff & Services Included: Please note that the staff lives on-site • Gardener • Complimentary Round Hill Resort membership • Laundry service At Extra Cost – advance notice may be required: • Activities and excursions SHARED ACCESS TO AMENITIES AT THE ROUND HILL RESORT (some may be at extra cost) • Round Hill beach • Infinity pool • Pool bar • Restaurants • Bars • Watersport activities • Spa centre • Fitness centre • yoga pavilion • Kids club and activities
Aug 11 – 18
$5,060 per night
5.0 out of 5 average rating, 9 reviews
Luxe
Villa in Spring Farm
Nianna Eden
Take a morning stroll through the Spring Farms Estate’s 2-acres of private tropical gardens, set just outside Montego Bay in an upscale seaside community. Think about how to spend your afternoon. Is it a trip to the beach? A round of golf? You could do both; they’re only a few minutes away. Don’t decide yet. Head back to Nianna Eden and enjoy your morning coffee while you gaze upon the sparkling Caribbean Sea, it will come to you. Jamaica’s natural features make it an incredible vacation destination. That’s why Nianna Eden invites the fresh sea breeze, warm natural sunlight, and epic ocean views inside to inspire. Merging modern architecture with those features is Nianna Eden’s specialty, as you’ll find intricate stonework, exposed-wood, and carefully integrated tech gadgets. And, the vibrant colors and textures of Jamaican works of art placed throughout the villa are sure to spark conversation on nights in. Grab a book and explore the gardens, play bartender and whip up some fancy new cocktails, or stretch out in a sun lounger and see where the day takes you. On special occasions, get dressed up and enjoy the air conditioning in the formal dining room or commit to the bathing suit, hopping in and out of the pool as you sample freshly grilled treats from the barbeque. And, don’t worry about upkeep, the villa’s staff has got you covered. 6 minutes from home, the prestigious Rose Hall Beach Club, a private club, is easily one of the country’s best beaches. Decorated with coconut trees and pristine white sand, this exclusive beach is a picture of perfection. Wave breaking rocks ensure calm waters, ideal for kids and first-time snorkelers. While the kids play, relax at the poolside grill. After, head 15 minutes West for an exciting night in Montego Bay. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Television, Safe, Lounge area, Air conditioning, Ocean view • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower, Television, Safe, Air conditioning, Garden view • Bedroom 3: 2 Twin size beds, Ensuite bathroom with stand-alone rain shower, Television, Safe, Lounge area, Air conditioning, Direct access to pool, Ocean view • Bedroom 4: King size bed, Ensuite bathroom with stand-alone rain shower, Television, Safe, Lounge area, Air conditioning, Direct access to pool, Ocean view • Bedroom 5: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Television, Safe, Lounge area, Air conditioning, Garden view Features & Amenities • Ocean view • More under “What this place offers” below Extra Cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below
Jul 30 – Aug 6
$1,994 per night
4.5 out of 5 average rating, 12 reviews

Popular amenities for Jamaica luxury vacation rentals

Other great luxury vacation rentals in Jamaica

Luxe
Home in St. James Parish
Abacus Villa
Jul 29 – Aug 5
$1,826 per night
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Luxe
Villa in Rose Hall
Villa Christina
Dec 9 – 16
$2,133 per night
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Luxe
Villa in Rose Hall
Golden Castle Villa & Spa
Oct 29 – Nov 5
$6,899 per night
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Luxe
Villa in Montego Bay
Serendipity
Aug 8 – 15
$2,300 per night
4.5 out of 5 average rating, 4 reviews
Luxe
Villa in White House
Lime Acre
Nov 17 – 24
$3,455 per night
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Place to stay in Montego Bay
Sunrise
Aug 1 – 8
$1,286 per night
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Luxe
Villa in Montego Bay
Villa Indigo
Sep 20 – 27
$2,500 per night
New place to stay
Luxe
Villa in Montego Bay
Oceans 8
Dec 16 – 23
$11,242 per night
New place to stay
Luxe
Villa in Runaway Bay
Selah Villa
Apr 2 – 9
$2,966 per night
New place to stay
Luxe
Villa in Montego Bay
Anticipation at Tryall Club
Nov 9 – 16
$6,156 per night
New place to stay
Luxe
Villa in White House
Villa Bamidele
Jun 5 – 12
$8,572 per night
New place to stay
Luxe
Villa in Cornwall County
Cottonwood Villa
Oct 30 – Nov 6
$2,078 per night
New place to stay

All about Jamaica

A Jamaica vacation is a feast for the senses

Music, food, and incredible scenery - Jamaica is a place with a passion for life. With lush tropical forests, beautiful beaches and reef-protected waters, it’s a nature lover’s playground. The birthplace of reggae music, it’s also an island packed with music and culture, a place that will invite you to slow down, relax and enjoy life at a more leisurely pace.

Fun for the whole family

If you’re traveling with children, you’ll love Mystic Mountain, an eco-friendly theme park in Ocho Rios. Its star attraction is a bobsled ride through the tropical rainforest - inspired of course by the famous 1988 Jamaican Bobsled team. Feel the rhythm as you hurtle down the track to an exhilarating finale! You can also enjoy the surroundings at a more sedate pace on the rainforest chairlift which will take you right up into the forest canopy with sweeping views of Dunn’s River falls and the ocean beyond. Our villas in Ocho Rios are the perfect base for a fun-filled trip to the park.

Active adventures

Get underwater

Negril is also home to the island’s best snorkeling and scuba diving. Rockhouse Beach is a favorite destination, where you can explore underground grottoes and caves. Keep your eye out for spotted snake eels as they whip along the sea bed. As with many Caribbean islands, it’s a great idea to head out to the open water on a diving or snorkel tour - you’ll see larger marine life, such as barracudas, rays and even reef sharks, and the visibility is better. Experienced divers can explore several great wreck diving sites in Jamaica, including Pete’s Wreck in Negril, where you can explore two Cessna airplanes and Kathryn in Ocho Rios, where the fish are so tame you can feed them by hand. For a diving and snorkeling holiday to remember, take a look at our villas in Negril , many of which come equipped with snorkel gear. Our concierge team can arrange dive gear rental and guide dive boat tours too.

Must-try food and drink

From elegant dining rooms to laid back beach cafes, eating well is a favorite hobby here. Jerk fish or chicken are must-try dishes of course - you’ll find the best at local beachfront or roadside shacks - but true foodies should look beyond jerk spices to try a few of Jamaica’s other signature dishes. One of our favorites is ackee and saltfish - a typical breakfast dish made with salted cod, boiled ackee fruit and the scotch bonnet peppers that Jamaicans love. Many of our luxury villas in Jamaica come with your very own chef - and there’s no better place to try this tasty home-style dish than on your very own shaded veranda.

Another beloved Jamaican product is rum, of course - and you can go right to the source at the Appleton Estate. Head inland into the lush mountains of the island’s interior for a rum-tasting at the property. A guided tour of the 265-year-old estate will teach you all about the rum-making process and different production techniques. And you’ll be able to sample the goods of course, with a rum punch to kick off proceedings and a tasting flight to finish.

If you’re something of a coffee connoisseur, you’ll love the delicious single-origin coffee from Jamaica’s Blue Mountains. Buy some beans to take home with you and you’ll have a lasting memory of your vacation every day for weeks to come!

Experience the laid-back luxury of our homes for rent in Jamaica

Secluded beaches, personal chefs, golf course access and more. When you travel to Jamaica with Luxury Retreats you’ll get the relaxing vacation you dreamed of.

Villas with private beach access

If the vacation you’re picturing involves stretching out on your own personal slice of sand, Jamaica is a great choice. Several of our luxury homes feature private beach access or private docks, each giving on to calm turquoise waters. Paradise! And if you want to get out and explore the water, you’ll find that many properties have snorkel equipment, kayaks and other watersports equipment.

Fully staffed properties

If you don’t want to lift a finger the entire time you’re away, make sure you check out our fully staffed homes in Jamaica - many of which are found in beautiful Montego Bay. A butler (or two) to bring you fresh coffee in the morning, a personal chef on hand to whip up whatever dish you fancy - whether that’s fiery hot Jamaican jerk chicken or one of your favorite comfort foods, and a housekeeper to make sure everything stays ship shape, on a Montego Bay vacation you’ll experience the true meaning of luxury.

If you’ve got a destination wedding on your mind, a fully-staffed home takes the stress out of the event, meaning you can concentrate on what’s important - saying “I do!”

Golf villas

Does the idea of waking with the sunrise to challenge yourself on the golf course sound like heaven? Then look no further. Jamaica boasts 12 golf clubs, with a variety of challenging championship courses combined with lush landscaping and sweeping sea views. Some of our homes in Jamaica are part of golfing resorts such as the Tryall Club, and come equipped with golf carts to get you from breakfast to tee-off in no time at all.  

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