Luxury rentals in Westmoreland

Find and book unique accommodations on Airbnb

Top-rated luxury vacation rentals in Westmoreland

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

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 Montego Bay

Oceans 8

The vibrant Caribbean Sea ripples just beyond this Montego Bay villa. Soaring ceilings and natural light compliment the home’s lavish décor. A capacious pool, with sunbeds, an adjoining hot tub, and a fire feature, is the focal point of the backyard. Craving a taste of local cuisine? A personal chef is included. Coral reefs entice you to dive, snorkel, or simply boat atop the vibrant marine life. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Walk-in closet, Television, Balcony, Ocean view • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower, Walk-in closet, Television, Balcony, Ocean view • Bedroom 3: King size bed, Ensuite bathroom with stand-alone shower, Walk-in closet, Television, Balcony, Ocean view • Bedroom 4: King size bed, Ensuite bathroom with stand-alone shower, Walk-in closet, Television, Balcony, Ocean view • Bedroom 5: King size bed, Ensuite bathroom with stand-alone shower, Walk-in closet, Television, Balcony, Ocean view • Bedroom 6: 2 Queen size beds, Ensuite bathroom Additional bedding: • Game room: Murphy bed FEATURES & AMENITIES • Home theater • More under “What this place offers” below STAFF & SERVICES Extra Cost (advance notice may be required): • Activities and excursions • 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 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 White House

7BR Oceanfront Villa w/ Jacuzzi and House Staff

Imagine yourself surrounded by serene beauty, lush landscapes, and azure waters, where every moment is steeped in indulgence and every detail is impeccably crafted to exceed your expectations. Welcome to KRP Villas, a sophisticated villa that offers the ultimate luxury vacation experience in Jamaica. As you step into this stunning retreat, you'll be greeted by the breathtaking views of the Caribbean Sea, perfectly complemented by the lavish amenities and unparalleled service that await

Luxe

Villa in Whitehouse

5 out of 5 average rating, 29 reviews

10BR Luxury Villa w/ Private Beach; Fully Staffed

Imagine yourself surrounded by stunning oceanfront property, with your own private white-sand beach and secluded swimming cove. This undiscovered paradise is where Jamaica's true charm comes to life, away from the crowds. Immerse yourself in the pristine turquoise waters of the Caribbean, perfect for swimming, snorkeling, paddleboarding, and kayaking right from the villa's shores. Welcome to Santosha Jamaica, an exquisite 12,000-square-foot luxury villa nestled along the breathtaking

Luxe

Villa in White House

Estate Villa Bamidele

Discover Villa Bamidele, a hidden gem of luxury and tranquility. Villa Bamidele offers an exquisite haven to Immerse yourself in the serenity of its lush surroundings & breathtaking natural beauty. Every detail has been carefully curated to provide an unforgettable experience. Unwind by the infinity pool, savoring the warm Jamaican sun. Explore thrilling adventures, from snorkeling to water sports. Escape the ordinary and embrace the extraordinary at Villa Bamidele.

Luxe

Villa in Montego Bay

4.95 out of 5 average rating, 19 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.