Luxury rentals in Jamaica

Four Winds

Experience the five-star side of Jamaica at Four Winds. This spectacular Ocho Rios vacation rental has its own private beach, an attentive full staff and amenities worthy of a boutique resort. Make its five bedrooms your temporary home for a family reunion, special occasion celebration or even an oceanfront Caribbean destination wedding—and the honeymoon after. Your holiday at Four Winds includes the services of a cook, housekeeper, butler and nighttime security staff. The villa opens to outdoor areas with a pool, hot tub, tennis and bocce courts, and a glorious white-sand private beach that you can explore with the provided kayak and snorkeling equipment. Other amenities range from a satellite television and surround-sound system to Wi-Fi. Step from the shaded veranda into spacious, inviting living areas with huge windows facing the water, airy ceilings and a laid-back mix of casual and traditional furniture—think wicker armchairs, floral-print sofas and ladder-back seating around the formal dining table. With multiple seating areas at your disposal, there’s plenty of space to gather together or steal a quiet moment with a book. The villa’s location in the popular resort area of Ocho Rios puts you less than a 10-minute drive from shopping and dining, and close to activities from waterfall hikes to zip-line adventures. Follow a stream through the forest to a hidden pool, or make the drive along the coast to the picturesque James Bond Beach. When it’s time to leave, plan on a 90-minute drive to Sangster International Airport (MBJ) Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 – Primary 1: King bed, En-suite bathroom, Air conditioning, Ceiling fan, Television, Safe • Bedroom 2: Queen bed, En-suite bathroom, Air conditioning, Ceiling fan, Television, Safe, Direct access to pool • Bedroom 3: 2 Twin beds, En-suite bathroom, Air conditioning, Ceiling fan, Television, Safe • Bedroom 4: 2 Twin beds, En-suite bathroom, Air conditioning, Ceiling fan, Television, Safe • Bedroom 5 – Primary 2: King bed, En-suite bathroom, Air conditioning, Ceiling fan, Television, Safe, Covered porch, Direct access to pool STAFF & SERVICES Included: • Gardener Extra Cost (advance notice required): • Additional guests • Petrol consumption • Babysitting • Day boat rental • Laundry • Tennis instruction • Water sports instruction

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

Rocksteady Villa

Spend magical nights stargazing by the dockside fire pit, seaside grotto, or infinity pool at this romantic hideaway in Ocho Rios, Jamaica. Inside, the panoramic sea views continue through the upper levels. Spend your days playing golf, scuba diving, or kayaking around the nearby fish sanctuary. Later, settle in for an incredible alfresco dinner at sunset. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Walk-in closet, Shared balcony with bedroom 2, Ocean view • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower, Walk-in closet, Shared balcony with bedroom 1, Ocean view • Bedroom 3: Queen size bed, Ensuite bathroom with stand-alone shower, Walk-in closet, Private balcony, Ocean view, Access to downstairs sitting area • Bedroom 4: 2 twin size beds, Ensuite bathroom with hallway access, Stand-alone shower OUTDOOR FEATURES • Outdoor living area • Private dock • Private water cave and sea cove (accessible at certain times of the year) • More under “What this place offers” below STAFF & SERVICES Included: • Groundskeeper Extra cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below

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

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.

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

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.

Panoramic Cliffside Luxe Villa

Perched on a lush hilltop, the vibrant Caribbean Sea sprawls just beyond this impressive 6 bedroom villa. The sleek interior is drenched in natural light. A blue-tiled pool entices you in for a refreshing dip. Cocktails can be served on the sprawling terrace as the sun sinks below the horizon. Mere minutes from Ocho Rios, discover lively bars and restaurants as well as popular beaches and lagoons. Copyright © Luxury Retreats. All rights reserved.

Breakaway

Wavelets kiss white sand on the grounds of this lush Jamaica home. The acre of land is ringed by private beach perfect for swimming or kayaking, and there’s also a pool and hot tub. Plants fill an atrium and living areas like a rainforest, and details like slipcovered chairs and live-edge tables add to the relaxed feel. It’s a short drive to other beaches and caves in Runaway Bay. Copyright © Luxury Retreats. All rights reserved.

Oceanview 6-BR Villa| Beach Access, Chef Available

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

Villa Christina

Tuscan architecture overlooking Cinnamon Hill golf

Silent Waters Villa - 9 Bedroom Estate - Two Pools

Eastern-influenced villa with ocean views