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10 Guests
5 Bedrooms
5 Baths
4 Night Min Stay

About this Property

Some fifty years ago, a New York businessman embarked on a labor of love – creating a stylish and comfortable home in Jamaica that melded the most innovative thinking in contemporary design with the special characteristics of this hillside, ocean-view property. He named it for his wife, Rosa.   

Now, new owners have fully renovated Villa Rosa, carefully preserving vintage architectural bones and unique features such as the “floating” staircase – while introducing ultra-modern luxurious bathrooms, outdoor tubs and showers, sleek bar and kitchen, media room and up-to-date technology, spa and workout spaces.

The bed & bathrooms at Villa Rosa are distinctive in featuring expanses of floor-to-ceiling glass, with doors that open to bring the outdoors in. Don’t be alarmed! At the press of a button, sun/moonshades lower to keep out light and curious eyes. Not just essential facilities, the bathrooms at Villa Rosa are designed to promote relaxation and well-being amid natural beauty.

  • Upper Floor: Bedroom 1: 1 King bed (2 persons max)

  • Upper Floor: Bedroom 2: 1 King bed (2 persons max)

  • Ground Floor: Bedroom 3: 1 King bed (2 persons max)

  • Ground Floor: Bedroom 4: 1 King bed (2 persons max)

  • Ground Floor Media Room: 1 Sectional Unit which converts to 1 King or 3 twins (3 persons max)

There is room for cots in some of the rooms for additional young children. For additional guests over 11 persons, there will be a charge of $50 per person per night. There is limited space for small events or gatherings for up to 20 persons only.

Social Spaces:

  • Villa Rosa’s living and dining spaces are open concept. It’s often difficult even to tell where indoors ends and outdoors begins. But the comfortable furniture in soothing sea and forest colors creates groupings for conversation or play, as well as quiet spots for reading or meditating.

The Retreat:

  • Down a short path and some steps from the house more activity is on offer. The lower floor houses the gym, equipped with Freemotion elliptical and treadmill, 2 spinning bikes, weight bench, kettle bells, VTX weights, yoga mats, 50” TV and shower. If it’s more to your style to put yourself in the hands of a qualified masseuse or beauty technician, just tell the butler and that will be arranged. The upper floor room with outdoor deck doubles as spa and yoga studio.

Half Moon Membership

  • For the duration of your Villa Rosa stay, you’ll enjoy membership at Half Moon Golf, Tennis, and Beach Club.

  • Golf green fees are complimentary. Cart and caddy costs extra. Free beach, gym, and tennis court access.

On Land 

  • Beach

  • Golf

  • Tennis & Squash

  • Equestrian Centre

  • Spa & Fitness Centre

On The Water

  • Scuba Diving

  • Sailing

  • Kayaking

  • Snorkeling

  • Windsurfing

  • Water Skiing

Provided by Southern Crescent Villas

Joined August 2025

Why We Like It For Groups

From

$2,000/night

Book this rental

Visit the property’s booking site to check availability and get more information on the property.

Amenities

WiFiWiFi
Bluetooth SpeakersBluetooth Speakers
PoolPool
Event SpaceEvent Space
Patio/DeckPatio/Deck
Large Dining TableLarge Dining Table

Location

Montego Bay, JM

This is an approximate location

About the neighborhood

  • Seeking activity? Golfing slightly further afield at Cinnamon Hill or White Witch championship courses (Villa Rosa has memberships), zip-lining through the tropical canopy, walking up a waterfall, horseback riding, hiking in the Cockpit mountains

  • Looking to connect with nature? Gentle rafting on the Martha Brae River, bird-watching, flower-spotting, deep-sea fishing

  • Interested in history? Historic Great Houses, Green Grotto caves, sugar plantations and the famous Appleton Rum factory

  • Determined to return with something special? Local crafts markets and galleries as well as the standard duty-free shops

  • Eager to try out nightlife and new culinary experiences? Lively bars and trendy restaurants of the “MoBay hip strip,” traditional outdoor jerk restaurants, and some high-end dining

Getting around

Accessible by car

Frequently Asked Questions

Do you have a private chef?

Yes, the house is fully staffed, with chef, butler, housekeepers, gardeners and security personnel