
From $2,354 USD - $6,726 USD / nt
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Little Hill – Luxury Villa at Tryall Club, Jamaica
Nestled on a five-acre hilltop inside the prestigious Tryall Club, Little Hill is a true jewel among luxury villas in Jamaica. Combining the elegance of classic West Indian architecture with modern comfort, this private retreat offers sweeping views of the Caribbean Sea, lush forests, and the renowned Tryall golf course.
Why Stay at Little Hill?
5 en-suite bedrooms – ideal for up to 10 guests.
Private circular swimming pool framed by a charming courtyard veranda.
Exclusive tennis court – the only villa at Tryall with this feature.
Elevated position – spectacular 360-degree views and cooling sea breezes.
Expansive terraces – perfect for entertaining, with seating for up to 24 guests.
Impeccably landscaped gardens with tropical flowers and fruit trees.
Classic Caribbean Charm
Originally designed in 1959 by architect Robert Hartley, Little Hill embodies timeless Jamaica villa style. From its cathedral-ceiling living room and elegant bar to solid mahogany floors and carefully chosen furnishings, every detail reflects sophistication. The villa’s 100-foot terrace invites alfresco dining and social gatherings in true Caribbean fashion.
Elegant Bedrooms
All five bedrooms are designed for relaxation and privacy:
En-suite bathrooms and spacious closets.
Air conditioning, ceiling fans, and flat-screen TVs.
Wi-Fi throughout the villa.
Primary suite with wheelchair-accessible facilities.
Fully Staffed Villa in Jamaica
Guests are looked after by a warm, professional team, including:
Private chef creating tailored menus.
Butler and housekeeper.
Laundress.
Two gardeners.
This makes Little Hill perfect for families, groups of friends, or guests seeking a fully serviced private villa rental in Jamaica.
Tryall Club Lifestyle
Booking Little Hill includes access to all Tryall Club amenities:
Championship golf course.
Private beach club with water sports.
Tennis courts and wellness centre.
Fine dining and social events.
If you are interested in renting this villa in Jamacia contact us today
Explore More Villas in Jamaica
USA/ Canada: +1 347 707 1195
UK / International : +44 1978 368531
Email: [email protected]
For luxury villas to rent in other areas of the Caribbean visit: www.worldwidedreamvillas.com
Amenities
- Air Conditioned bedrooms
- Beach Club Facility
- Car Parking on site
- Children Welcome
- Childrens Activities
- Communal Facilities
- Golf Cart
- Golf Resort
- Gym/Fitness Room
- Near Beach
- Private Garden
- Private Pool
- Restaurant
- Safe
- Shop
- Sound System
- Spa
- Staffed Villa
- Sunbeds
- Tennis Court
- TV
- WaterSports
- Well Equipped Kitchen
- Wireless Internet
Two golf carts included.
Staff
- Butler
- Chef
- Gardener
- House keeper
- Laundress
Rate
From | To | Min Stay | Nightly Rate | Weekly Rate |
---|---|---|---|---|
04-Jan-2026 | 06-Mar-2026 | 7 | $3,531 USD | $24,717 USD |
07-Mar-2026 | 27-Mar-2026 | 7 | $3,993 USD | $27,951 USD |
28-Mar-2026 | 24-Apr-2026 | 7 | $3,531 USD | $24,717 USD |
25-Apr-2026 | 24-Jul-2026 | 7 | $2,486 USD | $17,407 USD |
25-Jul-2026 | 30-Oct-2026 | 7 | $2,354 USD | $16,480 USD |
31-Oct-2026 | 20-Nov-2026 | 7 | $2,486 USD | $17,407 USD |
21-Nov-2026 | 28-Nov-2026 | 7 | $3,993 USD | $27,951 USD |
28-Nov-2026 | 11-Dec-2026 | 7 | $2,486 USD | $17,407 USD |
12-Dec-2026 | 18-Dec-2026 | 7 | $3,531 USD | $24,717 USD |
19-Dec-2026 | 02-Jan-2027 | 7 | $5,174 USD | $36,221 USD |
From | To | Min Stay | Nightly Rate | Weekly Rate |
---|---|---|---|---|
04-Jan-2026 | 06-Mar-2026 | 7 | $4,590 USD | $32,132 USD |
07-Mar-2026 | 27-Mar-2026 | 7 | $5,190 USD | $36,336 USD |
28-Mar-2026 | 24-Apr-2026 | 7 | $4,590 USD | $32,132 USD |
25-Apr-2026 | 24-Jul-2026 | 7 | $3,232 USD | $22,629 USD |
25-Jul-2026 | 30-Oct-2026 | 7 | $3,060 USD | $21,424 USD |
31-Oct-2026 | 20-Nov-2026 | 7 | $3,232 USD | $22,629 USD |
21-Nov-2026 | 28-Nov-2026 | 7 | $5,190 USD | $36,336 USD |
28-Nov-2026 | 11-Dec-2026 | 7 | $3,232 USD | $22,629 USD |
12-Dec-2026 | 18-Dec-2026 | 7 | $4,590 USD | $32,132 USD |
19-Dec-2026 | 02-Jan-2027 | 7 | $6,726 USD | $47,087 USD |
Rental rates are subject to 10.00 % TAX plus 7.50 % service charge.
Policy
Location
Sangster Airport, Montego Bay - 30 minute drive