
From $1,846 USD - $5,082 USD / nt
Plan Your Trip
HAVE QUESTIONS?
Overlook Villa – Jamaica Luxury Villa at Tryall Club
Elevated Living with Endless Caribbean Views
Set high in the hills of the prestigious Tryall Club, Overlook Villa offers one of the most impressive vantage points in Jamaica. With sweeping views of the Caribbean Sea, lush gardens, and tropical blooms, this villa delivers the perfect balance of privacy, comfort, and island elegance. Guests can enjoy the club’s private beach, championship golf course, tennis courts, spa, and dining venues—all just minutes away by golf cart or on foot.
Key Features
5 spacious bedrooms, ideal for up to 10 guests.
Bright and breezy interiors with classic Caribbean décor.
Expansive heated infinity pool with jacuzzi platforms and fountain feature.
Tranquil hillside setting surrounded by royal palms and bougainvillaea.
Convenient access to Tryall Club’s world-class amenities.
Villa Staff & Service
Staying at Overlook means enjoying the ease of a fully staffed Jamaica private villa rental. Your dedicated team includes:
Butler to arrange daily activities and island excursions.
Private chef to prepare personalized menus.
Housekeeper and laundress for effortless living.
Gardener to maintain the tropical grounds.
Comforts & Amenities
Indoor dining room with air conditioning and open-air dining options.
High-speed Wi-Fi, surround sound, and SMART TVs with international channels.
Relaxed island atmosphere paired with modern comforts.
Why Choose Overlook Villa?
This villa is the perfect choice for guests seeking luxury Jamaica villas to rent with space, privacy, and first-class service. Whether you’re planning a family villa holiday in Jamaica, a group getaway, or a Caribbean retreat with friends, Overlook offers the ideal blend of seclusion and access to the best of the island.
Perfect For
Families or groups searching for holiday villas to rent in Jamaica.
Travelers looking for luxury Caribbean villas with staff.
Guests wanting a villa with private pool and stunning sea views.
Anyone seeking an exclusive Jamaica villa rental within a private club.
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
- Air Conditioning
- Beach Club Facility
- Ceiling Fans
- Childrens Activities
- Communal Facilities
- Golf Cart
- Golf Resort
- Gym/Fitness Room
- Private Garden
- Private Pool
- Restaurant
- Sea view
- Sound System
- Spa
- Staffed Villa
- Tennis Court
- TV
- WaterSports
- Wireless Internet
Staff
- Butler
- Chef
- Gardener
- House keeper
- Laundress
Rate
From | To | Min Stay | Nightly Rate | Weekly Rate |
---|---|---|---|---|
22-Nov-2025 | 28-Aug-2025 | 7 | $3,087 USD | $21,615 USD |
18-Aug-2025 | 31-Oct-2025 | 7 | $1,846 USD | $12,925 USD |
01-Nov-2025 | 21-Nov-2025 | 7 | $2,149 USD | $15,046 USD |
29-Nov-2025 | 12-Dec-2025 | 7 | $2,149 USD | $15,046 USD |
13-Dec-2025 | 19-Dec-2025 | 7 | $3,865 USD | $27,060 USD |
20-Dec-2025 | 02-Jan-2026 | 7 | $4,557 USD | $31,900 USD |
04-Jan-2026 | 06-Mar-2026 | 7 | $3,396 USD | $23,777 USD |
07-Mar-2026 | 27-Mar-2026 | 7 | $3,396 USD | $23,777 USD |
28-Mar-2026 | 24-Apr-2026 | 7 | $3,396 USD | $23,777 USD |
25-Apr-2026 | 24-Jul-2026 | 7 | $2,231 USD | $15,620 USD |
25-Jul-2026 | 30-Oct-2026 | 7 | $2,031 USD | $14,218 USD |
31-Oct-2026 | 20-Nov-2026 | 7 | $2,231 USD | $15,620 USD |
21-Nov-2026 | 28-Nov-2026 | 7 | $3,993 USD | $27,951 USD |
28-Nov-2026 | 11-Dec-2026 | 7 | $2,231 USD | $15,620 USD |
12-Dec-2026 | 18-Dec-2026 | 7 | $3,630 USD | $25,410 USD |
19-Dec-2026 | 02-Jan-2027 | 7 | $5,082 USD | $35,574 USD |
From | To | Min Stay | Nightly Rate | Weekly Rate |
---|---|---|---|---|
18-Aug-2025 | 31-Oct-2025 | 7 | $1,857 USD | $13,000 USD |
01-Nov-2025 | 21-Nov-2025 | 7 | $2,028 USD | $14,200 USD |
22-Nov-2025 | 28-Nov-2025 | 7 | $3,630 USD | $25,410 USD |
29-Nov-2025 | 12-Dec-2025 | 7 | $2,028 USD | $14,200 USD |
13-Dec-2025 | 19-Dec-2025 | 7 | $3,300 USD | $23,100 USD |
20-Dec-2025 | 02-Jan-2026 | 7 | $4,620 USD | $32,340 USD |
04-Jan-2026 | 06-Mar-2026 | 7 | $3,630 USD | $25,410 USD |
07-Mar-2026 | 27-Mar-2026 | 7 | $3,993 USD | $27,951 USD |
28-Mar-2026 | 24-Apr-2026 | 7 | $3,630 USD | $25,410 USD |
25-Apr-2026 | 24-Jul-2026 | 7 | $2,364 USD | $16,551 USD |
25-Jul-2026 | 30-Oct-2026 | 7 | $2,042 USD | $14,300 USD |
31-Oct-2026 | 20-Nov-2026 | 7 | $2,364 USD | $16,551 USD |
21-Nov-2026 | 28-Nov-2026 | 7 | $3,993 USD | $27,951 USD |
28-Nov-2026 | 11-Dec-2026 | 7 | $2,364 USD | $16,551 USD |
12-Dec-2026 | 18-Dec-2026 | 7 | $4,252 USD | $29,766 USD |
19-Dec-2026 | 02-Jan-2027 | 7 | $5,082 USD | $35,574 USD |
Rental rates are subject to 10.00 % TAX plus 7.50 % service charge.