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Tryall Club - Oceana
From $3,531 - $9,600 / nt
From $3,531 - $9,600 / nt
We love this villa because...
its breathtaking hilltop views, seamless indoor-outdoor living, and resort-style amenities, offering the perfect blend of luxury and privacy.
Oceana – Luxury Villa Retreat in Jamaica’s Scenic Hillside
Set high above the coastline on Garden Hill, Oceana is a modern sanctuary that redefines Caribbean villa living. Offering sweeping views over Montego Bay and the Caribbean Sea, this exquisite property is an exceptional choice for travelers seeking luxury villas in Jamaica that blend privacy, sophistication, and unforgettable scenery.
Caribbean Elegance with Unmatched Comfort
Oceana was designed for those who value peace, space, and refined design. Whether you're planning a family holiday or a group getaway, this Jamaica villa rental delivers elevated island living with every comfort taken care of.
Key Features of Oceana:
Expansive infinity pool with sea-to-sky views — one of the largest pools at Tryall.
Indoor-outdoor living with open-plan spaces and breezy terraces.
Panoramic Caribbean views from every corner of the villa.
Fully staffed service available for a seamless vacation experience.
Stylish Accommodation Across Three Residences
Oceana’s layout offers flexibility for larger groups or families, making it one of the most versatile private villa rentals in Jamaica.
Main Residence (Master Suite excluded in 5-bedroom bookings):
Elegant master bedroom with soaking tub and walk-in shower.
Designed with accessibility in mind.
Tranquil views over lush surroundings and the sea.
Guest Cottage:
3 en suite guest rooms with island-inspired interiors.
TV lounge with tropical vistas.
Carriage House:
2 additional en suite bedrooms.
Private lounge and minibar.
Second pool with breathtaking sea views.
Whether you're looking for Jamaica villas with staff or family-friendly villas in the Caribbean, Oceana checks every box.
Wellness with a View
Health and relaxation go hand in hand at Oceana. Guests have access to:
A private fitness deck.
High-end Echelon gym equipment.
Ocean-facing workout spaces for total rejuvenation.
Ideal for Families, Groups, and Luxury Getaways
Oceana is perfect for those in search of:
Jamaica family villa rentals with room to spread out.
Exclusive villas in Jamaica that provide total privacy.
Vacation villas in the Caribbean with a luxurious, home-like feel.
Jamaica vacation villas close to golf, beaches, and attractions.
Reserve Your Private Villa in Jamaica Today
Oceana is more than just a place to stay — it’s a full-service, luxury Caribbean escape. With two pools, five or six en suite bedrooms, and spectacular hilltop views, it stands out among villas in Jamaica with pools, as well as Jamaica villas to rent for both short- and long-term vacations.
Explore our full portfolio of holiday villas to rent in Jamaica, Barbados villas for rent, and luxury villas to rent in the Caribbean. Whether you’re looking for beachfront villas, private staffed homes, or group-friendly rentals, your dream Caribbean stay starts here.
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
Rates
| From | To | Min Stay | Nightly Rate | Weekly Rate |
|---|---|---|---|---|
| 25-Jul-2026 | 30-Oct-2026 | 7 | $3,531 USD | $24,720 USD |
| 31-Oct-2026 | 20-Nov-2026 | 7 | $3,678 USD | $25,750 USD |
| 21-Nov-2026 | 28-Nov-2026 | 7 | $5,264 USD | $36,850 USD |
| 28-Nov-2026 | 11-Dec-2026 | 7 | $3,678 USD | $25,750 USD |
| 12-Dec-2026 | 18-Dec-2026 | 7 | $4,662 USD | $32,635 USD |
| 19-Dec-2026 | 02-Jan-2027 | 7 | $8,000 USD | $56,000 USD |
| 03-Jan-2027 | 12-Feb-2027 | 7 | $4,821 USD | $33,750 USD |
| 20-Feb-2027 | 05-Mar-2027 | 7 | $4,821 USD | $33,750 USD |
| 24-Apr-2027 | 23-Jul-2027 | 7 | $3,864 USD | $27,050 USD |
| 24-Jul-2027 | 29-Oct-2027 | 7 | $3,714 USD | $26,000 USD |
| 30-Oct-2027 | 19-Nov-2027 | 7 | $3,864 USD | $27,050 USD |
| 20-Nov-2027 | 26-Nov-2027 | 7 | $6,143 USD | $43,000 USD |
| 27-Nov-2027 | 10-Dec-2027 | 7 | $3,864 USD | $27,050 USD |
| 11-Dec-2027 | 18-Dec-2027 | 7 | $4,821 USD | $33,750 USD |
| 19-Dec-2027 | 02-Jan-2028 | 7 | $9,600 USD | $67,200 USD |
| From | To | Min Stay | Nightly Rate | Weekly Rate |
|---|---|---|---|---|
| 25-Jul-2026 | 30-Oct-2026 | 7 | $3,825 USD | $26,780 USD |
| 31-Oct-2026 | 20-Nov-2026 | 7 | $3,980 USD | $27,862 USD |
| 21-Nov-2026 | 28-Nov-2026 | 7 | $5,704 USD | $39,930 USD |
| 28-Nov-2026 | 11-Dec-2026 | 7 | $3,980 USD | $27,861 USD |
| 12-Dec-2026 | 18-Dec-2026 | 7 | $5,273 USD | $36,915 USD |
| 19-Dec-2026 | 02-Jan-2027 | 7 | $9,600 USD | $67,200 USD |
| 03-Jan-2027 | 12-Feb-2027 | 7 | $5,486 USD | $38,400 USD |
| 13-Feb-2027 | 19-Feb-2027 | 7 | $6,400 USD | $44,800 USD |
| 20-Feb-2027 | 05-Mar-2027 | 7 | $5,486 USD | $38,400 USD |
| 24-Apr-2027 | 29-Oct-2027 | 7 | $4,014 USD | $28,100 USD |
| 30-Oct-2027 | 19-Nov-2027 | 7 | $4,171 USD | $29,200 USD |
| 20-Nov-2027 | 26-Nov-2027 | 7 | $6,143 USD | $43,000 USD |
| 27-Nov-2027 | 10-Dec-2027 | 7 | $5,986 USD | $41,900 USD |
| 11-Dec-2027 | 18-Dec-2027 | 7 | $5,293 USD | $37,050 USD |
| 19-Dec-2027 | 02-Jan-2028 | 7 | $9,600 USD | $67,200 USD |
Plan Your Trip
Amenities
- Air Conditioned bedrooms
- Communal Facilities
- Golf Cart
- Golf Resort
- Gym/Fitness Room
- Office
- Outdoor Jacuzzi
- Private Garden
- Private Pool
- Restaurant
- Sea view
- Sound System
- Spa
- Staffed Villa
- TV
- Wireless Internet
Room Details :
Bedroom : 6
Bathroom : 6
Staff
- Butler
- Chef
- Gardener
- House keeper
- House Manager
- Housekeeper / Maid
- Laundress
- Maid/Laundress
Additional Information:
Rates - No rates from March 7th 2026 - April 24th 2026 - Blocked out as N/A. - JP
Notice
Tryall Club Membership: $45 per adult per day, $25 per child aged 13-15 years per day. Children aged 12 years and under are complimentary.
Location
Have a Question?
USA/CANADA: +1 347 707 1195
BARBADOS: +246-432-6307
UK / INTERNATIONAL: +44 1978 368531
