From $3,285 USD - $7,142 USD / nt
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Dragonfly – Exceptional Luxury Villa Rental at The Tryall Club, Jamaica
Set on the crest of Garden Hill within the renowned Tryall Club, Dragonfly stands out as one of the most impressive luxury villas in Jamaica. Designed to showcase expansive Caribbean Sea views from every angle, this private retreat offers an extraordinary setting for families, groups, and guests seeking refined Jamaica villa rentals and exclusive vacation villas in the Caribbean.
Spectacular Setting With Endless Ocean Views
Dragonfly’s elevated position captures a remarkable coastline panorama, stretching toward Lucea on one side and Montego Bay on the other. The villa’s open, breezy design—featuring full-height doors, wide terraces, and seamless transitions between indoors and outdoors—creates an immersive Caribbean living experience.
Highlights include:
Magnificent, uninterrupted ocean and sunset views.
Contemporary architecture blended with warm Caribbean accents.
Expansive outdoor terraces perfect for dining, gathering, and relaxation.
This property is ideal for travellers seeking Jamaica luxury villas, Jamaica private villas, and holiday villas to rent in Jamaica with exceptional comfort and privacy.
Elegant Interiors and Beautiful Bedroom Suites
Upper Level
The upper floor offers four stylish bedroom suites, thoughtfully designed for comfort and tranquillity. The impressive primary suite features:
A spacious spa-style bathroom.
A private hot tub positioned to capture the ocean breeze.
The upper level also includes:
Open-concept living and entertainment spaces.
A chic bar for evening cocktails.
Indoor and outdoor dining areas.
A dramatic ocean-view gazebo.
A boardroom-style dining room ideal for executive or corporate stays.
Lower Level
Three additional bedrooms are located on the lower floor, each opening directly onto Dragonfly’s expansive pool terrace.
Guests enjoy:
En suite bathrooms with double showers.
Private outdoor sitting areas.
Immediate access to one of the Tryall Club’s largest private pools.
Perfect for families or groups searching for Jamaica villas with staff, villas in Jamaica with pool, and premium Caribbean villas.
Outstanding Amenities for a Five-Star Stay
Dragonfly offers an extensive collection of facilities designed for entertainment, wellness, and relaxation, including:
Large heated swimming pool (approx. 2,000 sq. ft.).
Home theatre.
Fitness room.
Games room with table tennis and Xbox.
Basketball court.
These features ensure an unforgettable stay in one of the finest vacation villas in Jamaica.
Fully Staffed for Complete Comfort
Guests are looked after by a dedicated professional team, including:
Private chef.
Butler.
Housekeepers.
Additional support staff.
This high level of service makes Dragonfly one of the most sought-after Jamaica villas to rent and an exceptional option for those seeking private villa rentals in Jamaica.
Villa Overview
7 bedrooms.
7 bathrooms.
Sleeps 14 guests.
Full household staff.
Experience one of the most exclusive luxury villas in Jamaica.
Contact Caribbean Dream Villas today to enquire about rates, availability, or to secure your stay at Dragonfly.
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
Looking for Jamaica Villas to Rent?
Amenities
- Air Conditioned bedrooms
- Air Conditioning
- Beach Club Facility
- Car Parking on site
- Ceiling Fans
- Communal Facilities
- Games Room
- Gazebo
- Golf Resort
- Gym/Fitness Room
- Media Room
- Office
- Outdoor Jacuzzi
- Pool Table
- Private Garden
- Private Pool
- Restaurant
- Sea view
- Shop
- Spa
- Staffed Villa
- Sunbeds
- Tennis Court
- TV
- WaterSports
- Well Equipped Kitchen
- Wireless Internet
Staff
- Butler
- Chef
- Gardener
- House keeper
- House Manager
- Laundress
Rate
| From | To | Min Stay | Nightly Rate | Weekly Rate |
|---|---|---|---|---|
| 13-Dec-2025 | 19-Dec-2025 | 7 | $4,214 USD | $29,500 USD |
| 20-Dec-2025 | 02-Jan-2026 | 7 | $6,857 USD | $48,000 USD |
| 04-Jan-2026 | 06-Mar-2026 | 7 | $4,571 USD | $32,000 USD |
| 07-Mar-2026 | 27-Mar-2026 | 7 | $5,428 USD | $38,000 USD |
| 28-Mar-2026 | 24-Apr-2026 | 7 | $4,571 USD | $32,000 USD |
| 25-Apr-2026 | 24-Jul-2026 | 7 | $3,571 USD | $25,000 USD |
| 25-Jul-2026 | 30-Oct-2026 | 7 | $3,285 USD | $23,000 USD |
| 31-Oct-2026 | 20-Nov-2026 | 7 | $3,571 USD | $25,000 USD |
| 21-Nov-2026 | 28-Nov-2026 | 7 | $6,142 USD | $43,000 USD |
| 28-Nov-2026 | 11-Dec-2026 | 7 | $3,571 USD | $25,000 USD |
| 12-Dec-2026 | 18-Dec-2026 | 7 | $4,571 USD | $32,000 USD |
| 19-Dec-2026 | 02-Jan-2027 | 7 | $7,142 USD | $50,000 USD |
| From | To | Min Stay | Nightly Rate | Weekly Rate |
|---|---|---|---|---|
| 29-Nov-2025 | 12-Dec-2025 | 7 | $3,571 USD | $25,000 USD |
| 13-Dec-2025 | 19-Dec-2025 | 7 | $4,785 USD | $33,500 USD |
| 20-Dec-2025 | 07-Jan-2026 | 7 | $6,857 USD | $48,000 USD |
| 04-Jan-2026 | 06-Mar-2026 | 7 | $5,071 USD | $35,500 USD |
| 07-Mar-2026 | 27-Mar-2026 | 7 | $5,714 USD | $40,000 USD |
| 28-Mar-2026 | 24-Apr-2026 | 7 | $5,071 USD | $35,500 USD |
| 25-Apr-2026 | 24-Jul-2026 | 7 | $3,857 USD | $27,000 USD |
| 25-Jul-2026 | 30-Oct-2026 | 7 | $3,571 USD | $25,000 USD |
| 31-Oct-2026 | 20-Nov-2026 | 7 | $3,857 USD | $27,000 USD |
| 21-Nov-2026 | 28-Nov-2026 | 7 | $6,142 USD | $43,000 USD |
| 28-Nov-2026 | 11-Dec-2026 | 7 | $3,857 USD | $27,000 USD |
| 12-Dec-2026 | 18-Dec-2026 | 7 | $5,071 USD | $35,500 USD |
| 19-Dec-2026 | 02-Jan-2027 | 7 | $7,142 USD | $50,000 USD |
| From | To | Min Stay | Nightly Rate | Weekly Rate |
|---|---|---|---|---|
| 29-Nov-2025 | 12-Dec-2025 | 7 | $3,928 USD | $27,500 USD |
| 13-Dec-2025 | 19-Dec-2025 | 7 | $5,357 USD | $37,500 USD |
| 20-Dec-2025 | 02-Jan-2026 | 7 | $6,857 USD | $48,000 USD |
| 04-Jan-2026 | 06-Mar-2026 | 7 | $5,700 USD | $39,900 USD |
| 07-Mar-2026 | 27-Mar-2026 | 7 | $6,142 USD | $43,000 USD |
| 28-Mar-2026 | 24-Apr-2026 | 7 | $5,700 USD | $39,900 USD |
| 25-Apr-2026 | 24-Jul-2026 | 7 | $4,214 USD | $29,500 USD |
| 25-Jul-2026 | 30-Oct-2026 | 7 | $3,857 USD | $27,000 USD |
| 31-Oct-2026 | 20-Nov-2026 | 7 | $4,214 USD | $29,500 USD |
| 21-Nov-2026 | 28-Nov-2026 | 7 | $6,142 USD | $43,000 USD |
| 19-Dec-2026 | 02-Dec-2026 | 7 | $7,142 USD | $50,000 USD |
| 28-Nov-2026 | 11-Dec-2026 | 7 | $4,214 USD | $29,500 USD |
| 12-Dec-2026 | 18-Dec-2026 | 7 | $5,700 USD | $39,900 USD |
| 19-Dec-2026 | 02-Jan-2027 | 7 | $7,142 USD | $50,000 USD |