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From $3,285 USD - $7,142 USD / nt

Dragonfly

Montego Bay , Tryall  Jamaica
7
7
From $3,285 USD - $7,142 USD / nt
From $3,285 USD - $7,142 USD / nt
We love this villa because...
it combines breathtaking, uninterrupted ocean views with luxurious indoor and outdoor living spaces, a massive private pool, and a fully staffed team, making it perfect for families, groups, and anyone seeking an unforgettable Jamaica villa experience.

Dragonfly – Premier Luxury Villa at The Tryall Club, Jamaica

Dragonfly is an exceptional Jamaica villa rental positioned high on Garden Hill within the exclusive Tryall Club. This remarkable home is known for its sweeping Caribbean Sea views, sophisticated design, and generous indoor–outdoor living spaces. Ideal for families, groups, and guests looking for luxury villas in Jamaica or private vacation villas in the Caribbean, Dragonfly delivers an elevated villa experience from the moment you arrive.


Breathtaking Panoramic Views & Refined Architecture

The villa’s prime hilltop location offers uninterrupted ocean vistas extending west toward Lucea and east across Montego Bay. Designed to celebrate its remarkable setting, Dragonfly features wide terraces, open-air living areas, and full-height doors that allow cooling breezes to flow throughout the property.

Key features include:

  • Striking 180-degree Caribbean Sea views.

  • A seamless blend of contemporary architecture and island warmth.

  • Expansive outdoor areas perfect for dining, lounging, and entertaining.

Guests searching for Jamaica luxury villas, Jamaica private villas, or exclusive villas in Jamaica will appreciate the privacy and space this property provides.


Stylish Interiors & Seven Spacious Bedroom Suites

Upper Level

The upper floor is home to four beautifully appointed bedrooms. The standout primary suite offers:

  • A luxurious spa-style bathroom.

  • A private hot tub overlooking the coastline.

This level also includes:

  • Elegant open-plan living spaces.

  • A sophisticated bar area.

  • Indoor and outdoor dining options.

  • A spectacular ocean-facing gazebo.

  • A dining/meeting room designed for executive retreats or corporate groups.

Lower Level

Three additional bedrooms sit on the lower floor with direct access to the expansive pool terrace—ideal for guests looking for villas in Jamaica with pool or Jamaica family villa rentals.

Lower-level features include:

  • En suite bathrooms with double showers.

  • Private seating areas.

  • Immediate access to the Tryall Club’s largest private pool.


Resort-Style Amenities & Entertainment Spaces

Dragonfly offers a wide array of leisure facilities, making it one of the most appealing Jamaica villas to rent for guests of all ages.

Amenities include:

  • A spectacular 2,000 sq. ft. heated swimming pool.

  • Home theatre.

  • Fitness room.

  • Games room with Xbox and table tennis.

  • Basketball court.

These features create the ideal environment for guests seeking holiday villas to rent in Jamaica with exceptional recreational options.


Exceptional Staff & Personalised Service

The villa is staffed by a professional and attentive team dedicated to creating a seamless stay, including:

  • Private chef.

  • Butler.

  • Housekeepers.

  • Additional household staff.

This high level of service makes Dragonfly one of the most desirable Jamaica villas with staff and a standout among private villa rentals in Jamaica.


Villa Summary

  • 7 bedrooms.

  • 7 bathrooms.

  • Sleeps 14 guests.

  • Fully staffed.

Discover one of the finest luxury villas in Jamaica.

Contact Jamaica Dream Villas to enquire about availability, rates, or to reserve Dragonfly for your next Caribbean getaway.

See more details...

If you are interested in Dragonfly contact us today.

Email:-
[email protected] 

Phone Numbers:
USA / Canada: +1 347 707 1195
UK / International: +44 1978 368531
Barbados: +1 246 432 6307

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
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
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

Plan Your Trip

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
Bedroom : 7
Bathroom : 7

Staff

  • Butler
  • Chef
  • Gardener
  • House keeper
  • House Manager
  • Laundress

HAVE QUESTIONS?

USA/CANADA: +1 347 707 1195
BARBADOS: +246-432-6307
UK / INTERNATIONAL: +44 1978 368531

Location

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Get In Touch

CONTACT US

USA/CANADA: +1 347 707 1195
UK /International : +44 1978 368531
Barbados: +1 246-432-6307

Email : [email protected]

 

UK: 40 Knutsford Road, Alderley Edge, Cheshire SK9 7SF

Barbados: Indigo Courtyard, Holetown, Barbados Bb24917

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