Dragonfly
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Dragonfly

Montego Bay , Tryall  Jamaica
7
7
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From $3,285 USD - $7,142 USD / nt

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

Plan Your Trip

HAVE QUESTIONS?

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

Looking for Jamaica Villas to Rent?Caribbean Dream Villas, a trusted Caribbean villa specialist and part of Worldwide Dream Villas, offers a handpicked selection of luxury villas to rent in Jamaica. Whether you’re seeking a beachfront villa, a private pool retreat, or a family-friendly holiday home near Jamaica’s top attractions, we provide some of the finest Jamaica villa rentals available. Explore villas to rent in popular areas like Montego Bay, Negril, and Ocho Rios. With stunning ocean views, professional concierge services, and easy access to Jamaica’s best beaches, dining, and golf courses, our villas for rent in Jamaica are ideal for couples, families, and groups looking for a memorable Caribbean vacation. Book your perfect Jamaica villa getaway with Caribbean Dream Villas today!

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
See more details...
Bedroom : 7
Bathroom : 7

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

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

Email : [email protected]

 

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Barbados: Indigo Courtyard, Holetown, Barbados Bb24917

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