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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 – Luxury Jamaica Villa Rental with Panoramic Caribbean Views

Perched atop Garden Hill at the prestigious Tryall Club, Dragonfly is one of the most spectacular Jamaica villa rentals, offering unmatched privacy, world-class amenities, and sweeping ocean views. Ideal for families, groups, and travellers seeking luxury villas in Jamaica, this exceptional property combines contemporary design with Caribbean elegance.


Unmatched Ocean Views and Exceptional Design

Dragonfly is a true architectural showcase. From its elevated position, the villa overlooks unobstructed Caribbean Sea views that stretch west toward Lucea and east to Montego Bay. Whether you are lounging in the expansive living areas, relaxing in the elegant bedrooms, or swimming in the extraordinary 2,000 sq. ft. heated pool, this breathtaking panorama surrounds you.

Key highlights include:

  • Floor-to-ceiling doors and windows that invite natural light and ocean breezes.

  • A seamless blend of global contemporary and classic Caribbean design.

  • Expansive terraces perfect for outdoor living, dining, and entertaining.

This is the ultimate setting for guests searching for Jamaica luxury villas, private villa rentals in Jamaica, and vacation villas in the Caribbean.


Spacious Bedrooms and Elegant Living Areas

Upper Level

The upper floor features four beautifully designed bedrooms, including:

  • Primary suite with an oversized spa-inspired bathroom.

  • Private hot tub positioned for serene ocean views.

  • Stylish open-plan living areas with a bar and multiple dining spaces.

  • A dramatic ocean-view gazebo ideal for sunset dining.

  • An indoor dining room that also functions as a boardroom—perfect for executive retreats.

Lower Level

The lower level offers three additional spacious bedrooms that open directly onto the villa’s impressive pool terrace.

Features include:

  • En suite bathrooms with double showers.

  • Private outdoor seating areas for each bedroom.

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

Ideal for guests searching for Jamaica family villa rentals, Jamaica villas with staff, and villas in Jamaica with pool.


Resort-Style Amenities for Every Guest

Dragonfly offers an extensive range of leisure and wellness facilities, making it a standout among exclusive villas in Jamaica and Jamaica private villas.

Amenities include:

  • Home theater.

  • Fully equipped gym.

  • Games room with Xbox and table tennis.

  • Basketball court.

  • Expansive heated swimming pool.


Exceptional Staff and Five-Star Service

A professional household staff ensures a seamless and luxurious stay, including:

  • Private chef.

  • Butler.

  • Housekeepers.

  • Additional support staff dedicated to guest comfort.

This personalised service makes Dragonfly one of the most desirable holiday villas to rent in Jamaica and vacation villas in Jamaica.


Villa Details

  • 7 bedrooms.

  • 7 bathrooms.

  • Sleeps 14 guests.

  • 7 household staff.

Discover why Dragonfly is one of the most sought-after luxury villas in Jamaica.

Contact Worldwide Dream Villas today to check availability or secure your preferred travel dates.

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

See more details...

Rate

FromToMin StayNightly RateWeekly Rate
13-Dec-202519-Dec-20257$4,214 USD$29,500 USD
20-Dec-202502-Jan-20267$6,857 USD$48,000 USD
04-Jan-202606-Mar-20267$4,571 USD$32,000 USD
07-Mar-202627-Mar-20267$5,428 USD$38,000 USD
28-Mar-202624-Apr-20267$4,571 USD$32,000 USD
25-Apr-202624-Jul-20267$3,571 USD$25,000 USD
25-Jul-202630-Oct-20267$3,285 USD$23,000 USD
31-Oct-202620-Nov-20267$3,571 USD$25,000 USD
21-Nov-202628-Nov-20267$6,142 USD$43,000 USD
28-Nov-202611-Dec-20267$3,571 USD$25,000 USD
12-Dec-202618-Dec-20267$4,571 USD$32,000 USD
19-Dec-202602-Jan-20277$7,142 USD$50,000 USD
FromToMin StayNightly RateWeekly Rate
29-Nov-202512-Dec-20257$3,571 USD$25,000 USD
13-Dec-202519-Dec-20257$4,785 USD$33,500 USD
20-Dec-202507-Jan-20267$6,857 USD$48,000 USD
04-Jan-202606-Mar-20267$5,071 USD$35,500 USD
07-Mar-202627-Mar-20267$5,714 USD$40,000 USD
28-Mar-202624-Apr-20267$5,071 USD$35,500 USD
25-Apr-202624-Jul-20267$3,857 USD$27,000 USD
25-Jul-202630-Oct-20267$3,571 USD$25,000 USD
31-Oct-202620-Nov-20267$3,857 USD$27,000 USD
21-Nov-202628-Nov-20267$6,142 USD$43,000 USD
28-Nov-202611-Dec-20267$3,857 USD$27,000 USD
12-Dec-202618-Dec-20267$5,071 USD$35,500 USD
19-Dec-202602-Jan-20277$7,142 USD$50,000 USD
FromToMin StayNightly RateWeekly Rate
29-Nov-202512-Dec-20257$3,928 USD$27,500 USD
13-Dec-202519-Dec-20257$5,357 USD$37,500 USD
20-Dec-202502-Jan-20267$6,857 USD$48,000 USD
04-Jan-202606-Mar-20267$5,700 USD$39,900 USD
07-Mar-202627-Mar-20267$6,142 USD$43,000 USD
28-Mar-202624-Apr-20267$5,700 USD$39,900 USD
25-Apr-202624-Jul-20267$4,214 USD$29,500 USD
25-Jul-202630-Oct-20267$3,857 USD$27,000 USD
31-Oct-202620-Nov-20267$4,214 USD$29,500 USD
21-Nov-202628-Nov-20267$6,142 USD$43,000 USD
19-Dec-202602-Dec-20267$7,142 USD$50,000 USD
28-Nov-202611-Dec-20267$4,214 USD$29,500 USD
12-Dec-202618-Dec-20267$5,700 USD$39,900 USD
19-Dec-202602-Jan-20277$7,142 USD$50,000 USD

Plan Your Trip

Ready for your Dream Escape?
Please contact us to confirm availability of your chosen villa and book your dates of stay.

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

    Location

    HAVE QUESTIONS?

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

    Other Properties you may like

    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

    Live Chat


    A great way to communicate as we can answer your questions in real time. We are usually available 6 days a week between 9am and 8pm.

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