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Tradewinds on the Sea

Montego Bay , Tryall  Jamaica
4
4
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From $2,285 USD - $5,600 USD / nt

From $2,285 USD - $5,600 USD / nt

Plan Your Trip

HAVE QUESTIONS?

USA/CANADA: +1 347 707 1195
BARBADOS: +246-432-6307
UK /INTERNATIONAL: +44 1978 368531
From $2,285 USD - $5,600 USD / nt
We love this villa because...
We love Tradewinds on the Sea for its rare private beach, breathtaking ocean views, and the perfect blend of Caribbean charm with modern luxury.

Tradewinds on the Sea – Luxury Jamaica Villa Rental with Private Beach

Tradewinds on the Sea is a rare gem among Jamaica villa rentals — one of the few Tryall villas with its own private beach (tide-dependent). Offering uninterrupted sea views, this luxury villa in Jamaica combines classic Caribbean architecture with modern elegance for the ultimate beachfront villa experience.


Highlights of Tradewinds on the Sea

  • Private beach access for a truly exclusive stay.

  • 4 bedrooms – accommodates up to 8 guests.

  • 6 professional staff members: Butler, Chef, Laundress, Housekeeper, Houseman, and Gardener.

  • Beachfront location with panoramic Caribbean Sea views.

  • New ocean-front swimming pool with integrated hot tub.

  • Spacious outdoor terrace for all-day sun or shaded lounging under a double grass hut.

  • Open-plan living with seamless indoor-outdoor flow.


Elegant Design & Comfortable Living

Set directly on the shoreline, Tradewinds blends the relaxed charm of the Caribbean with contemporary upgrades. The villa is single-level with a detached cottage and expansive lawn to the east. Every room is oriented to maximize sea views and capture the island breeze.

Soft coastal tones — Eau de Nil and pale blue — reflect the beauty of the surrounding sea and sky. The living areas include:

  • Comfortable lounge and dining space with ocean views.

  • Media room for entertainment.

  • Spacious veranda with comfortable seating and a flat-screen TV.


Luxurious Bedrooms & Bathrooms

All four bedrooms feature stunning sea views and immaculate en-suite bathrooms.

  • Three bathrooms include outdoor showers and air-conditioning.

  • One bathroom features a bathtub and shower.

  • Master suite includes a cozy sitting room with a private bay view.


Perfect for Families & Groups

Whether you’re seeking Jamaica family villa rentals, a romantic private villa rental in Jamaica, or a luxury escape with friends, Tradewinds on the Sea offers privacy, comfort, and world-class service. The dedicated household staff ensures every detail of your stay is taken care of.


Location & Nearby Attractions

Tradewinds is part of the prestigious Tryall Club — known for its championship golf course, tennis courts, fine dining, and private beach club. Guests can also explore nearby luxury villas in Jamaica, beachfront villas in the Caribbean, and exclusive villas for rent in the region.

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

Amenities

  • Air Conditioned bedrooms
  • Air Conditioning
  • Beach Club Facility
  • Beach Front
  • Communal Facilities
  • Gym/Fitness Room
  • Office
  • Outdoor Jacuzzi
  • Private Garden
  • Private Pool
  • Restaurant
  • Sea view
  • Shop
  • Short walk to beach
  • Sound System
  • Spa
  • Staffed Villa
  • Tennis Court
  • TV
  • WaterSports
  • Well Equipped Kitchen
  • Wireless Internet
See more details...
Bedroom : 4
Bathroom : 4

    Staff

    • Butler
    • Chef
    • Gardener
    • House keeper
    • Laundress

    Rate

    FromToMin StayNightly RateWeekly Rate
    11-Aug-202531-Oct-20257$2,285 USD$16,000 USD
    01-Nov-202521-Nov-20257$2,414 USD$16,900 USD
    22-Nov-202528-Nov-20257$3,571 USD$25,000 USD
    29-Nov-202512-Dec-20257$2,414 USD$16,900 USD
    13-Dec-202519-Dec-20257$3,285 USD$23,000 USD
    20-Dec-202502-Jan-20267$5,000 USD$35,000 USD
    04-Jan-202606-Mar-20267$3,515 USD$24,610 USD
    07-Mar-202627-Mar-20267$3,614 USD$25,300 USD
    28-Mar-202624-Apr-20267$3,515 USD$24,610 USD
    25-Apr-202625-Jul-20267$2,414 USD$16,900 USD
    25-Jul-202630-Oct-20267$2,285 USD$16,000 USD
    31-Oct-202620-Nov-20267$2,414 USD$16,900 USD
    21-Nov-202628-Nov-20267$3,928 USD$27,500 USD
    28-Nov-202611-Dec-20267$2,414 USD$16,900 USD
    12-Dec-202618-Dec-20267$3,515 USD$24,610 USD
    19-Dec-202602-Jan-20277$5,600 USD$39,200 USD

    Rental rates are subject to 10.00 % TAX plus 7.50 % service charge.

    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

    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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