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Fairwinds
From $1,000 - $2,857 / nt

Fairwinds

Montego Bay , Tryall  Jamaica
4
4
From $1,000 - $2,857 / nt
From $1,000 - $2,857 / nt
We love this villa because...
it perfectly combines luxury, privacy, and stunning Caribbean views. The spacious bedrooms, private pool, and beautifully landscaped gardens create a serene retreat, while the dedicated staff ensures every stay is effortless and unforgettable. It’s ideal for families, couples, or groups seeking a truly relaxing Jamaica holiday villa experience.

Fairwinds – Luxury Villa Rental in Jamaica

Fairwinds is a sophisticated Jamaica villa rental offering breathtaking views of the Caribbean Sea and lush tropical gardens. Perfect for those seeking a serene escape, this elegant property combines traditional Caribbean architecture with modern comfort, making it one of the most sought-after Jamaica holiday villas.


Key Features of Fairwinds

  • Location: Copperwood Ridge, a prime hillside location with panoramic Caribbean Sea views.

  • Accommodation: 4 bedrooms, accommodating up to 8 guests.

  • Staff: Dedicated team including a housekeeper, chef, laundress, and gardener for a seamless stay.

  • Style: Classic Caribbean design by renowned architect Robert Hartley.


Bedrooms & Bathrooms

  • Primary Master: King-size bed, en-suite bathroom with Jacuzzi tub, private entrance, and patio.

  • Secondary Master: King-size bed, en-suite with sunken Roman bath, private entrance, and patio.

  • Guest Bedrooms: Twin beds convertible to king, private entrances and patios, with one room featuring an additional sunken Roman bath.


Living & Outdoor Spaces

  • Spacious living room with stunning sea views.

  • Covered alcove by the pool for relaxing or dining outdoors.

  • Pool deck designed for sunbathing and enjoying panoramic vistas.

  • Beautifully landscaped gardens with two freshwater lily ponds teeming with goldfish.


Why We Love Fairwinds

  • Perfect combination of luxury and comfort.

  • Private villa rentals in Jamaica ideal for families or groups.

  • Exclusive villa with attentive staff ensuring an unforgettable Caribbean experience.

  • Ideal for those seeking Jamaica luxury villas or Caribbean villas with pools.


Ideal For

  • Families looking for Jamaica family villa rentals.

  • Couples seeking a romantic getaway in Jamaica private villas.

  • Groups wanting holiday villas to rent in Jamaica with staff and privacy.

  • Guests searching for beachfront villas in Jamaica or villas in Jamaica with pool.


Fairwinds offers a unique blend of privacy, luxury, and Caribbean charm. Whether relaxing in your private villa, enjoying gourmet meals prepared by your chef, or exploring the surrounding area, this property ensures a memorable Jamaica vacation villa experience.

Book Your Stay at Fairwinds Today

Experience the ultimate in luxury and privacy with this stunning Jamaica villa rental. Whether you’re planning a family vacation, a romantic getaway, or a relaxing escape with friends, Fairwinds offers everything you need for an unforgettable Caribbean retreat.

Reserve your villa now and start your dream holiday in Jamaica!

Contact Worldwide Dream Villas 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

See more details...

Special Offer(s):

Stay 4 nights and pay for only 3, stay 7 nights and pay for only 5! Valid for stays between 06 June and 31 October 2026. Must be booked by 31 May 2026. Call or message for latest availability or further information.

FromToMin StayNightly RateWeekly Rate
04-Jan-202606-Mar-20267$1,928 USD$13,500 USD
07-Mar-202627-Mar-20267$1,928 USD$13,500 USD
25-Apr-202624-Jul-20267$1,357 USD$9,500 USD
25-Jul-202630-Oct-20267$1,000 USD$7,000 USD
31-Oct-202620-Nov-20267$1,357 USD$9,500 USD
21-Nov-202628-Nov-20267$2,428 USD$17,000 USD
28-Nov-202611-Dec-20267$1,357 USD$9,500 USD
12-Dec-202618-Dec-20267$1,928 USD$13,500 USD
19-Dec-202602-Jan-20277$2,857 USD$20,000 USD

Plan Your Trip

Amenities

  • Air Conditioned bedrooms
  • Air Conditioning
  • Beach Club Facility
  • Car Parking on site
  • Ceiling Fans
  • Childrens Activities
  • Communal Facilities
  • Golf Cart
  • Golf Resort
  • Gym/Fitness Room
  • Laundry Room
  • Near Beach
  • Private Garden
  • Private Pool
  • Restaurant
  • Staffed Villa
  • Steam Room
  • Sunbeds
  • Tennis Court
  • TV
  • WaterSports
  • Well Equipped Kitchen
  • Wireless Internet
Bedroom : 4
Bathroom : 4

    Staff

    • Chef
    • Gardener
    • House keeper
    • Laundress

    Location

    Have a Question?

    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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