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From $2,354 USD - $8,324 USD / nt

Following Seas

Montego Bay  Jamaica
6
6
From $2,354 USD - $8,324 USD / nt
From $2,354 USD - $8,324 USD / nt
We love this villa because...
its breathtaking hilltop ocean views, elegant indoor-outdoor living, full staff, and the unmatched privacy it offers within Tryall Club.

Luxury Jamaica Villa Rental: Following Seas at Tryall Club

Following Seas is one of the most exclusive luxury villas in Jamaica, offering panoramic ocean views, lush tropical gardens, and classic Hollywood charm. Perched on one of Tryall Club’s highest peaks and spread across seven acres of immaculately landscaped grounds, this villa blends elegance, privacy, and comfort—ideal for families, groups, and discerning travelers looking for Jamaica villa rentals.


Why Choose Following Seas – A Premier Caribbean Villa

Breathtaking Location & Scenic Views

This Jamaica private villa delivers sweeping views of the Caribbean Sea and rainforest from nearly every angle. Whether you're enjoying a sunset cocktail or waking to the sound of waves, this home offers an authentic Caribbean villa experience.


Elegant Living Spaces Designed for Relaxation

  • Expansive living areas ideal for both entertaining and private moments.

  • Sophisticated interiors that bring the colors of the sea and sky indoors.

  • Covered patio with comfortable seating overlooking an infinity-edge pool.

  • Jacuzzi and sun deck perfect for unwinding in complete serenity.

  • Private media cottage with bar, 80-inch flat-screen TV, and sunset views.

  • Dining gazebo that seats up to 35 guests—ideal for group celebrations.

  • Elevated deck with rainforest views, perfect for quiet reflection.


Spacious Bedrooms with Private Amenities

Following Seas offers luxury villa accommodation in Jamaica with flexibility to rent 4, 5, or 6 bedrooms.

Main House:

  • 4 spacious bedrooms with en-suite bathrooms and flat-screen TVs

  • Primary suite includes:

    • Two full bathrooms.

    • Outdoor shower.

    • Private dressing area.

Guest Cottage:

  • 2 additional bedrooms with shared living area.

  • Private plunge pool and sun terrace.

  • Ideal for guests seeking privacy within a Jamaica family villa rental.


Resort-Style Amenities & Dedicated Service

  • Tower gym with 360° panoramic views.

  • Four golf carts to explore the Tryall Club resort.

  • Full staff of seven, including chef, butler, housekeepers, and gardener.

  • Seamless service for a carefree and indulgent vacation.

This is a private villa rental in Jamaica that rivals the world’s finest vacation villas in the Caribbean.


Perfect for Groups, Families & Celebrations

Whether you're planning a family getaway, a couples’ retreat, or a celebration, Following Seas is one of the most exclusive villas in Jamaica. With expansive grounds, premium facilities, and full staff, it’s an excellent choice for those seeking:

  • Holiday villas to rent in Jamaica.

  • Beachfront villas in Jamaica (Note: ocean views, not direct beach access).

  • Villas in Jamaica with pools.

  • Jamaica villas with staff for a fully serviced experience.

  • Jamaica villas to rent for family gatherings or luxury escapes.


Explore More Caribbean Luxury

Following Seas is part of a curated collection of premium vacation villas in Jamaica and beyond. If you’re also exploring Barbados villas for rent or other Caribbean villas, our portfolio includes top-tier properties tailored for every kind of luxury traveler.


Book Your Jamaica Luxury Villa Today

Experience the best of Jamaica vacation villas with Following Seas—a rare blend of timeless charm, world-class service, and natural beauty. Explore our collection of villas to rent in Jamaica and secure your dream holiday villa in the Caribbean.

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

See more details...

Rate

FromToMin StayNightly RateWeekly Rate
29-Nov-202512-Dec-20257$2,726 USD$19,085 USD
13-Dec-202519-Dec-20257$5,012 USD$35,090 USD
19-Dec-202602-Jan-20267$8,324 USD$58,274 USD
20-Dec-202502-Jan-20267$7,432 USD$52,030 USD
04-Jan-202606-Mar-20267$5,363 USD$37,546 USD
07-Mar-202627-Mar-20267$6,065 USD$42,459 USD
28-Mar-202624-Apr-20267$5,363 USD$37,546 USD
25-Apr-202624-Jul-20267$2,808 USD$19,658 USD
25-Jul-202630-Oct-20267$2,354 USD$16,480 USD
31-Oct-202620-Nov-20267$2,808 USD$19,658 USD
21-Nov-202628-Nov-20267$6,065 USD$42,459 USD
28-Nov-202611-Dec-20267$2,808 USD$19,658 USD
12-Dec-202618-Dec-20267$5,363 USD$37,547 USD
19-Dec-202602-Jan-20277$8,324 USD$58,274 USD
FromToMin StayNightly RateWeekly Rate
29-Nov-202512-Dec-20257$3,439 USD$24,079 USD
13-Dec-202519-Dec-20257$5,012 USD$35,090 USD
20-Dec-202502-Jan-20267$7,432 USD$52,030 USD
04-Jan-202606-Mar-20267$5,363 USD$37,546 USD
07-Mar-202627-Mar-20267$6,065 USD$42,459 USD
28-Mar-202624-Apr-20267$5,363 USD$37,546 USD
25-Apr-202624-Jul-20267$3,544 USD$24,813 USD
25-Jul-202630-Oct-20267$3,036 USD$21,527 USD
31-Oct-202620-Nov-20267$3,544 USD$24,813 USD
21-Nov-202628-Nov-20267$6,065 USD$42,459 USD
28-Nov-202611-Dec-20267$3,543 USD$24,801 USD
12-Dec-202618-Dec-20267$5,363 USD$37,546 USD
19-Dec-202602-Jan-20277$8,324 USD$58,274 USD
FromToMin StayNightly RateWeekly Rate
29-Nov-202512-Dec-20257$3,837 USD$26,862 USD
13-Dec-202519-Dec-20257$5,012 USD$35,090 USD
20-Dec-202502-Jan-20267$7,432 USD$52,030 USD
04-Jan-202606-Mar-20267$5,363 USD$37,546 USD
07-Mar-202627-Mar-20267$6,065 USD$42,459 USD
28-Mar-202624-Apr-20267$5,363 USD$37,546 USD
25-Apr-202624-Jul-20267$3,952 USD$27,668 USD
25-Jul-202630-Oct-20267$3,399 USD$23,793 USD
31-Oct-202620-Nov-20267$3,952 USD$27,668 USD
21-Nov-202628-Nov-20267$6,065 USD$42,459 USD
28-Nov-202611-Dec-20267$3,952 USD$27,668 USD
12-Dec-202618-Dec-20267$5,363 USD$37,546 USD
19-Dec-202602-Jan-20277$8,324 USD$58,274 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
  • Ceiling Fans
  • Communal Facilities
  • Golf Cart
  • Golf Resort
  • Gym/Fitness Room
  • Outdoor Jacuzzi
  • Plunge Pool
  • Private Garden
  • Private Pool
  • Restaurant
  • Shop
  • Sound System
  • Staffed Villa
  • TV
Bedroom : 6
Bathroom : 6

    Staff

    • Butler
    • Chef
    • Gardener
    • House keeper
    • 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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