Following Seas
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Following Seas

Montego Bay  Jamaica
6
6
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From $2,285 USD - $8,324 USD / nt

From $2,285 USD - $8,324 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 - $8,324 USD / nt
We love this villa because...
We love Following Seas for 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

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
See more details...
Bedroom : 6
Bathroom : 6

Staff

  • Butler
  • Chef
  • Gardener
  • House keeper
  • Laundress

Rate

From To Min Stay Nightly Rate Weekly Rate
26-Jul-2025 31-Oct-2025 7 $2,285 USD $16,000 USD
01-Nov-2025 21-Nov-2025 7 $2,726 USD $19,085 USD
22-Nov-2025 28-Nov-2025 7 $5,514 USD $38,599 USD
29-Nov-2025 12-Dec-2025 7 $2,726 USD $19,085 USD
13-Dec-2025 19-Dec-2025 7 $5,012 USD $35,090 USD
19-Dec-2026 02-Jan-2026 7 $8,324 USD $58,274 USD
20-Dec-2025 02-Jan-2026 7 $7,432 USD $52,030 USD
04-Jan-2026 06-Mar-2026 7 $5,363 USD $37,546 USD
07-Mar-2026 27-Mar-2026 7 $6,065 USD $42,459 USD
28-Mar-2026 24-Apr-2026 7 $5,363 USD $37,546 USD
25-Apr-2026 24-Jul-2026 7 $2,808 USD $19,658 USD
25-Jul-2026 30-Oct-2026 7 $2,354 USD $16,480 USD
31-Oct-2026 20-Nov-2026 7 $2,808 USD $19,658 USD
21-Nov-2026 28-Nov-2026 7 $6,065 USD $42,459 USD
28-Nov-2026 11-Dec-2026 7 $2,808 USD $19,658 USD
12-Dec-2026 18-Dec-2026 7 $5,363 USD $37,547 USD
19-Dec-2026 02-Jan-2027 7 $8,324 USD $58,274 USD
From To Min Stay Nightly Rate Weekly Rate
26-Jul-2025 31-Oct-2025 7 $2,985 USD $20,900 USD
01-Nov-2025 21-Nov-2025 7 $3,441 USD $24,090 USD
22-Nov-2025 28-Nov-2025 7 $5,514 USD $38,599 USD
29-Nov-2025 12-Dec-2025 7 $3,439 USD $24,079 USD
13-Dec-2025 19-Dec-2025 7 $5,012 USD $35,090 USD
20-Dec-2025 02-Jan-2026 7 $7,432 USD $52,030 USD
04-Jan-2026 06-Mar-2026 7 $5,363 USD $37,546 USD
07-Mar-2026 27-Mar-2026 7 $6,065 USD $42,459 USD
28-Mar-2026 24-Apr-2026 7 $5,363 USD $37,546 USD
25-Apr-2026 24-Jul-2026 7 $3,544 USD $24,813 USD
25-Jul-2026 30-Oct-2026 7 $3,036 USD $21,527 USD
31-Oct-2026 20-Nov-2026 7 $3,544 USD $24,813 USD
21-Nov-2026 28-Nov-2026 7 $6,065 USD $42,459 USD
28-Nov-2026 11-Dec-2026 7 $3,543 USD $24,801 USD
12-Dec-2026 18-Dec-2026 7 $5,363 USD $37,546 USD
19-Dec-2026 02-Jan-2027 7 $8,324 USD $58,274 USD
From To Min Stay Nightly Rate Weekly Rate
26-Jul-2025 31-Oct-2025 7 $3,300 USD $23,100 USD
01-Nov-2025 21-Nov-2025 7 $3,837 USD $26,862 USD
22-Nov-2025 28-Nov-2025 7 $5,514 USD $38,599 USD
29-Nov-2025 12-Dec-2025 7 $3,837 USD $26,862 USD
13-Dec-2025 19-Dec-2025 7 $5,012 USD $35,090 USD
20-Dec-2025 02-Jan-2026 7 $7,432 USD $52,030 USD
04-Jan-2026 06-Mar-2026 7 $5,363 USD $37,546 USD
07-Mar-2026 27-Mar-2026 7 $6,065 USD $42,459 USD
28-Mar-2026 24-Apr-2026 7 $5,363 USD $37,546 USD
25-Apr-2026 24-Jul-2026 7 $3,952 USD $27,668 USD
25-Jul-2026 30-Oct-2026 7 $3,399 USD $23,793 USD
31-Oct-2026 20-Nov-2026 7 $3,952 USD $27,668 USD
21-Nov-2026 28-Nov-2026 7 $6,065 USD $42,459 USD
28-Nov-2026 11-Dec-2026 7 $3,952 USD $27,668 USD
12-Dec-2026 18-Dec-2026 7 $5,363 USD $37,546 USD
19-Dec-2026 02-Jan-2027 7 $8,324 USD $58,274 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

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