
From $2,285 USD - $8,324 USD / nt
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Following Seas – A Private Hilltop Luxury Villa in Jamaica
Set high on one of the most scenic peaks of the renowned Tryall Club, Following Seas is a magnificent example of elegant Jamaica villa rentals. This spacious private estate covers seven acres of landscaped tropical gardens and blends traditional Caribbean charm with modern luxury.
With spectacular views of the Caribbean Sea, lush mountain surroundings, and impeccable design, Following Seas offers guests a serene escape with the feel of a well-loved family retreat.
A Serene and Stylish Caribbean Retreat
This beautifully styled Caribbean villa brings the outdoors in with its seamless flow between interior and exterior living spaces. Whether you're planning a quiet retreat or a vibrant gathering, the villa is designed to accommodate both with ease.
Highlights include:
Expansive indoor living and dining areas with elegant décor.
Covered terrace overlooking an infinity-edge pool and the ocean.
Secluded Jacuzzi and sun deck for complete relaxation.
Open-air gazebo dining area that seats up to 35 guests.
Separate media cottage with bar, 80-inch TV, and sunset views.
Cantilevered viewing deck offering lush rainforest vistas.
Luxurious Bedroom Suites for Flexible Stays
Following Seas is available to rent as a 4, 5, or 6-bedroom Jamaica villa, offering the flexibility to suit both smaller groups and larger families.
The Main Villa features:
Four spacious bedrooms, each with an en-suite bathroom and flat-screen TV.
A primary suite with dual bathrooms, a private dressing area, and an outdoor shower.
The Guest Cottage includes:
Two additional bedrooms.
A shared living area.
Private plunge pool and terrace.
Ideal for guests seeking added privacy within this Jamaica private villa.
Premium Amenities & Five-Star Service
This luxury villa in Jamaica ensures comfort and convenience at every turn:
Tower gym with panoramic 360-degree views.
Four golf carts for exploring the expansive Tryall Club grounds.
Dedicated staff of seven, including a chef, butler, housekeepers, and more.
Concierge service available to arrange in-villa spa treatments, excursions, and more.
This is more than just a vacation—it’s a fully immersive Caribbean villa experience.
Ideal for Families, Groups & Luxury Travelers
Whether you're planning a multigenerational getaway, a romantic retreat, or a celebration, Following Seas is among the top exclusive villas in Jamaica for:
Jamaica family villa rentals.
Luxury holiday villas to rent in Jamaica.
Jamaica villas with pool and staff.
Beachfront-style villas in Jamaica (elevated ocean views).
Private villa rentals in Jamaica offering full privacy and personalized service.
Looking for More Villas in the Caribbean?
In addition to Jamaica luxury villas, Caribbean Dream Villas offers a curated selection of premium vacation villas in the Caribbean, including top-rated Barbados villas for rent, St. Barts estates, and other Caribbean luxury villas to rent.
Enquire Now for Your Jamaica Dream Vacation
Don’t miss the opportunity to stay at Following Seas, one of the most exclusive vacation villas in Jamaica. With its stunning setting, thoughtful design, and attentive staff, it’s a villa that guests return to time and again.
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
Looking for Jamaica Villas to Rent?
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
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.