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From $1,299 USD - $3,057 USD / nt

Retreat

Montego Bay , Tryall  Jamaica
5
5
From $1,299 USD - $3,057 USD / nt
From $1,299 USD - $3,057 USD / nt
We love this villa because...
its breathtaking ocean views, timeless Jamaican charm, and the perfect blend of privacy, comfort, and attentive staff service.

Retreat Villa – Elegant Ocean-View Luxury in Jamaica’s Tryall Club

A Secluded Caribbean Escape

Perched along the 18th fairway at the prestigious Tryall Club, Retreat Villa offers sweeping views of the Caribbean Sea and direct access to a private beach. This luxury Jamaica villa rental is framed by lush lawns, graceful Royal Palms, and tropical fruit trees—an inviting haven for families and groups seeking space, privacy, and timeless island charm.


Timeless Design with Island Breezes

Showcasing classic Jamaican architecture, Retreat Villa combines elegance and comfort:

  • Welcoming inner courtyard and stately entry colonnade.

  • Vaulted ceilings for light and openness.

  • Floor-to-ceiling mahogany louvered windows that capture cooling sea breezes.

  • Expansive lawns perfect for family activities and outdoor relaxation.


Stylish Bedrooms & Private Cottages

This Jamaica vacation villa accommodates up to ten guests in five spacious bedrooms, each with en suite bathrooms, air conditioning, and ceiling fans.

Main House

  • Primary Bedroom – King bed, serene garden outlook.

  • Guest Bedroom 1 – King bed.

  • Guest Bedroom 2 – Twin beds (convertible to king).

Guest Cottages

  • Honeymoon Cottage – Poolside, king bed, sitting area, TV, wet bar, private bathroom.

  • Owner’s Cottage – Secluded veranda, king bed, TV, wet bar, private bathroom.


Relaxation & Outdoor Living

From sun-drenched poolside afternoons to intimate dinners under the stars, Retreat Villa delivers the ultimate Caribbean villa lifestyle:

  • Indoor and alfresco dining spaces with ocean views.

  • Cozy lounge with wet bar and TV.

  • Gentle trade winds and the sounds of the sea.


Dedicated Staff & Exclusive Amenities

With six attentive household staff, every detail is taken care of:

  • Personal chef services.

  • Daily housekeeping and laundry.

  • Access to the world-class amenities of Tryall Club, including golf, tennis, and water sports.


Villa Highlights

  • Bedrooms: 5.

  • Bathrooms: 5 en suite.

  • Guests: 10.

  • Location: Montego Bay, Jamaica.

  • Category: Luxury, family-friendly, beachfront proximity.


The Perfect Jamaican Villa Getaway

Whether you’re searching for exclusive villas in Jamaica, Jamaica villas with staff, or private beachfront villas in the Caribbean, Retreat Villa offers an exceptional blend of sophistication, comfort, and island beauty.

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...

Looking for Jamaica Villas to Rent?

Looking for Jamaica Villas to Rent?Caribbean Dream Villas, a trusted Caribbean villa specialist and part of Worldwide Dream Villas, offers a handpicked selection of luxury villas to rent in Jamaica. Whether you’re seeking a beachfront villa, a private pool retreat, or a family-friendly holiday home near Jamaica’s top attractions, we provide some of the finest Jamaica villa rentals available. Explore villas to rent in popular areas like Montego Bay, Negril, and Ocho Rios. With stunning ocean views, professional concierge services, and easy access to Jamaica’s best beaches, dining, and golf courses, our villas for rent in Jamaica are ideal for couples, families, and groups looking for a memorable Caribbean vacation. Book your perfect Jamaica villa getaway with Caribbean Dream Villas today!

Rates

From To Min Stay Nightly Rate Weekly Rate
20-Dec-2025 02-Jan-2026 7 $2,857 USD $20,000 USD
04-Jan-2026 06-Mar-2026 7 $2,187 USD $15,312 USD
07-Mar-2026 27-Mar-2026 7 $2,406 USD $16,843 USD
28-Mar-2026 24-Apr-2026 7 $2,187 USD $15,312 USD
25-Apr-2026 24-Jul-2026 7 $1,414 USD $9,898 USD
25-Jul-2026 30-Oct-2026 7 $1,299 USD $9,095 USD
31-Oct-2026 20-Nov-2026 7 $1,414 USD $9,898 USD
21-Nov-2026 28-Nov-2026 7 $2,406 USD $16,843 USD
28-Nov-2026 11-Dec-2026 7 $1,414 USD $9,898 USD
12-Dec-2026 18-Dec-2026 7 $2,187 USD $15,312 USD
19-Dec-2026 02-Jan-2027 7 $3,057 USD $21,400 USD

Plan Your Trip

Amenities

  • Air Conditioned bedrooms
  • Air Conditioning
  • Beach Club Facility
  • Golf Cart
  • Golf Resort
  • Gym/Fitness Room
  • Private Garden
  • Private Pool
  • Restaurant
  • Shop
  • Sound System
  • Spa
  • Staffed Villa
  • Tennis Court
  • TV
  • WaterSports
  • Well Equipped Kitchen
  • Wireless Internet
Bedroom : 5
Bathroom : 5

Staff

  • Butler
  • Chef
  • Gardener
  • House keeper
  • House Manager
  • Laundress

Location

Have a Question?

USA/CANADA: +1 347 707 1195
BARBADOS: +246-432-6307
UK / INTERNATIONAL: +44 1978 368531

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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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