Cliffside Cottage, Tryall Club – Luxury Jamaica Villa Rental with Stunning Ocean Views

Overview

Dramatically positioned on a lush hillside overlooking the Caribbean Sea, Cliffside Cottage is a spectacular private retreat offering panoramic views across Montego Bay. By day, enjoy endless shades of blue ocean, and by night, watch the twinkling lights across the bay.

This exceptional property is one of the most desirable Jamaica villa rentals, ideal for travellers seeking privacy, comfort, and unforgettable scenery in one of the island’s most prestigious locations.

Key Features

• Five-bedroom, five-bathroom private villa.

• Approx. 5,000 sq. ft. of indoor and outdoor living space.

• Set within four acres of lush tropical grounds.

• 20' x 40' private swimming pool with expansive terrace.

• Outdoor bar and al fresco dining veranda.

• Membership to the exclusive Tryall Club.

This elegant home stands out among luxury villas in Jamaica and offers a perfect setting for both relaxation and entertaining.

Living Spaces & Design

Cliffside Cottage combines traditional Caribbean charm with spacious, open-plan living.

• Large living room with high rafter-and-beam ceilings.

• Wrap-around verandah with sweeping ocean views.

• Indoor and outdoor dining areas.

• Breezy spaces designed to capture cooling trade winds.

Whether relaxing or hosting, this villa delivers everything expected from premium vacation villas in Jamaica.

Outdoor Living

Outdoor living is a highlight of this beautiful property, making it ideal for guests seeking private villa rentals in Jamaica.

• Expansive pool terrace with sun loungers.

• Private pool overlooking the Caribbean Sea.

• Outdoor bar and entertaining space.

• Landscaped gardens with scenic viewpoints.

Perfect for sunset cocktails or starlit dinners, this is one of the most picturesque villas in Jamaica with pool.

Bedrooms & Accommodation

This five-bedroom villa is ideal for families and groups looking for Jamaica family villa rentals or exclusive villas in Jamaica.

Master Suite

• Located in a private east wing.

• King-size mahogany canopy bed.

• Private balconies with ocean views.

• En-suite bathroom with walk-in shower.

• Direct access to pool area.

Bedroom 2

• Queen-size bed.

• Terrace with ocean views.

• En-suite bathroom.

• Access to garden and interior spaces.

• Connects to Bedroom 3.

Bedroom 3

• King or twin beds (flexible setup).

• Ocean and pool views.

• En-suite bathroom with double vanity.

• Sunset-facing bay window.

Bedroom 4

• King or twin beds plus daybed.

• Garden views.

• Hall bathroom with walk-in shower.

Bedroom 5

• King or twin beds.

• Garden views.

• En-suite bathroom.

Staff & Services

Enjoy a fully serviced stay with a dedicated team, placing this villa among the finest Jamaica villas with staff.

• Private chef.

• Butler.

• Housekeeper.

• Laundress.

• Gardener and night watchman.

Guests can enjoy personalised meals, including romantic dinners by the pool or relaxed veranda dining overlooking Montego Bay.

Amenities

• Air conditioning in all bedrooms.

• Private safes in each room.

• Wireless internet throughout.

• Cable TV, DVD player, and media library.

• Sound system with iPod dock and wireless speakers.

• Complimentary calls to the US, UK, and Canada.

• Laundry facilities.

• Hair dryers in all bathrooms.

Tryall Club Membership

Guests at Cliffside Cottage benefit from access to the prestigious Tryall Club, enhancing the experience of staying in one of the top Jamaica luxury villas.

Membership Includes

• Private beach access.

• Non-motorised water sports.

• Tennis courts.

• Fitness centre and gym.

• Hummingbird Kids Club.

• Afternoon tea and social events.

Additional Notes

• Resort fee applies per guest, per day.

• Some services (golf, spa, dining, etc.) incur additional charges.

• Membership terms are subject to change.

Ideal For

Cliffside Cottage is perfect for:

• Families seeking spacious Jamaica villas to rent.

• Groups looking for vacation villas in the Caribbean.

• Couples wanting a private, scenic escape.

• Guests searching for holiday villas to rent in Jamaica.

• Luxury travellers exploring Caribbean villas.

Why Choose Cliffside Cottage

• Spectacular panoramic views over Montego Bay.

• One of the most scenic Jamaica private villas.

• Full staff for a seamless luxury experience.

• Exclusive Tryall Club access.

• Ideal for both relaxation and entertaining.

Explore More Caribbean Villa Rentals

If you are considering alternative destinations, explore a curated collection of Barbados villas for rent, alongside other luxury villas to rent in the Caribbean, each offering a unique island lifestyle.

Book Your Jamaica Villa Escape

Cliffside Cottage is a truly exceptional choice among villas to rent in Jamaica, offering privacy, elegance, and breathtaking surroundings.

Enquire today to secure your stay at one of the most sought-after Jamaica villas to rent for an unforgettable Caribbean getaway.

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