Entire home
Little Hill 5BR in Montego Bay by Personal Villas - Unforgettable Getaway
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5 bedrooms5 bathroomsSleeps 10929.0 sq m
Popular amenities
Explore the area

Montego Bay, St. James
- Tryall Golf Club2 min walk
- Montego Bay Cruise Ship Terminal21 min drive
- Sunset Beach Resort Au Natural Beach22 min drive
- Montego Bay (MBJ-Sir Donald Sangster Intl.)38 min drive
Rooms & beds
5 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
1 King Bed
Bedroom 5
2 Single Beds
5 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Bathroom 5
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Office
Balcony
Garden
About this property
Little Hill 5BR in Montego Bay by Personal Villas - Unforgettable Getaway
Summary:
** Please drop us a message before booking the property as we need to check availability for all requests at this villa **
LITTLE HILL 5BR at the TRYALL CLUB, Montego Bay, Jamaica
Without doubt one of the most elegant and exquisitely furnished villas at Tryall, Little Hill occupies a private 5 acre hill and offers exceptional privacy and charm with lovely sea views. Immaculate gardens include many fruit trees and the circular swimming pool is surrounded by a very pretty veranda courtyard. It is the only villa to have a private tennis court.
Little Hill was built in 1959 by the acclaimed architect Robert Hartley. It is built in the classic West Indies style around a 30 foot diameter swimming pool with extensive covered terraces throughout.
The house is superbly situated on its own hill of five and three quarter acres and is surrounded by beautiful grounds. There are striking 360 degree views of the surrounding area from an elevation of 200 feet. There are views of the sea, the forest and the internationally acclaimed golf course. It is also the only villa at Tryall to offer a private tennis court.
Little Hill has solid mahogany doors and floors throughout and is the perfect house for entertaining with seating for twenty-four on a hundred foot long terrace and because of its elevated position, it enjoys gentle breezes throughout the year. The house is extremely well furnished and has particularly fine linens and china.
All five bedrooms have en-suite bathrooms, good cupboard space, and safes. The master bedroom and bathroom are wheelchair-friendly. There are fans in all rooms, and air conditioning units. Each bedroom has a flat-screen television, and there is Wi-Fi with internet throughout the house.
The villa is entered through double mahogany doors to a two-level entrance hall with a fine eighteenth-century cut stone floor and stone staircase leading to the main areas of the villa. The focal point is the cathedral ceilinged living room furnished in blue and white leading to the bar and card room, all with beautiful parquet floors. On the west side of the villa there is a covered terrace 100 feet long which affords one of the main sitting areas outside the bar and card room. On the east side of the villa, the long covered terrace provides a number of seating areas and is a popular area for entertaining around the pool. There is also a powder room, flower room and music centre in this area.Little Hill provides three complimentary golf carts for use while at the Tryall Club.
The house employs a wonderful chef who can cater for any taste or diet. There is also a butler, two maids, a laundress and three gardeners.
AMENITIES
• Heated swimming pool – deepest point 10 feet
• 3 Carts, Safes, iPod docks
• Molton Brown toiletries
• Free Wireless internet
• Cable television, Flat screen TVs
• Indoor/Outdoor Dining
• En-suite bathroom, Hair dryers
• Private tennis court
Features
• A short golf cart ride to the luxury spa, beach, beach club, watersports facility, beach club, championship golf course, boutique, tour attractions desk, the Great House restaurant, gym, reception, commissary, games room, library, tennis courts, pickleball, kids club, and nanny service, and environment office.
STAFF
• Chef
• Butler
• Laundress
• 2 Housekeepers
• 2 Gardeners
BEDROOM DESCRIPTION
Bedroom 1 - King size bed, A/C, En-suite bathroom
Bedroom 2 - King size bed, A/C, En-suite bathroom
Bedroom 3 - King size bed, A/C, En-suite bathroom
Bedroom 4 - King size bed, A/C, En-suite bathroom
Bedroom 5 - 2 Twin beds (which can be combined as kings), A/C, En-suite bathroom
Mandatory Temporary Membership Dues (TMDs)
*Adults (16 & older): $184 per person per week or $36.80 per person per day for stays of less than 5 nights
Children ages 13 -15 pay 50% discounted rate
Children 12 & younger – complimentary
TMDs can be either prepaid or paid upon arrival at the Club.
*Cost quoted is inclusive of taxes.
New Temporary Membership Dues (TMDs)
* Effective immediately to all bookings for travel January 1, 2025 and beyond
1- 4 DAYS - PER DAY
16 yrs. and over - $ 34.00+ 15% = $39.10
13-15 yrs. - $17.00+ 15% = $19.55
5- 7 DAYS
16 yrs. and over - $170.00 + 15% - $195.50
13-15 yrs.-$85.00 + 15% = $97.75
*TMD rates are subject to change
Other Things to Note:
**This villa has 5 bedrooms and this is the 4-bedroom rate, the other bedroom is simply locked off during the stay. The entire villa is still private for your group**
* All rates quoted in USD.
* Rates are subject to change without notice
* Thanksgiving may be charged at Premium rate.
* Villa staff is exclusively curated and included in all villa rates.
** Please drop us a message before booking the property as we need to check availability for all requests at this villa **
LITTLE HILL 5BR at the TRYALL CLUB, Montego Bay, Jamaica
Without doubt one of the most elegant and exquisitely furnished villas at Tryall, Little Hill occupies a private 5 acre hill and offers exceptional privacy and charm with lovely sea views. Immaculate gardens include many fruit trees and the circular swimming pool is surrounded by a very pretty veranda courtyard. It is the only villa to have a private tennis court.
Little Hill was built in 1959 by the acclaimed architect Robert Hartley. It is built in the classic West Indies style around a 30 foot diameter swimming pool with extensive covered terraces throughout.
The house is superbly situated on its own hill of five and three quarter acres and is surrounded by beautiful grounds. There are striking 360 degree views of the surrounding area from an elevation of 200 feet. There are views of the sea, the forest and the internationally acclaimed golf course. It is also the only villa at Tryall to offer a private tennis court.
Little Hill has solid mahogany doors and floors throughout and is the perfect house for entertaining with seating for twenty-four on a hundred foot long terrace and because of its elevated position, it enjoys gentle breezes throughout the year. The house is extremely well furnished and has particularly fine linens and china.
All five bedrooms have en-suite bathrooms, good cupboard space, and safes. The master bedroom and bathroom are wheelchair-friendly. There are fans in all rooms, and air conditioning units. Each bedroom has a flat-screen television, and there is Wi-Fi with internet throughout the house.
The villa is entered through double mahogany doors to a two-level entrance hall with a fine eighteenth-century cut stone floor and stone staircase leading to the main areas of the villa. The focal point is the cathedral ceilinged living room furnished in blue and white leading to the bar and card room, all with beautiful parquet floors. On the west side of the villa there is a covered terrace 100 feet long which affords one of the main sitting areas outside the bar and card room. On the east side of the villa, the long covered terrace provides a number of seating areas and is a popular area for entertaining around the pool. There is also a powder room, flower room and music centre in this area.Little Hill provides three complimentary golf carts for use while at the Tryall Club.
The house employs a wonderful chef who can cater for any taste or diet. There is also a butler, two maids, a laundress and three gardeners.
AMENITIES
• Heated swimming pool – deepest point 10 feet
• 3 Carts, Safes, iPod docks
• Molton Brown toiletries
• Free Wireless internet
• Cable television, Flat screen TVs
• Indoor/Outdoor Dining
• En-suite bathroom, Hair dryers
• Private tennis court
Features
• A short golf cart ride to the luxury spa, beach, beach club, watersports facility, beach club, championship golf course, boutique, tour attractions desk, the Great House restaurant, gym, reception, commissary, games room, library, tennis courts, pickleball, kids club, and nanny service, and environment office.
STAFF
• Chef
• Butler
• Laundress
• 2 Housekeepers
• 2 Gardeners
BEDROOM DESCRIPTION
Bedroom 1 - King size bed, A/C, En-suite bathroom
Bedroom 2 - King size bed, A/C, En-suite bathroom
Bedroom 3 - King size bed, A/C, En-suite bathroom
Bedroom 4 - King size bed, A/C, En-suite bathroom
Bedroom 5 - 2 Twin beds (which can be combined as kings), A/C, En-suite bathroom
Mandatory Temporary Membership Dues (TMDs)
*Adults (16 & older): $184 per person per week or $36.80 per person per day for stays of less than 5 nights
Children ages 13 -15 pay 50% discounted rate
Children 12 & younger – complimentary
TMDs can be either prepaid or paid upon arrival at the Club.
*Cost quoted is inclusive of taxes.
New Temporary Membership Dues (TMDs)
* Effective immediately to all bookings for travel January 1, 2025 and beyond
1- 4 DAYS - PER DAY
16 yrs. and over - $ 34.00+ 15% = $39.10
13-15 yrs. - $17.00+ 15% = $19.55
5- 7 DAYS
16 yrs. and over - $170.00 + 15% - $195.50
13-15 yrs.-$85.00 + 15% = $97.75
*TMD rates are subject to change
Other Things to Note:
**This villa has 5 bedrooms and this is the 4-bedroom rate, the other bedroom is simply locked off during the stay. The entire villa is still private for your group**
* All rates quoted in USD.
* Rates are subject to change without notice
* Thanksgiving may be charged at Premium rate.
* Villa staff is exclusively curated and included in all villa rates.
Property manager
owner/property manager
Languages
English
Add dates for prices
Amenities
Pool
Kitchen
Washer
Dryer
Air conditioning
Gym
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House Rules
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
About the area
Sandy Bay
Located in Sandy Bay, this villa is near the beach. While the natural beauty of Jamaica Beaches and Doctor's Cave Beach can be enjoyed by anyone, those looking for an activity can explore Montego Bay Cruise Ship Terminal.
Rocklands Bird Sanctuary and Widowmaker's Cave are also worth visiting.

Montego Bay, St. James
What's nearby
- Tryall Golf Club - 2 min walk - 0.2 km
- Montego Bay Cruise Ship Terminal - 21 min drive - 20.2 km
- Freeport Peninsula - 22 min drive - 21.2 km
- Sunset Beach Resort Au Natural Beach - 22 min drive - 21.4 km
- Doctor's Cave Beach - 33 min drive - 22.2 km
Getting around
Restaurants
- Mobay Buffet - 13 min drive
- Miss Lou's Bar - 13 min drive
- Sports Bar - 14 min drive
- Negril Buffet - 13 min drive
- Blue Lagoon - 14 min drive
Frequently asked questions
Reviews
Reviews
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About the host
Hosted by owner/property manager

Languages:
English
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