Villas Caribbean Jamaica Montego Bay
Little Hill was built in 1959 by an architect Robert Hartley. It was the first villa to be built at The Tryall Club in the Classic West Indies style around a circular 30 foot diameter swimming pool with extensive covered terraces throughout.
Book This Villa
Overview
- 4 bedrooms
- 4 bathrooms
- Sleeps 8
- $1,786+/night
Show More Show LessThe house is superbly sited on its own hill of five and three quarter acres and set in beautiful landscaped grounds. Little Hill commands a 360 degree view of the surrounding area from an elevation of 200 feet. There are views of the Caribbean Sea, the forest and the club’s internationally acclaimed 18-hole championship golf course. There is a hard tennis court on the western side of the property with a covered area for spectators.
The house has been totally redecorated and renovated with new bathrooms and kitchen in 2012. The villa has new carpets, curtains and beds. There are flat screen TV’s in all the bedrooms with Wi-Fi internet throughout the house.
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 position it enjoys gentle breezes most of the year. The house is extremely well furnished with lovely and expensive sets of linens and china. There are fans in all the rooms and terraces as well as new air-conditioning units in all the rooms.
The Tryall Club membership: complimentary beach, pickle ball, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, Internet room, new Usain Bolt Games Room for kids, teens & adults, jogging trail, afternoon tea & Manager's Cocktail Party every Monday night. For various fees: golf, tennis lessons, Happy Hour, hair salon & spa, bars & restaurants, boutique, motorized water sports & Reggae Night on the Beach Thursday night.
Tryall Club Membership
A significant amenity for guests in this villa is membership at the excellent Tryall Club. On 2,200 acres, Tryall’s golf course is among the most beautiful in the world. Its 18 hillside and seaside fairways have been home to the Johnnie Walker, Mazda and other PGA championship events. The resident pro offers workshops and private lessons. The Tryall tennis club features nine Nova Cushion courts, some lit for night play, with world-class pro’s on call. All white attire required. (Some Tryall Club golf services subject to a 15% service charge, including green fees, golf cart rentals, shoe and club rentals).
The beach is well planned for parents and children. Have lunch at the beach bar. Work out in the well-equipped gym. Jog the marked trails. Snorkeling, kayaking, hobie cat and sunfish are complimentary. Glass bottom boats, charter fishing, a boat to the reef and any captained craft attract various fees. Enjoy weekly events like the Manager’s Cocktail Party on Mondays, as well as Beach BBQ and Reggae Night beach parties for an additional fee.
On the hill, enjoy the historic Great House for afternoon tea and a magnificent view from the terrace. Shop at the commissary and boutique, meet for happy hour at the bar, and browse a wealth of Jamaican, Haitian and Cuban works and souvenirs in the Gallery of West Indian Art. And don’t miss the massive Tryall pool!
Membership Fee
Tryall is a private club whose members may use most Club facilities at no charge with the exception of tennis shop, ball boys, bar & restaurant, spa, grocery, motorized watersports, Nanny services and golf. Complimentary amenities include the beach, non-motorized watersports, tennis, the excellent gym, the Hummingbird Kids Club, Great House afternoon tea, the Manager's Cocktail Party and various special events.
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee of US$130 (plus 15% service charge) per week for each guest 16 years and over, or US$26 (plus 15% service charge) per day per person for stays of less than 7 days.
Plan to pay your Temporary Membership Dues locally at the Front Desk in the Great House when you register. Credit cards are accepted. You will be given a temporary membership card to enable your access to all Club facilities.
Tryall Club Front Desk will set up a charge account for you during your stay. If you plan to pay for your charge account in cash at the end of your stay, they will request a cash deposit. If you plan to pay for your charge account with a credit card, they will place a hold on your card to cover this amount (recommended hold amount is US$150 per adult per day).
Villa Details
Amenities
- Bar
- Ceiling fans
- Flat screen TV's
- Golf Cart
- Indoor/outdoor dining
- Staffed Villa
- Wi-Fi
Pool details
- Heated Pool - 30' in diameter
Bedrooms
- The master bedroom and bathroom is wheelchair friendly
- 3 King-size beds and 1 Twin-size bed
- Air-Conditioned bedrooms
- Safes in each bedroom
Staff
- Cook
- Butler
- Two maids
- Laundress
- Three gardeners
Please note
- This house is not recommended for children who cannot swim, unless accompanied by adults at all times.
Photos
![Little Hill Pool With Stairs To South Garden]()
![Little Hill Pool At Dusk]()
![Little Hill Garden North]()
![Little Hill Aerial]()
![Little Hill Dusk]()
![Little Hill Pool]()
![Little Hill Lily Pond]()
![Little Hill Drawing Room West Seating]()
![Little Hill Drawing Room East Seating]()
![Little Hill Media Room]()
![Little Hill Veranda Seating]()
![Little Hill Dining Veranda]()
![Little Hill Evening Dining Table]()
![Little Hill Bar]()
![Little Hill Master Bedroom]()
![Little Hill Master Bedroom Bat Oom]()
![Little Hill Bedroom 3]()
![Little Hill Bedroom 2]()
![Little Hill Bedroom 4]()
![Little Hill Bat Oom To B 4]()
![Little Hill Staircase Hall]()
![Little Hill Upper Landing]()
![Little Hill Kitchen With Range]()
![Little Hill Staff]()
![Little Hill Garden South]()
![Little Hill Second Veranda]()
![Little Hill House And Surrounding Garden]()
![Littel Hill Aerial 1]()
![Little Hill Driveway]()
Pricing
Travel dates Bedrooms Min. stay Nightly rate Weekly rate Available? April 24, 2022 – November 18, 2022 • Low Season 4 bedrooms 5 nights minimum stay $ 1,786 USD nightly $ 12,500 USD weekly Yes Most or all dates available November 19, 2022 – November 26, 2022 • Thanksgiving - Rates are on Request 4 bedrooms 7 nights minimum stay Ask us Ask us Booked Fully booked (no dates available) November 27, 2022 – December 17, 2022 • Low Season 4 bedrooms 5 nights minimum stay $ 1,786 USD nightly $ 12,500 USD weekly Yes Most or all dates available December 18, 2022 – January 1, 2023 • Christmas/New Year's Eve- 7 Nights may be accepted on request 4 bedrooms 14 nights minimum stay $ 3,572 USD nightly $ 25,000 USD weekly Yes Most or all dates available January 2, 2023 – April 14, 2023 • High Season 4 bedrooms 7 nights minimum stay $ 2,650 USD nightly $ 18,550 USD weekly Yes Most or all dates available April 15, 2023 – November 17, 2023 • Low Season 4 bedrooms 5 nights minimum stay $ 1,893 USD nightly $ 13,250 USD weekly Yes Most or all dates available November 18, 2023 – November 25, 2023 • Thanksgiving - Rates on Request 4 bedrooms 7 nights minimum stay Ask us Ask us Yes Most or all dates available November 26, 2023 – December 15, 2023 • Low Season 4 bedrooms 5 nights minimum stay $ 1,893 USD nightly $ 13,250 USD weekly Yes Most or all dates available December 16, 2023 – December 23, 2023 • High Season 4 bedrooms 7 nights minimum stay $ 2,650 USD nightly $ 18,550 USD weekly Yes Most or all dates available December 24, 2023 – January 5, 2024 • Christmas/New Year's Eve- 7 Nights may be accepted on request 4 bedrooms 14 nights minimum stay $ 3,786 USD nightly $ 26,500 USD weekly 62% Many dates available (62%) Please note
- Tax and service charges: Taxes/Fees of 15% must be applied to the villa rental rate (Government Consumption Tax of 10% + Tryall Club Administration Fee of 5%) . Also please add a $130 (plus 15% service charge) per week resort fee for all guests 16 and over. Special rates apply for holiday weeks. Easter holiday week is any 7 nights that includes Easter Sunday.
- Security deposit: A refundable security deposit may be pre-collected. Please confirm with your villa specialist
- Rate policies: A 7-night, full-house rate is required for all holiday weeks which include Easter Sunday, Thanksgiving, Christmas and New Year’s Eve.
Map
Availability
2020
March 2020
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 April 2020
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 May 2020
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 June 2020
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 July 2020
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 August 2020
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 September 2020
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 October 2020
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 November 2020
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 December 2020
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 2021
January 2021
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 February 2021
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 March 2021
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 April 2021
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 May 2021
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 June 2021
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 July 2021
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 August 2021
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 September 2021
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 October 2021
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 November 2021
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 December 2021
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 2022
January 2022
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 February 2022
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 March 2022
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 April 2022
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 May 2022
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 June 2022
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 July 2022
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 August 2022
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 September 2022
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 October 2022
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 November 2022
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 December 2022
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 2023
January 2023
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 February 2023
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 March 2023
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 April 2023
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 May 2023
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 June 2023
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 July 2023
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 August 2023
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 September 2023
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 October 2023
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 November 2023
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 December 2023
MON TUE WED THU FRI SAT SUN 01 02 03 04 05 06 07 08 09 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31
Inquire about booking this villa
More villas you might like
4 bedroom Jamaica villa in Montego Bay
Reef House celebrates beach life with its casual breezy feel and beautiful setting right on the ocean front.
4 bedroom 4 bath Jamaica villa in Montego Bay
Tradewinds was completely renovated and refurbished in January 2018. This amazing sea front property sits on two acres at the famous Tryall Club – directly on the Caribbean Sea. 300 feet of waterfront from the north perimeter of the property, and it is one of the newest premier villas at The Tryall Club.
4 bedroom 4.5 bath Jamaica villa in Montego Bay
Built and owned by the same family for over forty years, Ma’Moura’s unique setting sits high on a hill overlooking the 17th green and the Caribbean Sea. Enjoying cool breezes and unobstructed views, this villa provides one of the most private yet outdoor experiences at Tryall.
4 bedroom 4 bath Jamaica villa in Montego Bay
Casuarina is a remarkably welcoming four-bedroom villa which offers the most magical views of the Caribbean Sea from its prestigious vantage point on Barnes Hill.
5 bedroom 6 bath Jamaica villa in Montego Bay
Bougainvillea is one of the most stylish homes in this collection. Brilliant architecture and design have resulted in a luxurious state-of-the-art vacation home that is elegant but not daunting.
5 bedroom 6 bath Jamaica villa in Montego Bay
TEK TIME is Jamaican patois for advice that almost all of us need: TAKE TIME to slow down and take in all that’s good and beautiful around us. Living in a glamorous villa with a staff of six who pamper their guests without ever intruding makes it easy to heed that advice.
