Round House at the Tryall Club

Caribbean / Jamaica / Montego Bay

From the moment one approaches its colorful entrance, the eponymous architecture of Round House is intriguing. Spiral stairways and balconies connect multiple living, dining and sleeping areas in this eight-bedroom staffed villa at the Tryall Club.

up to 7
up to 14
from 5
Min. Nights


  • 7 bedroom/10 bathroom private villa at the Tryall Golf, Tennis & Beach Club
  • extensively renovated in winter 2015
  • heated pool 7’8” deep x 37' long
  • full staff:  cook, butler, housekeeper, gardener, laundress
  • 10 flat-screen cable televisions (all bedrooms + study + living room)
  • bar with drinks fridge and ice maker
  • Sonos sound system
  • 4 complimentary golf carts (for transport within Tryall Club)
  • family-friendly with connecting bedrooms
  • The Tryall Club membership: complimentary beach, pickle ball, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, Internet room, Usain Bolt Games Room for kids, teens & adults, jogging trail. Afternoon tea at 4:00 every afternoon. Manager's Cocktail Party every Monday night. For various fees: golf, tennis lessons, Happy Hour, hair salon & spa, bars & restaurants, boutique, motorized water sports & Beach Parties every Monday and Thursday nights.
  • Tryall Club Temporary Membership Fee (due at check-in, see paragraph below)*

A sweeping spiral staircase leads up to the eponymous round dining gazebo. Adjacent is the long curved balcony overlooking the pool and breathtaking blue view of the Caribbean Sea. White wicker sofas and rocking chairs make this shaded overlook everyone’s favorite gathering place. White wicker rocking chairs characterize this lofty landing as a place of memories formed here through breezy days and relaxed cocktail hours, treasured for their mesmerizing panorama of deep blue sea and uninterrupted horizon.

Child-friendly, Round House accommodations are designed for families.

Step through wide pairs of French doors into the tall semicircular living room with three deep-cushioned sofas and a 55” TV. Distinctive is a glistening glass and black granite bar with fridge and ice maker, and a Caribbean chandelier custom-designed with pebbles and shells.

The living room opens wide on two sides through quadruple sets of French doors. The south side of the living room leads to a courtyard, a curving walkway, and five bedrooms.


All bedrooms have remote-control air conditioning, ceiling fans, iPod docks, lit dressing table mirrors, cable TV, and handsome en-suite Travertine marble bathrooms with glass door walk-in showers.  The Master also has a whirlpool bathtub.

Main Level

Master Bedroom Suite
King-size bed, dressing room, his 'n' hers bathrooms, 2 walk-in showers, whirlpool bathtub, balcony overlooking the pool, and expansive sea view. Opens to the main floor living room.

Bedroom 2 – Lavender Room (Little Cottage)
King-size bed, en-suite bathroom with walk-in shower. Opens to the living room and a central courtyard. Across the small courtyard is the Red Room.

Bedroom 3 – Sunshine Room

King-size bed, en-suite bathroom with walk-in shower. French doors to patio, lawn, central courtyard, gazebo, and modest sea view.

Upper Level

1 very private bedroom up a marble staircase.

Bedroom 4 - Blue Room
King-size bed, en-suite bathroom with walk-in shower. French doors to balcony and sea view.

Lower Level

A concealed mahogany staircase (as well as two other staircases) leads to the downstairs TV-DVD room with an optional sofa bed, French doors to the pool terrace, and 3 more bedrooms. This is a convenient suite of rooms for families of up to six guests … or eight including the sofa bed in the TV room.

Bedroom 5 - Gray Room
King-size bed. The en-suite bathroom has a walk-in shower. Wide windows offer a view of the pool, gardens, and sea. Opens to the TV room, gazebo, and pool terrace.

Bedroom 6 - Middle Room (connects to Bedroom 8)
Optional king-size or 2 twin beds. The en-suite bathroom has a walk-in shower. Easy access to the gazebo and pool.

Bedroom 7 - Aqua Room (connects to Bedroom 7)
King-size bed. The en-suite bathroom has a walk-in shower. Pool and sea view, easy access to a small patio and the pool.

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 pros on call. All white attire is required. (Some Tryall Club golf services are subject to a 15% service charge, including green fees, golf cart rentals, and 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 a 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).

Please note: There may be occasions that some or all the facilities for the hotel may be closed for membership guest services due to a private hotel event. The Tryall Club reserves the right to change or alter its membership packages without advance notice.


7 Bedrooms, 10 Bathrooms

Sleeps 14 Guests

11000 Interior Square Ft.

  • A/C in Bedrooms Only
  • Playground Nearby
  • Kids Club Membership
  • Connecting Bedroom(s)
  • Golf on Site
  • Wireless Internet Access
  • Heated Pool
  • Snorkel Gear
  • Kayaks
  • Tennis Nearby
  • Butler
  • Housekeeper
  • Gardener
  • Laundress
  • Full Gym Nearby
  • Tryall Club Membership
  • Temporary Membership Fee
  • Spa Nearby
  • Jacuzzi
  • Hair Dryers
  • Bathrobes
  • Poolside Shower
  • 4 Complimentary Golf Carts
  • iPod Dock(s)
  • Sonos Sound System


Pool Details

Heated pool

Distance Details

Beach: 5 min by cart to Beach Club
Town: 25 minutes via driver
Airport: 25 minutes

Villa Notes

This villa is an open-air property, the bedrooms are the only rooms that have air conditioning

Rates and Availability

Tax Service Charge Details*
A 10% Government Consumption Tax and Non-Refundable 5% Tryall Club Administration Fee applies to the villa rental.
Security Deposit Details
US $99 Damage Deposit Waiver Fee: A US $99 Damage Deposit Waiver Fee applies to your reservation. It is our goal to ensure that you have a remarkable experience at our villas. And we understand that accidents happen. In lieu of a large security deposit, your reservation will include a $99 Accidental Damage Waiver fee. This will cover accidental damages of up to $2,000 that occur during your stay.

The Tryall Club will collect a security deposit on arrival. If no damage occurs, your security deposit will be refunded and credited to your account. However, if damage does occur, we will reimburse you for any amount which does not exceed US$2,000.
Check-In Times
Check in: 3:00 PM - Check out: 11:00 AM
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.
Surcharge for festive bookings
5% surcharge for festive bookings


Villa information may change without notice and should be confirmed with our villa rental specialists.