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.

The 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.  It's 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 4 Agile Turf courts and 5 Nova Cushion courts, some lit for night play, with world-class pros on call.  All white attire is required. 

The beach is well-planned for parents and children. Have lunch at the beach bar.  Work out in the well-equipped gym and compete in the Usain Bolt Games Room at the Great House (teens love it).  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 a complimentary Manager’s Cocktail Party on Mondays, as well as Beach BBQ and Reggae Night beach parties for an additional fee.

*Tryall Club Temporary Membership Dues

The Tryall Club is a private club where members may use most facilities at no charge except for the tennis shop, ball boys, bar & restaurant, spa, motorized watersports, nanny services, and golf.  Complimentary amenities include the beach, non-motorized watersports, tennis, the fitness room, 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 Dues cost of US$160 (plus a 15% service charge) per week for each guest 16 years and over, or US$32 (plus a 15% service charge) per day per person for stays of less than 7 days. Children between the ages of 13 and 15 are at a discounted rate of 50% plus a 15% service charge. For children 12 years and younger, the Temporary Membership Dues are complimentary.  

Plan to pay your TMD fee at the Front Desk in the Great House when you register (see below).

Please note: There may be occasions when 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 with no advance notice.


When your driver brings you to Tryall, you will check in at the front desk.  You will be asked for your passport as a means of identification.  You will sign a waiver & need to provide a driving license for the use of the complimentary golf carts provided at the villa as well as any additional golf carts you may wish to rent.

The Tryall Club can set up an account for your stay.  A credit card is required at check-in and a credit hold will be placed until check-out for budgetary items & signing privileges (i.e., groceries, restaurant dining, golf, and activities).  The calculated amount for the credit hold is approximately US$150 per bedroom per night.  If you plan to make payment for your Folio Account in cash, they will request a cash deposit.  If you plan to make payment by credit card, they will place a hold on your credit card. 

The Tryall Club will charge your credit card or take a cash payment for the Temporary Membership Dues of US$160 (plus a 15% service charge) per person per week for each guest 16 years and over, or US$32 (plus 15% service charge) per person per day for stays of less than 7 days; a discount of 50% (plus the 15% service charge) applies to children who are ages 13-15 years old.  Children 12 years and younger are complimentary.  

Golf Cart Waiver & Indemnification

If you would like to use the golf carts supplied by the villa, you will be asked to sign a golf cart damage waiver form on arrival.

You agree to always operate the golf cart in a safe and courteous manner at The Tryall Club. You agree to be responsible for any or all damages and replacement costs if you use the golf cart during your stay.  You also agree to the following rules:

  • Golf Cart Operator must be a minimum of 18 years of age and must have a valid Driver’s License.
  • Golf Carts must be operated properly. Horseplay, racing, or other misuse of the golf cart will not be tolerated.  Golf Carts must remain within the gates of the resort and are not permitted outside the gates.
  • Passengers must always be seated when the cart is in motion. Feet/legs, arms, and the entire body must remain inside the cart.
  • Report any malfunctions or cart problems to management immediately.


7 Bedrooms, 10 Bathrooms

Sleeps 14 Guests

11000 Interior Square Ft.

  • 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*
Government Consumption Tax: 10%
Administration Fee: 7.5%
Service Charge: 15% (Tryall Membership)
Security Deposit Details
A security deposit may be collected upon arrival at Tryall Club. If damage does occur, Jamaica Villas will reimburse you for any amount not exceeding US$2,500 covered under our Accidental Damage Waiver of US$149.
Accidental Damage Waiver
A $149 Accidental Damage Waiver applies to every reservation.
Minimum Stay Details
High Season: 7-night minimum stay required

Mid-Season: 7-night minimum stay required

Low Season: 5-night minimum stay required

Easter Week: 7-night minimum stay required

Thanksgiving Week: 7-night, full house rate required (rate is available upon request)

Festive Season: 14-night minimum stay required (7 nights for Festive may be requested and will need approval from the homeowner)

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



Barbara, We absolutely loved Tryall…The Round House, and the staff were all fantastic. Harvey, Marsha, Sadie and the rest. Same staff as 5 years ago. And the food delicious. I don’t know how they did it with all the special needs, vegetarian, gluten free, lactose intolerant etc.
The boys, men played golf everyday. Everyone Bot hats, belts shorts. Etc.Everyone played pickleball almost every day too. There is Something for everyone. The girls are happy sunbathing, massages yoga classes & swimming (also pickleball). The spa will be terrific. The new infinity beach pool is beautiful and casual dining there is great! We stayed at Tryall entire time…enjoyed Reggae night and welcoming cocktails Everyone had a great time and no one wanted to leave. We will definitely be back and the Round house is where we would definitely want to stay. We came for my 80th, and this year my 85th!! I think 90 is far off so maybe sooner! Tryall & the Round house are very special. Can’t find a single fault! Thanks.

-Grumhaus Party

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