... to the pool and terrace on the same level.

Round House at the Tryall Club

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14   7
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5
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Villa
$2,499 — $4,332 / night
Round House at the Tryall Club
Tryall Club, Montego Bay, Jamaica, Caribbean
·
14   7
$2,499 — $4,332 / night
Check in | Check out
Guest
7 Bedrooms
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This property requires our Villa Specialists to confirm availability for you. Please inquire below.

For assistance call us at 888.628.4896

Special Offer
Enjoy savings on Jamaica villas with our One Love promo!
Offer applicable to stays between Dec 17, 2024 → Dec 31, 2025 and booked between Dec 17, 2024 → Jan 31, 2025

Rates

  • Holiday Reservations: Please note that the holiday (higher) nightly rate will be applicable to the full duration of any reservation that includes said holiday date, regardless of rate period listed.

  • Damage Deposits: A damage deposit of 10% of the villa rental is due to secure this reservation. A mandatory damage insurance waiver covers the first $2,000 in damages. If the rental requires more than a $2,000 deposit, guest will be required to pay any damage deposit amount that exceeds the $2,000 damage waiver, which is refundable provided no damage occurs.
  • Tryall Club Reservations: The Accidental Damage Waiver policy and/or security deposit are not due for reservations occurring at the Tryall Club, as a credit card will be collected upon check-in for the security deposit and released after check-out as long as there are no incidents or damages found.
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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.
  • 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.

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.


The Tryall Club Experience
The Tryall Club, located on Jamaica’s picturesque northern coast near Montego Bay, is a premier luxury retreat offering a harmonious blend of Caribbean charm and modern sophistication. Spanning 2,200 acres of pristine landscape, this exclusive resort features over 70 private villas, each uniquely designed and staffed with a dedicated team that typically includes a chef, butler, and housekeeper, providing guests with an unmatched level of personalized service.

A golfer’s paradise, The Tryall Club is home to a celebrated 18-hole championship golf course designed by Ralph Plummer, winding through the property’s lush hills and offering panoramic views of the sparkling Caribbean Sea. For tennis enthusiasts, there are nine impeccably maintained courts, including both clay and hard surfaces, with professional coaching available. The private beach is a haven for relaxation and adventure, where guests can unwind on sun loungers or explore the vibrant marine life through snorkeling, kayaking, paddleboarding, or Hobie Cat sailing.

Health and wellness take center stage with a fully equipped fitness center, yoga sessions, and a spa offering rejuvenating treatments. Families will find plenty to enjoy, including a Kids’ Club featuring supervised activities, arts and crafts, and educational programs, making the resort ideal for all ages. Dining at The Tryall Club is a culinary journey, with options ranging from casual beachside fare to gourmet dining that showcases local Jamaican flavors and international cuisine, all prepared with the freshest ingredients.

Additional amenities include a stunning infinity pool, boutique shopping, a Great House with historic charm, and curated events such as themed dinners and live music. The Tryall Club’s commitment to sustainability and its authentic Jamaican hospitality make it a unique destination for those seeking an unforgettable escape in paradise.

Please note, Tryall Club Temporary Membership Fees are due on property at check-in;

  • Weekly fees for Adults = $184.00 per person (16 and older)
  • Daily fees for adults = $36.80 per person (for stays of less than 5 nights)
  • Children between 13 and 15 years old = 50% of the adult rate.
  • Children 12 & younger will be complimentary.

Staff Gratuity in Jamaica

All inclusive staffing in Jamaica enhances the value of a fully serviced villa stay by ensuring exceptional, personalized service while simplifying the guest experience. Villa staff, including a trained chef, cater to your unique needs and preferences during your stay. It is customary that guests in Jamaica remit staff gratuity for their villa stay. Recommended gratuity ranges from 10% of the total nightly rents (exclusive of taxes and fees) during the high season (December to April) to 15% during the low season, ensuring fair compensation for the highly skilled staff. Gratuity can be paid in US or Jamaican dollars.

Unlike other destinations where staff services are arranged and charged separately, often at a high hourly rate excluding gratuity, Jamaica’s all-inclusive staff system streamlines the process allowing guests to enjoy top-quality service with ease.

Tryall Club, Montego Bay, Jamaica, Caribbean
Vacation Rental
Villa
11000 sq ft. on 3 floors
Guests
14
Bedrooms
7
Bathrooms
10
Beds
8
Ocean View
Pool
with heating
Staff Insight
The Round House at the Tryall Club has gorgeous interior living spaces, resplendent outdoor living spaces, and all of the amenities you could dream of for a perfect Jamaican vacation.
John Di Rienzo
Exotic Estates Staff
7 Bedrooms
14 guests
Primary Suite
Bed: King Bed·
En-Suite Bath with Walk-In Shower and Jacuzzi Tub·
Balcony·
Ceiling Fan·
Individual Room-Controlled Thermostat·
Sound Dock·
Flat-Screen, Cable TV
Lavender Room
Bed: King Bed·
En-Suite Bath with Walk-In Shower·
Ceiling Fan·
Individual Room-Controlled Thermostat·
Sound Dock·
Flat-Screen, Cable TV·
Direct Access to Courtyard
Red Room
Bed: King Bed w/Option as 2 Twin Beds·
En-Suite Bath with Walk-In Shower·
Ceiling Fan·
Individual Room-Controlled Thermostat·
Sound Dock·
Flat-Screen, Cable TV·
Direct Access to Courtyard
Sunshine Room
Bed: King Bed·
En-Suite Bath with Walk-In Shower·
Ceiling Fan·
Individual Room-Controlled Thermostat·
Sound Dock·
Flat-Screen, Cable TV·
Direct Access to Courtyard
Blue Room
Bed: King Bed·
En-Suite Bath with Walk-In Shower·
Balcony·
Ceiling Fan·
Individual Room-Controlled Thermostat·
Sound Dock·
Flat-Screen, Cable TV
Gray Room
Bed: King Bed·
En-Suite Bath with Walk-In Shower·
Ceiling Fan·
Individual Room-Controlled Thermostat·
Sound Dock·
Flat-Screen, Cable TV·
Direct Access to Terrace
Middle Room
Bed: King Bed w/Option as 2 Twin Beds·
En-Suite Bath with Walk-In Shower·
Ceiling Fan·
Individual Room-Controlled Thermostat·
Sound Dock·
Flat-Screen TV·
Direct Access to Terrace·
Connects w/ Nearest Bedroom
Aqua Room
Bed: King Bed·
En-Suite Bath with Walk-In Shower·
Ceiling Fan·
Individual Room-Controlled Thermostat·
Sound Dock·
Flat-Screen, Cable TV·
Direct Access to Patio·
Connects w/ Nearest Bedroom
Amenities
Living Room
3 Sofas·
Additional Seating·
Bar·
Flat-Screen, Cable TV·
Ceiling Fan·
Direct Access to Terrace·
Vaulted Ceilings
TV Room
Flat-Screen, Cable TV·
DVD Player·
Bed: Sofa Sleeper
Kitchen
Fully Equipped Kitchen
Dining Pavilion
Dining Table - Seats 10·
Additional Seating
Outdoor Living
Heated Pool·
Diving Board·
Chaise Lounges·
Multiple Seating Areas·
Large Lawn Area·
Lush Landscaping
Home Amenities
Access to Resort Amenities (Additional Fee)·
Complimentary Wi-FI·
3 Golf Carts
Services Included
Butler Service·
Chef Service·
Gardener·
Housekeeper·
Private Laundry Service

Reviews

Grumhaus Party
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.

Map

Attractions

Sangster Int'l Airport: Montego Bay
28.3 Kilometers
Nearest Airport, Airport
Tryall Club
2 Kilometers
Beach, Restaurants, Golf Course, Kids Club
Jungle Zip Lining
9.4 Kilometers
Zip Line
Aquasol Theme Park
20.3 Kilometers
Amusement Park, Ocean Gear Rentals, Go-Kart Racing, Water Sports
Montego Bay
28.3 Kilometers
Shopping & Restaurants
Discovery Bay
85.6 Kilometers
Shopping & Restaurants
Dunn's River Falls
115.6 Kilometers
Activities

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