... to the pool and terrace on the same level.
Overview
Specials
Amenities
Reviews
Location

Round House at the Tryall Club

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14   7
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5
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Villa
14 Guests
7 Bedrooms
8 Beds
Also available as
12 Guests, 6 Bedrooms · 10 Guests, 5 Bedrooms
10 Bathrooms
11000 sq ft. on 3 floors
Tryall Club, Montego Bay, Jamaica, Caribbean
Villa
Ocean View
Pool with heating

Special Offers

One Love Lives
The spirit of Jamaica endures and welcomes you back. Book this home and enjoy $1,250 in savings on stays through the end of April. Beautiful surroundings, warm hospitality, and the rhythms of the island await your return.
Offer applicable:
Stay: Feb 7 — Oct 31, 2026
Stay 7 Nights, Pay for 6!
Extend your escape - stay seven nights and enjoy one complimentary night at select luxury villas.
Offer applicable:
Stay: Feb 5 — Apr 15, 2026 · Book: Feb 5 — Apr 3, 2026

About This Property

Iconic Hillside Retreat at Round House at the Tryall Club

Welcome to Round House at the Tryall Club, a distinctive seven-bedroom villa known for its unique circular architecture and sweeping views of the Caribbean Sea. Located within the prestigious Tryall Club estate, this beautifully designed home blends classic Jamaican charm with modern comforts and exceptional resort amenities.

With its spiral staircases, curved balconies, and multiple living levels, Round House offers a memorable setting for families and groups seeking a private villa experience within one of Jamaica’s most celebrated resort communities.


Living Spaces

Round House’s architecture creates a truly distinctive atmosphere. Guests enter through a colorful entrance that leads to a dramatic semicircular living room framed by wide French doors that open onto gardens and ocean views.

The living room features deep cushioned sofas and a striking black granite bar complete with refrigerator and ice maker. A custom Caribbean chandelier made from pebbles and shells adds an artistic focal point to the space.

A sweeping spiral staircase leads upward to the villa’s round dining gazebo and curved balcony. This elevated terrace provides spectacular views of the Caribbean Sea and is a favorite gathering spot for relaxed afternoons and sunset cocktails.

Throughout the villa, open spaces connect seamlessly with outdoor terraces and courtyards, creating a breezy environment that captures the trade winds and natural beauty of the surrounding landscape.


Outdoor Living

Outdoor living at Round House centers around its inviting pool terrace and scenic hillside views.

• Heated swimming pool (37 feet long, 7’8” deep)
• Poolside gazebo for shaded relaxation
• Curved balconies overlooking the sea
• Tropical gardens and courtyards
• Outdoor seating areas for sunset views

These outdoor spaces provide the perfect setting for lounging by the pool, enjoying a quiet afternoon breeze, or gathering for evening drinks with panoramic ocean views.


Sleeping Accommodations | Sleeps 14

Round House offers seven bedrooms spread across multiple levels, designed to provide privacy and flexibility for families or groups.

Main Level

Primary Suite
King bed with expansive sea views and balcony overlooking the pool. Includes dressing room, whirlpool bathtub, and dual walk-in showers with separate his-and-her bathrooms.

Bedroom 2 – Lavender Room
King bed located in a charming cottage-style setting opening onto the courtyard. En-suite bathroom with walk-in shower.

Bedroom 3 – Sunshine Room
King bed with French doors opening to the courtyard, patio, and lawn. En-suite bathroom with walk-in shower and partial sea view.

Upper Level

Bedroom 4 – Blue Room
Private bedroom accessed via marble staircase. King bed with balcony and ocean view. En-suite bathroom with walk-in shower.

Lower Level

Three bedrooms on the pool level connect through a small sitting room with television.

Bedroom 5 – Gray Room
King bed with views of the pool and sea. En-suite bathroom with walk-in shower.

Bedroom 6 – Middle Room
Optional king or twin beds with en-suite bathroom and easy access to the gazebo and pool.

Bedroom 7 – Aqua Room
King bed with pool and ocean views. En-suite bathroom with walk-in shower and patio access.

All bedrooms feature air conditioning, ceiling fans, cable television, iPod docks, and Travertine marble bathrooms.


Dining & Service

Dining at Round House reflects the relaxed luxury of a Caribbean villa experience. Meals can be served indoors, on the balcony, or beside the pool terrace.

The villa’s dedicated staff ensures a comfortable and effortless stay and includes:

• Cook
• Butler
• Housekeeper
• Gardener
• Laundress

The villa also provides four complimentary golf carts for easy transportation throughout the Tryall Club estate.


Location

Round House is located within the renowned Tryall Club, one of the Caribbean’s premier private resort communities.

Guests enjoy access to a wide range of world-class amenities including:

• Private beach and beach club
• Championship golf course
• Tennis and pickleball courts
• Fitness center and spa
• Non-motorized water sports
• Hummingbird Kids Club
• Jogging trails and resort events

Weekly highlights include the Manager’s Cocktail Party and beachside events such as barbecue nights and live reggae entertainment.


With its unique architectural design, panoramic ocean views, and access to the exceptional amenities of the Tryall Club, Round House offers a memorable Jamaican villa experience where comfort, charm, and Caribbean beauty come together in perfect harmony.

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

Bedrooms and Amenities

Flexible Layouts

The property is available to rent in the following bedroom configurations.

7 Bedrooms
14 Guests
7 Bedrooms
8 Beds
10 Bathrooms
11000 sq ft. on 3 floors
6 Bedrooms
12 Guests
6 Bedrooms
5 Bedrooms
10 Guests
5 Bedrooms

Bedrooms

Primary Suite — Main Level
Bed: King Bed·En-Suite Bath with Walk-In Shower and Bathtub·Dressing Room·Individual Room-Controlled Thermostat·Flat-Screen, Cable TV·Air Conditioning·Ceiling Fan·iPod Docking Station·Balcony·Ocean View
Lavender Room — Detached Cottage
Bed: King Bed·En-Suite Bath with Walk-In Shower·Individual Room-Controlled Thermostat·Flat-Screen, Cable TV·Air Conditioning·Ceiling Fan·iPod Docking Station·Direct Access to Courtyard
Sunshine Room — Main Level
Bed: King Bed·En-Suite Bath with Walk-In Shower·Individual Room-Controlled Thermostat·Flat-Screen, Cable TV·Air Conditioning·Ceiling Fan·iPod Docking Station·Direct Access to Courtyard
Blue Room — Upper Level
Bed: King Bed·En-Suite Bath with Walk-In Shower·Individual Room-Controlled Thermostat·Flat-Screen, Cable TV·Air Conditioning·Ceiling Fan·iPod Docking Station·Balcony·Ocean View
Gray Room — Lower Level
Bed: King Bed·En-Suite Bath with Walk-In Shower·Individual Room-Controlled Thermostat·Flat-Screen, Cable TV·Air Conditioning·Ceiling Fan·iPod Docking Station·Sitting Area·Ocean View
Middle Room — Lower Level
Bed: King Bed w/Option as 2 Twin Beds·En-Suite Bath with Walk-In Shower·Individual Room-Controlled Thermostat·Flat-Screen TV·Air Conditioning·Ceiling Fan·iPod Docking Station·Direct Access to Pool
Aqua Room — Lower Level
Bed: King Bed·En-Suite Bath with Walk-In Shower·Individual Room-Controlled Thermostat·Flat-Screen, Cable TV·Air Conditioning·Ceiling Fan·iPod Docking Station·Direct Access to Patio and Pool·Ocean View

Amenities

Living Room
3 Sofas·Additional Seating·Bar·Flat-Screen, Cable TV·Ceiling Fan·Direct Access to Terrace·Vaulted Ceilings
TV Room — Lower Level
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
Complimentary Wi-FI·3 Golf Carts
Services Included
Butler Service·Chef Service·Gardener·Housekeeper·Private Laundry Service
Club Amenities
Access to Resort Amenities, Resort Amenities (Additional Fee), Beach Club, Tennis Court, Pickleball Court and Gym/Fitness Center

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.

Location

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
$2,573 — $4,851 / night
Round House at the Tryall Club
Tryall Club, Montego Bay, Jamaica, Caribbean
·
14   7
$2,573 — $4,851 / 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

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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