Round House at Tryall, Jamaica
Grand Total
$0
Starting At
$1,769.00 / Nt
Please select travel dates and bedrooms
Grand Total
$0
0 Points
BOOK

Round House at Tryall

Montego Bay, Jamaica
7 BEDROOMS
6 King
1 Kings/2 Twins
7 BATHROOMS
7 En-suite
14 GUESTS
Children Welcome

Introducing villa Round House at Tryall, a captivating villa located in Montego Bay, Jamaica. From the moment you arrive at its vibrant entrance, the unique architecture of Round House will pique your curiosity. This eight-bedroom villa, staffed with dedicated personnel, is nestled within the prestigious Tryall Club.

A sweeping spiral staircase leads you to the centerpiece of Round House - the round dining gazebo. Adjacent to it is a long curved balcony offering panoramic views of the pool and the breathtaking expanse of the Caribbean Sea. This shaded oasis is adorned with white wicker sofas and rocking chairs, becoming a favorite gathering spot for relaxation and shared memories. Immerse yourself in the mesmerizing panorama of the deep blue sea and the uninterrupted horizon.

Enter the tall semicircular living room through wide pairs of French doors. Here, you'll find three deep-cushioned sofas, a 55" TV, and a striking glass and black granite bar complete with a fridge and ice maker. The room opens up on two sides, leading to a courtyard, a curving walkway, and five bedrooms.

Each bedroom at Round House is a sanctuary of comfort, featuring remote-control air conditioning, ceiling fans, iPod docks, lit dressing table mirrors, cable TV, and luxurious en-suite Travertine marble bathrooms with glass door walk-in showers. The master bedroom also boasts a relaxing whirlpool bathtub.

A concealed mahogany staircase, along with two other staircases, takes you to the downstairs TV-DVD room. This space offers additional accommodation with an optional sofa bed, French doors opening to the pool terrace, and three more bedrooms. It's an ideal suite for families, accommodating up to six guests, or eight when including the sofa bed in the TV room.

Round House caters to families, ensuring a child-friendly environment throughout the accommodations.

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 all ages, 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.
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Dues cost of US$170 (plus a 15% service charge) per week for each guest 16 years and over, or US$45 (plus a 15% service charge) per day per person for stays of less than 7 days. Children ages 13 to 15 are at a discounted rate of $25 per child per day plus a 15% service charge. For children 12 years and younger, the Temporary Membership Dues are complimentary.  
Please Note: Tryall Club membership is guaranteed for guests traveling through November 30, 2026.

Last Renovation Year: 2015
No reviews yet, but our villa experts can help. Contact us for firsthand insights and personalized guidance.

Bedroom 1: Main level Master bedroom with a king-size bed, A/C, ceiling fan, TV, WiFi, walk-in closet, sea view, private balcony, and en-suite bathroom with Jacuzzi, walk-in shower, double vanity and WC. 2 guests maximum.

Bedroom 2: Main level Lavender Room with a king-size bed, A/C, ceiling fan, TV, WiFi, and en-suite bathroom with walk-in shower, vanity and WC. 2 guests maximum. (Little Cottage)

Bedroom 3: Main level Sunshine Room with a king-size bed, A/C, ceiling fan, TV, WiFi, sea view, access to the terrace, and en-suite bathroom with walk-in shower, vanity and WC. 2 guests maximum.

Bedroom 4: Upper level Blue Room with a king-size bed, A/C, ceiling fan, TV, WiFi, sea view, terrace, and en-suite bathroom with walk-in shower, vanity and WC. 2 guests maximum.

Bedroom 5: Lower level Gray Room with a king-size bed, A/C, ceiling fan, TV, WiFi, sea view, and en-suite bathroom with walk-in shower, vanity and WC. 2 guests maximum.

Bedroom 6: Lower level Middle Room with a king-size bed(can be converted into two single beds), A/C, ceiling fan, TV, WiFi, access to the pool, and en-suite bathroom with walk-in shower, vanity and WC. (connects to Bedroom 7). 2 guests maximum.

Bedroom 7: Lower level Aqua Room with a king-size bed, A/C, ceiling fan, TV, WiFi, access to the pool, and en-suite bathroom with walk-in shower, vanity and WC. (connects to Bedroom 6). 2 guests maximum.

Interior Access Bedrooms: 7

  • Air Conditioning - Bedrooms
  • Bed and Bath Linens
  • Cable TV
  • Chef Service
  • Children Welcome
  • Coffee Maker
  • Connected Bedrooms
  • Golf Cart
  • Hair Dryer
  • Ice Machine
  • Jacuzzi/Whirlpool
  • Kayak
  • Kettle
  • Microwave
  • Outdoor Shower
  • Playground
  • Snorkeling Gear
  • Sound System
  • Sunbed
  • Toaster
  • TV - Flat-Screen
  • WiFi
Staff
  • Butler/Host
  • Chef/cook
  • Gardener
  • Housekeeper(s)
  • Laundress
  • Pool Person
  • Property Manager on Call
Chef/Cook
Cook
Cost of food and beverage is not included. Average budget is US$75–US$85 per adult per day and $40 per day per child.

Suggested staff gratuity is 15% of the rental rate during low season and 10% of the rental rate during high season.
* Unless stated otherwise, the expenses for food and beverages are excluded and will be invoiced separately by the property.
Housekeeping
Maid service 7 days a week
Other Inclusions
  • Bar
  • Complimentary Watersport Activities
  • Fitness Room - Community Shared
  • Golf (Nearby)
  • Kids Club at additional charge
  • Resort Privileges
  • Restaurant
  • Tennis Court(s) - Community Shared
  • Tryall Club Membership
SEASON BEDROOMS DAILY WEEKLY
2026 Jun 13 to Jul 25 June 13, 2026 - July 25, 2026 (7 night minimum)
5 $1,871.00 $13,097.00
6 $2,161.00 $15,127.00
7 $2,655.00 $18,585.00
2026 Jul 25 to Oct 31 July 25, 2026 - October 31, 2026 (5 night minimum)
5 $1,769.00 $12,383.00
6 $2,123.00 $14,861.00
7 $2,573.00 $18,011.00
2026 Oct 31 to Nov 21 October 31, 2026 - November 21, 2026 (7 night minimum)
5 $1,871.00 $13,097.00
6 $2,161.00 $15,127.00
7 $2,655.00 $18,585.00
2026 Nov 21 to Nov 29 November 21, 2026 - November 29, 2026 (7 night minimum)
5 $2,617.00 $18,319.00
6 $2,748.00 $19,236.00
7 $3,665.00 $25,655.00
2026 Nov 29 to Dec 12 November 29, 2026 - December 12, 2026 (7 night minimum)
5 $1,871.00 $13,097.00
6 $2,161.00 $15,127.00
7 $2,655.00 $18,585.00
2026 Dec 12 to Dec 19 December 12, 2026 - December 19, 2026 (7 night minimum)
5 $2,546.00 $17,822.00
6 $2,674.00 $18,718.00
7 $3,241.00 $22,687.00
2026 Dec 19 to 2027 Jan 3 December 19, 2026 - January 3, 2027 (14 night minimum)
7 $4,851.00 $33,957.00
2026 Jun 13 to Jul 25 June 13, 2026 - July 25, 2026 (7 night minimum)
Bedrooms: 5
Daily: $1,871.00
Weekly: $13,097.00
Bedrooms: 6
Daily: $2,161.00
Weekly: $15,127.00
Bedrooms: 7
Daily: $2,655.00
Weekly: $18,585.00
2026 Jul 25 to Oct 31 July 25, 2026 - October 31, 2026 (5 night minimum)
Bedrooms: 5
Daily: $1,769.00
Weekly: $12,383.00
Bedrooms: 6
Daily: $2,123.00
Weekly: $14,861.00
Bedrooms: 7
Daily: $2,573.00
Weekly: $18,011.00
2026 Oct 31 to Nov 21 October 31, 2026 - November 21, 2026 (7 night minimum)
Bedrooms: 5
Daily: $1,871.00
Weekly: $13,097.00
Bedrooms: 6
Daily: $2,161.00
Weekly: $15,127.00
Bedrooms: 7
Daily: $2,655.00
Weekly: $18,585.00
2026 Nov 21 to Nov 29 November 21, 2026 - November 29, 2026 (7 night minimum)
Bedrooms: 5
Daily: $2,617.00
Weekly: $18,319.00
Bedrooms: 6
Daily: $2,748.00
Weekly: $19,236.00
Bedrooms: 7
Daily: $3,665.00
Weekly: $25,655.00
2026 Nov 29 to Dec 12 November 29, 2026 - December 12, 2026 (7 night minimum)
Bedrooms: 5
Daily: $1,871.00
Weekly: $13,097.00
Bedrooms: 6
Daily: $2,161.00
Weekly: $15,127.00
Bedrooms: 7
Daily: $2,655.00
Weekly: $18,585.00
2026 Dec 12 to Dec 19 December 12, 2026 - December 19, 2026 (7 night minimum)
Bedrooms: 5
Daily: $2,546.00
Weekly: $17,822.00
Bedrooms: 6
Daily: $2,674.00
Weekly: $18,718.00
Bedrooms: 7
Daily: $3,241.00
Weekly: $22,687.00
2026 Dec 19 to 2027 Jan 3 December 19, 2026 - January 3, 2027 (14 night minimum)
Bedrooms: 7
Daily: $4,851.00
Weekly: $33,957.00

Rates based on 14 guests.

Note: The rates above are subject to 17.5% Tax/Service Charge.
Payments accepted in US Dollars, Canadian Dollars, Euros, British Pound, Swiss Franc, Australian Dollars, New Zealand Dollars.
Major credit cards accepted in US Dollars.
Rates are subject to change without prior notice.

  • Reservation deposit is 30%. Full balance is due 90 days prior to arrival.
  • Christmas/New Year Booking Condition: 50% deposit required. Balance due by August 1st.
  • Thanksgiving Booking Condition: 50% deposit required. Balance due by August 1st.
  • Cancellation Policy: General Conditions: For cancellations greater than 61 days prior to arrival, 25% of the deposit paid + US$300 admin fee is forfeited. Cancellations within 60 days, 100% of gross rental is forfeited. Thanksgiving Conditions: For cancellations greater than 91 days prior to arrival, 25% of the deposit paid + US$300 admin fee is forfeited. Cancellations within 90 days, 100% of gross rental is forfeited. Holidays/Festive Conditions: For cancellations greater than 121 days prior to arrival, 25% of the paid deposit + US$300 admin fee is forfeited. Cancellations within 120 days, 100% of gross rental is forfeited. Please note 7.5% Tryall Club fee is non-refundable.
  • Check In / Check Out: 3pm / 11am
  • Damage Deposit: Mandatory US$299.00 fee covering up to US$3500 worth of damage
  • Children Welcome (all ages)
  • No Pets Allowed
  • No Smoking
  • All new bookings with arrival dates from April 1, 2027, will be subject to a new Tax/Service charge of 27.5%.
  • Full capacity rate required during Thanksgiving week.
  • Kids Club
  • Provisions and groceries are not included
  • Rates are set in US Dollars. Prices in other currencies may fluctuate.
  • Staff gratuity is 10% of the gross rental rate in High Season, 15% in Low Season, divided among the staff members. Amount to be paid in cash at the villa.
  • Utilities included
  • Villa orientation
  • Jamaica fee - US$ 50
  • Tryall Club Temporary Membership Fee per week - $170 + 15% tax per guest per day
  • Tryall Club Temporary Membership Fee for stays of less than 7 days - $45 + 15% tax per guest per day
  • Mandatory US$299.00 fee covering up to US$3500 worth of damage

Once a vacation home is selected, the pampered adventure begins. Our concierge team will assist with creating a magical and immersive vacation experience. Our services include

* at select destinations

While available for advanced requests, the concierge team connects with guests 30 days prior to arrival to coordinate arrivals and to reserve desired services and experiences. Guests with scheduled Christmas/New Year stays will be contacted 90 days prior to arrival.

Advice, Answers and Tips
Explore our support articles for answers to your questions
Common Questions
Do we share the villa? click to close
No. You will not share the villa with another party. The villa is exclusively yours. If a larger villa offers a lower bedroom rate category, the villa will remain exclusively yours but the unrented bedrooms will be locked off.
For example, a 5 bedroom villa that offers a 3 bedroom rate will be the exclusive use of the guest but two bedrooms and their en-suite bathrooms will be locked off. Capacity is capped at 2 guests per bedroom.
Are we protected from fraud? click to open
Yes. Isle Blue stands behind you throughout your entire vacation. Unlike other companies, each property we offer has been hand picked to ensure that our standards are met. All property managers are vetted and payments are required to be held in escrow. Our primary obligation is to ensure your satisfaction and to have an exceptionally memorable vacation.
Can you explain the reservation process? click to open
Once a reservation request is received, Isle Blue will request a contract from the property manager for your dates of interest. Once the dates are confirmed and contract is received from the property manager, a payment will be required to confirm your reservation.
Once a reservation is confirmed, a concierge will welcome you to the planning stages of your vacation to assist with arrival logistics, rental cars, transfers, and a host of concierge services.
Can we arrange an early check in? click to open
Early check in may be possible but is at the sole discretion of the property manager. Early check in permission may not be granted until 24 hours prior to arrival.
Can we arrange a late check out? click to open
A late check out is rarely granted due to the turnover needs of a villa. A late check out may only be granted 24 hours prior to your departure from the property and only when there is no check in scheduled on the day of your check out. If a late check out is urgently needed please contact us.
Are transfers to the property included? click to open
Select villas may include a one way or roundtrip airport transfer while others may provide an escort or meeting point. Arrival logistics will be handled by your dedicated concierge as well as other concierge needs. The property's transfer policy will be listed under the Policies section.
What to expect upon arrival? click to open
In general, a villa orientation will be provided along with a key turnover. During the orientation, information and instructions for the property will be provided. Emergency contact information will be provided. We are available 7 days a week to assist with any urgent needs.
The arrival procedures vary from villa to villa, select villas may include welcome provisioning while other properties will provide basic arrival information.
What is the cancellation policy? click to open
Since these vacation homes are one of a kind properties, the cancellation policy is strict. We highly recommend considering trip/travel insurance to protect against any unexpected cancellations or issues that may arise.
For more details, please visit Travel Protection
What happens if the property becomes unavailable after I reserve? click to open
In the unlikely event, the rented property becomes unavailable due to a major issue that may affect a guest's experience or a transfer of ownership, Isle Blue will coordinate with the property manager to find an alternate property of equal or superior standard that is subject to the guest's approval. If an alternate property is not acceptable to the guest, the guest will receive a full refund.
Do you accept credit cards (American Express, Mastercard, or Visa)? click to open
Yes, we accept all major credit cards. American Express, Visa, Mastercard and Discover are accepted. Please note that credit card charges may be subject to additional fees. There are no fees with payment by wire transfer or check.
In the near future, we expect to accept a greater variety of payment methods and currencies via Stripe.
Is housekeeping included? click to open
Housekeeping tends to be a standard among vacation homes but the frequency may vary greatly depending on the property manager’s standards. Most properties will offer daily housekeeping (except Sunday and Christmas/New Year holidays) while other villas may only provide a mid-week cleaning. Please refer to the Staff section to learn about the housekeeping frequency of the property.
Are towels and linens provided? click to open
Yes. The property will provide bath and pool towels along with linens. Towels and linens will be refreshed as needed.
Are toiletries and tissues provided? click to open
A property may supply an initial supply of soap, shampoo, toilet paper and paper towels but replenishment of supplies once exhausted may be the responsibility of the guest. Each property varies in their handling of toiletries and paper products.
Is a hair dryer available? click to open
A hair dryer should be available at the property. Upon arrival, please check the bathrooms or closet. Typically, a hair dryer is included in each bathroom.
Is an iron included? click to open
Typically yes, irons tend to be standard equipment for vacation homes. Please ask the property representative upon orientation for the location of the iron.
PROMOTIONS

  • Round House is offering free nights for travel between April 16, 2026, and December 15, 2026.

    Enjoy 2 complimentary nights when you book 8 nights or more

    Stay 8 nights – Pay for 6
    Stay 9 nights – Pay for 7
    Stay 10 nights – Pay for 8

    Promotion applies to the 5,6,7 bedroom rate category.

    Blackout Dates: November 20, 2026 - November 27, 2026
    Offer ends: December 15, 2026
    Offer cannot be combined with other offers | Offer based on availability | Minimum night stay required | Non-transferrable | No cash value | Promotion is only valid on new reservations | Black-out dates may apply | Credit can only be used on one selected service and cannot be split between multiple services.

  • Round House at Tryall is offering a 6th night free for travel between April 16, 2026 and December 15, 2026.
    Promotion applies to the 5,6,7 bedroom rate category.
    Blackout Dates: November 20, 2026 - November 27, 2026
    Offer ends: December 15, 2026
    Offer cannot be combined with other offers | Offer based on availability | Minimum night stay required | Non-transferrable | No cash value | Promotion is only valid on new reservations | Black-out dates may apply | Credit can only be used on one selected service and cannot be split between multiple services.

  • Earn up to a US$500 concierge credit on qualifying bookings

    The Endless Summer Escape applies to all new reservations booked between May 12 and August 31, 2026.

    • Reservations with a total booking value of US$15,000 or more will receive a US$500 concierge credit.
    • Reservations with a total booking value between US$6,000 and US$14,999 will receive a US$200 concierge credit.

    Terms and conditions
    Credit is based on total booking value before taxes and fees. Credit applies to experiences only and cannot be used toward villa rental, taxes, or fees. Credit must be used during the booked stay and expires at checkout. Cannot be combined with other offers and has no cash value. Valid only on new reservations made within the booking window. Concierge service must be booked directly through our website and does not apply to third-party providers or external websites.

    Offer ends: August 31, 2026
    Offer cannot be combined with other offers | Offer based on availability | Minimum night stay required | Non-transferrable | No cash value | Promotion is only valid on new reservations | Black-out dates may apply | Rates subject to tax and service charge | Credit can only be used on one selected service and cannot be split between multiple services.
(Updated Daily)
Date Unavailable Availability calendar may not reflect up to date reservation information.
Availability subject to change.

Location, Directions & Nearby Villas

What's Nearby?
Villa Icon Looking to find nearby villas? Enter travel dates and number of bedrooms to find available properties * Blue pins display available villas. Click on pin for details.
Point of Interest Icon Searching for something to do? Easily find distances and directions by entering your point of interest  
Follow Us

WHAT OUR GUESTS ARE SAYING

"Isle Blue is everything they say they are. They were a pleasure to deal with and were very responsive and informative. The pictures on their website are exactly what you end up getting and they provide full concierge service throughout your stay. My family and I had an amazing time and before we even returned home, we went to the Isle Blue website to check out their inventory for our next vacation. They really are just that good!"
Marc W.
Emvie
READ MORE TESTIMONIALS
Over 100,000 luxury stays curated
Start with 1,000 points, it's fast and easy
Your Journey Deserves Rewards

Join Isle Blue Rewards and make every escape more rewarding. As a member, you’ll earn points on every booking and enjoy exclusive benefits designed for discerning travelers. It’s complimentary to join, simply register below and begin earning toward your next luxury stay.

Stay up to date with our special offers, travel tips and the latest Isle Blue news.
sign up