Jamaica Villas by Linda Smith

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Knockando on Round Hill • Montego Bay, Jamaica Villa

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About Knockando on Round Hill

More than 50 years ago, a visionary named John Pringle dreamed of turning a magical Jamaican hillside and waterfront into a luxurious retreat and he named it Round Hill. He sat upon the hill, gazed over the deep blue sea and selected the site for his own home, the genesis of what was to become a renowned resort for guests from around the world. Today, that home is Knockando, distinguished by one of the most breathtaking views in the Caribbean.

  • deluxe 5-bedroom private villa atop prestigious Round Hill … plus Olivia's Treehouse*
  • staff of 5: chef, butler, housekeeper, gardener, personal laundress
  • 20' X 40' private pool with pool toys and unique mosaic Chinese dragon design
  • Fiber Optic Internet Cable throughout
  • Game Room with Ping Pong Table and Foosball Table
  • flat screen televisions with full cable programming
  • 2 DVD players, CDs and DVDs for parents and children
  • sound system in living room, dining room, verandah, pool terace
  • excellent chef for all preferences; deluxe Lynx grill for steaks, chops, fish, chicken and lobster
  • accessible: ramp, electric wheelchair, Rascal scooter, 3 zero-entry bathrooms and showers, bench, toilet boosters and grab bars
  • child friendly: wonderful children’s playroom/bedroom... Olivia's Treehouse*
  • complimentary crib, high chair, booster seat
  • nearby nanny’s bedroom and bathroom
  • 2 complimentary four-seat golf carts for transport to beach
  • US $100 cash for non-motorized watersports, compliments of the homeowner
  • Round Hill membership: complimentary use of the new Round Hill gym and $25 daily fee is waived for Knockando guests (paid by the homeowner), complimentary beach, two connecting heated pools for parents & children, jogging trail. For various additional fees: Pineapple Kids Club, gym, tennis, hair salon & spa, afternoon tea, Manager's Cocktail Party, bars & restaurants, gift shops, water sports, Internet room, beach parties Mon-Wed-Fri.
  • Tryall Club membership: complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, Internet room, Usain Bolt Games Room for all ages, jogging trail, afternoon tea, and Manager's Cocktail Party every Monday night. For various additional fees: golf, tennis lessons, Happy Hour, hair salon & spa, bars & restaurants, boutique, motorized water sports, and every Thursday Reggae Night on the Beach with live entertainment.

On floors of cool Jamaican marble in hues of gray, pink, cream and salmon; rich mahogany; high ceilings and lovely antiques ~ Knockando evokes a sense of old Jamaica updated with contemporary comforts and amenities.

The living room opens wide to the heart of the house ~ a 1,300-square-foot verandah with generous seating areas in white canvas on oversize bamboo sofas and chairs under five ceiling fans. At one end of the verandah is a bamboo wet bar, icemaker, fridge and cable television. At the opposite end is a wheelchair-accessible bathroom and gently-ramped path to the pool terrace just below. Home-cooked meals typically are served alfresco on the long verandah. Three other dining areas include the option of an elegant indoor dining room with a 10’ mahogany pedestal table set with Rosenthal, Minton or Royal Worcester china and sterling silver.

Knockando is Gaelic. It refers to the distillery in Speyside, Scotland, renowned as home of the finest single malt scotch in the world.


Maximum desired occupancy is 13 guests. All bathrooms provide hair dryers. All bedrooms and Olivia’s Treehouse feature state-of-the-art remote control air conditioning. All bedrooms offer flat screen cable TV (including Treetops and Treehouse playroom).

Master Bedroom (650 square feet)
Kingsize bed; walk-through dressing room with padded mahogany spindle crib; en-suite bathroom with bidet; large walk-in shower with double showerheads. Adjoins Middle Bedroom to create a convenient parent-child suite on request.

Middle Bedroom
Two queensize beds;  en-suite bathroom with tub-shower combination. Dressing room has interior passage to Master Bedroom via door that may left open or locked in the night for privacy.

*Blue Room (400 square feet)
Kingsize bed; en-suite bathroom with double-sink and wheelchair accessible, newly renovated zero-entry shower with bench. Interior hallway to small room with queensize bed for child,* nanny or other adult. Connecting pocket door may be left open or closed in the night. If occupied, bathroom is shared by all 3 guests.

Kingsize bed in romantic bedroom on very private upper level, parquet floor, walk-in closet, en-suite bathroom with  open-air pink marble shower with sea view. Wraparound wood plank balcony. Gorgeous views on three sides.

The Cottage (400 square feet)
Freestanding building across the lawn. Kingsize bed; sound system; desk; wet bar and fridge; wood plank floors and bookshelves. En-suite-bathroom, booster toilet with side rails, wheelchair accessible zero-entry shower and bench, Jacuzzi bathtub. Excellent accessible accommodation.

Olivia's Treehouse *
Down one flight of stairs and directly under Treetops (good upstairs-downstairs suite for parents and children). Fanciful playroom/bedroom beloved by children. Bunk beds with side rails, twin daybed, and trundle beds for two more. Mounted flatscreen TV, DVD player children’s movies, stuffed animals, books, toys, games, blackboard, little sink and toilet. (Not really in a tree.) The entire property is child-friendly and has baby gates to limit unsupervised access to the pool area.

Round Hill Hotel and Beach Club Membership

A special amenity available to guests in this villa is membership at Round Hill ... just minutes from the villa and one of the finest private resorts on Jamaica's North Coast.

Round Hill offers a beach, pool, chaise lounges, towels, jogging trail, gift shop, logo shop, library with computer, bar, Wednesday Manager's Cocktail Party ... and unforgettable long sunsets from the waterfront terrace.

For additional charges, members may enjoy the spa, tennis courts, afternoon tea, Pineapple Kids Club, fitness center, salon, a range of water sports and beach parties.

Internet access is $22 per day for up to 3 devices. This may be paid at reception. The internet service can be upgraded to Premium (faster speed) for $33 per day for up to 3 devices.

Round Hill was chosen by Condé Nast Traveler for its Gold List of "the best places to stay in the whole world."

Note: Round Hill will be closed September 4 - October 11, 2018 for their annual maintenance.

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.  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 pro’s on call.  All white attire 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 new 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  complimentary 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 daily 4:00 tea and sweets. Shop at the convenient commissary and chic boutique, and meet for happy hour and snacks at the casual bar.  Also at the Great House is the new Usain Bolt Games Room open all day and night for ping pong, pool, air hockey, foosball, shuffleboard, chess and checkers, board games, comfy reclining chairs and HDTV. And don’t miss the massive Tryall pool. The Tryall Club is thoughtfully designed to please toddlers, preteens, tweens, moms, dads and everyone from teens to octogenarians.

For a great write-up of the Tryall Club, see Dana Vachon's article Club Jamaica in Departures Magazine.

The Tryall Club was chosen by Condé Nast Traveler for its Gold List of "the best places to stay in the whole world.”

*NOTE: Tryall Club membership is guaranteed for guests travelling through November 30, 2018. Some villa beach memberships are not guaranteed if travel dates are beyond November 30, 2018. Ask our Villa Specialists if you have any questions.

Rental Rates

Season Bedrooms Weekly Rate
Low Season 2018
April 16 - December 14
1–3 $6,800
Low Season 2018
April 16 - December 14
4–5 $8,950
Thanksgiving 2018
November 17 - November 24
1–5 $12,990
Christmas 2018
December 19 - December 26
1–5 $23,350
New Year's 2018-2019
December 26 - January 2
1–5 $25,350
High Season 2019
December 15 - April 27
1–3 $10,990
High Season 2019
December 15 - April 27
4–5 $14,790
Easter 2019
April 20 - April 27
Easter week is any 7 nights that includes Easter Sunday
1–5 $14,790
Link to Calendar

Booking Calendar

Guest Reviews

  • This was our 2nd trip to Knockando and our 8th time renting a villa in Montego Bay through Jamaica Villas by Linda Smith. We really love being on the Round Hill grounds because you have access to the beach, restaurant and pool bar. Our kids love going to the beach in the morning and then returning to the villa for lunch and afternoon pool time. It’s the best of both worlds having a private villa to relax in and then also be able to go to the hotel and enjoy those amenities also.

    Matt S – March 2018

  • This was year 13 in Jamaica and it didn't disappoint. Knockando is a fabulous villa. The rooms are authentic and comfortable, the views are spectacular and the staff was accommodating and lovely. Our weather was perfect, and we used the pool every day. Errol and Simon were wonderful and engaging as were Meggie & Rosie. My daughter-in-law had a fall which required stitches and a lovely doctor came to the villa to care for her. It was comforting to know that this service was available. All ten of my family members left the vacation feeling rested, pampered and very satisfied. This vacation was a "TEN"!

    Petie W – February 2018

  • 17th year! Excellent.

    Bob S - November 2017

  • Excellent service by Jamaica Villas. We loved Errol!! We will be back!

    John H - August 2017

  • The staff & service has been amazing. We couldn’t have asked for a better group of people to help us feel welcome. Perfect!

    Nichole N - August 2017

  • Fabulous! Better than our expectations which were high! Each of the staff were very impressive. I must say that Errol, who is the butler, is an exceptionally gracious and hardworking man!

    Bill S. - August 2017

  • This was our first trip to Jamaica for an extended period of time. Thank you for making us feel like family. The house and staff are very inviting. Beautiful view! We will be back, hopefully, sooner than later! Thank you!

    Cynde A. - July 2017

  • The staff are amazing people. We will return to Knockando.

    Tara Y - June 2017

  • A+ for staff & service, they were exceptional.

    Betsy M - April 2017

  • The staff were Great!! All of them were very pleasant.

    John D - April 2017

  • We are enjoying our heavenly Knockando so much that I had to contact you to say thanks. The staff is awesome and Jerome's food is the best I've ever tasted. The villa is gorgeous - especially the outside space. We just received a gift certificate from the owner for any sporting activity and we really appreciate that generous gesture.

    Petie W. - February 2017

  • Lovely staff & service. The vacation exceeded our expectations.

    Vanessa L - January 2017

  • Everything was excellent!

    Falvey - April 2016

  • I wanted to follow up to let you know what an amazing time we had at Knockando. The staff, food, view, and resort were perfect. Thank you for all your help.

    Tim – March 2016

  • Excellent staff!

    Andrea L - March 2016

  • The staff were extremely friendly and accommodating. Excellent service all around!

    Chris S - March 2016

  • The staff was wonderful and so amazing with my children...Of all the vacation we have been on, this is an A league in itself. Love the staff – they were amazing people who truly cared about us and our children. What an amazing time!

    Heather M - February 2016

  • Best chef - loved Eroll. Best sunset!

    Doug H – February 2016

  • The staff could not have been better!

    Jennifer I. – January 2016

  • Fantastic! Everything & everyone was perfect. We loved all our meals. We are very grateful to this wonderful staff! And we will want to come back again!

    Judy K – December 2015

  • We had a wonderful time in Jamaica at Knockando. Everything worked out well—the villa was terrific, and the staff, as usual, was great. Our 11th visit, as always everything was excellent!

    Bob S – November 2015

  • The family of staff did so much for us. The love & care from everyone was amazing. We were so comfortable and the vacation exceeded all of our expectations. Thank you for making our family feel like part of your family!

    Barry N – August 2015

  • This is the most wonderful staff & service our family has ever met. We have traveled many places but this is top of the list! The house was well kept. We were very comfortable & satisfied. We are already making plans to return!

    Hunter W – July 2015

  • Positives:

    staff- great,

    Food - great

    view - awesome

    round hill services - excellent

    Ken Smythe (transportation) - always a pleasure

    Have used Villas by Linda Smith for 20 years.

    Steve N – January 2015

  • Very helpful and very welcoming. The food was amazing! Can’t wait to come back.

    Alison S - Feb 2015

  • Magnificent villa with fabulous view and superb service.

    John S – December 2014

  • Our anniversary party was amazing! Thank you to all of the staff for making it a memorable night!

    Kay N - Sheboyan WI - April 2014

  • Fabulous!

    Ben G - Nashville TN - March 2014

  • Dear Linda,

    The staff is excellent, very kind and great with children. We have already booked for next year.

    Stuart C. - December 2013

  • Dear Linda,

    The staff at Knockando is fantastic – we love them! And the property manager is friendly, kind and attentive!

    Betsy M. – Timonium, MD – December 2013

  • Dear Linda,

    This was our 10th stay in one of Linda Smith's villas and the 5th time at Knockando, which is our favorite. Trip #11 is already reserved at for 2014. The view is magnificent down the coastline, and changes as the sun moves across the sky each day. This villa is perfect for our group of 8 women, with lots of spots to gather together or just relax and read a book. And the Staff!!! They're the best!! After 5 visits, it's like coming home to see old friends. Errol's Dirty Bananas and Pina Coladas are delicious. Jerome is the chef extraordinaire, truly worthy of any 5 star hotel resort.

    Haxall W. – January 2013

  • Dear Linda,

    Best food I’ve ever had in a private home or restaurant! Errol made us feel very welcome and met our every need. Everyone on the whole staff was amazing. Beautiful house and grounds – could not ask for anything better!

    Ellen L. – January 2013

  • Dear Linda,

    The staff here is wonderful. They are so accommodating and always willing to help!

    Kay N. - December 2012

  • Dear Linda,

    We had a wonderful week at Knockando. The staff went out of their way to accommodate our two families. I don't know what more they could've done. And Jerome's cooking was off the charts. We are used to the finer restaurants of New York and Washington, and we think his dishes stacked up with the best of them.

    Britt S. - January 2012

  • Dear Linda,

    The Knockando staff is an amazing team! They are warn, accommodating and professional and we can't thank them enough for making our stay so comfortable and enjoyable. The villa is absolutely beautiful and the view is breathtaking. We loved the lay-out and the amount of space we had. This was an incredible experience and we will be back.

    Laura W. - April 2011

  • Dear Linda,

    The staff at Knockando provides excellent service with joy and pleasure. Everyone was very in tune to all our needs throughout the day and met them perfectly. Such exceptional service is what makes a visit to Knockando terrific! This was a delightful family vacation and we are grateful to the wonderful staff at the villa.

    Estelle S. - January 2011

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Jamaica Villas by Linda Smith 100 Fordham Road, Bldg. C Wilmington, MA, 01887 Tel 301.229.4300 Email info@jamaicavillas.com
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