Knockando on Round Hill

up to 5
up to 14
Min. Nights

About Villa

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.

    *NOTE: Tryall Club membership is guaranteed for guests travelling through November 30, 2019. Some villa beach memberships are not guaranteed if travel dates are beyond November 30, 2019. Ask our Villa Specialists if you have any questions.

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.

Additional Information

Click Here for Menus


5 Bedrooms, 6 Bathrooms

Sleeps 14 People

0 Interior Square Ft.

Air Conditioning


Children Welcome

Fully Staffed Villa

Golf Available

Handicap Access



Communications: Wireless Internet Access

Beach Club & Resort Membership: Round Hill (inside the gate)

Beach Club & Resort Membership: Tryall Club (outside the gate)

Fitness Equipment: Complimentary use of the new Round Hill Gym

Child Friendly: Connecting Bedroom(s)

Child Friendly: Kids Club Membership

Golf and Tennis: Golf on Site or Nearby

Golf and Tennis: Tennis Nearby

Other: Available for Weddings

Other: Handicap Accessible

Other: Spa on Site or Nearby

Other: Available for Large Groups

Bathrooms: Hair Dryers

Audio: iPod Dock(s)

Child Friendly: Playground Nearby

Bathrooms: Bathrobes

Bathrooms: Jacuzzi

Pool and Sea Area: Poolside Shower

Fitness Equipment: Full Gym Nearby (walk, drive or take golf cart)

Other: Foosball Table

Other: Ping Pong


Travel Dates Bedrooms Min. Night Stay Nightly Rates
April 20, 2019 - April 26, 2019
3 7 $2114
April 20, 2019 - April 26, 2019
4 7 $2114
April 20, 2019 - April 26, 2019
5 7 $2114
April 27, 2019 - November 22, 2019
3 5 $971
April 27, 2019 - November 22, 2019
4 5 $1114
April 27, 2019 - November 22, 2019
5 5 $1257
November 23, 2019 - November 30, 2019
3 7 $1971
November 23, 2019 - November 30, 2019
4 7 $1971
November 23, 2019 - November 30, 2019
5 7 $1971
December 01, 2019 - December 14, 2019
3 5 $971
December 01, 2019 - December 14, 2019
4 5 $1114
December 01, 2019 - December 14, 2019
5 5 $1257
December 15, 2019 - December 20, 2019
3 7 $1686
December 15, 2019 - December 20, 2019
4 7 $1829
December 15, 2019 - December 20, 2019
5 7 $2114
December 21, 2019 - December 27, 2019
Christmas rates apply to any 7 night booking that includes Christmas Day
3 7 $3457
December 21, 2019 - December 27, 2019
Christmas rates apply to any 7 night booking that includes Christmas Day
4 7 $3457
December 21, 2019 - December 27, 2019
Christmas rates apply to any 7 night booking that includes Christmas Day
5 7 $3457
December 28, 2019 - January 04, 2020
New Year’s rates apply to any 7 night booking that includes New Year’s Eve
3 7 $3650
December 28, 2019 - January 04, 2020
New Year’s rates apply to any 7 night booking that includes New Year’s Eve
4 7 $3650
December 28, 2019 - January 04, 2020
New Year’s rates apply to any 7 night booking that includes New Year’s Eve
5 7 $3650
January 05, 2020 - April 10, 2020
3 7 $1686
January 05, 2020 - April 10, 2020
4 7 $1829
January 05, 2020 - April 10, 2020
5 7 $2114
April 11, 2020 - April 18, 2020
3 7 $2114
April 11, 2020 - April 18, 2020
4 7 $2114
April 11, 2020 - April 18, 2020
5 7 $2114

Wedding Details

$15 surcharge per person. Maximum guests: 50

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.

Check In Times

Check in: 1:00 PM - Check out: 11:00 AM

Security Deposit Details




  • No complaints! Nicest people, so friendly, accommodating - Errol makes you feel like family! He is amazing. Such a nice treat to have clothes laundered so nicely! Entire vacation - wonderful! Thank you!


  • 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.

  • 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.

  • Dear Linda,

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

    Kay N. - December 2012

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

    John H.

  • 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.

  • 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.

  • 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.

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

    Tara Y.

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

    Betsy M.

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

    John D.

  • 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.

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

    Vanessa L.

  • Everything was excellent!


  • 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.


  • Excellent staff!

    Andrea L.

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

    Chris S.

  • 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.

  • Best chef - loved Eroll. Best sunset!

    Doug H.

  • The staff could not have been better!

    Jennifer I.

  • 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.

  • 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.

  • 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.

  • 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.

  • 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.

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

    Alison S.

  • Magnificent villa with fabulous view and superb service.

    John S.

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

    Kay N.

  • Fabulous!

    Ben G.

  • Dear Linda,

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

    Stuart C.

  • Dear Linda,

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

    Betsy M.

  • 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.

  • 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.

  • Dear Linda,

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

    Kay N.

  • 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.

  • 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.

  • 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.

  • The team was amazing!

    Shaw Group

  • Chef Shari Ann was excellent. Simon was also very friendly. Erol was the best. Very nice and accommodating.

    Diederich Family

  • Staff, services, and accommodations were wonderful.

    Kulaks Family

  • No complains! Nicest people, so friendly and accommodating. Errol makes you feel like family. He is amazing. Such a nice treat to have clothes laundered so nicely. Lovely house and so comfortable. The view is like nothing else! Housekeeping kept everything so clean. Entire vacation - wonderful. Thank you.

    Harris, Bergholtz, Meringer, Grace, and Houghton group