Jamaica Villas by Linda Smith

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Sea Island • Montego Bay, Jamaica Villa

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About Sea Island

Drive through the impressive entrance gates with their tall stone columns to enter this unique and lovely home, beloved by the families who return year after year.

  • 6,000-square-foot deluxe villa on 7 private acres overlooking the Caribbean Sea
  • 6 air-conditioned bedrooms, each with new en-suite bathroom
  • well-located in Great River Private gated community of upscale private homes
  • staff of 8: chef, butler, housekeepers, laundress, gardeners, night watchman
  • private pool 20' x 40'
  • private tennis court
  • ping pong table
  • cable television with DVD player in living room
  • sound system with CD player and iPod docking station for music inside and outside
  • complimentary Internet access (bring your laptop), fax machine
  • child friendly
  • handicap accessible
  • Tryall Club membership: complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, Internet room, Usain Bolt Games Room, 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. Current membership runs through November 30, 2018. See note below*

Drive through the impressive entrance gates with their tall stone columns to enter this unique and lovely home, beloved by the families who return year after year.  Interiors feature an eclectic mix of English Colonial, French and Jamaican furnishings on floors of cool white limestone and rich mahogany. Bombay chests, antiques and art, and Oriental and French linen rugs enrich the rooms.

Sea Island sits on seven private acres of gently sloping land with a view of the sea beyond its private tennis court and lush lawn. Grounds are adorned by Royal Palms and trees bearing breadfruit, mango, naseberry, pimento and wild orchids.

The favorite gathering place for conversation and the tranquil view is the 125-foot L-shaped verandah with Italian marble tiled wet bar. Here, too, is the al fresco dining area for memorable home-cooked meals created in Sea Island’s state-of-the-art kitchen with 6-burner commercial stove, microwave, ice maker, dishwasher, and unique collection of beautiful dinnerware and table linens.  Chef Brenda invites youngsters to help her make her legendary chocolate chip cookies here!  


Kingsize four-poster bed in newest suite. En-suite bathroom features designer granite sinks, stone bathtub and oversize indoor shower room that opens through French doors to a second outdoor garden shower.

Queensize bedroom that connects to Master Bedroom. Connecting passageway can remain closed to privatize each bedroom ~ or open to create a convenient double master suite especially suitable for parents and children. En-suite bathroom features designer granite sinks and oversize indoor shower room that opens through French doors to a second outdoor garden shower.

Kingsize four-poster bed, local television, French doors to verandah. En-suite Italian-tiled bathroom, large walk-in shower, deep soaking bathtub. Connects to Peach Room via large walk-through closet.

Queensize bed, French doors to verandah. En-suite bathroom with walk-in shower. Connects to Master Bedroom. This is a convenient double suite for parents and children.

Optional kingsize or twin beds, French doors to verandah, en-suite bathroom with walk-in shower.

Double bed in fanciful pale pink room, French doors to verandah. En-suite bathroom with walk-in shower. Collection of stuffed bears and child's follies can be added to the room to make child-friendly.

Bathrooms in Sea Island merit special mention. All have sunken walk-in showers.  All are designed with Italian tile, art and style. Two outdoor showers are in a private garden for memorable bathing experiences in sunlight and moonlight.

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
1–4 $5,500
Low Season 2018
April 16 - December 14
5–6 $7,500
Thanksgiving 2018
November 17 - November 24
1–6 $9,000
Christmas 2018
December 19 - December 26
1–6 $12,500
New Year's 2018-2019
December 26 - January 2
1–6 $14,000
High Season 2019
December 15 - April 27
1–4 $7,500
High Season 2019
December 15 - April 27
5–6 $9,500
Easter 2019
April 20 - April 27
Easter week is any 7 nights that includes Easter Sunday
1–6 $10,000
Link to Calendar

Booking Calendar

Guest Reviews

  • This is our third time visiting Sea Island. The staff is excellent and attentive.

    The view from the veranda of the gardens and the ocean is spectacular. The pool is very large and well appointed. We also love the beach at Tryall.

    Chef Brenda has a full complement of Jamaican dishes or anything else you might want.

    We will be back next year.

    Sue A - May 2018

  • Sea Island Villa is purely amazing.

    We couldn't thank Jamaica Villas by Linda Smith enough. Everything from our villa specialist, to the staff of the house. We couldn't ask for a better time. The amount of respect was above and beyond. We were treated like kings.

    The service was fantastic at sea island. We enjoyed our stay and we were psyched to experience true Jamaican culture through the relationships with the staff, the home cooked meals and the weather, of course. Thank you for offering such a complete and effortless experience. It was a 10 out of 10 experience!!

    Irving F – April 2018

  • Thank you for an amazing vacation that was relaxing and stress-free! As a family trip, this was amazing for the parents as well as the children. The meals! The drinks made! The laundry done! The dessert! The kids meals! All so amazing ...we did not want to leave!

    Phoebe A - April 2018

  • Thank you for a perfect week in paradise. Sea Island is nothing short of spectacular. The staff makes you feel immediately at home and relaxed. We will definitely be back.

    Ethan D - March 2018

  • What an amazing staff and beautiful villa!

    Aaron W - March 2018

  • Sea Island is a great house. The staff took such great care of us. We highly recommend staying here. It's great for a family vacation or for a group of friends.

    Shana D - March 2018

  • Sea Island has Excellent Staff and Service...Wonderful People! We had a really incredible vacation. You guys organized everything perfectly without any hitches or negative surprises.

    Brian R. - March 2018

  • First time vacationing in Jamaica and renting a villa. Love it! All staff were helpful, professional, pleasant and courteous. Our vacation was wonderful!!

    Diane B – February 2018

  • What an amazing week we had at Sea Island! The property is absolutely beautiful and the staff couldn't have made us feel more at home. Such a luxurious vacation, we highly recommend this property.

    Nikki W - February 2018

  • We love it here. The accommodations are beautiful and comfortable. The fabulous staff attentive and kind.

    Roberts - January 2018

  • The house was stunning with every possible luxury and the staff were warm, kind, and made everyday feel special. Without the people/staff it wouldn't have been as enjoyable. Best vacation ever!!

    Wallach – December 2017

  • Sea Island was paradise for our family's Christmas week reunion! The staff are SUPERB! ....welcoming, friendly and always accommodating.

    Cohen family - December 2016

  • It has been a fabulous week. I came to kick off my 50th birthday, and what a way to start. Great staff, beautiful accommodations, tasty food and great memories. Thank you for everything.

    Weldina C - August 2016

  • Fantastic experience!

    Jeremy C - March 2016

  • We had a wonderful stay at Sea Island with 3 generations of our family. The staff is so warm and thoughtful - we appreciated all the kindness and care. The villa is stunning and we enjoyed many lazy afternoons on the veranda. We cannot wait to return!!

    Curtiss Family - New York - February 2016

  • Everyone was so friendly and thoughtful. We were so grateful with all of the help with the children. The Concierge Office was so lovely when we had delayed luggage and needed assistance.

    Jane C - February 2016

  • Our stay at Sea Island was, as always, wonderful. Juanita runs the house beautifully and helps with all plans and excursions. Brenda concocts delicious delicacies and Mr. Dalton serves them graciously. This was our 10th year here! - we love it!

    C. Roberts - Washington, DC - January 2016

  • Came to Sea Island with 5 best friends from high school to celebrate all of our 50th birthdays. This place exceeded our wildest dreams. The staff treated us as royalty and were so amazing and sweet. The accommodations were top notch and the rooms and villa lay-out were amazing. Every detail has been covered from the meals to turning our beds down at night. COMING BACK FOR OUR 60TH'S!!

    I just wanted to thank you for the MOST amazing trip we have ever taken. Your company was wonderful to work with and you were very organized and everything went off without a hitch.

    Sea Island is absolutely fantastic… Again, you all were terrific and made our 50th birthday's one to remember always. I will recommend your company to everyone and anyone who will listen and SEA ISLAND IS THE BOMB!!!!!!!!!!!!!

    Betsy S. - January 2016

  • Fantastic stay. The staff were so kind to our children, they were all excellent.

    Delores K - August 2015

  • Beautiful villa & grounds. We loved the open concept, beautifully decorated with unique rooms & bathrooms. The house was even more spectacular that the photos. The staff was dedicated, hardworking and committed to ensure we had a great time.

    Sue MC - August 2015

  • 7 Unforgettable Days - What a wonderful experience. I have stayed at a few villas in Jamaica and Sea Island was by far the best. I will never stay at another villa now that I have found Sea Island. The property is in excellent shape. The staff took care of all of the little details. I never even had to ask for even an extra towel. Everything was there at our fingertips (party of 7 adults and 5 children). The food was fabulous! We ate sumptuously for the entire week - three meals a day, impeccably prepared by the kitchen staff. Brenda is truly gifted. Dalton serviced us patiently every day, all day. Every meal, every pool side drink - just wonderful. Everything ran smoothly under the capable direction of Juanita. I recommend Sea Island with no reservations whatsoever. It will exceed your expectations.

    Pitter Family - August 2015

  • We had a wonderful time at Sea Island. The villa is in top condition....the bathrooms are all stunning!

    Brenda, the chef, is top-class. We will be back as soon as we can!

    Nicola - Virginia - July 2015

  • Sea Island is truly an 'island oasis' in the middle of TROPICAL PARADISE!

    Absolutely breathtaking! Perfect in every way. From the house and the decoration to the grounds and the natural vegetation, Great River Private and Sea Island Villa were just right for our family.

    I want to extend our extra thanks to the staff who have all been mentioned by name. Marvin and Dalton treated my son and our group to fresh coconuts! So delicious! And the way all of my children were welcomed into the kitchen and into whatever they needed with such kindness and joy made this extra special!

    Brown Family - Boston - February 2015

  • Celebrating my 70th Birthday surrounded by my family at Sea Island was "PERFECT" in every way. Awakening each morning in this heavenly place and being taken care of by Juanita, Dalton, Brenda and the entire staff in such a kind and gracious way makes this experience exceptional and one that the 15 of us will never forget. We all agree this trip was the "BEST EVER".

    Suttin Family - Boca Raton - February 2015

  • What can I say.... what a superb experience and beautiful place you have. The attention to details and wonderful staff make this an extraordinary trip. The people of Jamaica are so friendly and nothing at all was a disappointment.

    From the staff recommendations, the the friendly smiles, to the wonderful food and attention..we absolutely loved it. 9 days was not quite long enough. Especially helpful and kind was Juanita, Dalton and Brenda. My mom thinks Brenda, the chef, should open her own restaurant. The food is amazing, especially love the chocolate mousse, jerk chicken, Asian coleslaw and the cherry cheesecake....and pretty much anything she made . The furnishings were very nice and the bathrooms were well stocked with linens. And how nice to have our laundry done and returned to us everyday. It will be hard to go back home. We will recommend Sea Island to all my friends in New England.

    The Lyles - February 2015

  • Sea Island was spectacular! We loved every minute ...it was the perfect place for our family. Juanita, Brenda, and Dalton knew what we wanted before we did! We loved the view, pool, tennis, yoga,the beach, boating, long walks, and spending our afternoons on the veranda. Thank you for a perfect vacation.

    Jyoti G. - Chicago, IL., December 2014

  • We have enjoyed our stay at Sea Island. I loved the details of the house. Each room had a story to tell. I loved discovering the subtle details of the property. Juanita, Brenda and Dalton were warm and friendly and provided the group with extraordinary service. The view provided a serene surrounding to a very wonderful and relaxing vacation.

    Douglas K. - Orlando, FL., June 2014

  • One word for Sea Island -fabulous! In addition to it's beautiful design and wonderful amenities such as it's great pool, veranda, and perfectly decorated bedrooms, it staff is tops! Cannot say enough about the exemplary and professional service demonstrated throughout our stay. Thanks Juanita, Brenda, Dalton and the other staff...you are the best! We can't wait to return to Sea Island!

    Jane W - Long Beach, CA., July 2014

  • Our family had a incredible time during our week-long visit to Sea Island Villa. The home and the staff were warm and friendly, and all exceeded our expectations. It was so nice to really relax and know that we would be well cared for, whether we chose to make any decisions or not. We made good use of the pool and tennis court, and thoroughly enjoyed dining al fresco.

    Thanks you for a wonderful vacation! We hope to return soon!

    Richard W. Houston, Texas - November 2014

  • We've been going to Sea Island for many years. It's a magical place. The warm weather is matched by the warm staff, the graceful beauty, the sense of total ease and comfort. Our whole family loves it there and looks forward to our yearly visits.

    S. Roberts, September 2014

  • Absolutely fabulous! The property is breathtaking, the accommodations are five star and the staff phenomenal. I had a vacation where I got to relax and unwind with my love and his family.

    Nylah & Todd

  • On my fifth visit to Sea Island, it was again a PHENOMENAL experience. It was the accommodations, the food, and the service that made the experience. I truly appreciate the Jamaica I have here every time. I can be still here because I can trust the staff. I cannot wait to come back. It will not be a long wait.

    Adrienne, Chicago IL

  • I offered my children 2 weeks in Florida with a villa on the beach or one week at Sea Island next year. They both voted to return here without any hesitation. A wonderful holiday – we had a relaxing, enjoyable time. The staff here is helpful and friendly.

    John & Amanda, March 2014

  • We had the pleasure to be guests at Sea Island over Christmas. Our family thoroughly enjoyed our stay in Jamaica. It began with the friendly greeting and welcoming by Juanita. The team at Sea Island made us feel special! The staff made sure we had the time of our lives! We will return.

    Jim and Family, St. Charles IL

  • The spirit and expertise of Sea Island's staff are unparalleled in our experience. We are pleased with the openness and responsiveness to the feedback we gave. It was impressive.

    Sandra D - Spring Valley CA - October 2014

  • Exemplary professional service and prompt service throughout our stay. Can't stay enough about the wonderful staff and food. The perfect spot for rest and relaxation. If we could give a score better than Excellent, we would. Best vacation ever because of the beautiful villa and great staff service.

    Janice W - Long Beach CA - July 2014

  • Dear Linda,

    As always, the staff was great, especially with my 93 year old mother. Every request was pleasantly taken care of almost before we even asked. And, of course Sea Island is a beautiful villa. Our family thanks you and your entire staff for making all our trips work so well

    Roger F. - Rockford, IL - November 2010

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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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