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Sea Island Villa in Montego Bay/ 5-Star Staff/Tennis Court/Tryall Memebership

Bedrooms 6
Property type villa
Minimum Stay 3 - 7 nights


About the property


Sea Island is a fully-staffed luxury villa situated in Jamaica’s beautiful Montego Bay. After a short 15-minute drive from the airport you arrive at the beautiful iron wrought gates of Sea Island Villa.... With over seven private acres and sweeping views of the Carribean Sea, this 6,000 square-foot, 6-bedroom home is the perfect place to create memories to last a lifetime.

Just minutes away from the shopping, culture and night-life of historic Montego Bay, Sea Island is the perfect retreat a first-rate vacation destination. The elegant interiors of Sea Island feature a unique mixture of English Colonial, French and Jamaican furnishings accented by white limestone and rich mahogany floors. The rooms are enhanced by the arrangement of Oriental chests, beautiful sisal carpets and various antiques and artwork.

Sea Island’s seven private acres of gently sloping land are embellished by a lush lawn, Royal Palms, and trees bearing breadfruit, mangos, naseberries, pimentos, bougainvillea and wild orchids. One of Sea Island’s grand features is a 125-foot L-shaped verandah with its Italian marble tiled wet bar and al fresco dining area. From the verandah you can overlook the carefully landscaped grounds with breathtaking views of the peaceful, blue Caribbean Sea beyond the tennis court and pool area.

Each of the 6 bedrooms is furnished with beautiful artwork, many have 4 poster beds and all have fine linens. Each en-suite bathroom is unique and painted in bright 'Jamaican' colors and have gorgeous sinks and fixtures. Fluffy towels and complimentary shampoo and soaps.

Culinary-trained chef , Brenda makes delicious meals that our served at our 12-seat glass-topped candle-lit table outside under a beautiful , large L-shaped verandah. Dalton, the butler, serves the meal and makes sure all your needs are taken care of.

All your clothes are washed and meticulously pressed and put back into your closet before you even notice it!

You do not have to lift a finger! You are there solely to relax and renew yourself.

Sit on the verandah at sunset with a glass of wine or Rum Punch and watch the colors in the sky reflect off the Caribbean sea as a gentle island breeze winds through the trees.

Utilize the on-property tennis court and the brand new ping-pong table.

Or just lounge by the large pool and read or sunbathe.

You are close to many waterfalls, restaurants , water sports, sightseeing, etc. but it will be hard to find a reason to leave the luxury of Sea Island Villa itself.

The Villa includes membership to Tryall Club which has world-class golf course, 12 tennis courts, large beach area with many water sports, and two restaurants.

Come and see for yourself why guests return again and again to Sea Island and let it cast it's magical spell over you.

Sea Island Villa’s 8 person staff ensures you total relaxation;

Your bed and bath will be serviced every day by the Housekeepers.

The pool and grounds will be tended by the Gardener.

The Butler will serve, tend the bar, and generally facilitate.

The Laundress will clean and beautifully iron your clothes on a daily basis.

Your personal gourmet chef graduated from one of the leading chef schools in the world, Westminster University in London. Along with her Professional Chef’s Diploma, she has also received diplomas in Fine Wine and Hotel Management.

Ground Transportation is available. Enjoy a 24/7 driver and 12-seater van for $875/week. Guests can also arrange their own car rental.

Masseuse and Nannies are available for an additional cost.

A special amenity available to guests at Sea Island is a membership at Tryall Club. Just minutes away, Tryall Club is one of Jamaica’s premier private clubs. Set amid 2,200 lush acres, the Tryall Club provides all the ingredients necessary for an exquisite experience: world-class golf, large private beachfront, exceptional cuisine, and some of the best views in Jamaica. Membership entitles guests to access to Tryall’s 18-hole, par 71 course, designed by Ralph Plummer, and rated “among the most beautiful golf courses in the world” and voted Best Golf Course in the Caribbean.

Golf is $130 for green fee and extra for cart and caddie

Tennis is complimentary with $7 fee for ball boy

Private pro lesson is $48/hour

Private beach, fitness center (treadmill, free weights, rowing machine)

Tennis on 5 Nova-Cushion hard courts and 4 Classic Clay courts lighted for night play and with pros on call. (Charges apply to lessons and ball boys.) Enjoy a variety of water sports and parties including Seafood Night and Beach Bar-b-que Night (with entertainment).

Tryall also offers a jogging trail, gift shop, beach bar, continental cuisine in the hotel restaurant, and picture-perfect sunsets from the waterfront terrace.

For additional charges, members may enjoy Hummingbird Kids Club (for kids 5 to 12 years old).

More Details

Property Manager
Property Manager
Member since: 2014
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
June 9, 2018

Why The Owner chose Montego Bay

Have traveled to Jamaica since the 1970's! Once we set eyes on Sea Island, we immediately fell in love with the tranquility and zen-like quality of the setting. On a hillside of 7 acres, overlooking the sea, with the Caribbean breeze softly blowing. It was love at first sight.

We set about doing an extensive remodel...every room in the house was basically re-built. The house has undergone continual updates and redecorating making it beautifully maintained and cared for.

The landscaping is meticulously maintained and makes for the most beautiful and manicured lawn in the area.

Nothing beats sitting on the HUGE L-shaped verandah at sunset, sitting down with a Rum Punch and watching the beautiful colors in the sky.

The staff is the original staff (or their children ) and are known as one of the best staffs on the entire island. They make sure to take care of your every need with graciousness and warmth. Jamaica is such a very very special place with such a rich history. We feel Sea Island is the perfect place to experience it.

What makes this villa unique

The view from the verandah overlooking the sea and the hillside is one of the best views in the area. It has a very Zen-like quality to it and this tranquil feeling washes over you.


Montego Bay Villa Accommodation and Amenities

Property Type:
  • villa
  • Catering available
  • Breakfast - Booking Possible
  • Lunch - Booking Possible
  • Dinner - Booking Possible
  • Housekeeper Included
House Rules:
  • Check-in: 3:00 PM / Check-out: 11:00 AM
  • Max. occupancy: 12
  • Events Allowed
  • children welcome ...
  • pets not allowed ...
  • non smoking only
Location Type:
  • Beachfront ...
  • Golf Course Front ...
  • Water View ...
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Air Conditioning ...
  • Clothes Dryer
  • Fitness Room / Equipment ...
  • Hair Dryer
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking
  • Telephone ...
  • Towels Provided ...
  • Washing Machine ...
  • Free Wifi
  • Coffee Maker
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Child's Highchair
  • Dining ...
  • Dining Area
  • 6 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
    Bathroom 4 -
    Bathroom 5 -
    Bathroom 6 -
  • Each bathroom is unique and decorated in beautiful and bright 'Jamaican' colors....fluffy towels and complimentary shampoo and soaps.
  • 6 Bedrooms, Sleeps 12
  • Each room is beautifully appointed with fine linens and four poster beds....luxurious and comfortable beds.
  • Books ...
  • DVD Player ...
  • Games ...
  • Ping Pong Table
  • Satellite / Cable
  • Stereo ...
  • Television ...
  • Toys ...
  • Video Library ...
  • Deck / Patio ...
  • Golf ...
  • Lawn / Garden ...
  • Outdoor Grill
  • Tennis ...
  • wheelchair accessible ...
Pool / Spa:
  • Private Pool
Onsite Services:
  • Car Available
  • Chauffeur
  • Concierge
  • Massage
  • Private Chef
  • Staff
  • churches
  • cinemas
  • duty free shops
  • playground
  • reefs
  • restaurants
  • water parks
  • waterfalls
Leisure Activities:
  • beachcombing
  • bird watching
  • gambling casinos
  • horseback riding
  • outlet shopping
  • paddle boating
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • fishing
  • golf privileges optional
  • hiking
  • jet skiing
  • paragliding
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • swimming
  • tennis
  • water skiing
  • water tubing
Beautiful villa overlooking the Sea . Fully 8 person staff including chef, housekeeper, butler and laundress. Gorgeous 6,000 sq ft villa in beautifully maintained landscape of 6 acres. An excellently trained culinary chef who can provide you with 3 deliciously cooked meals a day at the villa. The approximate cost for groceries per person, for the week, at 3 meals a day, is $280 to $320. A 24/7 driver (that includes pick-up and drop-off at airport) with van that holds up to 12 people is available for $875/week. Smaller cars can be arranged and/or you may rent your own transportation. Security - Sea Island is located in a beautiful gated community that features a security gate and 24/7 security guards. The house itself has a private night watchmen 7 nights a week. The staff work exceptionally hard during your stay to provide you with the best service possible and a gratuity for their services is expected. The villa manager can provide more information in regards to this.


Wonderful! 4.9/5 -
(28 traveler reviews)

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Sea Island Villa in Montego Bay/ 5-Star Staff/Tennis Court/Tryall Memebership
average rating of 4.928571 based on 28 reviews
Watertown NY

Incredibly beautiful and friendly

  • 5 of 5

Everything about Sea Island made for a perfect week.

Incredible facilities, friendly and helpful staff, and beautiful views.

We could not recommend it any higher.

  • Submitted: Jan 17, 2018
  • Stayed: January 2018
  • Source: HomeAway
Owner's Response: thanks so much for the glowing review. so happy you enjoyed your stay at Sea Island. I agree, magical place and the staff are fantastic, wonderful people. come back again soon!
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  • 4 of 5

Great property with an even better staff. The friendly staff was able to accommodate most if not all of our needs. They were amazing.

  • Submitted: Jul 25, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
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One Love! Beautiful property staffed with beautiful people

  • 5 of 5

We escaped to Sea Island Villa for a girls trip in February 2017 - we could not have picked a more relaxing place for 6 college friends to reunite. Everyone had their own bedroom and the accommodations were just as nice as staying at a 5-star hotel - but better since your laundry is done for you! The entire staff makes you feel welcome and attended to at all times. We only ate once off-property since we were convinced we could not find better food or service elsewhere. Brenda's cooking skills are amazing. We had her and Juanita choose our menus and shop for us - it all was fantastic. Orville was beyond nice to all of us. He ensured we had a drink in hand and kept us "in check" while we were having a good time! (Like only college friends can do!) Safety was a big concern for some of the ladies -- and we all felt safe and well taken care for the entire long weekend. Beautiful property with a professional, trusted staff. What more do you need!? Thanks Sea Island xo The Denison Ladies

  • Submitted: Mar 9, 2017
  • Stayed: February 2017
  • Source: VRBO, from HomeAway
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Jamaican Paradise

  • 5 of 5

We stayed in this beautiful villa for 4 nights and couldn't have been happier. Everything from the house to the property to the amazing staff was exceptional. The staff was incredibly warm, seamless and attended to our every need. The food prepared by Chef Brenda was superb and Orville makes one mean cocktail. I give Sea Island my highest recommendation and I can't wait to return.

  • Submitted: Jan 17, 2017
  • Stayed: January 2017
  • Source: VRBO, from HomeAway
Owner's Response: thanks so much for this, Andrew. and Sea Island can't wait for your return :)
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Sea Island Villa is Paradise

  • 5 of 5

This was our second time at this beautiful villa. We were so excited to come back and very glad we did. Service and staff are excellent. Juanita is on top of everything, sweet, warm and friendly staff. We had fun in the pool, walking the grounds, watching the beautiful sunsets, my kids played in the tennis courts and enjoyed playing games in the beautiful open living room. My husband and I did daily yoga by the pool surrounded by beautiful views. Felt like Paradise! Would definitley say again!

  • Submitted: Sep 13, 2016
  • Stayed: May 2016
  • Source: HomeAway
Owner's Response: Marlene, thanks so much for this glowing review. Sea Island await your return :) maureen
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Sea Island Villa a special vacation home

  • 4 of 5

Sea Island Villa is a special vacation home with an amazing view from the veranda of the sea. We went with another family and everyone had a great time enjoying the fabulous pool and tennis court. The grounds were well kept and beautiful. Also, chef Brenda's meal were delicious! The house manager Juanita and the rest of the staff were fabulous and made our vacation very special. We hope to go back soon!

  • Submitted: Apr 5, 2016
  • Stayed: March 2016
  • Source: HomeAway
Owner's Response: Susanne, thanks so much for this glowing review. Sea Island awaits your return :) maureen
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Nearest Airport
8 Miles
Sangster International Airport Montego Bay
Nearest Barpub
2 Miles
Round Hill Club
Nearest Golf
4 Miles
Tryall Club
Nearest Motorway
1 Miles
Dr. Ashton King Highway
Nearest Beach
4 Miles
Tryall Club
Car: recommended

Whether you're looking for an elegant dinner or a quick meal with the family, seafood or bar-b-que, a sumptuous variety of dining options are available nearby.

Try one of the many fine restaurants in the area:

Tryall Club | 876.956.5660

The Tryall Club offers a variety of dining experiences, each with amazing food. Try an elegant dinner at the Great House or an informal dinner at the Beach Bar-b-que Buffet or “Jamaican Night” which is especially fun for the kids.

Round Hill Resort | 876.956.7050

Breakfast, lunch and dinners with different venues as above in an elegant setting.

Sugar Mill | 876.953.2228

Located across from Half Moon Resort (30 minute drive) outdoors, romantic and elegant setting.

Houseboat Grill | 876.979.8845

On an actual houseboat, excellent food. Eat upstairs “on deck” or inviting indoors.

Robbie Joseph's Seahorse Grill

Restaurant and cocktails at tranquil setting on the water at Montego Bay's Yacht Club.


Popular and legendary local's fun 'joint' featuring 'jerk' chicken and pork.

Lobster Trap

Local's experience on the beach. Authentic Jamaican ultra-casual spot with charcoal-grilled lobster. Reserve in advance, seating is limited to only 5 tables.

Sky Beach Bar and Seafood Grill

Located roughly 2 miles from Sea Island, nice, pretty place on the beach with good seafood.

Margueritaville | 876.952.4777

Serves lunch — fun for the whole family. Water slide and trampoline rafts.

Marguerite's | 876.952.47777

Beautiful location on the water, very good food. More “grown up” experience.

Blue Beat

Very nice upscale jazz club adjacent to Margarittes.

Toscanini Restaurant in Ocho Rio

Nice restaurant featuring excellent Italian food.

Rockhouse Restaurant/Hotel

Delicious food in gorgeous environment in the breath-taking cliffs of Negril.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Damage Deposit $500

25% down immediately, this is refundable up to 60 days before rental time (except for 20% transaction fee). Then 100% is due 60 days prior to check-in after which it is not refundable.

Manager's Cancellation Policy

  • 50% refund if canceled at least 30 days before arrival date.
  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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