Pineapple House Villa

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Pineapple House Villa Experience true luxury at the Pinapple House. Our villa is located on a 2,200 acre private resort club overlooking the Caribbean in Montego Bay.

Pineapple House is located on the grounds of a 2,200 acre private resort club, ranked on the Conde Nast Gold List as one of the best places to stay in the world. Guests may use most Club facilities at no charge with the exception of golf, food and beverage, and spa services. Complementary amenities include golf cart usage, private heated pool, private hot tub, professional CIA-trained chef, butler, 2 housekeepers, gardener, custom prepared meals and snacks, daily laundry service, on-location beach, Kids Club, daily afternoon tea service and weekly cocktail party. Resort fees will apply to golf, tennis and spa services.

25/10/2026

Your morning view has changed.
No familiar rooftops. No rush to get out the door. Just the beauty of Jamaica greeting you at the start of another day.
Take your coffee outside. Find your favourite seat. Let the morning unfold before you.
Some views are even better when you have nowhere else to be.

22/10/2026

A few things that might make your camera roll:
01 — The first look around the villa.
02 — That afternoon pool photo everyone wants.
03 — The dinner table before anyone sits down.
04 — A candid that turns into the family favourite.
05 — One last photo before it's time to leave.
The best part? You'll come home with more than pictures.
Start planning your Pineapple House stay. Send us a DM to enquire about availability.

19/10/2026

Bring the people who make ordinary days better.

The ones who turn breakfast into a conversation.
Who make a quick swim last an hour.
Who are always ready for one more round of cards.
Who make a beautiful place feel even better.

Pineapple House was made for sharing the good days.

16/10/2026

Everyone finds their spot.

The early riser claims the quiet corner with coffee.
The reader settles somewhere with a view.
The swimmers head straight for the pool.
Someone always finds the perfect place for an afternoon nap.

And somehow, everyone is happy.

14/10/2026

By day three, you stop checking the time.

Breakfast becomes whenever everyone wakes up.
The pool becomes the meeting point.
Lunch stretches a little longer.
And evening arrives almost unnoticed.

Pineapple House has a way of making a holiday feel wonderfully unstructured.

12/10/2026

Monday might look like this.
Tuesday might look completely different.

One day calls for a morning by the pool and an afternoon exploring.
The next might never get further than breakfast and a good book.

Pineapple House leaves room for both.

09/10/2026

It’s the little things you remember.

The first coffee outside.
The sound of the water.
Bare feet on warm floors.
A favourite spot by the pool.
Someone laughing from the next room.

Not every holiday memory needs a landmark.

05/10/2026

Look around.

The people you came with.
The view outside.
The glass on the table.
The afternoon stretching ahead.

Sometimes the best part of a holiday is noticing how much you already have in front of you.

Pineapple House, Tryall Club.

02/10/2026

There is no dinner bell at Pineapple House.

So breakfast can run late.
Lunch can become an afternoon affair.
And dinner can wait until everyone is ready.

Here, the day doesn't need to follow a schedule to feel perfectly spent.

Address

Copperwood Ridge
Montego Bay

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