Pineapple House


10 Guests


5 Bedrooms


5 Bathrooms

Welcomes: Babies, Children, Toddlers, Pets

4 King, 1 Twin. Bed size chart

Pineapple House is inspired by Oliver Messel: in 1956, the distinguished British stage designer arrived in Barbados and soon carved a niche by converting ordinary homes into theatrical “wonderlands” full of columns, arches and other elaborate details. Along with plenty of those, you’ll quickly notice the villa’s sensational, ridge-top views – overlooking much of the Tryall Club resort’s championship golf course, and leagues of Caribbean Sea.

Fine vistas are ever-present across the villa’s litany of outdoor spaces – spacious verandas, the deep heated pool, a gazebo, covered lounge and dining areas, lawns on which children can play and mature English gardens featuring a waterfall that’s perfect for anyone into meditation.

You get stylish interiors, too – pastel hues mixed with rich mahogany. One lounge has its own bar; the dining room is classy and intimate. Pineapple House’s five bedrooms, meanwhile, are split across its two floors; four boast balconies or private terraces plus smart TVs, and the last contains twin beds.

The Tryall Club’s gym, spa and tennis courts are within ambling distance, with that 18-hole course and the sandy, serviced beach a short hop in your provided golf buggy. Alternatively, just kick back, order another ‘Pineapple Painkiller’ (the house drink) and rely on your friendly staff – gardeners, housekeepers, a butler and chef Ainsley, whose certification by the world-renowned Culinary Institute of America explains some truly exceptional cooking.





Communal Gym






Hot tub


Secure parking


Swimming pool

Staff & Services Included


Dedicated concierge

Your dedicated concierge will make sure every aspect of your stay is perfectly tailored to your group’s wants and needs. From arranging transfers and car rental to booking a table at a great local restaurant, we’ll make sure that every second of your stay is perfect.

Meet & Greet

You will be welcomed at the home upon your arrival and helped settle in.

Butler, Chef, Housekeeper, Laundress, Gardener


Home preparation and departure clean

Each home is carefully cleaned and prepared before you arrive and after you depart.

24/7 support

Our team are on hand round the clock, every day of the year, ready to assist. Available from the moment you book to the moment you depart.

per night


Approximate location

Essential information

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CHECK-IN / check out

Check-in: from 3pm. We'll meet you at the home on arrival at your convenience.

Check-out: by 11am.

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Home Truths

*Please note that all guests 13 years of age and older will be required to take out a Temporary Membership to the Tryall Club which will be charged upon arrival at the check in desk. The membership dues will vary based on age and length of stay. Membership dues for children 12 years and younger are complimentary.

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We will secure a $1500 security deposit which will be returned once we confirm no damage was caused during your stay.

Enhance your stay

Once you have booked your stay, your dedicated concierge will be in touch to arrange any additional services you may require.
Explore your dream destination with VIP car rental. Your dedicated concierge can arrange delivery of your rental car to your door on arrival.

Car rental

Why drive yourself when you can sit back and relax? Your personal chauffeur can take you to your destination’s best-kept-secret spots in real style.


Don’t worry if you’ve forgotten the pushchair, we have everything our younger guests need to rent including a selection of age-appropriate toys.

Child toy & equipment rental

Your dedicated concierge can arrange fantastic experiences including helicopter trips or a horseback ride along a tropical beach.


Looking forward to some treats and a bottle or two of wine? Your personal concierge can arrange grocery deliveries on arrival and during your stay.

Grocery delivery

Find peace on the ocean with boat rental complete with your own skipper. Chase that elusive marlin, snorkel or discover a secret cove.

Private boat charter

Ready to try skiing or diving for the first time? We’ll make sure you have all the sports equipment you need to tick off that bucket-list activity.

Sports equipment rental

Let your dedicated concierge take all the hassle out of transfers so you can start your dream vacation from the moment you step off the plane.


Find your inner peace with a massage or wellness treatment at your villa, or visit the destination’s best spas for some indulgent ‘you’ time.

Wellness/In-home spa

Why stay with us?

Curated and inspected homes, villas & chalets
Luxury linen and toiletries
Round the clock support
Complimentary weekly clean
Dedicated concierge
Earn & redeem Accor ALL loyalty Reward points
Personal Meet & Greet

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