Island Rider


2 - 8 people


4 Bedrooms


6 Bathrooms

Welcomes: Babies , Children , Pets , Toddlers

4 King. Bed size chart

Standing on the deck by the pool at Island Rider and looking out to the horizon you begin to understand why people used to believe the earth was flat: you feel like you are perched at the edge of the world. Elegantly designed around a repeating octagonal pattern, this sophisticated yet classic home of beautiful local stone and traditional furnishings is a whole world away from the everyday.

Located looking out towards the graceful curves of Rendezvous Bay and Ditliff Point, Island Rider feels wonderfully secluded and yet is only seven minutes from the vibrant town of Cruz Bay and just 15 minutes from the stunning North Shore Beaches. The airport is 80 minutes away and the home rests upon a gently sloping, breezy hillside amongst verdant tropical splendour.

The glorious open living space is characterised by the gorgeous traditional, mosaic-stone walls of St John, adorned with artisan light fittings and gracefully lit alcoves which lend a magical, grotto-like feeling to the space. A delightful breakfast bar joins the main space to the state-of-the-art gourmet kitchen with rich wooden cabinetry and marble-style countertops. A chic dining and lounging area looks out to the veranda and stunning vistas beyond and a separate entertainment room provides a cosy space to snuggle up for a film night. The four ensuite bedrooms each have their own touches of style, but each boasts a sumptuous king bed, rich wood furnishings and gorgeous view.

Outside you’ll encounter a series of flowing balconies, verbenas and courtyards which provide a plethora of ways to experience the surrounding nature and intoxicating sunshine. The breathtaking octagonal pool is solar-heated and perched at the very edge of the deck, seeming to float you out amongst the clouds. In another corner lies a sunken hot tub, whilst the veranda provides a handsome setting for firing up the grill and dining al fresco. The gleaming white walls of the home are fringed by luscious tropical greenery everywhere you look, so that you feel you are simultaneously at the very edge of the world and deep in the heart of paradise.





Hot tub


Swimming pool




Beach Chairs


Beach Towels

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.

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

Richard, February 2021,

The booking process was efficient. All questions were responded to immediately.


Approximate location

Essential information

ICON V2 7 Check In Out 1

CHECK-IN / check out

Check-in: from 4pm. We'll meet you at the home on arrival at your convenience.

Check-out: by 10am.



*Please note that Island Rider does not accept children from 8 months to 8 years of age.

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A security deposit will be held for the duration of your booking and will be released once we have confirmed that no damage was caused during your stay. The deposit amount will be confirmed by a Travel Advisor.

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.


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

Using the best fresh ingredients, your private chef can create a meal to remember. Why not learn a few culinary tricks with in-home cooking lessons?

Private chef

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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