Island Rider

8 Guests

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.

per night


  • Barbeque
  • Hot tub
  • Swimming pool
  • Air-conditioning
  • Beach Chairs
  • Beach Towels
  • Built-in fans
  • Coffeemaker
  • Cooler/ Ice Chest
  • Dryer
  • DVD/Blu-ray Player
  • Freezer
  • Fridge
  • Hairdryer
  • Hob
  • iPod Dock & Clock
  • Kettle
  • Maid/Housekeeping
  • Microwave
  • Music player
  • Safe (Bedroom)
  • Satellite or cable
  • Stereo/Sound System
  • Telephone
  • Toaster
  • Towels
  • TV
  • Washing machine
  • Wifi
Show all amenities

Staff & Services

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.

Home preparation

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

Meet & Greet

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

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.

Richard, February 2021,

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


Approximate location

Essential information

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.


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.

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
Complimentary medical support in partnership with AXA
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