Villa Windward

people

12 Guests

bedroom

6 Bedrooms

bathroom

8 Bathrooms

Welcomes: Babies, Children, Toddlers, Pets

4 King, 2 Twin. Bed size chart

Amid the sprawling Tryall Club resort estate, Villa Windward makes for a perfect house for a special celebration. Its array of outdoor spaces include a heated salt-water swimming pool and its swim-up bar – both illuminated at night – plus various al fresco lounge and dining spots headlined by a tremendous terrace looking across Montego Bay. The five-speaker sound system can soundtrack cocktail hour, or tournaments at the ping pong and pool tables, with breezes keeping everyone cool.

Equally, the beautiful villa – whose pillars, balconies and jalousie windows epitomise plantation-style architecture – delights large families. Squabbling siblings might settle scores on the small, private soccer field, or simply chase each other around the two-acre gardens. The Tryall Club’s own tennis courts, championship golf club, kids club and sandy beach are also easily reached in your golf buggies, while Villa Windward not only boasts a private seafront but snorkelling kit and sea kayaks with which to explore it. Inside, to help parents, all three master suites neighbour twin bedrooms suitable for children.

Whoever comes to stay should relish the designer decor – chandeliers here, marble flooring there – and the fact that each air-conditioned bedroom has a balcony or terrace and top-notch bathroom. Perhaps the villa’s biggest luxury, however, is its private staff: including a personal chef, a housekeeper and a butler who can help make bookings or plan out excursions.

per night

Amenities

  • Barbeque
  • Communal Gym
  • Garden
  • Secure parking
  • Swimming pool
  • Air-conditioning
  • Beach Chairs
  • Beach Towels
  • Blender
  • Built-in fans
  • Coffeemaker
  • Dishwasher
  • Dryer
  • Espresso Machine
  • Freezer
  • Fridge
  • Game Room (Communal)
  • Gated Property
  • Golf (Communal)
  • Hairdryer
  • Hob
  • Ice Maker
  • Iron and ironing board
  • Kettle
  • Microwave
  • Safe (Bedroom)
  • Satellite or cable
  • Stereo/Sound System
  • Tennis Court (Communal)
  • Toaster
  • Towels
  • TV
  • Wifi
  • Workout Equipment
Show all amenities
arrow

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.

Home staff

Butler, Assistant Butler, Chef, Housekeeper, Laundress, Gardener

Location

Approximate location

Essential information

ICON V2 7 Check In Out 1

CHECK-IN / check out

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


Check-out: by 10am.

Rectangle 51

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.

Key icon

DEPOSIT

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.

Chauffeur

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.

Experiences

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.

Transfer

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?

RULES 2
Curated and inspected homes, villas & chalets
LUXURY LINENS TOILETRIES
Luxury linen and toiletries
OUT
Round the clock support
CLEAN
Complimentary weekly clean
CHECKLIST
Dedicated concierge
LOYALTY PROGRAMME
Earn & redeem Accor ALL loyalty Reward points
MEET GREET
Personal Meet & Greet
MEDICAL SUPPORT 1
Complimentary medical support in partnership with AXA

Join the onefinestay community

Be the first to hear about our latest destinations, discover our newest homes and win in our exclusive competitions.