Grace Bay, Leeward

Milestone Villa is a recently refurbished beachfront villa located on the world renowned Grace Bay Beach.  You can enjoy long walks along the shoreline or dip in the ocean – just steps away.  This villa features 4 bedrooms, large heated pool, covered al fresco dining bar, fire pit and so much more.

High quality interiors of this villa have been carefully chosen to provide a fresh and modern appearance with breathtaking views of the ocean.  At Milestone Villa you can enjoy outdoor living – Caribbean style. Relax by the heated pool with outdoor wifi service and pool side music system. Utilize the outdoor dining and grill area. Later in the evening sit by the fire pit.

There are two suites with king beds and ocean views that open to the terrace. There are two bedrooms with two twin beds or king bed conversions. The perfect location for a family holiday.

Square Footage: 3,808 | Acres: 0.7

$2,650 – $6,500 / night

Features & Amenities

  • Butler and housekeeping
  • Heated pool
  • Fire pit
  • Al Fresco dining
  • Complimentary WIFI
  • Outdoor shower
  • Outdoor speakers
  • Air conditioning, metered with allowance of $300 amount per week
  • Smart TV & apple TV
  • Computer & printer
  • Non-motorized watersports
  • Table tennis
  • Bicycles
  • Bathroom amenities
  • Safe(s)
  • House alarm system
  • Automated mosquito control system
  • Meet and greet at the airport

Check in: 3:00pm
Check out: 11:00am

Bedroom & Bathroom

Bedroom 1:
Master – King bed, ensuite bathroom with bathtub and shower, Ocean view

Bedroom 2: 
King bed, with ensuite bathroom, Ocean view

Bedroom 3:
King / 2x Twin bed with ensuite bathroom

Bedroom 4:
King / 2x Twin bed with ensuite bathroom

Our on-island concierge will assist in your pre-planning needs; groceries, activities, dinner reservations and so much more.


It was our 1st time visiting TCI and we are hooked! The Milestone is beautiful and sits perfectly for views and fun! We made so many family memories and Leon took care of us! Our boys (and us) loved the fruit punch! We’ll be back! Lee was also great! Great place and people!

August, 2019

We had a wonderful time at Milestone. The house and locationjust picture perfect. Leon was amazing, he made our stay and vacation perfect. Can’t wait to come back. Thank you!

July, 2019

The house was beautiful! We had so much fun as a family here. The service was great. The food was outstanding! Leon was super friendly and very helpful! We look forward to coming back. Thank you for a wonderful stay!

July, 2019

One of the most relaxing weeks of our life. The house was perfect and we LOVED Leon! We’ll be back!

June, 2019

Best vacation ever! The house and view were absolutely amazing. Leon was super helpful. Awesome week 🙂

June, 2019

Thank you so much Leon and Melanie. The special attention and care you gave us made our trip to T&C memorable. Plus the house, beach and pool were lovely! Can’t wait to return soon.

April, 2019

We made so many wonderful memories here. The house is so beautiful and comfortable. Chef Andi was the best and Leon took such good care of us. Hope to come back soon!

March, 2019

This trip was perfect! Can’t say enough about how much we all enjoyed the house, the beach, the activities and Leon! Thankyou for taking such good care of us! xoxo

March, 2019

Perfect  winter / snowstorm escape – let’s make it a tradition to come to Milestone. Merci Leon – you are the best!

February, 2019

What a beautiful exciting place for a journey with friends. The house and beaches here are amazing. Thanks to Melanie and especially Leon for taking such good care of us! We are forever grateful.

February, 2019

Such an amazing house with the best beach right outside.  Leon was incredible and everything about the house was amazing. We will be back. This was the best, be back next year.

Gonzalez and Leland
August, 2018

The BEST vacation ever!! The home is beautiful and the location is perfect! Leon was amazing! We can not wait to return!

Joe and family
August, 2018
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