Please Inquire Before Booking – Luxury Villa | Villa in Leeward Settlement
6 Bedroom Villa in Leeward Settlement
summary:
**due to demand, availability must be confirmed prior to booking Please message us before submitting a request.
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*terms and conditions apply Offer valid up to November 22, 2025.
- please inquire for more details
milestone 6br, turks and caicos
this beautiful brand-new contemporary property is located directly on grace bay beach and in the private and exclusive leeward community, just two miles from the heart of grace bay town, home to the islands most prestigious hotels, restaurants and shopping Milestone boasts exceptional breathtaking views and ticks every box when it comes to the amenities offered and unparalleled service and attention to detail.
the space:
this elegantly designed and comfortable family villa with phenomenal elevated ocean views offers a first class dedicated villa team comprising of private chef, villa host and housekeeper
two outdoor pavilions provide versatile spaces for outdoor gatherings One pavilion features an outdoor grill area, ideal for al fresco dining experiences, while the other pavilion invites you to unwind with its outdoor lounge, bar and TV.
sleeps 12
**this has 8 bedrooms and this is the 6 bedroom rate, the other bedrooms are simply locked off during the stay the entire unit is still private for your group**
villa amenities
• sea front
• six bedrooms in the main house and two in the guest house
• office in the main house with desktop computers
• upper-level oceanfront family tv area
• two new full kitchens in the main house
• 13-foot dining table
• 85” tv in the main living room
• full gym with peloton bike and treadmill
• massage room with full bathroom
• new 50’ heated pool with baja decks and integrated spa
• kayaks, sups, snorkeling equipment, bicycles
• house alarm system
• gated property, bar with wine refrigeration
• high-speed wifi and sonos sound system indoor/outdoor
• 120-foot beach frontage
staff & services
• chef, villa host, housekeeper, and daily lifestyle concierge
bedroom configurations
ground floor
east principal bedroom (br 1)
- ocean and pool view
- king bed, ensuite bathroom, direct access to the outdoor area, tv, closet with safe
garden view (br 2)
- two twin beds convertible to king
- ensuite bathroom, tv
west principal bedroom (br 3)
- ocean and pool view
- king bed, ensuite bathroom with tub, direct access to the outdoor area, tv, closet
first floor
west principal bedroom (br 4)
- king bed, ensuite bathroom, ocean view, tv, closet with safe
east principal bedroom (br 5)
- king bed, ensuite bathroom, ocean view, tv, closet with safe
garden view (br 6)
- king bed, ensuite bathroom, tv
guest access:
interior
• powder room
• jack n jill bathroom in the guest house
• nest bathroom amenities
• chef’s kitchen and family kitchen
• commercial ice maker
• subzero refrigerator
• two laundry and two dryer machines
exterior
• almost an acre of property
• unobscured panoramic ocean views just steps down to the beach
• two ocean front pavilions perfect for al fresco dining and lounging
• outdoor tv and bar area
• fire pit deck perfect for sunset watching
• spacious multiple entry swimming pool with jacuzzi
• lawn areas adjacent to pool
• beach lights for evening swimming
• pickle ball court
• mosquito control system
other things to note:
** please drop us a message before booking the property as we need to check availability for all requests at this villa **
* all rates quoted in usd
* rates are subject to change without notice
* thanksgiving and holiday week can be rented at a full house rate only Please inquire first.
extra cost
● food and beverage (cost plus 15%); activities and excursions; events; additional staff; other transfers
interaction with guests:
the milestone experience
outdoor adventure lovers will be thrilled with the array of activities that milestone offers The estate boasts a standard-sized illuminated pickleball court ideal for friendly matches. Immerse yourself in the invigorating waters of the updated 50-foot heated swimming pool, complemented by Baja shelves and a built-in spa for peak relaxation. For those eager to discover the untouched environment, kayaks, stand-up paddleboards, snorkeling gear, and bikes are at your disposal.
the first-class villa staff of 3 are dedicated to making your stay at milestone a memory of a lifetime.
This 6 Bedrooms Villa provides accommodation with TV, Balcony/Terrace, Security/Safety, for your convenience. This Villa features many amenities for guests who want to stay for a few days, a weekend or probably a longer vacation with family, friends or group. The rental Villa has 6 Bedrooms and 5 Bathrooms to make you feel right at home.
Check to see if this Villa has the amenities you need and a location that makes this a great choice to stay in Leeward Settlement. Enjoy your stay in Leeward Settlement at this Villa.
This Property is OneKey Eligible
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Amenities
Facility Overview
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Air conditioning
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5+ bathrooms
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Shower
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6 bedrooms
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Bed sheets provided
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Stovetop
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Cookware/dishes/utensils
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Refrigerator
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Near the beach
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No pets allowed
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Smoke-free property
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Fitness center
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TV
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Unit size: 7066 sq ft (657 sq m)
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English
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Near the sea
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Near the ocean
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Office
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WiFi available
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Garden
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Barbecue grill
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Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
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Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)
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Shared/communal pool
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Private pool
Policies
FAQ's
Is this Leeward Settlement villa pet-friendly for guests?
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Leeward Settlement villa have a swimming pool?
Yes, this Leeward Settlement villa has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Leeward Settlement villa?
Best-rates for the Leeward Settlement villa starts from $12,151 per night with includes TV, Balcony/Terrace, Security/Safety, Barbecue/Outdoor Cooking, Internet, Air Conditioner, View, Private Pool, Ocean View, Oceanfront, Wellness Facilities, Child Friendly, Kitchen, Pool With private courts and nearby facilities. PickleTrip™ offers a wide range of properties for pickleball players and travelers of all types. Our goal is to connect you with the perfect vacation rental, resort, or hotel that has a private pickleball court or nearby facilities, ensuring a fun and active stay.
Is Leeward Settlement villa a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this villa Good or guests have recommended them suitable for families. As reported by the owner or manager, the villa has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Leeward Settlement villa wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Leeward Settlement villa has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Leeward Settlement villa?
Based on the information reported by the owner or manager, the Leeward Settlement villa indicates 1 day stay policy at this villa. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Leeward Settlement villa?
Based on the information reported by the owner or manager, details for the cancellation policy for the Leeward Settlement villa are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.
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