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Live Style Villa Upperside East 2# Leeward Settlement

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A large, modern house with a swimming pool, multiple rooms, and a well-lit exterior at dusk.
A modern kitchen with a central island, stainless steel appliances, and black bar stools.
A modern kitchen with a central island, bar stools, and a dining area with a sofa and chairs.
A modern resort with a large pool, multiple guest rooms, and a view of the ocean.
A poolside area with a wooden pergola, lounge chairs, and a glass-enclosed building.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

View in a map
Leeward Settlement, Caicos Islands
  • Place, Long Bay Beach
    ‪14 min walk‬
  • Place, Grace Bay Beach
    ‪5 min drive‬
  • Place, Leeward Beach
    ‪7 min drive‬
  • Airport, Providenciales (PLS-Providenciales Intl.)
    ‪24 min drive‬

Room options

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About the neighborhood

Providenciales

With a stay at this villa in Providenciales (Leeward Settlement), you'll be within a 5-minute drive of Grace Bay Beach and Long Bay Beach. .This family-friendly villa is 1.1 mi (1.7 km) from Provo Conch Farm and 1.7 mi (2.7 km) from Princess Alexandra National Park.
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What's nearby

  • Long Bay Beach - 14 min walk - 0.8 miles
  • Grace Bay Beach - 5 min drive - 2.0 miles
  • Providenciales Beaches - 5 min drive - 2.0 miles
  • Leeward Beach - 7 min drive - 3.3 miles
  • Turtle Cove Marina - 17 min drive - 6.9 miles

Getting around

  • Providenciales Intl. Airport (PLS) - 18 min drive

Restaurants

  • ‪Blue Coral Bar - ‬5 min drive
  • ‪Sharkie's Bar - ‬5 min drive
  • ‪Coco Bistro - ‬3 min drive
  • ‪Danny Buoy's - ‬5 min drive
  • ‪Grace Bay Restaurant - ‬5 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Live Style Villa Upperside East 2# Leeward Settlement

Lifestyle Villa 2
Upper East Side Estate, Leeward – Turks & Caicos

Welcome to Lifestyle Villa 2, a luxurious and modern Caribbean retreat nestled in the exclusive Upper East Side Estate — a secure, gated community of just 12 private villas. Ideally located just minutes from world-famous Grace Bay Beach, this beautifully designed home is perfect for families, groups of friends, and small pets (with approval).

Grace Bay Beach, consistently ranked among the best beaches in the world, is just an 8-minute walk (or 2-minute drive) away. Enjoy powdery white sand, crystal-clear turquoise water, and breathtaking sunsets in one of the Caribbean’s most sought-after destinations.

⸻

The Villa

Lifestyle Villa 2 blends sleek contemporary design with Caribbean charm. Handcrafted finishes, curated furnishings, and seamless indoor-outdoor living create a relaxed and luxurious atmosphere.

The outdoor space is designed for effortless island living, featuring a private swimming pool, lush tropical gardens, shaded pergola lounge, and a fully equipped outdoor bar and BBQ kitchen — perfect for relaxing afternoons and sunset dining.

⸻

Location Highlights
• 8-minute walk / 2-minute drive to Grace Bay Beach
• 5-minute drive to Grace Bay Village (restaurants, bars, shopping, nightlife)
• 2-minute drive to Royal Turks & Caicos Golf Course
• 3-minute drive to Blue Haven Marina (water sports & excursions)
• 20 minutes from Providenciales International Airport

⸻

Key Features
• Sleeps up to 8 guests
• 4 bedrooms with king and queen beds
• Air conditioning and ceiling fans throughout
• Open-plan kitchen, dining, and living area
• Fully equipped modern kitchen
• Indoor bar with wine cooler and ice maker
• Private outdoor shower (hot & cold)
• Private pool, pergola lounge, and tropical gardens
• Outdoor games: football, volleyball, bocce
• Poolside bar and BBQ kitchen
• Beach chairs, umbrella, and cooler provided
• Access to tennis, pickleball, and basketball courts

⸻

Golf Cart Included

A golf cart is available for guest use with the following guidelines:
• Daytime use only
• Restricted to the Leeward area, including nearby beach access
• Night driving is not permitted
• Drivers must be 18+ with a valid license
• Guests are responsible for any damage or misuse

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Bedrooms
• Bedroom 1 – King bed, en-suite bathroom, A/C & fan
• Bedroom 2 – King bed, en-suite bathroom, A/C & fan
• Bedroom 3 – Queen bed, shared bathroom, A/C & fan
• Bedroom 4 – Queen bed, A/C & fan

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Optional Add-Ons

Enhance your stay with additional services, which can be arranged during or after booking:
• Private chef services (breakfast, lunch, dinner)
• Daily housekeeping ($200/day)
• Private tennis lessons
• In-villa spa and beauty treatments (massage, facials, hair, nails, makeup)
• Wellness packages available

⸻

Cleanliness & Safety

Located in a gated community with security patrols and exterior lighting, the property offers a safe and peaceful environment.

Exterior security cameras are in place around the property for added safety while maintaining guest privacy.

⸻

House Rules
• No smoking
• Small pets allowed with approval
• Events allowed with prior approval
• Check-in: 4:00 PM | Check-out: 10:30 AM
• Quiet hours: reduce music after 9 PM, off by 11 PM
• Please rinse off sand before entering the home or pool

⸻

Important Notes
• Please conserve energy when using air conditioning (keep doors/windows closed)
• The property fee includes required damage protection
• Trip insurance is recommended

⸻

Additional Policies
• Registered guests only (no outside visitors)
• Lost/damaged item fees may apply
• Broken glass in pool area: $1,000 fee

⸻

🌴 Ready to Relax?

Book your stay today and experience the comfort, privacy, and beauty of Lifestyle Villa 2 — your perfect island escape in Grace Bay.
Make yourself comfortable in this air-conditioned villa, which features a private pool and a Smart TV. There's a private patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected.
Enjoy the recreation opportunities such as a fitness center or make use of other amenities including barbecue grills.
Guests will find features like internet access and onsite parking.

Property amenities

Beach

  • Beach towels

Pool/Spa

  • Private pool

Internet

  • Available in the villa: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Chef service

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total (up to 22 lbs per pet)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Wheelchair accessibility
  • Smoking not allowed

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • In a village
  • Near the sea

Things to do

  • Bicycles
  • Billiards/pool table
  • Foosball table
  • Gym
  • Tennis
  • Golfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Bicycles
  • Housekeeping (on request)

Policies

Check-in

Check-in time starts at 4:00 PM

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets allowed
Welcoming dogs only
2 total (up to 22 lbs per pet)

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Live Style Villa Upperside East 2# Leeward Settlement Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

jennifer w.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Vacation

The property was gorgeous, the host was easy to get ahold of, fast to respond, and very helpful, and the golf cart and bikes were a great addition to the home. The location was ideal and we felt very safe our entire stay.
Stayed 11 nights in Dec 2024
Verified review

10/10 Excellent

Kathy A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing property

The property is beautiful and clean. The four bedrooms are roomy and beautifully furnished. The kitchen was well equipped and it was a pleasure to cook and enjoy the BBQ area. The pool and garden are gorgeous. We were very close to beach. More importantly, the hosts were very accommodating, responsive and kind. I would recommend this property without hesitation.
Stayed 7 nights in Mar 2025
Verified review

10/10 Excellent

David M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Property

We had such a wonderful stay at Geraldine's property! The house is just a few minutes from beautiful Grace bay Beach and the location is great! Geraldine really though of EVERYTHING .... From Beach towels to beach chairs we literally had everything in the house! Lots of TLC was put in this home and everything was perfect Communication and service was Impeccable! Thank you for helping make this vacation a memorable one Geraldine!
Stayed 14 nights in Dec 2023