Live Style Villa Upperside East 2# Leeward Settlement | Villa in Leeward Settlement
4 Bedroom Villa in 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.
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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.
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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
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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
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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
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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.
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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
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Important Notes
• Please conserve energy when using air conditioning (keep doors/windows closed)
• The property fee includes required damage protection
• Trip insurance is recommended
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Additional Policies
• Registered guests only (no outside visitors)
• Lost/damaged item fees may apply
• Broken glass in pool area: $1,000 fee
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🌴 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.
This 4 Bedrooms Villa provides accommodation with TV, Accessibility, 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 4 Bedrooms and 3 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
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Policies
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 host has indicated there is a smoke detector on the property host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
Reviews
FAQ's
Is this Leeward Settlement villa pet-friendly for guests?
Yes, pets are 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 $1,444 per night with includes Security/Safety, Wellness Facilities, Parking, Pet Friendly, View, Private Pool, Ocean View, Child Friendly, Kitchen, Air Conditioner, Oceanfront, Entertainment, Barbecue/Outdoor Cooking, Internet, Bedding/Linens, Pool, Balcony/Terrace, Sports/Activities, Laundry, TV, Accessibility with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.
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?
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.
