Villa holiday rentals in Leeward

Cheers 🥂 Villa 🌴

Beautiful private Villa in a superb location,surrounded with🌴.Just 2 minutes by car, or 10 minute walk to Grace Bay Beach & Shopping! Cheers Villa is a bright and inviting getaway, ideal for relaxing moments and quality time during your stay. We have all the essentials to enjoy the climate of Turks & Caicos. You can relax by the private pool after a day at the beach! 2 bedrooms (King & Queen) 2.5 bathroom. Each room has its own AC as well as the downstairs living space. 🚧 in the neighborhood.

Ideal Honeymoon Villa

Luxurious Gated Villa near Grace Bay Beach– Private Pool & Jacuzzi♨️ Escape to this luxury villa, just 2 minutes by car or a 10-min walk from Grace Bay Beach. Relax in your private infinity pool or rooftop jacuzzi with ocean view. The villa features 2 outdoor balconies, a modern kitchen with new appliances, and fast fiber internet. Perfect for 2 guests, this private retreat offers comfort, style, and Super host service. Close to dining, shopping, and activities. Book your dream vacation today🌴

Gated Villa + Private Pool• Walk to GraceBay Beach

Popular for Families, Couples & Group Vacations! PRIVATE Sun Drenched Pool. Walk to Famous GraceBay Beach + shopping, dining, night-life, “Incredible space! Loved the outdoor/indoor living combo and comfy veranda.” Sarah Burton, OH, USA The villa is tucked away in a peaceful setting on a private gated street with only 4 villas! Features a PRIVATE pool perfect for relaxation, sunbathing, enjoying some cocktails & your favorite music. The Ultimate Escape. Unpack, Relax, Enjoy... Reserve Now!

Private Romantic Beachfront Getaway!

This is bungalow #11 (see numbered aerial photo). It provides the perfect blend of luxury and island living. Steps from the turquoise waters, it features a full kitchen, king-size bed, outdoor shower, and a cozy living area. The highlight is a stunning two-story palapa overlooking the ocean—ideal for lounging, dining, or enjoying the sunrise. The private fire pit provides a cozy, unforgettable experience under the stars. Private and peaceful, this bungalow is your personal escape to paradise.

Townhome Villa – Steps to Grace Bay (Sleeps 4)

Escape to your own luxurious villa in Grace Bay! This spacious 2-bedroom, 2.5-bath retreat sleeps 4 and features a full kitchen, large living area, washer/dryer, SMART TVs, and private patios and balconies. Enjoy resort-style amenities including hotel check-in, concierge service, on-site gym, saltwater pool, complimentary bikes, and beach shuttle. Just steps from Grace Bay Beach, shops, cafés, and restaurants—perfect for families, friends, or groups seeking privacy and comfort in paradise.

Sea Sun Relax - villa 5 min walk to Grace Bay

Location, location, location! Stay at this recently renovated 1,650 sq. feet, 2 bedrooms, 2 baths Caribbean house with a large private pool, close to the beach, in the prestigious Leeward gated community at the eastern tip of Providenciales island, in the beautiful Turks and Caicos. Also, another queen bed is inside a mini-cottage. The house is within 0.5 KM / 5-6 min. walk from Sunset beach and Perlican beach ( as well as the Grace Bay beach that is one of the best in the world).

Villa DelEvan 4A / 1-bedrm Beach front villa

Centrally located on the Grace Bay Beach, a perfect place for luxury, rest & tasting the best island cuisine. Close to everything you need for a great vacation: Walking dist. from 4 restaurants - Mango Reef, Shark Bite, Baci & Simone’s. 10 min drive to the famous island Fish Fry, 15 min drive to the Airport, 5 min drive to the supermarket. Gated property, private parking, 24hr security. Boating/fishing/sightseeing/wind surfing & more. Water sports pick-up on property.

VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY

Take it easy at this dreamy, unique and tranquil getaway. Villa Infini brings privacy and relaxation all in one. Tropical oasis landscaping that will bring you connected with nature and amplify the commencement of your personal getaway. Bali like plunge pool that can create amazing insta-worthy moments. Located in Long Bay! A 5 minute walk to Long Bay Beach, a 5 minute drive to the nearest grocery store and a 5 minute drive to Grace Bay Beach. Everything is 5 minutes away!!

Swan Villa-2br 2Bath

This stunning canal-front villa, located in the prestigious Leeward neighborhood, offers a luxurious retreat. This villa features two bedrooms, two and a half bathrooms, a fully equipped kitchen, and a spacious living room, accommodating up to four guests with a king and queen bed. Please note that the owner keeps a boat at the dock. Occasionally, the captain or an assistant may stop by to clean or perform routine maintenance on the boat. (Edit June 7th, 2026)

Caya Villa 1 - 2 Bedroom - Modern Island Home

Caya Villas are welcoming, modern island fusion styled homes with endless roof deck views to the Caicos Bank. Nestled in the heart of beautiful Long Bay Beach, that’s home to the renowned Shore Club Resort and a less than a mile away from the worlds top beach, Grace Bay Beach. Our two adjacent villas in a gated property are your perfect getaway! 12% Government Tax is calculated in final payment. Follow @islehavenpropertiestci Tag #islehaventci

Gated Long Bay Villa Near Grace Bay with Pool

Gated two-story villa in Long Bay Hills with Caribbean sea views, private pool, and BBQ. Optional private chef, in-house massage, and yacht experiences are available through the host. Long Bay Beach is a 5-minute drive; Grace Bay Beach is 10 minutes away. Complimentary airport transfers for stays of 5+ nights. Designed for groups and families seeking a fully exclusive property with concierge-level service in Turks and Caicos.

Golden Palms – Lotus Villas #2 Privacy, Pool, BBQ

Our Lotus Villa is an Oasis in the heart of the Caribbean and escape to a tropical haven in our stunning 3-bed room, perfectly nestled in the heart of Turks and Caicos. This Luxurious retreat promises an unforgettable Island experience, with its pool and garden views, and lavish amenities. The villa is newly built and thoughtfully designed to make your visit unique, comfortable and unforgettable!