Villa holiday rentals in Leeward

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!

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.

Ideal private getaway villa | 250 yds to the beach

The perfect getaway villa, just 250 yards from Grace Bay beach, Gracehaven Getaway is tucked away from passing traffic in a little garden oasis of its own. It is an ideal venue to celebrate anniversaries, birthdays, or honeymoons, or just for a couple seeking a romantic, private setting. Enjoy your own private pool hidden away from main roads and just a 2-minute walk to the Grace Bay beach and Coral Gardens Reef. Easily walk to local restaurants or visit the nearby supermarket for groceries.

Grace House Amazing home in the heart of Grace Bay

Welcome to your Grace Bay home! Nestled in one of Turks & Caicos most sought-after locations, this exceptional home offers generous and thoughtfully curated living spaces, a tropical outdoor oasis, and easy access to everything Grace Bay has to offer. Just minutes from the world-famous Grace Bay Beach, award-winning restaurants, luxury resorts, and vibrant attractions. Whether you're traveling with family or friends, you'll find plenty of room to relax, reconnect, and make lasting memories.

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).

Romantic Beachfront Getaway!

Simply put PARADISE! Swaying Palms is a set of (12) luxurious romantic single bedroom Beachfront Bungalows located on beautiful Long Bay Beach. You will not find a vacation spot closer to the beautiful turquoise waters! The 9 Bungalows share a very generous 554 feet of beachfront making it the lowest density resort on the island. While still being in a very quiet and romantic spot, only a 5-minute drive to Grace Bay and all the restaurants, grocery stores, shops, golf course, and Casino.

Cheers 🥂 Villa 🌴

Beautiful private Villa in a superb location. 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.

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!!

NEW *2 BR Villa Maya- BBQ- Golf- Pool in Grace Bay

This stunning Grace Bay villa is perfect for a family trip, girls' getaway, or couples' retreat on honeymoon. Featuring 2 king bedrooms, 2.5 baths, a private pool and a balcony with golf course views, it offers modern luxury and tranquility. Just 5 min from Grace Bay beach, restaurants, and shops, the villa boasts stylish interiors, premium amenities, and a lush backyard with palm trees, bougainvillea, and poolside chilling. Book your dream escape today!

The Caicos House -5 mins to the Beach & Dining!

Daily Housekeeping included! …… Nestled in the tranquil gated community of Leeward, on the heels of the Grace Bay and the Grace Bay Beach, regularly ranked as the “The Best Beach in the World!”. The upscale Leeward community is within a 5-8 minute drive to the Grace Bay shopping and restaurant district, with over two dozen businesses, including a large grocery store and bank.