House vacation rentals in Leeward Settlement

Gated Villa w Pool. Walk to GraceBay Beach & Shops

Super Popular for Families, Couples & Group Vacations! Steps to shopping, dining, night-life, and a short walk to Famous Grace Bay Beach. “Great space. Loved the outdoor/indoor living combo.” Jenny Bear, DE, USA The villa is tucked away in a peaceful setting on a private gated street with only 4 villas! Features a private plunge pool for kids and sunbathing or hanging out by the larger pool with some cocktails & your favorite music. The Ultimate Escape. Unpack, Relax, Enjoy... Reserve Now!

The Sapphire Villa. Tropical Oasis. Make memories

This is where an unscripted holiday begins. At our Villa, we provide the canvas for luxury and privacy for the perfect getaway. Where dreams are fulfilled, and precious memories are made to live forever. Whatever you desire is within reach. Our Villa combines with the extraordinary tranquility of Turks and Caicos Islands for sophisticated, low-key luxury. Here is where to create your story within the privacy of your own home away from home in an exceptional place that becomes uniquely yours.

Sea La Vie - Beachside 2 bdr Unit #4, Ocean views

Located in a secluded Beachside property, 500 ft from Long Bay Beach, and 5-minutes drive from Grace Bay Resorts and shops, this spacious, private, 2-Bedroom\2-Bathroom unit can accommodate up to 6 guests, with a king size bed, 2 full size beds, and a queen sofa bed. It occupies 2nd and 3rd floor of our middle building, roughly 15 yards from the pool, no pool view. With beautiful scenic views of the ocean and Long Bay Beach area, from its 3rd floor Livingroom and wrap-around balcony.

Tropical Carabas Villa!

Peaceful Villa Near Grace Bay Beach🌴 Relax in this serene villa with a full kitchen and outdoor grill, perfect for dining in. Just a minute’s drive or 15-minute walk to Grace Bay Beach and steps from Coco Bistro. The villa includes air-conditioned bedrooms, a new living room AC, private pool, beach towels, cooler, and lounge chairs. Surrounded by lush landscaping with great Wi-Fi, it’s your perfect peaceful retreat. Enjoy the best of comfort and convenience during your stay!🌴

PERIWINKLE | Charming Island Home|Near to Beach

Nestled in the Gated Upscale community of Leeward at the end of a quiet cul-de-sac is Periwinkle. Experience the true flavor of the Islands with us. Be cradled and relax in the lush native vegetation and enjoy the view from the many windows which decorate the home. Periwinkle is a short stroll away from the magnificent soul quenching Leeward Beach and a five minute drive to the heart of Grace Bay for great shopping and dining experiences. Escape to the quieter side of Paradise.

Follow Your Dreams Villa!

Follow Your Dreams – Private Villa Escape to this stylish villa designed for one couple. Enjoy a private pool surrounded by palms, a 65" TV, and a fully equipped kitchen with dishwasher and laundry. Located behind Coco Bistro/Coco Van and just 2 minutes by car to Grace Bay Beach, it offers a mix of privacy and convenience. This totally private villa is perfect for two guests seeking a serene and unforgettable tropical getaway. Book now to make your dream vacation a reality!

Sunny Paradise Long Bay

This airy, island-style, modern home is a 4-minute walk to the Leeward Marina where you can experience all the water-sports that the Turks & Caicos have to offer. The home is situated on private property with a complete electronic security system. The Property includes use of a gas grill on a 20x16ft sundeck, drink cooler, beach umbrellas, beach chairs, and use of beach towels, there are also two relaxing hammocks over an almond tree waiting for you.

“The Lighthouse”, Private Pool, Ocean Views, Beach

The Lighthouse private cottage features a tower fashioned after a lighthouse affording stellar ocean views Private pool just outside living room doors! Deck & patio lounge w/ BBQ for fun & sun Nestled in the Thompson Cove Canal area and just a 3-minute walk to the beach WiFi, Smart TV with Netflix. Book now for a relaxing yet adventurous getaway! Kayaks, SUPs & snorkel gear included!

Charming Gecko House Island Vibes - Grace Bay

Perfect place for solo travelers and couples! Affordable and charming house situated in a quiet residential neighborhood in Grace Bay just a short 8 minute walk (less than a 3 minute ride) to the world famous Grace Bay Beach. And yes, we have a pool!!! Close to the beach and steps away from the very popular Coco Bistro Restaurant and Coco Van!