Holiday rentals with a patio in Leeward Settlement

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Top-rated Holiday Accommodation with Outdoor Verandahs in Leeward Settlement

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Guest favourite

Villa in The Bight Settlement

4.97 out of 5 average rating, 79 reviews

Idyllic 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. Just right for a couple seeking a romantic, private setting. Brand new in 2022, this cute modern villa is ideal for a quiet vacation in a peaceful setting with your own private pool away from main roads. Just a 2-minute walk to the Grace Bay beach and Coral Gardens Reef. Walk to local restaurants or visit the nearby supermarket for groceries.

Guest favourite

Condo in Leeward Settlement

4.95 out of 5 average rating, 43 reviews

New! Luxury 1Bed Large Condo

The perfect large condo, and only 3 minutes from the famous Grace Bay Beach! Located in the exclusive Leeward area, a gated, secure residential area where all the major luxury villas are. The beach is a short stroll away & the main Grace Bay shopping / resort area is 5 minutes by car. The condo boasts a large pool, stunning modern finish and appliances. This 925 sq. ft. luxury one bedroom, freshly renovated in Feb 2023, provides all necessary amenities for your home away from home.

Guest favourite

Apartment in Leeward Settlement

4.93 out of 5 average rating, 15 reviews

Beautiful Loft newly renovated

Experience the vacation of a lifetime in our stunning loft in Providenciales, Turks and Caicos. Boasting a proximity location where all celebrities stay in Leeward, this newly renovated modern apartment features sleek design, a fully equipped kitchen, and a large private balcony. Immerse yourself in tranquility, steps away from pristine beaches and exquisite dining. Ideal for a romantic escape or a peaceful island adventure! The best restaurants on island are a 5 minute drive away!

Guest favourite

Villa in Long Bay Hills

4.97 out of 5 average rating, 87 reviews

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!!

Guest favourite

Condo in Leeward Settlement

5.0 out of 5 average rating, 22 reviews

Grace’s Condo In Leeward Settlement

Caribbean Diamond Residences is a quiet condominium located inside the exclusive and secured Leeward Settlement. Our ground floor Condo is a short 5-7 minute walk from the beautiful and picturesque Sunset Beach. The complex offers a walk-in pool, plenty of chaise loungers, outdoor furniture and BBQ grills to enjoy. We are a short 5-minute drive down Grace Bay Road to all the shopping and activities that Grace Bay has to offer, or a 15-20 minute bike ride along the sidewalk.

Guest favourite

Villa in Leeward Settlement

5.0 out of 5 average rating, 22 reviews

Caribbean Luxury Waterfront Villa w Housekeeping

Langley Villa is nested in the gated community of Leeward, surrounded by the turquoise waters of Leeward and enclosed by an acre of pristine Caribbean lush. The perfect solution for complete relaxation and privacy. This luxury villa comes with everything you need for the perfect island vacation. You will be spoiled by the amenities and layout of the villa, the refreshing pools and expansive outdoor spaces. Enjoy a fishing or snorkeling charter right from your private dock.

Superhost

Condo in Providenciales

4.89 out of 5 average rating, 107 reviews

*Pool Side* Renovated Modern Studio C102

Welcome to our little piece of paradise in Providenciales, Turks and Caicos. We hope that you will enjoy our modern style condo as much as we do. Our condominium is situated at Queen Angel Resort, walking distance to the #1 beach in the world, Turtle Cove Marina, and Smith’s Reef the best snorkelling spot on the island. Turtle Cove is a tourist hot spot with many restaurants, excursions and attractions available. The condo has recently been fully renovated and remodelled.

Guest favourite

Condo in Grace Bay

5.0 out of 5 average rating, 23 reviews

Luxury 2 Bedroom - Central Grace Bay

The perfect location, and only a 5-7 minute walk to world famous Grace Bay Beach! Located in the heart of Grace Bay near Seven Stars Resort and the Ritz Carlton Resort. 5-7 minute walk to the beach. 4 minute walk to the grocery store, and 10 minute walk to the best restaurants and shopping on the island. No rental car is needed. This 1390 sq. ft. luxury two bedroom, newly built condo (Apr 2018), provides all necessary amenities for your home away from home.

Guest favourite

Condo in Caicos Islands

5.0 out of 5 average rating, 23 reviews

Lil Chill -A cozy 1-Bedroom Unit near the beach

Designed with a relaxed vibe in mind, Lil ChIll is a 1-bedroom, 1-bath unit in a 4-unit apartment building (Shore View Residences) located in Long Bay. We’re located a mere 5 minutes stroll to the crystal clear and shallow waters of the beautiful Long Bay Beach. This beach is perfect for sun-bathing, swimming, kayaking, paddle boarding, windsurfing and is very popular with kite boarders. If you enjoy these activities, then this is the property for you!

Guest favourite

Guest suite in Providenciales

4.95 out of 5 average rating, 20 reviews

COZY 1room near beach/ferry in leeward residential

Boasting air-conditioned accommodation with a private room with private outside entrance, private full en-suite with shared pool and a patio, A cozy newly built one room near to sunset gracebay beach is situated in Leeward residents. This property offers access to a balcony, free private parking and free WiFi in all areas. The bed features a flat-screen TV, coffee maker, microwave, mini fridge. Towels and bed linen are available.

Guest favourite

Cottage in Leeward Settlement

4.96 out of 5 average rating, 69 reviews

Sandpiper Cottage, minutes from the beach

Kick back and relax in this delightful modern one bedroom cottage in the high end residential gated community of Leeward. Grace Bay Beach, most recently voted “The best in the world” is only a 4 minute walk away! This cozy cottage is perfect for a couple, wanting to relax and have some downtime. Complete with full kitchen, washer/dryer/ BBQ, high speed internet with cable TV and all amenities needed for the perfect getaway.

Guest favourite

Villa in Long Bay Hills

5.0 out of 5 average rating, 24 reviews

Hang Five Surf Villa in Long Bay

Luxurious villa with two primary, en-suite bedrooms, sparkling pool, gourmet kitchen & more in Long Bay Hills. Secluded, gated caribbean home in peaceful neighborhood with tropical landscape. Short, easy walk to the beach. Pick fresh papayas and coconuts from the trees on property! Short drive to grocery stores, restaurants, several beaches. Please note that all villa/hotel rentals are subject to a 12% tourism tax.