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Apartment holiday rentals in Leeward

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Top-rated apartment rentals in Leeward

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Top guest favourite
A small weathered boat is anchored gently in shallow water, positioned along a sandy beach. The clear turquoise sea stretches towards a blue sky with a few wispy clouds, creating a serene coastal scene.
Flat in Providenciales
4.93 out of 5 average rating, 107 reviews

Pelican View #3 unrivalled beach views

Pelican View apartments offers unrivalled beach access and a truly unique and tranquil way to experience Providenciales. Located in Blue Hills you’ll quickly be lulled into the local rhythm of island life as you sit on your 2nd floor terrace enjoying the spectacular views and listening to the waves crashing on shore. This 2-bed, 1-ba apartment is comfortably appointed with true up-cycled charm. Peppered throughout are some treasured vintage pieces to make it feel like your home away from home.

Guest favourite
A bright dining area overlooks the marina, featuring a table with chairs positioned for scenic views. Lush greenery frames the outdoor space, while the tranquil blue water reflects the clear sky. The room is designed with floor-to-ceiling glass doors that enhance the open layout.
Flat in Venetian Road Settlement
4.94 out of 5 average rating, 115 reviews

OCEAN ORCHID

This fabulous penthouse apartment is located within the exclusive Turtle Tail Marina and next to the late singer Prince's house. This newly built 3 large en suite bedroom apartment offers beautiful ocean and marina views from every room and balconies. The outdoor BBQ area has views of the ocean and Flamingo Lake where you can socialize, chill and spot the odd pink flamingo. There is a large pool with loungers and a hammock for relaxing, kayaks are available to explore the small cays and beach.

Guest favourite
A bright and airy room features large windows allowing natural light to fill the space. A spacious bed adorned with floral accents is complemented by a cozy seating area. A television is mounted on a white cabinet, and a small plant adds green to the decor.
Flat in Venetian Road Settlement
4.9 out of 5 average rating, 113 reviews

Cozy Studio Near Beaches w/ Gym & Pool Access

Welcome to your idyllic island retreat! Our centrally located unit offers the perfect blend of convenience and tranquility. Nestled at the heart of the island, you're just minutes away from pristine beaches, supermarkets, cultural hotspots and the airport. Unwind in our thoughtfully designed space, boasting island-inspired decor. Whether you seek adventure or relaxation, this rental is your gateway to a memorable island experience. Book now and make our home yours during your island getaway!

Guest favourite
A serene view of the private Infiniti pool reflects the surrounding turquoise waters. Two lounge chairs are positioned on a textured surface, framed by a draped canopy that offers shade and relaxation. The tranquil landscape of Chalk Sound completes the peaceful atmosphere.
Flat in Providenciales
4.9 out of 5 average rating, 188 reviews

Beautiful Sunset Villa with Infiniti Pool

Beautiful Sunset Villa is nestled in the heart of Chalk Sound, Providenciales where guests are guaranteed a home away from home experience. It enjoys unique trade winds in a private and safe community close to restaurants and the beach. Beautiful Sunset Villa provides views of the famous Chalk Sound turquoise waters, featuring a private Infiniti pool, extensive pool deck, a dedicate kitchen and dining area with full air conditioning. View the video below! https://youtu.be/13YyhYECZQA

Guest favourite
A well-lit studio is featured, showcasing a spacious sleeping area with a bed, and a cozy living space with a sectional sofa adorned with colorful throw pillows. A dining table and kitchenette are visible, equipped with modern appliances and ample natural light from the windows.
Flat in Long Bay Hills
4.92 out of 5 average rating, 109 reviews

Very Large Studio & Porch, 5 mins Beach, Secluded

Relax in a spacious studio with french doors opening onto a 310 sq ft screened in porch surrounded by trees with access to a shared pool. It is an annex to Windward House, yet has a very private feel with it's own entrance. A European king size bed and a sofa bed that sleeps 2, this is the ideal space for a couple retreating or with small family. Fully equipped kitchen with both indoor and outdoor dining. A 5 minute walk to Long Bay beach and a 10 minute drive to the Grace Bay area.

Guest favourite
A well-appointed bedroom features a king size bed with a plush headboard and decorative pillows. Natural light fills the room through sliding glass doors that open to a private outdoor patio. Light-colored walls and glossy tile flooring contribute to a spacious feel.
Flat in Leeward Settlement
5 out of 5 average rating, 72 reviews

Luxury Paradise 1 Bedroom condo+pool in Grace Bay

The perfect 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 890 sq. ft. luxury one bedroom, freshly renovated condo (in Nov 2022), provides all necessary amenities for your home away from home.

Top guest favourite
A panoramic view captures the ocean on the horizon, framed by swaying palm trees. The foreground features a spacious terrace with blue umbrellas providing shade. Below, a row of white-roofed buildings is nestled among lush greenery, enhancing the serene coastal atmosphere.
Flat in Providenciales and West Caicos
4.95 out of 5 average rating, 200 reviews

☀️🏖 Modern Luxury Ocean View Studio Suite 🏝☀️

☀️🏖 NEWLY RENOVATED, SPACIOUS STUDIO with an ocean view at La Vista Azul Condo Resort. Located hillside in the exciting area of Turtle Cove, Providenciales, the studio is close to several excellent restaurants, cafes, bars, a casino, and a marina. Most notably, the studio is a 10 minute walks to Smith's Reef in the Princess Alexandra Park National beach. Smith’s Reef is located near Turtle Cove on the north coast of Providenciales, and about 3.5 miles (5.6 km) from Grace Bay ☀️🏖

Top guest favourite
A modern kitchen area features a central island with seating for four. Stainless steel appliances complement white cabinetry and light countertops. A cozy living space is arranged with a gray sofa and a coffee table, providing a welcoming environment. Steps lead to the upper level.
Flat in Leeward Settlement
4.95 out of 5 average rating, 39 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!

Top guest favourite
A serene outdoor space features a sparkling pool surrounded by lush tropical plants and palm trees. Soft lighting illuminates the area, enhancing the inviting atmosphere. A shaded lounge chair rests nearby, offering a comfortable spot to relax and enjoy the peaceful surroundings.
Flat in Leeward Settlement
4.95 out of 5 average rating, 241 reviews

Romantic Apartment few steps from beach

Wake up to the soothing melody of a mockingbird in the garden, as gentle sunlight filters through the lush greenery. Sip your morning coffee on the balcony, overlooking the tropical garden and sparkling crystal-clear pool, where the peaceful ambiance sets the tone for a romantic escape. Afterward, take a leisurely stroll through the vibrant garden or wander just a few minutes to the nearest beach with turquoise waters and soft white sands, perfect for a tranquil start to your day.

Superhost
The property features a two-story structure with white walls and a sloping roof, surrounded by palm trees and lush green grass. The building is situated along a tranquil canal, reflecting the clear blue sky dotted with fluffy clouds.
Flat in Caicos Islands
4.85 out of 5 average rating, 150 reviews

Palm Point Loft - Waterfront Canal

Palm Point Loft is the perfect spot for your family to come and experience the peace and beauty of Providenciales. Located canal side, this private and spacious 2 bedroom second floor apartment is centrally located, 5 mins to Grace Bay Beach, restaurants and grocery stores. The unit is airy and bright offering a private sanctuary for guests to relax on their own balcony - the perfect place to unwind and enjoy the gentle breeze off the water while watching the sunset.

Guest favourite
A freshwater pool is set within a sunlit area, bordered by vibrant bougainvillea flowers. A shaded gazebo is visible in the background, furnished for relaxation. The surrounding landscape features greenery, enhancing the tranquil environment near the water.
Flat in Cooper Jack Bay Settlement
4.93 out of 5 average rating, 138 reviews

Poco Villa

Situated in the Discovery Bay Canal "Poco Villa" is a separated complete studio with a view of the canal and access to a freshwater pool and sun decK with bar and barbeque. The accommodation is a one a/c unit with a full kitchen living room and tv. Its a peacefull place surrounded by water. There are two units for rent on this property the other "Coco Villa" both being double occupancy. We do suggest our guests have a vehicle rental to explore the island.

Guest favourite
A spacious bed with a light-colored duvet and decorative floral runner is positioned against a neutral wall. Two bedside lamps illuminate the area, and a large closet with white doors is visible in the background. A textured rug lies underneath the bed.
Flat in Juba Sound
4.96 out of 5 average rating, 113 reviews

Beautiful Studio SMALL CAR Inclusive

Brand New private studio unit in a 5 unit apartment building with private patio, close to long Bay Beach and Grace Bay Beach,split AC, high end finishes, tall ceilings and beautiful accents. Cozy and comfortable apartment sure to to be ideal for any traveller. Adequate for couples or single traveler. Unit is equipped with everything needed for short or extended stays

Popular amenities for Leeward apartment rentals

Quick stats about flat rentals in Leeward

  • Total holiday rentals

    Explore 40 holiday rentals in Leeward

  • Nightly prices starting at

    Leeward holiday rentals start at $156 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,370 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Leeward holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Leeward rentals

  • 4.7 Average rating

    Leeward stays receive an average rating of 4.7 out of 5 from guests