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Apartment holiday rentals in Leeward

Find and book unique apartments on Airbnb

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 £90 per night before taxes and fees

  • Verified guest reviews

    Over 1,530 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    20 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

Top-rated apartment rentals in Leeward

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Guest favourite
Flat in Leeward Settlement
4.93 out of 5 average rating, 14 reviews

15 mins walk to restaurants and beach

Welcome to Peaceful Hideaway—your serene escape designed for rest and renewal. Step into a calming space equipped with air conditioning, Wi-Fi, a cozy bed, and kitchen to make you feel instantly at home. Just moments away, you’ll discover the breathtaking turquoise waters of Grace Bay Beach. With restaurants, grocery stores & nightlife all within easy reach, convenience meets tranquility here. I’m truly delighted to host you and hope your stay is as relaxing and memorable as the island itself.

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, 119 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.

Top guest favourite
An outdoor pool area is surrounded by a modern villa, featuring multiple lounge chairs positioned by the pool. At sunset, soft lighting enhances the ambience, while large glass doors lead to the interior living and dining areas. Lush greenery borders the space, providing an inviting atmosphere.
Flat in Long Bay Hills
5 out of 5 average rating, 15 reviews

Discounted Rates Luxury Private Full 1BR Suite 2

- Stay in one of our Private Newly Built Modern Suite on Long Bay Beach. -Your Private suite includes a fully equipped Kitchen, amazing living area with queen sofa bed and Smart TV, A king bed room, Fully equipped Bathroom and laundry with washer & dryer, central air conditioning & complimentary WIFI. - Fully gated in a safe high-end beach community. - Special promo discounts on local tours and activities. - Enjoy our large shared pool. hammock, Chess & Corn hole games & outdoor rain shower.

Top guest favourite
A well-furnished room features a spacious bed and two comfortable seating chairs. A round table holds a bowl of fresh fruit. Vibrant artwork and colorful cushions accent the walls and seating area, creating a lively atmosphere. Light streams in from a nearby window.
Flat in Long Bay Hills
5 out of 5 average rating, 113 reviews

Jade@Long Bay Retreat-Luxury Stay near Grace Bay

LONGBAYRETREAT redefines luxury holiday rentals. Long Bay Retreat is developed and run by ex-hoteliers from luxury hotel chains like Four Seasons, Raffles, Six Senses, and Taj Hotels. Nestled near Long Bay and Grace Bay beaches, it offers the perfect blend of tranquility & vibrance. Upscale locality, stunning Infiniti pool, tastefully crafted spaces enhanced by Balinese Teak furniture, kitchenette, high-speed internet, and finest bed-bathroom linen sets this place apart from the ordinary.

Superhost
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
4.89 out of 5 average rating, 213 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

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, 224 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 ☀️🏖

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
4.91 out of 5 average rating, 44 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
An aerial view captures the vibrant turquoise waters of Sapodilla Bay Beach, with calm waves gently lapping at the shore. Nearby, a wooden pier extends into the water, providing access to serene surroundings. The image includes markers indicating proximity to various local attractions.
Flat in Providenciales
4.87 out of 5 average rating, 255 reviews

Tatis Ferguson Villas 2

Our new Modern Studio Apartment awaits offering its warm and friendly hospitality to you. If your choice is comfort and service at a reasonable price, come and let us show you our care for your simple and most extravagant desire to enjoy a getaway with your significant other or a getaway for yourself. What are you waiting for ? The location is in South Dock Road, 5 mins from the airport, 10 from sapodilla bay beach, a few mins away from restaurants and right behind a supermarket.

Top guest favourite
A tranquil beach scene shows soft, sandy shores meeting clear turquoise waters under a partly cloudy sky. Gentle waves lap at the shoreline, while palm trees and distant structures provide a glimpse of the local environment. A wooden pier is visible in the background.
Flat in Providenciales
4.98 out of 5 average rating, 131 reviews

Pelican View #4 amazing beach views

Pelican View apartments offers unrivalled beach access and a truly unique and tranquil way to experience Providenciales. Located in the neighbourhood of Blue Hills you’ll quickly be lulled into the local rhythm of island life. From Blue Hills it’s an easy 15 minute drive east to the heart of the tourist mecca of Grace Bay; if you travel west you’ll find the best national parks and nature reserves that Turks & Caicos has to offer, often overlooked gems in this island paradise.

Top guest favourite
A contemporary living area features a sleek white sectional sofa with plush cushions, positioned around a minimalist coffee table. Decorative pillows and a small vase with flowers add subtle color. Soft natural light brightens the space, enhancing the modern design.
Flat in Leeward Settlement
5 out of 5 average rating, 120 reviews

Luxury Spacious 1 Bed Condo close to the Beach

This 925 sqft luxury 1 bedroom, recently renovated condo provides all necessary amenities for your home away from home. 3 minutes drive 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. We recommend renting a car.

Guest favourite
Flat in Leeward Settlement
4.97 out of 5 average rating, 29 reviews

Leeward Condo - Sleeps 4

Welcome to Palm Grove Villa! This beautifully decorated 1-bedroom, 1.5-bath condo in Leeward sleeps 4 and is a short stroll from Leeward and Grace Bay Beaches. Enjoy modern décor, a cozy king bedroom, and a queen pullout sofa in the open living area. The fully equipped kitchen and private patio/balcony make it ideal for relaxing. Amenities include a sparkling pool and grilling area. With nearby beaches, restaurants, and shops, this condo is the perfect island escape!

Guest favourite
A cozy sleeping area is displayed, featuring a wooden bed frame with layered bedding. Striped and solid-colored pillows are positioned against the headboard. A green plant in the foreground adds a touch of greenery to the space.
Flat in Grace Bay
4.89 out of 5 average rating, 114 reviews

Crescent 5 - Grace Bay beach 2 min walk

My place is just a two minute walk to one of the most beautiful beaches in the world, Grace Bay beach. Absolutely great spot to walk to many restaurants, bars, casino, grocery store and shopping centre at Salt Mills. You’ll love my studio because of the neighbourhoods and quiet area. Studio apartment has open concept, only door for the bathroom. Place is good for couples, solo adventurers and business travellers.

Popular amenities for Leeward apartment rentals