
House holiday rentals in Leeward
Find and book unique houses on Airbnb
Quick stats about house rentals in Leeward

Total holiday rentals
Explore 80 holiday rentals in Leeward

Nightly prices starting at
Leeward holiday rentals start at £67 per night before taxes and fees

Verified guest reviews
Over 1,790 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
80 of Leeward holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Leeward rentals

4.8 Average rating
Leeward stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated house rentals in Leeward
Guests agree: these houses are highly rated for location, cleanliness and more.

New 1-bd villa Grace Bay | Pool | Pergola sun deck
Relax at our tucked-away, tranquil island escape! This brand new, beautifully designed one-bedroom villa is just a short 3-minute walk to the soft white sands and turquoise waters of the stunning Grace Bay Beach. Perfect for couples to celebrate anniversaries, birthdays or honeymoons, the villa offers a peaceful, modern retreat with lots of outdoor spaces and everything you need for a relaxing stay in Turks. Experience island living at its best in this modern, contemporary villa near the beach

Follow Your Dreams Villa!
Follow Your Dreams – Private Villa Escape to this stylish villa designed for one or two couples. 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. Private villa perfect for a tropical getaway🌴 *As per March 6th, neighbours started construction, possible construction noise during the day mostly week days only *

2 Bedroom Stunning Views
Kick back and relax in this calm, stylish space. This modern 2-bedroom, 2-bathroom home is nestled along the serene Chalk Sound, offering peaceful seclusion with breathtaking views. FAR from the hustle and bustle of Grace Bay, it caters to guests looking to relax and reset. Enjoy spacious living, stylish finishes, and stunning water views from almost every room—perfect for those seeking comfort and tranquility. 15 mins to airport 20 mins to Grace Bay 5 mins to Taylor Bay & Sapoddila Bay Beach

Tropical Carabas Villa!
Peaceful Villa Near Grace Bay Beach 🌴 Escape to this serene villa just minutes from Grace Bay Beach and steps from Coco Bistro. Enjoy a private pool, air-conditioned bedrooms, a fully equipped kitchen, and an outdoor grill for relaxing meals. Lounge with beach towels and chairs, stay connected with strong Wi-Fi, and soak in the lush tropical surroundings. The perfect mix of comfort, convenience, and tranquility for your getaway! 🌴 12% government tax is included in the listed price.

Sea La Vie - #4 Beachside 2 bdr Suite, 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.

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.

Channel Villa - Elegant Canal-Front Retreat
Welcome to Channel Villa, a beautifully refurbished four-bedroom canal-front retreat in the sought-after Leeward area, just moments from Blue Haven Marina & Resort. Designed for relaxed luxury and effortless island living, with a large covered patio, private swimming pool, and tropical landscaping that enhances privacy and tranquility. Channel Villa offers a serene waterfront atmosphere while remaining close to world-class beaches, dining and boating.

Leeward Landing Villa
Escape to paradise at Beach Landing Villa nestled in the heart of Leeward TCI. This luxurious villa is just minutes away from the pristine award-winning Grace Bay Beach offering a perfect blend of relaxation and adventure. Conveniently cruise your community in your 6-seater Golf Cart or pedal along with the (2) provided pedal bikes. Or relax out by the pool in your private back yard! Book your villa now for an unforgettable experience in paradise!

Private Luxury Villa with Pool 5 Min to GB Beach
Villa Cocuyo offers complete privacy, comfort, and consistent 5⭐️ hospitality. Couples love the safe and secure , peaceful setting, private solar heated pool, modern interior, and garden oasis. Enjoy fast WIFI, premium amenities, and a spotless space designed for true relaxation. Our 5-star reviews reflect our dedication to exceptional hosting, attention to detail, and a worry-free, private island getaway close to everything including beach

The Sapphire Villa. Tropical Oasis. Make memories
Sapphire Villa is a private luxury retreat in Long Bay, Providenciales, just a 4-minute walk to Long Bay Beach and near The Shore Club. Enjoy shallow turquoise waters, soft white sand, kiteboarding, paddleboarding, and jet skiing. The villa features a private pool, lush tropical landscaping, bright indoor-outdoor living, and a master patio with partial ocean views. Minutes to Grace Bay dining and golf.

Boathouse Villa 1 Bedroom,2 Bathroom Retreat
Welcome to Boat House Villa, a unique and charming retreat nestled near the pristine shores of Long Bay, Providenciales. Inspired by the elegance of a ship, this one-bedroom villa offers a distinctive maritime design that blends luxury with nautical charm. The villa’s standout feature is its stunning pool, beautifully shaped like a ship’s sail, creating an inviting oasis for relaxation and enjoyment.

“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!
Popular amenities for house rentals in Leeward
House rentals with a pool

Panoramic Turquoise Views Villa 1

Waterfront Turtle Tail Villa | Pool & Kayaks

Gabriella Luxury Villa - Opening Special Rates

Grace Bay/ New Luxurious home 3+ Bedrooms & Pool

Stunning 2BR Villa with Pool & 4 min to the beach

NEW Water Access! Luxe Villa, Infinity Pool& Views

#10 The Enclave

Ocean Pearl Villa
Weekly house rentals

Casa de Isle, Taylor Bay, Chalk Sound area

Brighter Days Villa

Shalom Cottage

Colibri Oasis - Gated Villa w Pool, Walk to Beach

Calme 50% OFF! Summer PrivatePool OceanView SunSet

Oceanside Turtle Cove Home

Vista Blue Rental-Grace Bay Beach just 4 mins away

SunSeaSand 3Bdrm Oceanview Home -Long Bay Hills
Private house rentals

Tatis Ferguson Villas 1

Aqua Del Rose 2BR Beach Cottage

2b/2b BEACH HOUSE STEPS to GRACE BAY! WiFi,AC,Pool

Romantic Villa for Couples - Short walk to Beach!

Private Tropical Escape with Pool and Beach Perks

Sun and Sea

Stylish Island Getaway Short Walk to Leeward Beach

Coastal Vibes Villa Near Sapodilla Beach
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