
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 Spectacular 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.

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

NEW Water Access! Luxe Villa, Infinity Pool& Views
Welcome to Maresia Villa — a luxury waterfront retreat in Turks & Caicos. ** NEW: direct water access with a kayak for guests use** Enjoy an infinity pool, rooftop terrace for stargazing, and breathtaking sunset views and Chalk Sound’s turquoise lagoon from every room. Just 1 minute drive from Sapodilla Bay beach, this villa is ideal for couples, families, or group of friends. SPECIAL OFFER: Stay 7+ nights and enjoy 10% off your booking!

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.

“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!

Erisa Studio - Cozy Comfortf - 5 min to GraceBay
Erisa Studio with private entrance is a bright & comfortable large studio featuring a king bed, high ceilings, new 2026 AC, ceiling fan, 32" TV, and a large 3-panel patio door. It includes a small full kitchen & a spacious bathroom. 1 mile to GraceBay Beach, 2 miles to local shops, and the island’s best restaurants. Next to Provo Golf Club.
Popular amenities for house rentals in Leeward
House rentals with a pool

Casa de Isle, Taylor Bay, Chalk Sound area

Colibri Oasis - Gated Villa w Pool, Walk to Beach

Panoramic Turquoise Views Villa 1

Gabriella Luxury Villa - Opening Special Rates

Grace Bay/ New Luxurious home 3+ Bedrooms & Pool

#10 The Enclave

*New* 3 Bedroom Waterfront Villa with Pool

Ponciana House 3Bed Villa, Ridgetop Sea View, Pool
Weekly house rentals

Brighter Days Villa

Aqua Del Rose 1 Bedroom Beach Cottage

Calme 50% OFF! Summer PrivatePool OceanView SunSet

Oceanside Turtle Cove Home

Private Tropical Escape with Pool and Beach Perks

Stylish Island Getaway Short Walk to Leeward Beach

Coastal Vibes Villa Near Sapodilla Beach

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

Shalom Cottage

Fleur de Mer II - Grace Bay, TCI

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

Romantic Villa for Couples - Short walk to Beach!

Vista Blue Rental-Grace Bay Beach just 4 mins away

Sun and Sea

Sun and Sea Villas (both) - Family friendly Villas

Peaceful 1BR Private Cottage w/ HotTub Beach Front
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