
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.

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 *
5.0 out of 5 average rating, 19 reviews
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
5.0 out of 5 average rating, 49 reviews
New Gabriella Villa II -Special Opening Rates
This special place is close to everything, making it easy to plan your visit to Grace Bay in Providenciales, Turks and Caicos. Modern and stylish with ample space for everyone. A short drive to Coco Bistro and all things Grace Bay. The world-famous beach is close by, with over seven miles of white powdery sand and gin-clear, turquoise water. Come for the relaxation or celebrate your special occasions with us. This is Villa ll, identical to Villa l. Professionally managed by TCI Blue.
4.85 out of 5 average rating, 13 reviews
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.
4.91 out of 5 average rating, 125 reviews
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.
4.9 out of 5 average rating, 124 reviews
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.
4.96 out of 5 average rating, 98 reviews
Caya Villa 2 - 2 Bedroom - Island Fusion Home
Caya Villas are welcoming, modern island fusion styled homes with endless roof deck views to the Caicos Bank. Nestled in the heart of beautiful Long Bay Beach, that’s home to the renowned Shore Club Resort and a less than a mile away from the worlds top beach, Grace Bay Beach. Our two adjacent villas in a gated property are your perfect getaway! 12% Government Tax is calculated in final payment. Follow @islehavenpropertiestci Tag #islehaventci
4.84 out of 5 average rating, 45 reviews
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
4.96 out of 5 average rating, 385 reviews
“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!
4.98 out of 5 average rating, 207 reviews
Live Villa - 2 BDR in Grace Bay
Enjoy a stylish experience at this centrally-located Villa. Live Villa is nestled in the world-renowned Grace Bay. This stunning 2-bedroom, 2.5-bathroom townhome offers the perfect balance of comfort, style, and convenience — all within 8 minutes walk to the pristine Grace Bay beach and 3 minutes walk to the famous Coco Bistro Restaurant. This Villa has its own private pool.
5.0 out of 5 average rating, 4 reviews
#10 The Enclave
Conveniently situated within the Royal Turks & Caicos Golf Course, voted the #1 best Caribbean golf course, our location offers easy access to the heart of Grace Bay. Just a short walk away, you’ll find prestigious hotels, world-class restaurants, and shopping. We're also close to Graceway Gourmet supermarket, with the stunning Grace Bay Beach just across the road!
4.97 out of 5 average rating, 30 reviews
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.
4.95 out of 5 average rating, 110 reviewsPopular amenities for house rentals in Leeward
House rentals with a pool

NEW Water Access! Luxe Villa, Infinity Pool& Views
4.91 out of 5 average rating, 54 reviews
Stunning 2BR Villa with Pool & 4 min to the beach
5.0 out of 5 average rating, 22 reviews
Boathouse Villa 1 Bedroom,2 Bathroom Retreat
4.95 out of 5 average rating, 20 reviews
LUXURy Villa: Ocean View. Private Pool! Chef avail
4.93 out of 5 average rating, 84 reviews
Charming villa with ocean views
5.0 out of 5 average rating, 35 reviews
New Guest House with Pool minutes from the beach
5.0 out of 5 average rating, 16 reviews
Valhead Villa
4.77 out of 5 average rating, 131 reviews
Romantic Villa for Couples - Short walk to Beach!
4.97 out of 5 average rating, 65 reviewsWeekly house rentals

Shalom Cottage - Cozy 1BR/1BA
4.95 out of 5 average rating, 21 reviews
New 1-bd villa Grace Bay | Pool | Pergola sun deck
5.0 out of 5 average rating, 15 reviews
Vision Kite- Longbay beach house
4.92 out of 5 average rating, 37 reviews
Villa Pelican
4.94 out of 5 average rating, 18 reviews
Brighter Days Villa
4.79 out of 5 average rating, 47 reviews
Hilltop Hideaway Entire Villa : Three bedrooms
5.0 out of 5 average rating, 7 reviews
Moonrise, Turks and Caicos
4.98 out of 5 average rating, 59 reviews
Gorgeous Villa with Pool and Privacy (2Br2Ba)
4.93 out of 5 average rating, 40 reviewsPrivate house rentals

Tatis Ferguson Villas 1
4.83 out of 5 average rating, 224 reviews
Oceanside Turtle Cove Home
5.0 out of 5 average rating, 7 reviews
Resort style luxury villa with ocean view
5.0 out of 5 average rating, 11 reviews
Panoramic Turquoise Views Villa 1
5.0 out of 5 average rating, 5 reviews
Ponciana House 3Bed Villa, Ridgetop Sea View, Pool
4.75 out of 5 average rating, 91 reviews
Vista Blue Rental-Grace Bay Beach just 4 mins away
4.88 out of 5 average rating, 41 reviews
~Villa Bonita~
5.0 out of 5 average rating, 30 reviews
No Big Thing - Effortless Island Living near beach
4.87 out of 5 average rating, 15 reviewsDestinations to explore
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