Waterfront holiday rentals in Leeward Settlement

Find and book unique waterfront accommodation on Airbnb

Top-rated waterfront accommodation in Leeward Settlement

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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Guest favourite

Condo in The Bight Settlement

4.97 out of 5 average rating, 76 reviews

Coral Condo on Grace Bay Beach

• Gorgeous 1 bedroom oceanfront condo on the top floor of Coral Gardens on Grace Bay Beach • Stunning ocean view • Relaxed, modern coastal decor • Newly renovated, fully appointed kitchen & stainless steel appliances • Centrally located with world-renowned snorkeling & water sport activities • 2 pools • Complimentary Beach chairs & towels • High Speed Internet/Cable, SmartTV • Direct Beach access, close walk to Wymara Resort, West Bay Club, Beach House, & Windsong • Somewhere Cafe Restaurant.

Guest favourite

Guesthouse in Long bay

4.94 out of 5 average rating, 71 reviews

Villa Kendara~BK 8/17 On~Gated~SeaFront GH~View

Private~Gated~Seafront~Unique Loc~Beautiful by Nature~Panoramic Water & Bay Views~A+ Sunrises/Sunsets~5 min to Grace Bay, Stores, Restaurants, Marina~Exclusive ”Johnson Guide to Provo & Car Travel Guide~LOFT FOR KIDS~Fully Equipped~Loaded with Supplies~Pool, CoralStone Deck, Pergola for Shade, BBQ, AC, Fans, TV, DVD, Phone, Wi-Fi, Snorkel Gear, Portable Beach Chairs & Umbrella~Island Partner Discounts for Car Rental, Water Sports/Eco-Tours, Cruise, Massages~Swim, Snorkel, KiteBoard, PaddleBoard

Guest favourite

Home in Leeward Settlement

5.0 out of 5 average rating, 25 reviews

Piccolo Ponte -Waterfront 3BR Caribbean Villa-Pool

*Great for couples and families - Pool - Heated SPA - On the canal - Sups - 5 min to the beach* Piccolo Ponte is an elegant 3 bedroom canal front Caribbean property that sits on an acre of private tropical garden where friends and family gather together to relax and enjoy a laid-back vacation island-style. Located directly on the clear and turquoise canals of the prestigious Leeward Settlement, just a few minutes away from Blue Haven Marina and many beach accesses and watersports operators.

Superhost

Apartment in Providenciales

4.93 out of 5 average rating, 155 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

Villa in Leeward Settlement

5.0 out of 5 average rating, 22 reviews

Caribbean Luxury Waterfront Villa w Housekeeping

Langley Villa is nested in the gated community of Leeward, surrounded by the turquoise waters of Leeward and enclosed by an acre of pristine Caribbean lush. The perfect solution for complete relaxation and privacy. This luxury villa comes with everything you need for the perfect island vacation. You will be spoiled by the amenities and layout of the villa, the refreshing pools and expansive outdoor spaces. Enjoy a fishing or snorkeling charter right from your private dock.

Guest favourite

Condo in Providenciales

4.92 out of 5 average rating, 105 reviews

Romantic Escape with Stunning Pools & Sunset Views

Welcome to our private island paradise. This is a light, charming, one bedroom unit in a quiet setting with a view over the terraced pools & into Turtle Cove & the marina. Its 1091 square feet bring a spacious open plan living/dining/kitchen/balcony where you will particularly appreciate the new Bosch appliances. The patio door opening spans 16 feet. The large bedroom has a king size bed, walk-in closet, another TV, & a beautiful ensuite bath w/ a roomy walk-in shower.

Guest favourite

Villa in Leeward Settlement

4.94 out of 5 average rating, 17 reviews

NEW! Getaway 2 bed villa/pool, nearby Beach/Marina

Newly built 2 bed 2bath stand alone guest villa is located in a Leeward gate. It's closer to all the activities, restaurants, golf, Grace bay, water sports, excursion pickup points, enjoy and relaxation in beautiful island. It's 11 minutes walk away from sunset, pelican beach, marina. , pool, barbecue, We provide pre-arrival and island support and assist with all local reservations for excursions, water sports and restaurants, car rental safer place to stay in island.

Guest favourite

Apartment in Caicos Islands

4.85 out of 5 average rating, 127 reviews

Palm Point Loft - Waterfront Canal

Palm Point Loft is the perfect spot for you 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

Condo in Wheeland Settlement

4.94 out of 5 average rating, 109 reviews

Couple’s Retreat! Ocean, pool, and garden views!

Free cancellation! Oceanside oasis with pool, ocean and garden views. Escape to the pristine blue waters at Northwest Point. Pool, ocean and hot tub within steps of condominium. Free access to kayaks and SUPs, snorkel gear, owners beach chairs, loungers and miles of secluded beach for walking, exploring or beachcombing. Airport is appoximately a 15 minute drive from Northwest Point Condominiums (formerly Northwest Point Resort).

Guest favourite

Loft in Long Bay Hills

4.88 out of 5 average rating, 145 reviews

Best deal on island! On the water w/pool!

♥♥ The studio is a secluded get-away place apart from the tourist areas. It overlooks the lake of Juba Sound National Park. The studio is only a 10-minute drive to the world-famous Grace Bay Beach and Longbay Beach (kiteboarding beach)! Restaurants and nightlife are also close by. The studio is in a secure, quiet location where you can relax and enjoy your vacation. This studio is ideal for singles, couples, and kiteboarders.

Guest favourite

Guesthouse in Long Bay Hills

4.99 out of 5 average rating, 137 reviews

Already Sunset

Waterfront Private apartment that is fully furnished. Private deck. fantastic views overlooking Juba Sound. within 7mins to Grace Bay, world famous Grace Bay Beach and shops. Very quiet and safe area. Infinity edge pool included. Glorious sunsets. BBQ on the waterfront. Only a couple of mins away from popular Kite Surfing spot. There is also a Kayak available for guests use down on the waterfront.

Guest favourite

Home in TC

4.97 out of 5 average rating, 159 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!