Waterfront holiday rentals in Leeward Settlement

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Top-rated waterfront rentals in Leeward Settlement

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Guest favourite

Guest house in Providenciales

4.98 out of 5 average rating, 135 reviews

"Dive Shop" Guesthouse, Easy Walk to Beach, Kayaks

The " Dive Shop " is located in the quiet residential neighbourhood of Thompson Cove. Our property is canalside with a dock available for guests including SUPs and Kayaks. We are also just a 3 minute walk to the beach. Please note that these water toys are shared with other guests in our other units. Amenities include a kitchenette, outdoor patio, outdoor shower, BBQ, reliable WiFi, Smart TV, Netflix Book now for this private little hideaway + kayak, SUP & snorkeling fun in Provo, TCI!

Guest favourite

Guest house 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

Superhost

Apartment in Grace Bay

4.84 out of 5 average rating, 101 reviews

Beachfront 1BR Walkout Royal West Indies Resort

CAICOS ROYAL SUITE. ground floor 1 bedroom corner unit in beachfront Building #1 at Royal West Indies Resort. Walkout to beach. King Bed in big private bedroom. Queen sofa bed in living room. Bathroom walk-in shower. WiFi, cable TVs. Fully equipped kitcheN, washer & dryer. Use Resort facilities including beach chairs, umbrellas, towels. Restaurant Bar on-site. Near restaurants, shops, casino, golf course. DUE TO CHANGE IN CONDOMINIUM BYLAW RENTAL BY OWNER IS NOT AVAILABLE AFTER JULY 1, 2024

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

Flat 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

Apartment in Grace Bay

4.87 out of 5 average rating, 45 reviews

BEACH FRONT on Grace Bay Gorgeous 1 bedroom 2 bath

Welcome to Coral Gardens! We have a fully renovated 1 bedroom condo overlooking the turquoise sea in Grace Bay! Relax on our spacious patio and listen to the waves roll in! We have a washer and dryer in-suite. Additional guests can use the queen sized sofa bed and full bathroom. Enjoy snorkeling right outside and enjoy lunch at "Somewhere Cafe". Relax, rejuvenate and get away from real life! *Note* Currently there is construction next door and we have discounted our rates (as shown)

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

Home in Leeward Settlement

5.0 out of 5 average rating, 24 reviews

Vision Balance - Canal Front Home in Leeward

Vision+Balance is a beautifully crafted home for families and small groups. It features 240' of canal water access and includes private beach access to Vision Kite, located on one of the Caribbean’s premier kiteboarding beaches at Long Bay Beach just 5 minutes away. There are two sea wall docking areas and a large floating dock for private charter pickups right from your door. Steps from Blue Haven Marina, Cafe Market and fuel dock. For more information visit visiontci.com

Guest favourite

Apartment in Providenciales

4.92 out of 5 average rating, 106 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, 15%/week near Beach

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

Flat 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

Apartment 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).