Waterfront vacation rentals in Leeward Settlement

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Top-rated waterfront rentals in Leeward Settlement

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Guest favorite

Villa in Providenciales and West Caicos

4.84 out of 5 average rating, 140 reviews

Secluded 3 BR Villa on Taylor Bay -Place De La Sol

The luxury of privacy is what this villa is all about. A few steps through a private tropical path takes you to the pristine waters and powder sand beach that is Taylor Bay. This Villa is split between the main villa which hosts 2 bedrooms, living room, bathroom and kitchen/dining. The Master Suite is located across the patio with it's private bathroom and outdoor/indoor shower. Sunsets are 2nd to none and should be done at least once beachside since the villa faces west. **12% TCI Tax Included

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Apartment in Long bay

4.94 out of 5 average rating, 84 reviews

VillaKendara~50% 7/26-8/2~SeaFront~Private GH~View

Private~Gated~Seafront~Convenient~Panoramic Water Views~Beautiful by Nature~A+ Sunrises/Sunsets~Swim in Pool or Sea, Snorkel~5 min to Grace Bay Hub & Beaches, Restaurants, Stores, Marina~Exclusive "Johnson Guide to Provo"~Fully Equipped with GMT Kitchen, Amenities, Supplies, AC, Fans, Wi-Fi, TV, DVD, Phone, Safe & LOFT FOR KIDS~CoralStone Deck, Pergola for Shade, BBQ~Snorkel Gear, Portable Beach Chairs & Umbrella~Island Partner Discounts for Car Rental, Water Sports/Eco-Tours, Cruise, Massages

Guest favorite

Apartment in Venetian Road Settlement

4.94 out of 5 average rating, 112 reviews

OCEAN ORCHID

This fabulous penthouse apartment is located within the exclusive Turtle Tail Marina and next to the late singer Prince's house. This newly built 3 large en suite bedroom apartment offers beautiful ocean and marina views from every room and balconies. The outdoor BBQ area has views of the ocean and Flamingo Lake where you can socialize, chill and spot the odd pink flamingo. There is a large pool with loungers and a hammock for relaxing, kayaks are available to explore the small cays and beach.

Guest favorite

Villa in Long Bay Hills

5 out of 5 average rating, 33 reviews

Oceanfront Turquoise Dream Villa

Escape to paradise in Long Bay, Turks and Caicos at our luxury villa offering an unparalled oceanfront experience! Picture perfect landscape of endless turquoise waters. Brand new gated two bedroom private villa with pool, patio, grill, indoor/outdoor speakers. Indulge in pure luxury! Villa with dock on the ocean with paddleboards provided. This retreat is perfect for watersports enthusiasts and is a kiteboarding heaven. Stargaze right from our backyard! Unforgettable stay in pure bliss.

Superhost

Apartment in Providenciales

4.9 out of 5 average rating, 185 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 favorite

Villa in Providenciales

4.99 out of 5 average rating, 110 reviews

Villa DelEvan 4B / 1-bedrm villa

Centrally located on the Grace Bay Beach, a perfect place for luxury, rest & tasting the best island cuisine. Close to everything you need for a great vacation: Walking dist. from 4 restaurants - Mango Reef, Shark Bite, Baci & Simone’s. 10 min drive to the famous island Fish Fry, 15 min drive to the Airport, 5 min drive to the supermarket. Gated property, private parking, 24hr security. Boating/fishing/sightseeing/wind surfing & more. Water sports pick-up on property.

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Condo in Providenciales

4.9 out of 5 average rating, 127 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.

Top guest favorite

Guesthouse in Long Bay Hills

4.99 out of 5 average rating, 173 reviews

Juba 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. This is the only rental unit on property, you will be the only guests.

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Apartment in Caicos Islands

4.85 out of 5 average rating, 144 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 favorite

Condo in Wheeland Settlement

4.95 out of 5 average rating, 124 reviews

Couple’s Retreat with ocean view,pool and hot tub!

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 favorite

Loft in Long Bay Hills

4.89 out of 5 average rating, 174 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.

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Villa in Leeward

4.67 out of 5 average rating, 6 reviews

Villa De Marco

Discover luxury living in this turn-key canal front villa in the sought-after Leeward community of Providenciales. With 2,200 sq. ft. of interior space, this 3-bedroom plus den, 4-bathroom home offers a perfect vacation retreat or rental investment. Features include a 10,000 lb boat lift, 30kv Kohler generator, elevated first floor, and a heated pool with an outdoor lounge area.<br><br>