Holiday houses in Five Cays Settlements

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Top-rated holiday rentals in Five Cays Settlements

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
Home in Cooper Jack Bay Settlement
5 out of 5 average rating, 4 reviews

Panoramic Turquoise Views Villa 1

Guests choose Turks & Caicos for its stunning waters, tranquility, and unforgettable views—and Paradisiac Escapes delivers all three. Nestled along the serene mangrove waterways of Cooper Jack, these modern waterfront villas feature turquoise views, private pools, and direct access to calm channels ideal for kayaking and paddleboarding. Just minutes from Grace Bay’s world-famous beaches and restaurants, Paradisiac Escapes offers the perfect blend of peaceful retreat and convenient island living.

Top Guest favourite
Villa in Grace Bay
4.96 out of 5 average rating, 78 reviews

Ideal Honeymoon Villa

Luxurious Gated Villa near Grace Bay Beach– Private Pool & Jacuzzi♨️ Escape to this luxury villa, just 2 minutes by car or a 10-min walk from Grace Bay Beach. Relax in your private infinity pool or rooftop jacuzzi with ocean view. The villa features 2 outdoor balconies, a modern kitchen with new appliances, and fast fiber internet. Perfect for 2 guests, this private retreat offers comfort, style, and Super host service. Close to dining, shopping, and activities. Book your dream vacation today🌴

Guest favourite
Villa in Providenciales
4.95 out of 5 average rating, 64 reviews

Stunning Villa - short walk to Sapodilla Beach

The Villa is located just a 5 min walk for Sapodilla beach. A stylish two bedroom villa, both with ensuite bathrooms and Balinese bathtubs. The Villa has its own private swimming pool in its own garden space. Located near Las Brises restaurant on Chalk Sounds. Chalk Sound is a stunning Sea glass blue, Aqua) I’m sure you’ll find your own words to describe the color. The property is located approximately quarter of a mile from Taylor Bay beach and approximately 300 feet from sapodilla Beach.

Guest favourite
Home in Discovery Bay
5 out of 5 average rating, 9 reviews

Luz Maria Villa- 3 bed 3 bath, Pool and Hot Tub!

Luz Maria Villa is a newly built, private, luxury villa with countless amenities all within minutes! Enjoy a complimentary fruit basket, coffee and tea selections, wet bar, rooftop terrace with hot tub, complimentary bicycles, wifi,  pool and much more! Located just 2 mins from The Strand Resort and Beach, our guests can enjoy gourmet dining and one of the best beaches Turks and Caicos has to offer! You will not be disappointed with your decision to stay with us- Its a privilege to welcome you!

Guest favourite
An open-concept living area is visible, featuring a modern kitchen island with a sink and fruit bowl. A comfortable seating arrangement is positioned near large glass doors that offer stunning water views. The space is complemented by greenery and contemporary furnishings.
Home in Providenciales
5 out of 5 average rating, 44 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

Top Guest favourite
The spacious bedroom features a king-size bed with striped bedding and a decorative pillow. A wall-mounted Smart TV is positioned across from a wooden desk and chair. Large sliding doors lead to a balcony, allowing natural light to illuminate the room, which has a vibrant blue floor design.
Guesthouse in Providenciales
5 out of 5 average rating, 118 reviews

“Sail Loft Port”, Duplex with a Pool, Beach Access

Sail Loft Port is the left side of our purpose-built guest duplex. Our Sail Loft duplex features two separate but identical efficiency suites, each one equipped with a King Sized bed, bath and kitchenette. The pool is shared with guests who may be staying in the other side. Wander down to the dock and use our SUPs and kayaks in the canal where you are guaranteed to see turtles. Fast WiFi lets you work from home if you must. Smart TVs with Netflix help you wind down after a day of fun.

Guest favourite
Villa in The Bight Settlement
4.97 out of 5 average rating, 145 reviews

Ideal private getaway villa | 250 yds to the beach

The perfect getaway villa, just 250 yards from Grace Bay beach, Gracehaven Getaway is tucked away from passing traffic in a little garden oasis of its own. It is an ideal venue to celebrate anniversaries, birthdays, or honeymoons, or just for a couple seeking a romantic, private setting. Enjoy your own private pool hidden away from main roads and just a 2-minute walk to the Grace Bay beach and Coral Gardens Reef. Easily walk to local restaurants or visit the nearby supermarket for groceries.

Superhost
A serene view of the private Infiniti pool reflects the surrounding turquoise waters. Two lounge chairs are positioned on a textured surface, framed by a draped canopy that offers shade and relaxation. The tranquil landscape of Chalk Sound completes the peaceful atmosphere.
Apartment in Providenciales
4.89 out of 5 average rating, 213 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
An aerial view captures the vibrant turquoise waters of Sapodilla Bay Beach, with calm waves gently lapping at the shore. Nearby, a wooden pier extends into the water, providing access to serene surroundings. The image includes markers indicating proximity to various local attractions.
Apartment in Providenciales
4.87 out of 5 average rating, 255 reviews

Tatis Ferguson Villas 2

Our new Modern Studio Apartment awaits offering its warm and friendly hospitality to you. If your choice is comfort and service at a reasonable price, come and let us show you our care for your simple and most extravagant desire to enjoy a getaway with your significant other or a getaway for yourself. What are you waiting for ? The location is in South Dock Road, 5 mins from the airport, 10 from sapodilla bay beach, a few mins away from restaurants and right behind a supermarket.

Guest favourite
Home in Providenciales
5 out of 5 average rating, 21 reviews

Calme 50% OFF! Summer PrivatePool OceanView SunSet

Calme is a sweet, cozy, stylish studio villa designed just for two It has a gorgeous expansive private OceanView of the Caicos Banks It is walking distance to a stunning peaceful beach Bring your floaties and drift away The sun sets in front of the villa Imagine a sunset dip in the Private Infinity Pool We are close driving distance to the island’s beautiful beaches and great restaurants Our Oceanside neighbourhood is safe and quiet Calme is private, well located and affordable

Top Guest favourite
An aerial view of a modern villa surrounded by lush greenery. The exterior features large glass windows and a private pool, accompanied by sleek lounge chairs on the deck. The open layout invites natural light, showcasing the villa's seamless connection to its outdoor surroundings.
Home in Providenciales
4.96 out of 5 average rating, 378 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

Guest favourite
An infinity pool glistens under a clear blue sky, with lounge chairs positioned elegantly at the water's edge. The tranquil waters of Chalk Sound are visible in the background, reflecting the vibrant hues of the ocean and the distant shoreline.
Home in Providenciales
4.9 out of 5 average rating, 50 reviews

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!

Popular amenities for Five Cays Settlements holiday rentals