Holiday rentals 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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Top guest favourite
Villa in Grace Bay
4.95 out of 5 average rating, 66 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🌴

Top guest favourite
The modern villa features a two-story design with a spacious ground-level patio. A private pool reflects the blue sky, surrounded by tropical landscaping. Comfortable outdoor seating is visible on the terrace, offering a quiet space for relaxation.
Villa in The Bight Settlement
4.98 out of 5 average rating, 153 reviews

Grace Bay villa | Pool | 3min walk to Beach & Reef

A modern beach villa with its own private pool. Sleeps up to 4 adults in separate rooms. Just 250 steps from the azure blue waters and soft white corals sands of Grace Bay beach. In a quiet off-street location. Perfect for a romantic getaway. With its quiet secluded garden and pool area, many of our guests come to celebrate birthdays, anniversaries, and honeymoons in full privacy. Walk to coral reef snorkeling in 3 mins plus several restaurants. Large grocery supermarket & shops are nearby.

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, 38 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.
Guest house in Providenciales
5 out of 5 average rating, 105 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
Flat in Providenciales
4.92 out of 5 average rating, 13 reviews

(NEW) Industrial Suites by Salt Wind Escapes Apt 4

Welcome to Industrial Suites, where modern and affordable comfort meets island life. Enjoy a stylish, spacious 1-bedroom, 1 bathroom newly built apartment complex designed for travelers who crave something centrally located. We also provide Car Rentals for your stay: Please feel free to inquire for more Information on car rental! Each suite comes with a full kitchen, fast WiFi, air conditioning, in unit washer and dryer and cozy living space perfect for relaxing after a day of exploring.

Guest favourite
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.
Flat in Providenciales
4.91 out of 5 average rating, 202 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
Home in Providenciales
5 out of 5 average rating, 11 reviews

Calme at Oceanside 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
Home in Providenciales
4.96 out of 5 average rating, 367 reviews

Modern Villa with Pool Minutes to Grace Bay 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

Superhost
A cozy studio space is presented, featuring a spacious bed with decorative pillows. Light-colored walls reflect natural light, while a sleek air conditioning unit hangs above. A small dining table and chairs provide a separate area for meals. A dresser adds functionality to the room.
Flat in Wheeland Settlement
4.79 out of 5 average rating, 52 reviews

Island Hideaway for Two

Indulge in the ultimate coastal escape at our luxurious studio apartment, perfectly situated just a leisurely 5-minute stroll from the pristine sands and azure waters of the beach. Nestled in a tranquil neighborhood, this charming haven offers the perfect blend of comfort and sophistication, making it an ideal getaway for couples or solo travelers seeking a slice of paradise. Keep it simple at this peaceful and centrally-located place.

Guest favourite
A serene outdoor space features a private swimming pool reflecting the sky, surrounded by sun loungers and a cozy garden area. The modern home, with large sliding doors, sits in the background, providing access to the inviting interior and views of lush landscaping.
Home in Providenciales
4.98 out of 5 average rating, 138 reviews

Modern Caribbean - Amazing views & Private Pool

Stunning Contemporary Caribbean escape, with private swimming pool and private garden space, which is over 1100 ft.² in size has amazing views of Chalk Sound national park's crystal blue waters and Is located close to two of the islands best beaches Sapodilla beach and Taylor Bay beach

Top guest favourite
A tranquil scene shows calm waters reflecting a clear blue sky. A lone bird is perched on a cluster of large rocks, surrounded by gentle waves. The serene setting highlights natural beauty and peacefulness, inviting a sense of relaxation and harmony.
Flat in Providenciales
4.95 out of 5 average rating, 323 reviews

The Old Beach House

spacious 1 bedroom Garden Apartment is just a 3 minute walk to a white sandy beach. Just a 5 minute beach walk to da Conch Shack. The Beach is so quiet you hardly see anyone. The apartment is in a quiet residential area. It feels just like home.

Guest favourite
The villa is situated near the water with a wooden deck leading to the canal. A spacious upper deck is visible, adorned with outdoor seating. Palm trees surround the property, adding a tropical touch. The house features a warm orange exterior under clear blue skies.
Villa in Cooper Jack Bay Settlement
4.98 out of 5 average rating, 182 reviews

Waterfront Villa, Pool & Canal

This 2 bedroom villa styled vacation home overlooks the charming canals of Providenciales in the lovely Cooper Jack Bay. Two (2) free Kayaks and Two (2) free Paddle Boards are included for use on your stay!

Popular amenities for Five Cays Settlements holiday rentals