Vacation rentals in Five Cays Settlements

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Top-rated vacation rentals in Five Cays Settlements

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Guest favorite

Condo in Turtle Cove

4.95 out of 5 average rating, 65 reviews

The Island Cottage-Oceanview-Steps to Grace Bay

Newly updated condo with a spacious interior, ideally located in Turtle Cove. Our 1,300 sq. ft. unit caters to a romantic couples retreat, small family adventures, and winter escapes. It has a breath-taking views of the ocean from the front door, bedroom and front balcony. It is in close walking distance or short drive to iconic Grace Bay Beach. In close proximity to Turtle Cove Marina, restaurants such as Mango Reef, Baci and Shark Bite, and Smith's Reef for an amazing snorkeling experience.

Superhost

Apartment in Grace Bay

4.85 out of 5 average rating, 113 reviews

Elegant Penthouse in the Heart of Grace Bay

Nestled in the heart of Grace Bay is this charming one bedroom penthouse, one of the most desirable on Grace Bay road. This condo is surrounded by shops, restaurants, bars and only a two minute walk to Grace bay beach. Grace Bay Beach has been named Number 1 Beach in the World and is known for its turquoise, gin clear water and white powdery sand beaches. Snorkelling is one of the Top Three Things To Do while vacationing in this Paradise, don your mask and fins an get ready for adventure.

Guest favorite

Condo in Providenciales

5 out of 5 average rating, 54 reviews

Beachy Chic / Grace Bay / Grandview on Grace Bay

Voted #1 Beach Destination in the World! We are located directly in the Heart of Grace Bay Beach...Location, Location, Location! With only 18 Beach Front units , you have privacy, location, and convenience. The "Grandview on Grace Bay" is an all Beach Front resort located directly on Grace Bay Beach, and included as one of the most beautifully placed properties on the island. Beach chairs are located at the pool and beach for your convenience, and placed out for you each day! Enjoy!

Guest favorite

Apartment in Providenciales

5 out of 5 average rating, 16 reviews

Tropical Paradise Beach Frnt Penthouse Pool SUV K4

Esencia sits directly on Long Bay. This quiet and rural area has three miles of open white sand beach and sparkling clear turquoise water. It is ideal for the person who wants to be close to nature and seeks peace, quiet and natural beauty. This is the ‘wild’ side of Provo - natural, undeveloped, and simply close to nature and the sea. Here the beach is wide and flat with pure white sand. Our many palm trees provide shade and beauty and add to the feeling of privacy and naturalness.

Guest favorite

Apartment in Leeward Settlement

4.93 out of 5 average rating, 28 reviews

Beautiful Loft newly renovated

Experience the vacation of a lifetime in our stunning loft in Providenciales, Turks and Caicos. Boasting a proximity location where all celebrities stay in Leeward, this newly renovated modern apartment features sleek design, a fully equipped kitchen, and a large private balcony. Immerse yourself in tranquility, steps away from pristine beaches and exquisite dining. Ideal for a romantic escape or a peaceful island adventure! The best restaurants on island are a 5 minute drive away!

Superhost

Vacation home in Wheeland Settlement

4.76 out of 5 average rating, 37 reviews

Beautiful 2 bed/2 bath Oceanview Beachfront Resort

Located directly on private beach, in Wheeland Settlement, Turks and Caicos Providenciales. Beach Chairs and Kayaks on the beach for guests to use. Close to the airport. You’ll love the location, the people, the ambiance, and the outdoors space. Good for couples, solo adventurers, business travellers, and families. 2 Bed/2 Bath Beachfront Resort Condo. For same day bookings please confirm with the host that the condo will be ready for same day arrival prior to booking instantly.

Guest favorite

Villa in Providenciales

4.92 out of 5 average rating, 49 reviews

Vista Cove - Entire Property

Vista Cove is a beautifully appointed 2 bedroom detached Villa designed by a very reputable local architect. Nestled at the bottom of the hill in the quiet area of Chalk Sound, Vista Cove provides a feeling of privacy and tranquility that can match any super high end Villa property for a fraction of the cost. It is a few minutes walk away from one of the peaceful Taylor Bay beach and is filled with all the amenities one needs for a great vacation of relaxation and adventure.

Guest favorite

Villa in Providenciales

4.95 out of 5 average rating, 110 reviews

Villa DelEvan 4D / 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.

Superhost

Condo in Providenciales

4.91 out of 5 average rating, 119 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.

Superhost

Villa in Venetian Road Settlement

5 out of 5 average rating, 3 reviews

Secluded 4 bedroom family villa

Unwind and relax in this secluded, tranquil, stylish vacation home. Over 3,500 sqft. of living space with spacious pool deck & BBQ area. Fabulous furnished balcony overlooking southern shore of Provo leading that leads from master bedroom. 3 bedrooms upstairs and additional studio bedroom with kitchen on the ground level. The perfect home from home getaway. This not a beachfront location and access to the island’s beautiful numerous beaches are a drive away.

Guest favorite

Guesthouse in Leeward Settlement

4.97 out of 5 average rating, 101 reviews

"The Nest Cozy Cottage"

“The Nest” Spacious and modern 1 bedroom cottage sits amongst a well-manicured garden with majestic swaying palms. Less than 150 steps away from the famous Grace Bay Beach. This cozy sanctuary is quiet and bears the true beauty of itself, it’s perfect for honeymooners or if you’re just seeking for some quiet and down time. Complete with high-speed internet, cable TV and all amenities one need for the perfect vacation, The Nest is where you want to be.

Superhost

Cottage in Providenciales

4.75 out of 5 average rating, 4 reviews

Swan Cottages

This charming pair of newly renovated waterfront cottages with a brand new 28-foot pool is a 2-minute walk from the scenic Sopadilla Bay Beach and Las Brisas Restaurant and walking distance to the exclusive Taylor Bay Beach. Located directly on the Chalk Sound National Park with views of its breathtaking blue waters, this beautiful, idyllic location is perfect for kayaking and paddle boarding. Rare sightings of dolphins have been made in this area.