Villa holiday rentals in Leeward Settlement

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Top-rated villa rentals in Leeward Settlement

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Guest favourite

Villa in The Bight Settlement

4.97 out of 5 average rating, 79 reviews

Idyllic 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. Just right for a couple seeking a romantic, private setting. Brand new in 2022, this cute modern villa is ideal for a quiet vacation in a peaceful setting with your own private pool away from main roads. Just a 2-minute walk to the Grace Bay beach and Coral Gardens Reef. Walk to local restaurants or visit the nearby supermarket for groceries.

Guest favourite

Villa in Grace Bay

4.97 out of 5 average rating, 87 reviews

Calico Villa

"CALICO VILLA is a luxurious Villa located in Grace Bay, just behind Coco Bistro & Coco Van. Grace Bay beach is a 2 minute ride by car, or approx a 12 minute walk. This Newly built 3 bed/3 bath Villa can accommodate up to 6 guests. You can relax by your own "Private Pool & Outdoor Shower" after a day at the beach! Each bedroom has its own bathroom & AC, Main floor AC! 2 Adjoining Upper outdoor balconies. Also a Rooftop Terrace! Fast Internet! Highly desired vacation Villa & Super Host Service!

Guest favourite

Villa in Caicos Islands

5.0 out of 5 average rating, 47 reviews

Luxe Private Pool Villa, Golf Course View, BBQ

- Tranquil property located along the Royal Turks & Caicos Golf Club, beach 5 mins - Private pool, sun loungers, gas BBQ, shaded outdoor dining table & sitting area - Well-equipped spacious kitchen, dishwasher, washer/dryer, beach essentials - Good WiFi, laptop-friendly workspaces, Sonos Move BT sound system, Smart TV. - Family-friendly! Travel crib, high chair, children’s books & toys, board games. - Don’t wait to reserve this luxe villa with great views in Grace Bay of Turks & Caicos!

Guest favourite

Villa in Providenciales

5.0 out of 5 average rating, 24 reviews

Villa & Studio: ocean view & private pool

Enjoy these breathtaking panoramic ocean views from your private terrace, or from your second floor master suite balcony in this bright & modern villa with self contained studio below Fully-equipped high end open concept kitchen Reliable wifi Master with large walk-in closet, ensuite with rainforest & hand-shower, wood barn doors & private balcony. Private Pool & BBQ for ultimate outdoor entertaining. Ideal for families. Centrally Located, Safe & Quiet, 3 minute walk to Babalua beach!

Superhost

Villa in Providenciales

4.9 out of 5 average rating, 115 reviews

Gardenia Villa

Gardenia Villa. This contemporary Oasis is perfect for a small family or couples, located steps away from the world’s #1 Grace Bay Beach. The villa entrance opens to a bright entryway leading to the living room area with a spectacular view through a wall of sliding doors to the covered deck and pool. The open plan is perfect for entertaining with the dining and kitchen area all part of the living space. The upstairs consist a master King and second queen sized bedrooms both ensuite baths.

Guest favourite

Villa in Grace Bay

4.88 out of 5 average rating, 32 reviews

Sunny ☀️ Place

Centrally located within walking distance of the Grace Bay Beach, as well as the town center and shopping in Grace Bay. The upscale Coco Bistro and the informal Coco Van restaurant are one minute away. The space has all the amenities of a vacation home, free, fast internet, air conditioning in each room. Relax in privacy or sit on the adjoining balcony in the company of your friends. Visit the beach, relax by the pool, dine in style or relaxed, outdoors, we are in the perfect place.

Guest favourite

Villa in Caicos Islands

4.94 out of 5 average rating, 87 reviews

Cheers 🥂 Villa 🌴

NEW Villa superb location, 2 minutes by car, or 10 minute walk to Grace Bay Beach & Shopping! Cheers Villa is filled with love ❤️ where you can relax in peace during your holiday. Coco Bistro Restaurant down the road, situated in a Tropical Nursery.We have all the essentials to enjoy the climate of Turks & Caicos. You can relax by the pool after a day at the beach! 2 bedrooms (K&Q) has its own bathroom and A/C, upper outdoor balcony!Free Internet! Private pool, A/C downstairs also

Guest favourite

Villa in Long Bay Hills

4.97 out of 5 average rating, 87 reviews

VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY

Take it easy at this dreamy, unique and tranquil getaway. Villa Infini brings privacy and relaxation all in one. Tropical oasis landscaping that will bring you connected with nature and amplify the commencement of your personal getaway. Bali like plunge pool that can create amazing insta-worthy moments. Located in Long Bay! A 5 minute walk to Long Bay Beach, a 5 minute drive to the nearest grocery store and a 5 minute drive to Grace Bay Beach. Everything is 5 minutes away!!

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

Villa in Providenciales

5.0 out of 5 average rating, 88 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.

Guest favourite

Villa in Leeward Settlement

4.86 out of 5 average rating, 37 reviews

Sea Sun Relax - villa 5 min walk to Grace Bay

Location, location, location! Stay at this recently renovated 1,650 sq. feet, 3 bed, 2 baths Caribbean house with a large private pool, close to the beach, in the prestigious Leeward gated community at the eastern tip of Providenciales island, in the beautiful Turks and Caicos. The house is 450 meters /4 min. walk away from one of the best beaches in the world (Grace Bay beach consistently gets top ratings from Trip Advisor).

Guest favourite

Villa in Long Bay Hills

5.0 out of 5 average rating, 24 reviews

Hang Five Surf Villa in Long Bay

Luxurious villa with two primary, en-suite bedrooms, sparkling pool, gourmet kitchen & more in Long Bay Hills. Secluded, gated caribbean home in peaceful neighborhood with tropical landscape. Short, easy walk to the beach. Pick fresh papayas and coconuts from the trees on property! Short drive to grocery stores, restaurants, several beaches. Please note that all villa/hotel rentals are subject to a 12% tourism tax.