Villa vacation rentals in Leeward Settlement

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Top-rated villa rentals in Leeward Settlement

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Guest favorite

Villa in Long Bay Hills

4.98 out of 5 average rating, 84 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 dip pool that can create amazing instagramable moments . Located in long bay , 5 minute walk to long bay beach . 5 minute drive to IGA gourmet and 6 minute drive to grace bay beach KING SIZE BED QUEEN SIZE SOFA BED Famous Tiki bar pick up 2min away

Sep 9 – 16

R10,587 ZAR per night

Guest favorite

Villa in The Bight Settlement

4.97 out of 5 average rating, 77 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.

Jul 9 – 16

R8,967 ZAR per night

Guest favorite

Villa in Grace Bay

4.97 out of 5 average rating, 86 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!

Nov 8 – 15

R14,872 ZAR per night

Guest favorite

Villa in Caicos Islands

5.0 out of 5 average rating, 46 reviews

NEW 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!

Apr 1 – 8

R11,615 ZAR per night

Superhost

Villa in Providenciales

4.9 out of 5 average rating, 114 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.

Oct 20 – 27

R14,884 ZAR per night

Guest favorite

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.

Sep 11 – 18

R10,555 ZAR per night

Guest favorite

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

Jul 25 – Aug 1

R10,555 ZAR per night

Guest favorite

Villa in Grace Bay

4.95 out of 5 average rating, 41 reviews

Mermaid's Retreat - 3Bd Villa - Heart of Grace Bay

Luxurious, newly renovated villa in the heart of Grace Bay. The perfect space for larger families and friends traveling together. A Set in colorful landscaped gardens with a fully screened porch which is perfect for enjoying the beaming sunshine in the morning with a coffee or relaxing after a day at the beach. Enjoy the plunge pool and BBQ with your family or friends for a relaxing evening. The perfect place to make new memories and have a relaxing vacation. No chore check out!

Apr 23 – 30

R17,021 ZAR per night

Guest favorite

Villa in Providenciales

4.99 out of 5 average rating, 74 reviews

Villa DelEvan 4A / 1-bedrm Beach front 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.

Jul 12 – 19

R16,613 ZAR per night

Guest favorite

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.

Jul 27 – Aug 3

R17,270 ZAR per night

Guest favorite

Villa in Leeward Settlement

4.94 out of 5 average rating, 17 reviews

Ocean Pearl-Brand new villa/pool in governors road

Newly built 2 bed 2bath stand alone guest villa is located in a Leeward gate. It's closer to all the activities, restaurants, golf, Grace bay, water sports, excursion pickup points, enjoy and relaxation in beautiful island. It's 11 minutes walk away from sunset, pelican beach, marina. , pool, barbecue, We provide pre-arrival and island support and assist with all local reservations for excursions, water sports and restaurants, car rental safer place to stay in island.

Jun 14 – 21

R7,046 ZAR per night

Guest favorite

Villa in Grace Bay

5.0 out of 5 average rating, 6 reviews

Cottonflower at GS Villas

Cottonflower at Graceshore Villas is a private villa located just an 8 minute walk from Grace Bay. We’ve thought of everything you need to craft your perfect escape, at the best value on the islands! Follow IG @graceshorevillas Graceshore Villas also has the Passionflower Suite and the Sageflower Suite listed on Airbnb. Check them out! Note: Graceshore Villas has a designated spot on Grace Bay Beach with beach chairs and umbrellas for our guests only!

Aug 31 – Sep 7

R8,473 ZAR per night