Holiday rentals with a patio in Leeward Settlement

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Top-rated rentals with patio in Leeward Settlement

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Guest favourite

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

31 Oct – 7 Nov

$776 SGD per night

Guest favourite

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.

22–29 Oct

$697 SGD per night

Guest favourite

Home in Long Bay Hills

5.0 out of 5 average rating, 16 reviews

1 BR Apt w/pool - Long Bay Hills #2

Great views of Long Bay Hills towards the ocean and gentle breezes keep you relaxed and cool by the pool. on a private lot with shared pool deck with an adjacent unit ( also for rent). This property is brand new and available early March 2023. Take a break and unwind at this peaceful oasis. 10-15min walk to the beach on Long Bay. Car rental is advisable for groceries and enjoying Reefs and other beaches available on the island. King size bed is the only way to go with en-suite bathroom.

13–20 Nov

$253 SGD per night

Guest favourite

Flat in Leeward Settlement

5.0 out of 5 average rating, 12 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!

31 Oct – 7 Nov

$327 SGD per night

Guest favourite

Flat in Leeward Settlement

4.97 out of 5 average rating, 30 reviews

NEW! Large Luxury Modern condo

The perfect condo, and only 3 minutes from the famous Grace Bay Beach! Located in the exclusive Leeward area, a gated, secure residential area where all the major luxury villas are. The beach is a short stroll away & the main Grace Bay shopping / resort area is 5 minutes by car. The condo boasts a large pool, stunning modern finish and appliances. This 890 sq. ft. luxury one bedroom, newly renovated condo (in May 2023), provides all necessary amenities for your home away from home.

13–20 Sep

$352 SGD per night

Guest favourite

Apartment in Leeward Settlement

5.0 out of 5 average rating, 21 reviews

Grace’s Condo In Leeward Settlement

Caribbean Diamond Residences is a quiet condominium located inside the exclusive and secured Leeward Settlement. Our ground floor Condo is a short 5-7 minute walk from the beautiful and picturesque Sunset Beach. The complex offers a walk-in pool, plenty of chaise loungers, outdoor furniture and BBQ grills to enjoy. We are a short 5-minute drive down Grace Bay Road to all the shopping and activities that Grace Bay has to offer, or a 15-20 minute bike ride along the sidewalk.

2–9 Oct

$388 SGD per night

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.

27 Jul – 3 Aug

$1,265 SGD per night

Guest favourite

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.

21–28 Jul

$632 SGD per night

Guest favourite

Apartment in Grace Bay

5.0 out of 5 average rating, 21 reviews

Luxury 2 Bedroom - Central Grace Bay

The perfect location, and only a 5-7 minute walk to world famous Grace Bay Beach! Located in the heart of Grace Bay near Seven Stars Resort and the Ritz Carlton Resort. 5-7 minute walk to the beach. 4 minute walk to the grocery store, and 10 minute walk to the best restaurants and shopping on the island. No rental car is needed. This 1390 sq. ft. luxury two bedroom, newly built condo (Apr 2018), provides all necessary amenities for your home away from home.

26 Aug – 2 Sep

$702 SGD per night

Guest favourite

Apartment in Caicos Islands

5.0 out of 5 average rating, 21 reviews

Lil Chill -A cozy 1-Bedroom Unit near the beach

Designed with a relaxed vibe in mind, Lil ChIll is a 1-bedroom, 1-bath unit in a 4-unit apartment building (Shore View Residences) located in Long Bay. We’re located a mere 5 minutes stroll to the crystal clear and shallow waters of the beautiful Long Bay Beach. This beach is perfect for sun-bathing, swimming, kayaking, paddle boarding, windsurfing and is very popular with kite boarders. If you enjoy these activities, then this is the property for you!

22–29 Nov

$304 SGD per night

Guest favourite

Cottage in Leeward Settlement

4.96 out of 5 average rating, 68 reviews

Sandpiper Cottage, minutes from the beach

Kick back and relax in this delightful modern one bedroom cottage in the high end residential gated community of Leeward. Grace Bay Beach, most recently voted “The best in the world” is only a 4 minute walk away! This cozy cottage is perfect for a couple, wanting to relax and have some downtime. Complete with full kitchen, washer/dryer/ BBQ, high speed internet with cable TV and all amenities needed for the perfect getaway.

27 Jan – 3 Feb

$500 SGD per night

Guest favourite

Apartment in Grace Bay

5.0 out of 5 average rating, 14 reviews

Luxe Studio - Grace Bay - (5-Min walk to Beach)

GRACE BAY- Prime location - 5 minute walk to beach. Beautiful well-appointed new construction pool-side studio with private patio in one of the most saught-after new developments in Grace Bay. Z-ONE - Residences is a private gated community, minutes-walk to Grace Bay center - shopping and many restaurants and Grace Bay Beach. Direct access to pool from condo (two steps down and you are at pool)

2–9 Oct

$419 SGD per night