Leeward Settlement vacation rentals

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Top-rated vacation rentals in Leeward Settlement

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Guest favorite

Home in Providenciales

5.0 out of 5 average rating, 16 reviews

Villa Rae House in Long Bay Hills~walk to beach

Our Villa Rae guest house is the perfect getaway to escape the crowds and discover peace and tranquility. Perfect for singles or couples traveling to the beautiful Turks and Caicos Islands for business or pleasure and only 10mins walk to our pristine white sandy beaches where there are many water sports activities. This unique 1-bedroom, 1 bathroom guest house is conveniently located 5-7 mins drive to the Gourmet Supermarket, local pharmacies, Grace Bay shopping strip, resorts and restaurants.

Jul 14 – 21

$189 per night

Superhost

Guest suite in Leeward Settlement

4.91 out of 5 average rating, 89 reviews

Handfield's Hideaway Cozy One Bedrm

Spacious one bedroom, with a/c, situated in the residential area of Leeward Palms. Leeward Palms is located just 10mins (or less) from Grace Bay. Your safety is our priority; so, we have a fully enclosed yard. The community is mainly made up of working professionals and families--some of whom (our family included) have dogs as pets. Because of this, dogs may be heard barking; However, we provide earplugs to cancel any sound. The unit has a fully equipped kitchen, bathroom and bedroom.

Aug 24 – 31

$119 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

$700 per night

Guest favorite

Apartment in Leeward Settlement

5.0 out of 5 average rating, 13 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!

Oct 31 – Nov 7

$209 per night

Guest favorite

Condo in Providenciales

4.9 out of 5 average rating, 197 reviews

★★★★★ Modern Condo | Amazing Pool | On Site Spa

• Located in the exclusive Northern section of Grace Bay • Ground level with direct pool access • Hot tub • Highest Rated Spa on Island • Fully equipped kitchen • Private front patio + grill • Garage parking for 1 car • Onsite washer + dryer • Fitness center access • Queen sofa bed with extra linens in living room • Onsite full service spa • Porta-Crib • WiFi • Beach toys, coolers, DVD collection, & games • Take-one/leave-one liquor cabinet • Buy Travel Insurance

Feb 21 – 28

$594 per night

Guest favorite

Condo in Grace Bay, Providenciales

4.99 out of 5 average rating, 113 reviews

1 Bedroom Luxury Grace Bay Condo

The perfect location, and only a 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. 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 790 sq. ft. luxury one bedroom, newly built condo (Nov 2020), provides all necessary amenities for your home away from home.

Mar 6 – 13

$380 per night

Guest favorite

Home in Grace Bay

4.98 out of 5 average rating, 112 reviews

Follow Your Dreams Villa!

This a New Super Cool Upper Floor Loft Bedroom for one couple. Private Pool! Downstairs full Kitchen and 65" Giant TV entertainment area! Full Kitchen, Dishwasher, Laundry, all you need & more. Just behind Coco Bistro/Coco Van and 2 minutes by car to Beach! Grace Bay Beach that is! This is a Totally Private Villa for 2 Guests Only! Just landscaped with Palms around the Private pool! Great Location & New! Thanks for checking out "Follow Your Dreams!

Jan 8 – 15

$399 per night

Guest favorite

Home in Grace Bay

4.81 out of 5 average rating, 124 reviews

Tropical Guest House

Guest house, stylish and cozy with cold AC. Nested in a Tropical Nursery Garden on back of a semi-detached Villa. Well equipped! Studio. 15 Minute walk to beach, less than a minute by car. Best way to see all island and beaches is to rent a car!! Coco Bistro and Coco Van is just down the road! Easy access to all kind of shops and grocery store. Grill on your deck for your private use. Great Value location & close to Grace Bay Beach!

Dec 19 – 26

$299 per night

Guest favorite

Guesthouse in Long Bay Hills

4.99 out of 5 average rating, 134 reviews

Juba Sunset

Waterfront Private apartment that is fully furnished. Private deck. fantastic views overlooking Juba Sound. within 7mins to Grace Bay, world famous Grace Bay Beach and shops. Very quiet and safe area. Infinity edge pool included. Glorious sunsets. BBQ on the waterfront. Only a couple of mins away from popular Kite Surfing spot. There is also a Kayak available for guests use down on the waterfront.

Nov 26 – Dec 3

$182 per night

Guest favorite

Apartment in Grace Bay

4.85 out of 5 average rating, 114 reviews

Crescent #1 Grace bay (beach 2 min walk)

Our small studio apartment is setup in a new house (built 2020) with its own private access, nice and quiet neighbourhood. Studio is close to the main attractions, bars, groceries, restaurants and about 2 minutes walking distance to the nicest beach in the world Grace Bay beach. No car needed. Place is good for couples and solo adventurers. Apartment is a open concept only door for the bathroom.

Sep 9 – 16

$155 per night

Guest favorite

Apartment in Leeward Settlement

4.95 out of 5 average rating, 206 reviews

Romantic Apartment few steps from beach

The upstairs studio apartment at La Casita, featuring a balcony overlooking the pool, is situated/attached to a private residential home just 3 minutes from Provo's most beautiful secluded white sandy beach. The apartment offers private access and a spacious balcony for enjoying sunsets. It is located on the upper floor and accessible via stairs."

Apr 1 – 8

$310 per night

Guest favorite

Condo in Grace Bay

4.95 out of 5 average rating, 146 reviews

22 Middle of Gracebay, Heated Pool, Gated Condo.

Granvia is center of Gracebay, very close to Gracebay Gourmet, restaurant, there is beach access close by, 6min walking to World no.1 Gracebay Beach. Security gate, privacy, Full Kitchen with Air flyer, Washer and Dryer Wi-Fi (fastest speed on island 50MBPS) 70" Samsung 4K TV with Samsung sound bar, Cable TV, Netflix, Disney Plus, IPTV.

Dec 15 – 22

$428 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Leeward Settlement vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Leeward Settlement's top sights

Caicos Conch Farm12 locals recommend

Provo Golf Club14 locals recommend

Blue Haven Marina5 locals recommend

Blue Haven Resort7 locals recommend

Pelican Beach7 locals recommend

Big Blue Collective17 locals recommend

Other great vacation rentals in Leeward Settlement

Guest favorite

Condo in Leeward Settlement

5.0 out of 5 average rating, 21 reviews

Grace’s Condo In Leeward Settlement

Jul 21 – 28

$260 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

Jun 14 – 21

$329 per night

Guest favorite

Villa in Long Bay Hills

4.98 out of 5 average rating, 84 reviews

VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY

Oct 31 – Nov 7

$497 per night

Guest favorite

Cottage in Leeward Settlement

4.96 out of 5 average rating, 68 reviews

Sandpiper Cottage, minutes from the beach

Jan 27 – Feb 3

$321 per night

Guest favorite

Guesthouse in Long bay

4.96 out of 5 average rating, 69 reviews

Villa Kendara~BK 8/17 On~Gated~SeaFront GH~View

Apr 12 – 19

$325 per night

Guest favorite

Home in Leeward Settlement

5.0 out of 5 average rating, 25 reviews

Piccolo Ponte -Waterfront 3BR Caribbean Villa-Pool

Aug 22 – 29

$660 per night

Guest favorite

Villa in Caicos Islands

4.94 out of 5 average rating, 87 reviews

Cheers 🥂 Villa 🌴

Jul 25 – Aug 1

$495 per night

Guest favorite

Villa in Leeward Settlement

5.0 out of 5 average rating, 22 reviews

Caribbean Luxury Waterfront Villa w Housekeeping

Jul 27 – Aug 3

$810 per night

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Other great vacation rentals in Leeward Settlement

Guest favorite

Villa in The Bight Settlement

4.97 out of 5 average rating, 77 reviews

Idyllic getaway villa | 250 yds to the beach

Jul 9 – 16

$483 per night

Superhost

Home in Leeward Settlement

4.95 out of 5 average rating, 62 reviews

PERIWINKLE | Charming Island Home|Near to Beach

Apr 21 – 28

$290 per night

Guest favorite