Vacation rentals with a pool in Leeward Settlement

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Top-rated rentals with a pool in Leeward Settlement

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Guest favorite

Home in Providenciales

4.96 out of 5 average rating, 293 reviews

Villa Cocuyo Micro Villa with pool

"Discover a truly unique escape at our one-of-a-kind villa in the picturesque Blue Mountain. Crafted by a local architect, this exceptional residence is nestled on a half-acre of beautifully landscaped grounds, offering an exclusive retreat in a private and secure community. Admire the breathtaking views of the North Shore from the comfort of your own oasis. The villa boasts a distinctive design that is often imitated but never duplicated, showcasing the perfect blend of luxury and local charm.

Apr 22 – 29

€ 401 per night

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

Mar 15 – 22

€ 555 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

Private~Gated~Seafront~Unique Loc~Beautiful by Nature~Panoramic Water & Bay Views~A+ Sunrises/Sunsets~5 min to Grace Bay, Stores, Restaurants, Marina~Exclusive ”Johnson Guide to Provo & Car Travel Guide~LOFT FOR KIDS~Fully Equipped~Loaded with Supplies~Pool, CoralStone Deck, Pergola for Shade, BBQ, AC, Fans, TV, DVD, Phone, Wi-Fi, Snorkel Gear, Portable Beach Chairs & Umbrella~Island Partner Discounts for Car Rental, Water Sports/Eco-Tours, Cruise, Massages~Swim, Snorkel, KiteBoard, PaddleBoard

Feb 1 – 8

€ 378 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.

Jul 2 – 9

€ 617 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!

Jul 25 – Aug 1

€ 225 per night

Guest favorite

Condo 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.

Nov 24 – Dec 1

€ 385 per night

Guest favorite

Condo in Providenciales

4.9 out of 5 average rating, 198 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

Apr 16 – 23

€ 599 per night

Guest favorite

Condo in Grace Bay

4.99 out of 5 average rating, 147 reviews

Luxury 1 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 790 sq. ft. luxury one bedroom, newly built condo (Nov 2020), provides all necessary amenities for your home away from home.

Sep 15 – 22

€ 398 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.

Nov 8 – 15

€ 497 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 7 – 14

€ 497 per night

Guest favorite

Home in Grace Bay

4.81 out of 5 average rating, 125 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 23 – 30

€ 377 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.

Aug 27 – Sep 3

€ 210 per night