Vacation rentals with beach access in Leeward Settlement

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Top-rated beach-access accommodations in Leeward Settlement

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Guest favourite

Condo in Grace Bay

4.95 out of 5 average rating, 102 reviews

Royal Tropical Studio

"The perfect location, Studio Condo located on the beach in Grace Bay. Located directly on the white sands of the Caribbean’s most stunning beach, Grace Bay Beach. Beautiful Studio, now with a full Kitchenette, Large Fridge if you desire a break from dining out! A beautifully landscaped resort. Guests can use all resort facilities at no extra cost but may not charge to the room as it is private rental from condominium unit owner. Full exclusive use of unit and beachfront patio. Sunsets Daily!

Jun. 16 – 23

$620 CAD per night

Superhost

Home in Leeward Settlement

4.95 out of 5 average rating, 62 reviews

PERIWINKLE | Charming Island Home|Near to Beach

Nestled in the Gated Upscale community of Leeward at the end of a quiet cul-de-sac is Periwinkle. Experience the true flavor of the Islands with us. Be cradled and relax in the lush native vegetation and enjoy the view from the many windows which decorate the home. Periwinkle is a short stroll away from the magnificent soul quenching Leeward Beach and a five minute drive to the heart of Grace Bay for great shopping and dining experiences. Escape to the quieter side of Paradise.

Dec. 3 – 10

$475 CAD per night

Guest favourite

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.

Jul. 12 – 19

$445 CAD per night

Guest favourite

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. 5 – 12

$949 CAD per night

Guest favourite

Condo in Grace Bay

4.99 out of 5 average rating, 146 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

$588 CAD per night

Guest favourite

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.

Dec. 19 – 26

$1,052 CAD 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.

Sep. 17 – 24

$318 CAD per night

Guest favourite

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.

Oct. 15 – 22

$288 CAD per night

Guest favourite

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."

Feb. 27 – Mar. 6

$541 CAD per night

Guest favourite

Home in Grace Bay

4.93 out of 5 average rating, 102 reviews

THE GECKO HOUSE awesome pool 🌞 - Grace Bay

One of very few affordable stand alone houses with a beautiful pool and beautiful gardens! This uniqueness lovely house is located in a quiet residential neighborhood in Grace Bay just a short 8 minute walk (less than a 3 minute ride) to the beach and walking distance to many of the islands attractions, shops, restaurants and activities.

Jan. 9 – 16

$655 CAD per night

Guest favourite

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.

Oct. 14 – 21

$525 CAD per night

Superhost

Loft in Providenciales and West Caicos

4.83 out of 5 average rating, 47 reviews

Cozy Loft Condo Great Location w/Pool

Located in the perfect spot, Just minutes away from Grace Bay Beach, Restaurants, Supermarkets and attractions, this loft style apartment is the perfect couple's getaway to come enjoy and relax in the beautiful Turks and Caicos Islands. Apartment was newly renovated in September 2022.

Oct. 5 – 12

$301 CAD per night