Family-friendly vacation rentals in Leeward Settlement

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Top-rated family-friendly rentals in Leeward Settlement

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Superhost

Villa in Providenciales and West Caicos

4.84 out of 5 average rating, 125 reviews

Secluded 3 BR Villa on Taylor Bay -Place De La Sol

The luxury of privacy is what this villa is all about. A few steps through a private tropical path takes you to the pristine waters and powder sand beach that is Taylor Bay. This Villa is split between the main villa which hosts 2 bedrooms, living room, bathroom and kitchen/dining. The Master Suite is located across the patio with it's private bathroom and outdoor/indoor shower. Sunsets are 2nd to none and should be done at least once beachside since the villa faces west. **12% TCI Tax Included

Guest favorite

Cottage in Long Bay Hills

4.94 out of 5 average rating, 101 reviews

Flame Tree Cottage|Ocean view&pool.Walk to beach

Built in 2013. 1 bedroom 2 bathroom cottage with PRIVATE POOL. Sunrise & ocean view from the front deck and only 1/4 mile to the beach. Perfect for 2, but can sleep up to 6. Full kitchen, 2 bathrooms + outdoor shower. No bathtub. Propane Grill. AC in master bedroom. WIFI throughout & local cell provided. This quaint clutter-free 1200 square foot home is surrounded by indigenous foliage, cactus', succulents and native stonework. A rental car is recommended to explore all the island has to offer!

Superhost

Rental unit in Grace Bay

4.85 out of 5 average rating, 111 reviews

Elegant Penthouse in the Heart of Grace Bay

Nestled in the heart of Grace Bay is this charming one bedroom penthouse, one of the most desirable on Grace Bay road. This condo is surrounded by shops, restaurants, bars and only a two minute walk to Grace bay beach. Grace Bay Beach has been named Number 1 Beach in the World and is known for its turquoise, gin clear water and white powdery sand beaches. Snorkelling is one of the Top Three Things To Do while vacationing in this Paradise, don your mask and fins an get ready for adventure.

Superhost

Condo in Providenciales

4.84 out of 5 average rating, 127 reviews

Modern Garden Corner Suite Condo In Lush Garden🌿🌴🌊

I'm happy to share my professionally re-designed, newly renovated modern, corner unit suite. It's a relaxing oasis with lush palm trees and landscaping surrounding my balcony. My space is open, 1350 Sq Ft one bedroom condo plus the second “bedroom” is in the open studio style like a hotel. The suite has huge glass doors and many windows that allow the beautiful sunshine in all day. The resort has a beautifully landscaped terrace & two massive pools, hot tub & gym. All new furnishings.

Guest favorite

Rental unit in Leeward Settlement

4.95 out of 5 average rating, 219 reviews

Romantic Apartment few steps from beach

Wake up to the soothing melody of a mockingbird in the garden, as gentle sunlight filters through the lush greenery. Sip your morning coffee on the balcony, overlooking the tropical garden and sparkling crystal-clear pool, where the peaceful ambiance sets the tone for a romantic escape. Afterward, take a leisurely stroll through the vibrant garden or wander just a few minutes to the nearest beach with turquoise waters and soft white sands, perfect for a tranquil start to your day.

Superhost

Home in Providenciales

4.9 out of 5 average rating, 103 reviews

Sea La Vie - Beachside 2 bdr Unit #4, Ocean views

Located in a secluded Beachside property, 500 ft from Long Bay Beach, and 5-minutes drive from Grace Bay Resorts and shops, this spacious, private, 2-Bedroom\2-Bathroom unit can accommodate up to 6 guests, with a king size bed, 2 full size beds, and a queen sofa bed. It occupies 2nd and 3rd floor of our middle building, roughly 10 yards from the pool. With beautiful scenic views of the ocean and Long Bay Beach area, from its 3rd floor Livingroom and wrap-around balcony.

Guest favorite

Condo in Providenciales

4.91 out of 5 average rating, 218 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

Guest favorite

Home in Grace Bay

4.82 out of 5 average rating, 130 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!

Superhost

Rental unit in Caicos Islands

4.85 out of 5 average rating, 279 reviews

Coco apartment (Grace Bay beach 2 min walk)

My place 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 #1. You’ll love my place because of the neighbourhoods and quiet area. Place is good for couples, solo adventurers, families and business travelers. This is the same house where Corona apartment is located (look review). The couch is not a sofa bed and is not made to sleep on

Superhost

Loft in Long Bay Hills

4.87 out of 5 average rating, 151 reviews

Best deal on island! On the water w/pool!

♥♥ The studio is a secluded get-away place apart from the tourist areas. It overlooks the lake of Juba Sound National Park. The studio is only a 10-minute drive to the world-famous Grace Bay Beach and Longbay Beach (kiteboarding beach)! Restaurants and nightlife are also close by. The studio is in a secure, quiet location where you can relax and enjoy your vacation. This studio is ideal for singles, couples, and kiteboarders.

Guest favorite

Home in Grace Bay

4.97 out of 5 average rating, 101 reviews

Charming House with nice pool - Grace Bay

Affordable and charming house situated in a quiet residential neighborhood in Grace Bay just a short 8 minute walk (less than a 3 minute ride) to the world famous Grace Bay Beach. And yes, we have a pool!!! Ideal for solo travelers and a couple! Close to the beach and steps away from the very popular Coco Bistro Restaurant and Coco Van!

Guest favorite

Condo in Grace Bay

4.93 out of 5 average rating, 168 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, Live TV, Movie, TV show