Kid-friendly holiday rentals in Leeward Settlement

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Leeward Settlement

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Guest house in Long bay

4.96 out of 5 average rating, 69 reviews

Villa Kendara~BK 8/10 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

25 Jan – 1 Feb

€ 380 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.

19–26 May

€ 144 per night

Superhost

Villa in Providenciales

4.9 out of 5 average rating, 113 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.

26 Sep – 3 Oct

€ 691 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.

28 Oct – 4 Nov

€ 298 per night

Guest favourite

Apartment in Providenciales

4.9 out of 5 average rating, 196 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

13–20 Jan

€ 646 per night

Guest favourite

Home in Grace Bay

4.98 out of 5 average rating, 111 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!

8–15 Dec

€ 500 per night

Guest favourite

Home in Grace Bay

4.8 out of 5 average rating, 122 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!

30 Aug – 6 Sep

€ 247 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.

15–22 Aug

€ 235 per night

Guest favourite

Guest house in Long Bay Hills

4.99 out of 5 average rating, 134 reviews

As early as 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.

4–11 Sep

€ 204 per night

Guest favourite

Flat 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.

14–21 Oct

€ 197 per night

Guest favourite

Flat in Leeward Settlement

4.95 out of 5 average rating, 205 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."

25 Nov – 2 Dec

€ 323 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.

6–13 Jan

€ 485 per night