Family-friendly vacation rentals in Leeward Settlement

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Top-rated family-friendly rentals in Leeward Settlement

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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.

May 19 – 26

ﺩ.ﺇ520 per night

Guest favorite

Condo 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

Oct 3 – 10

ﺩ.ﺇ1,478 per night

Guest favorite

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!

Aug 30 – Sep 6

ﺩ.ﺇ816 per night

Guest favorite

Loft in Long Bay Hills

4.88 out of 5 average rating, 142 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.

Jan 15 – 22

ﺩ.ﺇ680 per night

Superhost

Apartment in Caicos Islands

4.85 out of 5 average rating, 263 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).

Jan 20 – 27

ﺩ.ﺇ717 per night

Guest favorite

Apartment 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."

Apr 27 – May 4

ﺩ.ﺇ1,245 per night

Guest favorite

Apartment in The Bight Settlement

4.94 out of 5 average rating, 162 reviews

A Little Bit of Heaven...Beautiful Beach Suite

I'm so excited to share my professionally designed condo, it's a relaxing beach oasis with trendy decor. I keep it professionally maintained between guests, to make sure your stay is as comfortable as possible :) The resort La Vista Azul is situated on top of a hill that over looks the beautiful ocean. It has breathtaking views through out.

Aug 28 – Sep 4

ﺩ.ﺇ804 per night

Guest favorite

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.

Feb 2 – 9

ﺩ.ﺇ1,293 per night

Guest favorite

Condo in Grace Bay

4.95 out of 5 average rating, 145 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.

Jul 10 – 17

ﺩ.ﺇ1,239 per night

Guest favorite

Apartment in Providenciales

4.97 out of 5 average rating, 217 reviews

The Old Beach House 2 bedroom

We have two Garden apartments downstairs that we renovated. One two bedroom two bathroom, and one 1 bed 1 bathroom. Just a 3 minute walk from a white sandy beach. You can walk to Da Conch shack restaurant along the beach in 5-10 minutes. Off the beaten trail. We live upstairs with our 2 potcakes Buster and Boxer.

Jun 15 – 22

ﺩ.ﺇ1,536 per night

Superhost

Guest suite in Long Bay Hills

4.78 out of 5 average rating, 144 reviews

Sea La Vie - Beachside Studio Unit #3

Located in a secluded Beachside property, 500 ft from Long Bay Beach, and 5-minutes drive from Grace Bay Resorts and shops, this private Studio unit with it own private entry and patio, can accommodate up to 2 guests, with a queen size bed. It is located on the ground floor, roughly 10 yards from the pool.

Mar 18 – 25

ﺩ.ﺇ1,069 per night

Guest favorite

Home in Leeward Settlement

5.0 out of 5 average rating, 124 reviews

Charming Garden cottage on the canal in Leeward

Charming secure cottage 750 sq ft, constructed in 2015. Located in the tropical garden with shady trees around and singing birds. Cottage is modern and functional and offers comfortable accommodation to 2 adults. Garden walk to access Leeward canal, kayaks and paddle boards.

May 13 – 18

ﺩ.ﺇ843 per night