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Kid-friendly vacation rentals in Leeward Settlement

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Top-rated kid-friendly rentals in Leeward Settlement

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

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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.ﺇ509 per night

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.

Jan 10 – 17

ﺩ.ﺇ2,945 per night

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 20 – 27

ﺩ.ﺇ1,101 per night

Villa in Leeward Settlement

4.94 out of 5 average rating, 17 reviews

Ocean Pearl-Brand new villa/pool in governors road

Newly built 2 bed 2bath stand alone guest villa is located in a Leeward gate. It's closer to all the activities, restaurants, golf, Grace bay, water sports, excursion pickup points, enjoy and relaxation in beautiful island. It's 11 minutes walk away from sunset, pelican beach, marina. , pool, barbecue, We provide pre-arrival and island support and assist with all local reservations for excursions, water sports and restaurants, car rental safer place to stay in island.

Aug 10 – 17

ﺩ.ﺇ1,707 per night

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.ﺇ1,449 per night

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!

Dec 4 – 11

ﺩ.ﺇ1,683 per night

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.ﺇ798 per night

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.

Aug 15 – 22

ﺩ.ﺇ800 per night

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.

Sep 4 – 11

ﺩ.ﺇ679 per night

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.

Sep 21 – 28

ﺩ.ﺇ655 per night

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.ﺇ1,220 per night

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.ﺇ1,267 per night

Vacation rentals for every style

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Popular amenities for Leeward Settlement kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Home in Providenciales

4.96 out of 5 average rating, 292 reviews

Villa Cocuyo Micro Villa with pool

Jan 15 – 22

ﺩ.ﺇ1,562 per night

Home in TC

4.97 out of 5 average rating, 157 reviews

“The Lighthouse”, Private Pool, Oceanviews, Beach

Oct 18 – 25

ﺩ.ﺇ2,455 per night

Home in Providenciales

4.98 out of 5 average rating, 102 reviews

Modern Caribbean 2 - Amazing views & Private Pool

Dec 19 – 26

ﺩ.ﺇ2,418 per night

Home in Providenciales

5.0 out of 5 average rating, 16 reviews

Villa Rae House in Long Bay Hills~walk to beach

Sep 12 – 19

ﺩ.ﺇ798 per night

Home in Venetian Road Settlement

5.0 out of 5 average rating, 3 reviews

Cozy one bedroom Suite #C in Venetian Road

Sep 18 – 25

ﺩ.ﺇ416 per night

Home in Leeward Settlement

4.95 out of 5 average rating, 61 reviews

PERIWINKLE | Charming Island Home|Near to Beach

Jul 1 – 8

ﺩ.ﺇ1,083 per night

Home in Leeward Settlement

4.98 out of 5 average rating, 50 reviews

Cocodemer, a short walk to secluded Pelican Beach.

Jan 5 – 12

ﺩ.ﺇ1,394 per night

Home in Providenciales

5.0 out of 5 average rating, 20 reviews

Sea Villa @ The Sun and Sea Villas

Nov 4 – 11

ﺩ.ﺇ1,052 per night

Kid-friendly apartment rentals

Apartment in Turtle Cove

4.97 out of 5 average rating, 117 reviews

*Island Garden* Super Studio Pool Walk Out

Jun 19 – 26

ﺩ.ﺇ635 per night

Apartment in The Bight Settlement

4.94 out of 5 average rating, 162 reviews

A Little Bit of Heaven...Beautiful Beach Suite

Aug 28 – Sep 4

ﺩ.ﺇ786 per night

Apartment in Cooper Jack Bay Settlement

4.94 out of 5 average rating, 120 reviews

Poco Villa

Oct 29 – Nov 5

ﺩ.ﺇ703 per night

Apartment in Providenciales

4.97 out of 5 average rating, 217 reviews

The Old Beach House 2 bedroom

Jun 15 – 22

ﺩ.ﺇ1,504 per night

Apartment in Providenciales and West Caicos

4.93 out of 5 average rating, 161 reviews

☀️🏖 Modern Luxury Ocean View Studio Suite 🏝☀️

Jan 12 – 19

ﺩ.ﺇ936 per night

Apartment in Providenciales

4.93 out of 5 average rating, 154 reviews

Beautiful Sunset Villa with Infiniti Pool

Dec 29 – Jan 5

ﺩ.ﺇ952 per night

Apartment in Leeward Settlement

5.0 out of 5 average rating, 48 reviews

Luxury Large 1 Bed Condo close to Grace Bay Beach

Jun 11 – 18

ﺩ.ﺇ1,180 per night

Apartment in Leeward Settlement

5.0 out of 5 average rating, 17 reviews

The SandDollar (UNIT 2)

Jun 25 – Jul 2

ﺩ.ﺇ945 per night

Kid-friendly condo rentals

Condo in Grace Bay

4.95 out of 5 average rating, 145 reviews

22 Middle of Gracebay, Heated Pool, Gated Condo.

Jul 10 – 17

ﺩ.ﺇ1,214 per night

Condo in Grace Bay

4.99 out of 5 average rating, 146 reviews

Luxury 1 Bedroom - Central Grace Bay

Jul 30 – Aug 6

ﺩ.ﺇ1,369 per night

Condo in Providenciales

4.92 out of 5 average rating, 118 reviews

Paradise Nest Penthouse-Million Dollar Ocean Views

Sep 17 – 24

ﺩ.ﺇ1,607 per night

Condo in Providenciales and West Caicos

4.85 out of 5 average rating, 387 reviews

🌴 YOUR FABULOUS APARTMENT IN PARADISE 🌞

Jul 31 – Aug 7

ﺩ.ﺇ952 per night

Condo in Providenciales

4.89 out of 5 average rating, 104 reviews

*Pool Side* Renovated Modern Studio C102

Jul 12 – 19

ﺩ.ﺇ778 per night

Condo in Providenciales

4.88 out of 5 average rating, 160 reviews

Sea Dreams - Jr 1 bdrm with Panoramic Ocean views!

Jul 20 – 27

ﺩ.ﺇ1,057 per night

Condo in Wheeland Settlement

4.94 out of 5 average rating, 109 reviews

Couple’s Retreat! Ocean, pool, and garden views!

Oct 17 – 24

ﺩ.ﺇ941 per night

Condo in Caicos Islands

5.0 out of 5 average rating, 21 reviews

Lil Chill -A cozy 1-Bedroom Unit near the beach

Oct 25 – Nov 1

ﺩ.ﺇ822 per night

Quick stats about vacation rentals that are kid-friendly in Leeward Settlement

Total rentals
40 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
850 reviews
Nightly prices starting at
ﺩ.ﺇ624 before taxes and fees

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