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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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Top guest favorite

The modern villa features a two-story design with a spacious ground-level patio. A private pool reflects the blue sky, surrounded by tropical landscaping. Comfortable outdoor seating is visible on the terrace, offering a quiet space for relaxation.

Villa in The Bight Settlement

4.98 out of 5 average rating, 130 reviews

Grace Bay villa | Pool | 3min walk to Beach & Reef

A modern beach villa with its own private pool. Sleeps up to 4 adults in separate rooms. Just 250 steps from the azure blue waters and soft white corals sands of Grace Bay beach. In a quiet off-street location. Perfect for a romantic getaway. With its quiet secluded garden and pool area, many of our guests come to celebrate birthdays, anniversaries, and honeymoons in full privacy. Walk to coral reef snorkeling in 3 mins plus several restaurants. Large grocery supermarket & shops are nearby.

An aerial view captures the vibrant turquoise waters of Sapodilla Bay Beach, with calm waves gently lapping at the shore. Nearby, a wooden pier extends into the water, providing access to serene surroundings. The image includes markers indicating proximity to various local attractions.

Apartment in Providenciales

4.87 out of 5 average rating, 199 reviews

Tatis Ferguson Villas 2

Our new Modern Studio Apartment awaits offering its warm and friendly hospitality to you. If your choice is comfort and service at a reasonable price, come and let us show you our care for your simple and most extravagant desire to enjoy a getaway with your significant other or a getaway for yourself. What are you waiting for ? The location is in South Dock Road, 5 mins from the airport, 10 from sapodilla bay beach, a few mins away from restaurants and right behind a supermarket.

A modern two-story villa is depicted, featuring a light grey exterior with large windows. A covered balcony is visible on the upper floor, adorned with decorative railing. Lush greenery surrounds the property, and a spacious driveway provides access to the entrance.

Home in Grace Bay

4.94 out of 5 average rating, 162 reviews

Follow Your Dreams Villa!

Follow Your Dreams – Private Villa Escape to this stylish villa designed for one couple. Enjoy a private pool surrounded by palms, a 65" TV, and a fully equipped kitchen with dishwasher and laundry. Located behind Coco Bistro/Coco Van and just 2 minutes by car to Grace Bay Beach, it offers a mix of privacy and convenience. This totally private villa is perfect for two guests seeking a serene and unforgettable tropical getaway. Book now to make your dream vacation a reality!

A modern villa is showcased, with its sleek design complemented by lush tropical landscaping. A private plunge pool is visible, surrounded by wooden decking and lounge chairs. A small outdoor dining area and a barbecue grill are also present, creating a relaxing outdoor living space.

Villa in Long Bay Hills

4.92 out of 5 average rating, 117 reviews

VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY

Take it easy at this dreamy, unique and tranquil getaway. Villa Infini brings privacy and relaxation all in one. Tropical oasis landscaping that will bring you connected with nature and amplify the commencement of your personal getaway. Bali like plunge pool that can create amazing insta-worthy moments. Located in Long Bay! A 5 minute walk to Long Bay Beach, a 5 minute drive to the nearest grocery store and a 5 minute drive to Grace Bay Beach. Everything is 5 minutes away!!

Top guest favorite

A colorful surfboard is mounted against a light-colored wall, flanked by two small square windows with glass blocks. A hose runs along the ground next to a textured mat, creating a functional outdoor space.

Guesthouse in Providenciales

5 out of 5 average rating, 125 reviews

“Sail Loft STBD”, Duplex with a Pool, Beach Access

Our Sail Loft home features two separate but identical efficiency suites, each one equipped with a King Sized bed. This side of the duplex is called Sail Loft Starboard. The pool is shared with guests who may be staying in the other side. Wander down to the dock and use our SUPs and kayaks in the canal where you are guaranteed to see turtles. Fast WiFi lets you work from home if you must. Smart TVs with Netflix help you wind down after a day of fun.

The expansive resort pool area features multiple sections, including a large main pool with a central gazebo. Vibrant palm trees surround the space, enhancing the tropical atmosphere, while sun loungers and umbrellas are positioned nearby for guest relaxation.

Condo in Providenciales

4.92 out of 5 average rating, 237 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 • 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

Top guest favorite

A spacious outdoor terrace is featured, furnished with comfortable seating and lounge chairs. The area is surrounded by swaying palm trees and offers views of the landscape. Sunlight casts gentle shadows across the stone floor, creating a relaxing environment.

Guesthouse in Leeward Settlement

4.97 out of 5 average rating, 114 reviews

"The Nest Cozy Cottage"

“The Nest” Spacious and modern 1 bedroom cottage sits amongst a well-manicured garden with majestic swaying palms. Less than 150 steps away from the famous Grace Bay Beach. This cozy sanctuary is quiet and bears the true beauty of itself, it’s perfect for honeymooners or if you’re just seeking for some quiet and down time. Complete with high-speed internet, cable TV and all amenities one need for the perfect vacation, The Nest is where you want to be.

A spacious bedroom is furnished with a comfortable bed featuring a white quilt. A chair and nightstand are positioned beside the bed. The room is bright, highlighted by natural light from the window. A closet is visible through an open door.

Cottage in Leeward Settlement

4.93 out of 5 average rating, 110 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.

A thatched-roof gazebo is positioned near the water, surrounded by sandy ground and lush vegetation. Palm trees sway gently, and a calm body of water is visible in the background, reflecting the bright blue sky with fluffy clouds.

Loft in Long Bay Hills

4.88 out of 5 average rating, 172 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.

A modern living area is shown, featuring a gray couch with green decorative pillows. A light-colored coffee table is positioned in front of the couch. Two framed pieces of wall art enhance the space. A chair is also visible, contributing to the open layout.

Apartment in Grace Bay

4.83 out of 5 average rating, 160 reviews

Crescent 4 (beach 2 min walk)

My place is just a two minute walk to one of the most beautiful beaches in the world, Grace Bay beach. Absolutely great spot to walk to many restaurants, bars, casino, grocery store and shopping centre at Salt Mills. You’ll love my studio because of the neighbourhoods and quiet area. Studio apartment has open concept, only door for the bathroom. Place is good for couples, solo adventurers and business travellers.

An inviting interior space combines a comfortable green sofa with a vibrant orange wall. A queen bed is visible in the background, surrounded by natural light from glass doors. Decorative pillows add color, while a ceiling fan and art piece enhance the cozy atmosphere.

Guesthouse in Leeward Settlement

4.9 out of 5 average rating, 146 reviews

Pelican Cottage -Mins. to the Beach!! Car 4 Rent!

Nestled in the tranquil gated community of Leeward, on the heels of the Grace Bay area and the Grace Bay Beach, most recently ranked as the “The Best Beach in the World!”. The upscale Leeward community is within a 5-8 minute drive to the Grace Bay shopping and restaurant district, with about two dozen businesses, including a large grocery store, banks, liquor store, café, phone company, and bookstore.

Top guest favorite

A vibrant green house is surrounded by lush tropical plant life and colorful flowers. A white railing leads to the front steps, with a barbecue grill positioned nearby. Sunlight brightens the scene, enhancing the inviting exterior.

Home in Grace Bay

4.97 out of 5 average rating, 117 reviews

Charming Gecko House Island Vibes - Grace Bay

Perfect place for solo travelers and couples! 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!!! Close to the beach and steps away from the very popular Coco Bistro Restaurant and Coco Van!

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Popular amenities for Leeward Settlement kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

A charming home is surrounded by lush palm trees and vibrant tropical landscaping. The exterior features a combination of stucco walls and a tiled roof under a clear blue sky. A gravel path leads to the entrance, adding to the welcoming ambiance.

Home in Grace Bay

4.92 out of 5 average rating, 113 reviews

Tropical Carabas Villa!

An aerial view of a modern villa surrounded by lush greenery. The exterior features large glass windows and a private pool, accompanied by sleek lounge chairs on the deck. The open layout invites natural light, showcasing the villa's seamless connection to its outdoor surroundings.

Home in Providenciales

4.96 out of 5 average rating, 337 reviews

Villa Cocuyo Micro Villa with pool

The entrance to the home features a light blue door framed by a large palm plant and various potted plants. A covered porch area leads to the well-maintained exterior, complemented by a modern light fixture and a decorative lantern.

Home in Providenciales

4.86 out of 5 average rating, 7 reviews

Sunset Paradise Waterfront Dock SUP + Pontoon Opt

A cozy living room is featured, with two comfortable sofas facing a wooden coffee table. A flat-screen TV is mounted on the wall opposite. Light-colored walls brighten the space, while a patterned curtain allows natural light to filter through. Decorative elements include vibrant wall art.

Home in Providenciales

5 out of 5 average rating, 20 reviews

Central Hideaway/Kg+Qn Bd/4K 55”TV Ntflx/BchNearby

A bright living area showcases white furniture accented with cushions in soothing shades of blue and grey. An elegant glass coffee table sits in the center, reflecting natural light from expansive windows, while a glimpse of the kitchen and dining area can be seen in the background.

Home in Islands

4.99 out of 5 average rating, 105 reviews

The Sapphire Villa. Tropical Oasis. Make memories

A spacious gazebo features a red and white picnic table, providing an ideal spot for relaxation. The surrounding views showcase the tranquil waters of Chalk Sound and lush greenery, creating a serene environment for enjoying nature.

Home in Providenciales

4.76 out of 5 average rating, 123 reviews

Beach Cottage with Amazing Chalk Sound Views!

A newly built green structure showcases a bright exterior, complemented by a white railing and entry stairs. Decorative plants line the pathway leading to the door, and a hanging chair is positioned near the entrance, creating a welcoming approach with ample natural light.

Home in Long Bay Hills

5 out of 5 average rating, 16 reviews

Pelican 12 Villa Longbay Kiteboarding beach

An outdoor decking area features four woven loungers arranged around a central table. Lush greenery surrounds the space, and a clear blue sky is visible above, enhancing the tranquil atmosphere. A glimpse of a swimming pool can be seen in the background.

Home in Providenciales

4.96 out of 5 average rating, 113 reviews

Sunny Paradise Long Bay

Kid-friendly apartment rentals

A bright living area is furnished with a light-colored sofa and two teal chairs, offering views through large glass doors. Artwork adorns the white walls, and the inviting outdoor pool is visible beyond a spacious terrace, enhancing the room's airy feel.

Apartment in Venetian Road Settlement

4.94 out of 5 average rating, 110 reviews

OCEAN ORCHID

A freshwater pool is set within a sunlit area, bordered by vibrant bougainvillea flowers. A shaded gazebo is visible in the background, furnished for relaxation. The surrounding landscape features greenery, enhancing the tranquil environment near the water.

Apartment in Cooper Jack Bay Settlement

4.93 out of 5 average rating, 138 reviews

Poco Villa

A tranquil scene shows calm waters reflecting a clear blue sky. A lone bird is perched on a cluster of large rocks, surrounded by gentle waves. The serene setting highlights natural beauty and peacefulness, inviting a sense of relaxation and harmony.

Apartment in Providenciales

4.95 out of 5 average rating, 292 reviews

The Old Beach House

The kitchen features modern cabinetry and a marble countertop. A washer and dryer unit occupies one side, while appliances include a microwave, toaster, and stove. Natural light illuminates the area, creating an airy feel. The clean tile floor adds to the contemporary design.

Apartment in The Bight Settlement

4.87 out of 5 average rating, 45 reviews

(NEW) Luxury Nests - Turtle Cove 2

A vibrant exterior view showcases the bright red structure, complemented by a charming blue door. A small pool is surrounded by sun loungers and white railings. The sky is partially cloudy, adding a serene atmosphere to the poolside setting.

Apartment in Providenciales

5 out of 5 average rating, 23 reviews

Poolside Tiny House

A bright living area features comfortable seating options, including a pair of light-colored sofas and wicker chairs. Natural light floods in through multiple windows, showcasing views of lush greenery. A simple table holds a floral centerpiece, enhancing the serene ambiance.

Apartment in The Bight Settlement

4.83 out of 5 average rating, 29 reviews

2b/1b for 4, steps to Grace Bay beach/Pool/AC

A spacious bed with a light-colored duvet and decorative floral runner is positioned against a neutral wall. Two bedside lamps illuminate the area, and a large closet with white doors is visible in the background. A textured rug lies underneath the bed.

Apartment in Juba Sound

4.96 out of 5 average rating, 113 reviews

Beautiful Studio SMALL CAR Inclusive

An aerial view captures the self-contained apartment, featuring a striking red roof and surrounded by vibrant greenery. A paved path leads to the entrance, indicating privacy within the natural landscape. The area showcases a variety of trees, enhancing the tranquil setting.

Apartment in Providenciales

4.81 out of 5 average rating, 96 reviews

Lakeside Tranquility - Central - No booking fee

Kid-friendly condo rentals

Top guest favorite

A view of lush green vegetation and palm trees is presented from a balcony, overlooking a turquoise pool and surrounding resort area. A clear blue sky complements the tranquil scene.

Condo in Turtle Cove

4.93 out of 5 average rating, 112 reviews

Allies Rest - Seaflowers townhome

A spacious living area is equipped with a comfortable sofa adorned with patterned cushions. A wooden coffee table sits in the center, while a large flat-screen TV is mounted on the wall. Floor-to-ceiling glass doors lead to a balcony with ocean views, framed by light blue drapes.

Condo in Turtle Cove

4.9 out of 5 average rating, 108 reviews

1 BD, 1.5 Bathrooms, RENTAL CAR INCLUDED

An outdoor pool area is illuminated by natural sunlight, featuring lounge chairs with blue cushions arranged around the pool. Palm trees provide shade, while ocean views extend in the background, showcasing the vibrant blue water and greenery of the hillside.

Condo in Turtle Cove

4.95 out of 5 average rating, 178 reviews

🏖🏝Modern Luxury Ocean View One Bedroom Condo🏖🏝

A light-filled living area features a spacious blue sectional sofa facing a flat-screen television. A white coffee table rests on a textured area rug. The open concept kitchen is visible, showcasing white cabinetry and modern appliances, while coastal artwork adorns the walls.

Condo in Providenciales

4.96 out of 5 average rating, 46 reviews

The Cottonwood House - Beach Villa

A covered balcony offers outdoor seating with two armchairs and a coffee table. Lush greenery surrounds the area, and a pool can be seen in the background. The tiled floor complements the natural elements of the space.

Condo in Providenciales

4.87 out of 5 average rating, 134 reviews

*Balcony View* Renovated Modern Studio C202

A serene beach scene features soft white sand leading to calm waters, with lounge chairs placed under umbrellas. The tranquil sky displays a gradient of pastel colors as the sun sets, illuminating the nearby condominium and surrounding palm trees.

Condo in Wheeland Settlement

4.95 out of 5 average rating, 123 reviews

Couple’s Retreat with ocean views and hot tub!

A sunlit pool area features a rectangular pool surrounded by lounge chairs. The area is shaded by a large canopy, and tropical plants are visible in the background. The sky displays scattered clouds, creating a bright and open atmosphere.

Condo in Grace Bay

4.89 out of 5 average rating, 71 reviews

2 Bdrm Condo Grace Bay a quick walk too the Beach

A bright living area features a comfortable gray sofa, an ottoman, and a cozy armchair. Large sliding glass doors open to reveal a terrace with ocean views. Decorative wall art adds a touch of style, and natural light fills the space, complemented by ceiling fans.

Condo in Providenciales

4.89 out of 5 average rating, 192 reviews

Sea Dreams - Jr 1 bdrm with Panoramic Ocean views!

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

Total rentals
30 properties
Nightly prices starting at
$150 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Destinations to explore