Family-friendly vacation rentals in Leeward

Cottage in Long Bay Hills

An outdoor area features a private pool surrounded by lush indigenous foliage. Comfortable lounge chairs are positioned nearby, with colorful towels neatly arranged. The scene overlooks a serene landscape, enhancing the inviting atmosphere for relaxation and enjoyment.

4.94 out of 5 average rating, 109 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!

Apartment in Venetian Road Settlement

A bright and airy room features large windows allowing natural light to fill the space. A spacious bed adorned with floral accents is complemented by a cozy seating area. A television is mounted on a white cabinet, and a small plant adds green to the decor.

4.9 out of 5 average rating, 113 reviews

Cozy Studio Near Beaches w/ Gym & Pool Access

Welcome to your idyllic island retreat! Our centrally located unit offers the perfect blend of convenience and tranquility. Nestled at the heart of the island, you're just minutes away from pristine beaches, supermarkets, cultural hotspots and the airport. Unwind in our thoughtfully designed space, boasting island-inspired decor. Whether you seek adventure or relaxation, this rental is your gateway to a memorable island experience. Book now and make our home yours during your island getaway!

4.92 out of 5 average rating, 248 reviews

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

★★★★★ Modern Condo | Amazing Pool | On Site Spa

• Located in the exclusive Northern section of Grace Bay • Ground level with direct pool access • Hot tub (under consrtuction until mid-Nov) • 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

4.88 out of 5 average rating, 179 reviews

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

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. You will need to rent a car for better convenience and freedom!

Condo in The Bight Settlement

A rooftop terrace features multiple sun loungers and circular seating areas, complemented by blue umbrellas providing shade. The water of the pool reflects the sky above, creating a calming atmosphere. Lush greenery and distant rooftops are visible in the background, adding to the serene setting.

4.95 out of 5 average rating, 112 reviews

Oasis | 1 BR Condo | Vista Azul | Pool & Wifi

Peaceful Palm Trees with a peek of Ocean View! 10 min walk to the beach or 10 min drive to Grace Bay. Located on 2nd floor of the higher buildings, this condo is a spacious studio with Queen Bed, full kitchen, living room, bathroom, washer and dryer, Wifi and free parking. The large balcony has a pretty view over soothing palm trees dancing in the breeze, with a peek at the ocean in the distance. A great place for morning coffee or relax after long day at the beach or by the pool.

Apartment in Leeward Settlement

A serene outdoor space features a sparkling pool surrounded by lush tropical plants and palm trees. Soft lighting illuminates the area, enhancing the inviting atmosphere. A shaded lounge chair rests nearby, offering a comfortable spot to relax and enjoy the peaceful surroundings.

4.95 out of 5 average rating, 241 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.

Apartment in Providenciales

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.

4.88 out of 5 average rating, 218 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.

Apartment in Providenciales

A tranquil beach scene shows soft, sandy shores meeting clear turquoise waters under a partly cloudy sky. Gentle waves lap at the shoreline, while palm trees and distant structures provide a glimpse of the local environment. A wooden pier is visible in the background.

4.99 out of 5 average rating, 102 reviews

Pelican View #4 amazing beach views

Pelican View apartments offers unrivalled beach access and a truly unique and tranquil way to experience Providenciales. Located in the neighbourhood of Blue Hills you’ll quickly be lulled into the local rhythm of island life. From Blue Hills it’s an easy 15 minute drive east to the heart of the tourist mecca of Grace Bay; if you travel west you’ll find the best national parks and nature reserves that Turks & Caicos has to offer, often overlooked gems in this island paradise.

4.92 out of 5 average rating, 129 reviews

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

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!!

4.88 out of 5 average rating, 146 reviews

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

*Balcony View* Modern Studio C202

Welcome to our little piece of paradise in Providenciales, Turks and Caicos. We hope that you will enjoy our modern style condo as much as we do. Our condominium is situated at Queen Angel Resort, walking distance to the #1 beach in the world, Turtle Cove Marina, and Smith’s Reef the best snorkelling spot on the island. Turtle Cove is a tourist hot spot with many restaurants, excursions and attractions available. The condo has recently been fully renovated and remodelled.

Guesthouse in Long Bay Hills

The infinity edge pool reflects the vibrant colors of the sunset, overlooking Juba Sound. Lush greenery surrounds the area, enhancing the serene atmosphere. The horizon features a calm waterway and the setting sun, creating a picturesque evening view.

4.99 out of 5 average rating, 178 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. This is the only rental unit on property, you will be the only guests.

Cottage in Leeward Settlement

4.91 out of 5 average rating, 124 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.

Popular amenities for Leeward family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.9 out of 5 average rating, 114 reviews

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

1 BD, 1.5 Bathrooms, RENTAL CAR INCLUDED

Apartment in Providenciales

The living area features a light-colored sofa and a comfortable armchair, complemented by a patterned area rug. A coffee table sits atop the tile floor, and large sliding glass doors open to a balcony with views of lush greenery. Natural light fills the space.

5 out of 5 average rating, 13 reviews

Shore Thing 1BR Beach Condo - Mins to Beach/Eatery

4.8 out of 5 average rating, 380 reviews

A central fountain is surrounded by lush tropical landscaping, featuring palm trees and vibrant flowers. The backdrop includes a three-story building with a tiled roof, offering a welcoming architectural style. Benches are positioned nearby, inviting relaxation in the serene outdoor space.

Condo in Provindenciales

🌴 YOUR STUNNING BEACH HOME IN PARADISE 🌞

5 out of 5 average rating, 55 reviews

An inviting terrace area features outdoor furniture with comfortable cushions, including a lounge chair and a glass table. The ocean view is enhanced by a backdrop of lush greenery and a clear blue sky, creating a serene space for relaxation.

Condo in Turtle Cove

Crystal Vista Suite

Condo in Wheeland Settlement

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.

4.92 out of 5 average rating, 128 reviews

Couple’s Retreat - ocean view, pool and hot tub!

4.84 out of 5 average rating, 104 reviews

A spacious living area features a mix of modern furnishings, including a dark leather sofa and two light-colored armchairs. A wooden coffee table sits at the center, accompanied by decorative items. Natural light enters through large windows, illuminating the cream-colored tile flooring. A staircase leads to the upper level.

Villa in Providenciales

Sea La Vie - Beachside 4 Bedroom Villa, Unit #1

4.88 out of 5 average rating, 128 reviews

A comfortable bedroom is highlighted by a spacious bed with a patterned duvet and decorative pillows. Soft curtains frame a window, allowing natural light to fill the room. A bedside lamp adds a warm touch, while a door offers access to the adjoining bathroom.

Home in TC

Sea More Getaway

Apartment in The Bight Settlement

A modern living area is furnished with a blue sofa and a light gray chaise lounge featuring button-tufted upholstery. A glass coffee table is positioned in the center, surrounded by plush throw pillows. Soft natural light enters through large glass doors, complemented by elegant lamps beside the sofa.

4.96 out of 5 average rating, 28 reviews

Spacious Beach Suite - Minutes from Grace Bay

Family- and pet-friendly home rentals

Apartment in Cooper Jack Bay Settlement

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.

4.93 out of 5 average rating, 138 reviews

Poco Villa

4.87 out of 5 average rating, 15 reviews

An outdoor screened-in patio is shown, featuring a colorful striped rug beneath a small table and two comfortable chairs. A hammock is draped nearby, creating a relaxing space surrounded by greenery that enhances the ambiance.

Villa in Long Bay Hills

Steady Winds Hideaway - Turtle Villa 1 King Bed

4.82 out of 5 average rating, 102 reviews

The outdoor area features a private saltwater pool surrounded by a sun deck with lounge chairs. Tropical plants are positioned nearby, and a shaded seating area is created by a white umbrella. The villa’s modern architecture complements the serene outdoor setting.

Villa in Providenciales

BeachHaus Villa with ocean view and private pool

Guesthouse in Leeward Settlement

4.97 out of 5 average rating, 114 reviews

"The Nest Cozy Cottage"

4.96 out of 5 average rating, 55 reviews

A well-maintained outdoor area features a swimming pool surrounded by a spacious deck. Six loungers are positioned nearby, offering a place to relax. A covered seating area is visible in the background, complemented by tropical landscaping, enhancing the serene ambiance.

Home in Grace Bay

Hopewell Villa East/Pool & walk to Gracebay Beach

Villa in Cooper Jack Bay Settlement

The villa is situated near the water with a wooden deck leading to the canal. A spacious upper deck is visible, adorned with outdoor seating. Palm trees surround the property, adding a tropical touch. The house features a warm orange exterior under clear blue skies.

4.98 out of 5 average rating, 177 reviews

Waterfront Villa, Pool & Canal

4.89 out of 5 average rating, 75 reviews

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

2 Bdrm Condo Grace Bay a quick walk too the Beach

Guesthouse in Venetian Road Settlement

A bright studio space is filled with natural light from large windows that offer scenic views. A spacious bed is situated in the foreground, while a comfortable seating area is present to the left. The openness leads to a private deck with a glimpse of the pool outside.

4.86 out of 5 average rating, 110 reviews

Romantic Studio with Stunning Views

Family-friendly home rentals with a pool

Villa in Leeward Settlement

A private salt-water pool features clear blue water, surrounded by a spacious patio. Comfortable seating areas, including lounge chairs and a shaded area with a red umbrella, are set amid lush tropical vegetation and decorative plants, enhancing the inviting atmosphere of the outdoor space.

4.92 out of 5 average rating, 59 reviews

Sea Sun Relax - villa 5 min walk to Grace Bay

5 out of 5 average rating, 25 reviews

A tranquil heated pool is surrounded by wooden decking and lounge areas. Several sunbeds with cushions are placed nearby under shaded pergolas. Lush greenery enhances the serene atmosphere, complemented by a waterfall feature along one side of the pool.

Condo in Grace Bay

Grace Bay Hideaway. 1 bedroom, central Grace Bay.

Guesthouse in Providenciales

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.

5 out of 5 average rating, 138 reviews

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

Cottage in Long Bay Hills

The spacious living area features vaulted ceilings and large windows, allowing natural light to illuminate the room. A gray sofa with decorative pillows and a coffee table are present, creating a comfortable seating area. The open layout connects to the kitchen and dining area in the background.

4.86 out of 5 average rating, 50 reviews

SunSeaSand 2Bdrm Seaside Cottage - Long Bay Hills

Villa in The Bight Settlement

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.

4.98 out of 5 average rating, 140 reviews

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

4.99 out of 5 average rating, 111 reviews

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

The Sapphire Villa. Tropical Oasis. Make memories

5 out of 5 average rating, 16 reviews

A spacious pool deck surrounds a glimmering pool, complemented by lounge chairs and flotation devices. A covered seating area is visible, along with decorative railings and potted plants. The serene surroundings include palm trees and a bright, clear sky overhead.

Guesthouse in Juba Sound

Davijon Villa