Photo by Staci Partlo

Leeward Settlement vacation rentals

We found vacation rentals — enter your dates for availability

Find the perfect place for your stay in Leeward Settlement by choosing from 47 houses, 26 apartments, and other vacation rentals. Whether you're staying in a vacation rental with family or friends, you'll have the best amenities for spending time at your home away from home, which might include air conditioning and a pool. You're sure to find a rental for everyone's needs, including options that are accessible or non-smoking.
  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Find out more about Leeward Settlement

Find out more about Leeward Settlement

Why visit Leeward Settlement

  1. Beautiful Beaches: Relax on stunning Leeward Beach and tranquil Pelican Beach, perfect for sunbathing and family outings.
  2. Outdoor Activities: Engage in various water sports and adventures amidst the picturesque tropical surroundings.
  3. Vibrant Marine Life: Explore vibrant coral reefs ideal for snorkelling and diving enthusiasts.
  4. Luxurious Accommodations: Choose from a range of vacation rentals, including beachfront villas and charming condos for a perfect stay.
  5. Laid-back Atmosphere: Enjoy a relaxed vibe, making it an ideal destination for unwinding and reconnecting with nature.

Popular types of accommodation in Leeward Settlement

If you’re exploring vacation rentals in Leeward Settlement, you’re in for a treat! Our platform offers a variety of popular accommodations, including luxurious villas, comfortable condos, and houses. Whether you’re seeking a charming holiday cottage or a stunning beachfront rental, we provide transparent information to help you find the perfect getaway. Enjoy peace of mind and savings as you discover the best vacation rentals in Leeward Settlement for your next Canadian adventure!

  • Villas: The top choice for visitors in Leeward Settlement, offering luxurious amenities and stunning views, perfect for a lavish getaway.
  • Condos: A popular option that combines comfort and convenience, ideal for those seeking a home-like feel with access to resort-style facilities.
  • Houses: These spacious accommodations provide a great setting for families or groups, ensuring privacy and comfort during your stay.
  • Apartments: An excellent choice for travellers looking for affordability and a central location, making it easy to explore the area.
  • Cottages: These quaint and charming retreats offer a cozy atmosphere, perfect for a romantic escape or a peaceful family holiday.**

Top attractions in Leeward Settlement

Leeward Settlement in Providenciales, Turks and Caicos, is an ideal destination for those seeking a beach and outdoor getaway, surrounded by stunning scenery. Visitors can explore a variety of popular attractions, including beautiful beaches, vibrant reefs, and refreshing water features. This tropical paradise offers a perfect blend of relaxation and adventure for travellers craving unforgettable experiences in nature.

  1. Grace Bay Beach: Renowned for its stunning powdery white sand and crystal-clear turquoise waters, Grace Bay Beach is the epitome of tropical paradise. Just 4.8km from Leeward Settlement, it offers a perfect spot for sunbathing, swimming, and beach vibes that create a serene atmosphere.
  2. Coral Gardens Reef: Located 6.4km away, Coral Gardens Reef is a snorkeler’s dream. This vibrant reef features breathtaking underwater scenery, teeming with marine life, and is ideal for exploring the enchanting world beneath the waves.
  3. Little Water Cay: A mere 3.2km away, Little Water Cay is a tranquil island that offers lush outdoor experiences and pristine beaches. It's known for its natural beauty and is perfect for leisurely walks and observing wildlife in their natural habitat.

Things to do recommended for groups

Explore the Regent Village Shopping Mall and Salt Mills Plaza for a vibrant shopping experience just 3.2km from Leeward Settlement. For a thrilling night out, head to the Royal Flush Gaming Parlor, located 8.0km away, offering exciting gaming and a lively atmosphere.

What do I need to keep in mind when booking a vacation in Leeward Settlement

If you're travelling with a group, with family, bringing your pets along, or seeking longer stays, it's important to prioritise your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Leeward Settlement with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Leeward Settlement with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Leeward Settlement: For many families, a vacation wouldn’t feel complete without their furry companion along for the journey. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Leeward Settlement: If you're searching for vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. You might also want to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Leeward Settlement

Leeward Settlement in Providenciales offers a picturesque escape for beach lovers and outdoor enthusiasts alike. With access to stunning Leeward Beach and the tranquil Pelican Beach, visitors can unwind in a tropical paradise perfect for family-friendly excursions. Explore the serene surroundings and indulge in the laid-back atmosphere, making it an ideal spot for a relaxing vacation. Whether you're soaking up the sun or enjoying water activities, Leeward Settlement is a delightful destination for an unforgettable getaway.

  • Grace Bay: Located a mere 3.2km from Leeward Settlement, Grace Bay is renowned for its stunning beach, offering soft white sands and crystal-clear turquoise waters. This vibrant village serves as a hub for tourists, featuring a variety of accommodations, from luxurious resorts to charming beachfront hotels. Visitors can indulge in shopping at local malls and boutiques or enjoy delectable meals at waterfront restaurants. For outdoor enthusiasts, the nearby marina presents opportunities for water sports, including snorkeling and sailing, making Grace Bay an ideal spot for relaxation and adventure alike.
  • Grace Bay Hills: Just 3.2km away from Leeward Settlement, Grace Bay Hills is a picturesque neighbourhood that offers a serene escape with stunning natural scenery. This area is perfect for travellers seeking a laid-back atmosphere while still being close to the action. The beautiful beaches and marina are nearby, providing ample opportunities for swimming, sunbathing, and water activities. With its lush landscapes and tranquil vibe, Grace Bay Hills is an excellent choice for those looking to unwind and connect with nature while enjoying the local charm.
  • Long Bay: Also located 3.2km from Leeward Settlement, Long Bay is a delightful village that beckons with its expansive beach and inviting outdoor spaces. This area is particularly known for its water sports, making it a favourite among kitesurfers and paddleboarders. Visitors can explore nearby shopping centres for unique souvenirs and local crafts. The stunning scenery, coupled with the soothing sound of the waves, creates a perfect backdrop for a relaxing vacation. Long Bay offers a blend of adventure and leisure, ensuring an unforgettable experience.

Best time to go to Leeward Settlement

If you're planning a trip to Leeward Settlement, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs from January to March, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January77.0°F (25.0°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
February76.6°F (24.8°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March76.1°F (24.5°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
April77.7°F (25.4°C)No Rain (Dry)Mostly SunnyAverageAverage
May79.5°F (26.4°C)Light RainMostly SunnyAverageAverage
June81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
July82.6°F (28.1°C)Light RainMostly SunnyAverageAverage
August83.1°F (28.4°C)Light RainMostly SunnyAverageSlightly Low
September83.3°F (28.5°C)Light RainMostly SunnyModerately LowSlightly Low
October82.6°F (28.1°C)Light RainMostly SunnyModerately LowSlightly Low
November80.2°F (26.8°C)Light RainMostly SunnyModerately LowAverage
December78.6°F (25.9°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming journey? Being open to adjusting your travel dates can really pay off, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience!

Vrbo Trips: Planning made easy

Vrbo's groundbreaking Trip Board offers you a dedicated area to design new journeys, pick up from where you last stopped, or manage and organise your travel plans. You can easily find the properties you have previously saved and booked under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Leeward Settlement getaway

Learn about the unique charm of Leeward Settlement with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Exploring the natural features in Leeward Settlement

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Leeward Settlement is a great spot to appreciate mother nature. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Grace Bay Beach (2.6 mi / 4.2 km)
  • Leeward Beach (1 mi / 1.6 km)
  • Long Bay Beach (1.1 mi / 1.8 km)
  • Coral Gardens Reef (4.1 mi / 6.5 km)
  • Providenciales Beaches (5.3 mi / 8.5 km)
  • Pelican Beach (5.6 mi / 8.9 km)

Transportation options to and around Leeward Settlement

Fly into Providenciales Intl. Airport (PLS), the closest airport, located 8.3 mi (13.4 km) from the city center.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Leeward Settlement?
Based on our research, villas are the most desirable property type in Leeward Settlement. But of course, everyone’s idea of an awesome trip can vary. Vrbo has vacation rentals in a variety of sizes and shapes, so you’re sure to find the perfect fit.
How much does it cost to rent a vacation rental in Leeward Settlement?
Different things determine what you’ll pay for your vacation rental in Leeward Settlement, such as the season, type of property and length of stay. But, all Vrbo homes have one thing in common — amazing value. Just add your travel dates to find your home away from home.
How much does it cost to rent a beach house in Leeward Settlement?
The average price for a vacation rental near the beach in Leeward Settlement will depend on when you’re going and the style and size of property you want. You can easily find prices on Vrbo by entering the dates you’ll be traveling. Then use the filter tool to choose the number of bedrooms and amenities that you need, like a pool, WiFi and air conditioning.
Are there pet-friendly vacation rentals in Leeward Settlement?
Pack up a suitcase for your pup because Leeward Settlement has 160 vacation homes that throw open their doors to pets. Let your four-legged pal have fun with the family at one of our pet-friendly vacation rentals on Vrbo. Simply enter your dates then check our “Pets allowed” filter box.
Can I rent a house with a pool in Leeward Settlement?
Mark the “pool” box in our handy filter tool and choose from 124 houses with private pools in Leeward Settlement on Vrbo. Morning swim, afternoon splash or midnight soak? Free time is up to you when your Vrbo vacation property has a swimming pool.
What are popular rental amenities in Leeward Settlement?
When it comes to rental amenities that people are looking for in Leeward Settlement, a firepit, a water view and a fireplace rank the highest. With Vrbo vacation rentals, there are options to suit your style and taste, whether you’re taking a trip with your partner, your friends or even pets.
Are there large group vacation rentals in Leeward Settlement?
Leeward Settlement has 60 vacation properties that can fit 10 or more people. These properties come with enough space to share good times with your favorite people.
Are there vacation rentals in Leeward Settlement that welcome kids?
With 150 family-friendly vacation homes to pick from in Leeward Settlement, now is a superb time to introduce your children to the thrills of travel. Check our “Properties good for families” filter box to browse stays loaded with amenities ideal for traveling families, like multiple bedrooms, backyards, entertainment areas and bunk beds.
What are the top attractions for families in Leeward Settlement?
Keep the kids busy at these awesome family-friendly attractions in Leeward Settlement:

  • Grace Bay Beach
  • Turtle Cove
  • Providenciales Beaches

Are there one-bedroom vacation rentals in Leeward Settlement?
Leeward Settlement has 20 one-bedroom rentals available. Often located in prime spots due to their smaller size, a one-bedroom property is great if you’re traveling with a buddy or your partner. And with plenty of home comforts like laundry facilities and more privacy than a standard hotel, you’ll be able to kick back while enjoying this fabulous destination.
Can I find two-bedroom vacation rentals in Leeward Settlement?
Gather your family and experience complete comfort and privacy in one of the 18 two-bedroom vacation properties Leeward Settlement has to offer.
Are there vacation rentals with WiFi in Leeward Settlement?
You’ll find 64 vacation rentals with WiFi in Leeward Settlement. If you’d like to disconnect from daily life on your trip, but still want to be connected to the internet, these properties are just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Leeward Settlement?
Leeward Settlement has 142 vacation rentals where you can kick back in air-conditioned comfort. To locate a property on Vrbo that provides this amenity, enter your travel dates and use the handy filter tool to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Leeward Settlement?
You should check with the Leeward Settlement vacation rental you’re considering on Vrbo as the minimum age differs. However, typically it’s 16, 18 or 21.
How long can I rent a vacation rental in Leeward Settlement for?
The length of time you can book a vacation rental in Leeward Settlement is up to the property. Just enter your selected dates to view a list of options offering extended stays. With tons of creature comforts such as washing machines and kitchens, as well as some offering weekly or monthly discounts, you’re sure to find the perfect place to call your home away from home in Leeward Settlement.

Explore destinations around Leeward Settlement

More Vacation Rentals ideas

People also search for