Photo by Staci Partlo

Leeward Settlement holiday lettings

We found 304 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Leeward Settlement by choosing from 50 houses, 27 apartments and other holiday rentals. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as Wi-Fi and a pool. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Leeward Settlement

Showing deals for:10 Oct - 17 Oct
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Why visit Leeward Settlement

  • Pristine Beaches: Enjoy the stunning Leeward Beach, perfect for sunbathing and relaxation.
  • Water Activities: Engage in a variety of water sports, including snorkelling and kayaking in vibrant reefs.
  • Luxurious Accommodation: Choose from a range of upscale villas and stylish condos for a comfortable stay.
  • Scenic Exploration: Discover charming spots that embody the romantic tropical vibe of Turks and Caicos.
  • Outdoor Adventures: Experience a blend of relaxation and adventure amidst beautiful natural surroundings.

Popular types of accommodation around Leeward Settlement

You've chosen Leeward Settlement for your next getaway, and now it’s time to find the perfect accommodation. Discover a range of options, from luxurious villas and stylish condos to charming private holiday homes. With a variety of Leeward Settlement holiday rentals available, you're sure to find the ideal spot to unwind and create unforgettable memories. Explore the best Leeward Settlement vacation rentals to make your stay truly special.

  • Villas: The top choice for holidaymakers in Leeward Settlement, these luxurious properties offer spacious living and stunning views.
  • Condos: A close second, these modern accommodations provide comfort and convenience in a vibrant setting.
  • Houses: Ideal for families or groups, these homes offer a home-away-from-home experience.
  • Apartments: A practical option, apartments provide essential amenities and easy access to local attractions.
  • Cottages: Charming and quaint, cottages are perfect for a peaceful getaway in a picturesque environment.**

Top attractions near Leeward Settlement

Leeward Settlement in Providenciales, Turks and Caicos, offers a perfect getaway for beach lovers and outdoor enthusiasts. With stunning beaches, vibrant reefs, and luxurious island resorts, visitors can enjoy a variety of scenic attractions. Whether you're seeking relaxation or adventure, there are plenty of local points of interest to explore in and around Leeward Settlement, making it an ideal destination for a memorable holiday.

  • Grace Bay Beach: Renowned for its powdery white sands and crystal-clear waters, Grace Bay Beach is perfect for sunbathing and leisurely strolls. It offers a vibrant beach atmosphere, ideal for relaxation and enjoying picturesque sunsets.
  • Coral Gardens Reef: A stunning underwater paradise, Coral Gardens Reef boasts vibrant marine life and beautiful coral formations. Accessible for snorkelling, it offers breathtaking scenery and the chance to encounter colourful fish in their natural habitat.
  • Little Water Cay: This unspoilt island is a haven for nature lovers, featuring beautiful beaches and outdoor adventures. You can explore its scenic trails and observe the native iguanas in their natural environment, making it a unique experience.

Things to do recommended for couples

For a romantic getaway in Leeward Settlement, enjoy a sunset beach picnic on the pristine sands, indulge in a couples’ spa treatment, or take a private boat tour to explore the stunning cays. Experience the local cuisine at charming seaside restaurants for an unforgettable evening.

Things to do recommended for families

Families can explore the beautiful Grace Bay Beach, renowned for its powdery sand and calm waters, or embark on a thrilling boat trip to Half Moon Bay, where children can snorkel among vibrant marine life. Enjoy a delightful day at the local Conch Farm for a unique experience!

Things to do recommended for groups

Explore the vibrant Regent Village Shopping Mall and Salt Mills Plaza, both a mere 1.2km from Leeward Settlement, offering a mix of shopping and entertainment. For a unique twist, visit Turk’s Head Brewery, 4.3km away, where you can enjoy a taste of local craft beers in a charming atmosphere.

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming holiday? It may be beneficial to remain flexible with your travel dates, as prices can vary considerably. Additionally, opting for a longer stay often results in significant savings. To discover the perfect Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Where to stay near Leeward Settlement

Leeward Settlement in Providenciales offers a delightful escape for beach lovers and outdoor enthusiasts alike. With its stunning Leeward Beach, this neighbourhood is perfect for soaking up the sun and enjoying a relaxing atmosphere. Just a stone's throw away, you can explore charming spots that encapsulate the romantic, tropical vibe of the Turks and Caicos. Whether you're planning a family holiday or a romantic getaway, Leeward Settlement is an ideal base for your next adventure.

  • Grace Bay: Grace Bay is renowned for its stunning expanse of powdery white sand and crystal-clear turquoise waters, situated a mere 1.2km from Leeward Settlement. This idyllic neighbourhood offers a perfect blend of relaxation and adventure, making it a popular destination for beach lovers and outdoor enthusiasts. Visitors can indulge in a variety of activities, from sunbathing on the beach to exploring vibrant local shops within the shopping centre and mall. Key attractions include the picturesque marina and beautiful water features, making Grace Bay a must-visit location for anyone looking to experience the natural beauty of the Turks and Caicos.
  • Grace Bay Hills: Just 1.2km away from Leeward Settlement, Grace Bay Hills offers a serene escape for those seeking a quieter beach experience. This charming neighbourhood is surrounded by stunning landscapes and is perfect for enjoying leisurely strolls along the beach or engaging in outdoor activities. Visitors can discover local attractions such as the nearby marina and water features, all while soaking in the breathtaking scenery. Grace Bay Hills is an excellent choice for travellers looking to unwind and appreciate the natural beauty of the area.
  • Long Bay: Located 1.2km from Leeward Settlement, Long Bay is a picturesque neighbourhood that attracts visitors with its tranquil beaches and outdoor scenery. This area is perfect for those wanting to engage in watersports or simply relax by the shore. Long Bay is also home to a shopping centre and mall, providing a variety of shopping options. Nearby attractions, including beautiful beaches, marinas, and water features, make Long Bay a delightful destination for both adventure seekers and those looking for a peaceful retreat.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

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

If you're travelling with a group, as a family, bringing your pets, or seeking longer stays, it's important to filter your options according to your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Leeward Settlement with a group: Think about how many bedrooms you’ll require, as well as additional features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Leeward Settlement with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your location in relation to family-friendly attractions is advisable.
  • Taking your pets with you to Leeward Settlement: For many families, a holiday wouldn't be the same without their beloved pet by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. The majority of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting Leeward Settlement: If you're in search of holiday rentals with discounts 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. Don't forget to include additional preferences such as a parking space, a well-equipped kitchen, or even a private pool in your search.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a handy platform for you to craft new journeys, resume your planning, or manage your existing arrangements. You can easily access your saved or booked properties, neatly sorted into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Book a holiday rental for your Leeward Settlement getaway

Learn about the unique charm of Leeward Settlement with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway 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 looking for adventure or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Leeward Settlement. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • 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)

Transport options to and around Leeward Settlement

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

Frequently asked questions

What is the most popular type of holiday 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 holiday 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 holiday rental in Leeward Settlement?
Different things determine what you'll pay for your holiday 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 holiday 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 travelling. 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 holiday rentals in Leeward Settlement?
Pack up a suitcase for your pup because Leeward Settlement has 160 holiday homes that throw open their doors to pets. Let your four-legged pal have fun with the family at one of our pet-friendly holiday 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 holiday 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 holiday 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 holiday rentals in Leeward Settlement?
Leeward Settlement has 60 holiday properties that can fit 10 or more people. These properties come with enough space to share good times with your favourite people.
Are there holiday rentals in Leeward Settlement that welcome kids?
With 150 family-friendly holiday 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 travelling 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 holiday 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 travelling 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 holiday rentals in Leeward Settlement?
Gather your family and experience complete comfort and privacy in one of the 18 two-bedroom holiday properties Leeward Settlement has to offer.
Are there holiday rentals with WiFi in Leeward Settlement?
You'll find 64 holiday 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 holiday rentals with air conditioning in Leeward Settlement?
Leeward Settlement has 142 holiday 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 holiday rental in Leeward Settlement?
You should check with the Leeward Settlement holiday 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 holiday rental in Leeward Settlement for?
The length of time you can book a holiday 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.

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