Leeward holiday rentals

We found 1,612 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 74 homes, 67 apartments and other holiday rentals in Leeward that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, which might include cable TV and a washer and dryer. At the end of the day, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • 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, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Choose a holiday rental for your Leeward getaway

Learn about the unique charm of Leeward with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Exploring the natural landscape of Leeward

Whether you're an adventurous traveller or just want to take in the scenery, Leeward is a great place to get out in nature. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Flamands Beach (0.5 mi / 0.8 km)
  • Colombier Beach (1.1 mi / 1.7 km)
  • St. Jean Beach (1.1 mi / 1.8 km)
  • Lorient Beach (2.1 mi / 3.4 km)
  • Gouverneur Beach (2.5 mi / 4 km)
  • Saline Beach (2.8 mi / 4.5 km)

Transport options to and around Leeward

The nearest airport is in Gustavia (SBH-Gustaf III), located 1 mi (1.6 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Leeward?

Villas are the most popular style of holiday home in Leeward, according to our data. Even if you've got a different idea about what you want, Stayz has holiday homes in loads of shapes and sizes. Filter our options to find your perfect Leeward pad.

How much does it cost to rent a holiday home in Leeward?

Length of stay, property type and time of year are some factors that can affect the price of a holiday home. Simply enter your travel dates to find your ideal escape. From cosy chalets to expansive villas, all Stayz holiday homes offer amazing value.

How much does it cost to rent a beach house in Leeward?

When you travel and the style and size of the property will influence how much you'll pay for your beachside holiday home. Enter your Leeward travel dates to view your options on Stayz. Looking for basics like WiFi, or perks like a private pool? Use our filters to choose the amenities and features you want in your holiday home.

What are popular home amenities in Leeward?

A fridge, a private pool and a microwave oven are rated the most popular home amenities in Leeward. Whether you're travelling alone, with your significant other or a group of family members, Stayz will help you find a holiday home that fits your style with all the conveniences you're looking for.

Are there large group holiday homes in Leeward?

Take your pick of 104 holiday homes in Leeward that can accommodate a group of 10 or more people. Whether you're organising a trip with the family or a special event like a birthday party, there's plenty of space to get your loved ones together under the same roof.

Can I find two-bedroom holiday homes in Leeward?

You can select from 341 two-bedroom holiday homes in Leeward. Settle the kids into the second room or fill it with a couple of your best friends. There's plenty of space for whoever's fortunate enough to be coming along for the ride.

Are there holiday homes with WiFi in Leeward?

There are 182 holiday homes with WiFi in Leeward. If you want to disconnect from the world during your escape, but still need to be connected to the web, these getaways have just what you need. Narrow your search by applying the WiFi filter on Stayz.

How old do you have to be to rent a holiday home in Leeward?

Age restrictions can differ between properties on Stayz, so double-check the rules of the holiday home in Leeward you're considering. But typically, it's 16, 18 or 21.

How long can I rent a holiday home in Leeward for?

The length of time you can book a holiday home in Leeward is up to the property. Just enter your selected dates to display a list of options offering extended stays. With tons of features such as air conditioning and laundries, 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.

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