Leeward Islands holiday rentals

We found 79 holiday rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
May 2024
June 2024
Discover a selection of 47 homes, 17 apartments and other holiday rentals in Leeward Islands that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the amenities that you expect for your stay, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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Find the perfect holiday rental for your Leeward Islands getaway

Learn about the unique charm of Leeward Islands with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Exploring the natural landscape of Leeward Islands

Whether you're an active traveller or just want to spend some time taking in the scenery, Leeward Islands is a great spot to appreciate mother nature. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Tereia Beach (22.5 mi / 36.3 km)
  • Leeward Islands (22.7 mi / 36.5 km)

How to get to and around Leeward Islands

The nearest airport is in Maupiti (MAU), located 25.1 mi (40.4 km) from the city centre.

Frequently asked questions

What is the best area to stay in Leeward Islands when booking a holiday rental?

If you're thinking about a Leeward Islands escape, Fare is one of the most popular places to stay. Whether you want a chalet, cottage or another property type, you'll always have the entire place to yourself.

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

Bungalows are the most popular style of holiday rental in Leeward Islands, according to our data. Even if you have a different idea in mind, Vrbo has holiday homes in all sizes and shapes. Browse our many options to find your ideal fit.

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

Length of stay, property type and time of year are some of the things that can affect the price of a holiday home. Simply click on your travel dates to find your ideal match. From cosy country cottages to expansive villas, all Vrbo holiday rentals provide unbeatable value.

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

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

What are popular rental amenities in Leeward Islands?

The most popular rental amenities people look for in Leeward Islands include off-street parking options, a washing machine and a fridge. Whether you're taking a trip with your besties, family or even pets, Vrbo holiday homes feature the best amenities for hanging out with the people you cherish the most.

Are there large group holiday rentals in Leeward Islands?

Yes, you can pick from one of 10 holiday homes in Leeward Islands that can host a group of five or more people. From family getaways to events like a friend's birthday, these stays have enough room to spend time with your favourite people.

Can I find two-bedroom holiday rentals in Leeward Islands?

Choose from 21 two-bedroom properties in Leeward Islands. Put the kids in the second room or fill it with a couple of your nearest and dearest friends. There's ample space for whoever's fortunate enough to be joining your adventure.

Are there holiday rentals with WiFi in Leeward Islands?

Leeward Islands has 25 holiday rentals with WiFi, so you can stay connected while you're travelling. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with your family to sending emails, these Vrbo homes make it a cinch to get online.

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

Age restrictions can vary across properties on Vrbo, so be sure to look at the rules of the holiday home in Leeward Islands you're interested in. But in general, it's 16, 18 or 21.

How long can I rent a holiday rental in Leeward Islands for?

The length of time you can book a holiday rental in Leeward Islands varies according to the property. Just enter your desired dates to view a list of options offering extended stays. With many creature comforts such as air conditioning and kitchens, as well as some offering discounted weekly or monthly prices, you're sure to get someplace just right to call your home away from home in Leeward Islands.

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