Leeward Islands vacation rentals

We found 75 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 44 homes, 16 apartments, and other vacation rentals in Leeward Islands that are perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation homes have the best amenities for hanging out with the people that matter most, which might include a pool and a washer and dryer. No matter what you're looking for, you're sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.

Popular Leeward Islands destinations on Vrbo

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Find the perfect vacation rental for your Leeward Islands getaway

Learn about the unique charm of Leeward Islands with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Exploring the natural landscape of Leeward Islands

Whether you're looking for adventure or just want to take in the scenery, Leeward Islands is a great place to get out in nature. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • 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 center.

Frequently asked questions

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

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

How much does it cost to rent a vacation 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 vacation home. Simply click on your travel dates to find your ideal match. From cozy country cottages to expansive villas, all Vrbo vacation 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 vacation 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 vacation homes feature the best amenities for hanging out with the people you cherish the most.

Are there large group vacation rentals in Leeward Islands?

Yes, you can pick from one of 10 vacation 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 favorite people.

Can I find two-bedroom vacation 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 vacation rentals with WiFi in Leeward Islands?

Leeward Islands has 25 vacation rentals with WiFi, so you can stay connected while you're traveling. 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 vacation rental in Leeward Islands?

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

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

The length of time you can book a vacation 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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