Windward Islands holiday rentals

We found 323 holiday rentals — enter your dates for availability
Discover a selection of 295 homes, 260 apartments and other holiday rentals in Windward Islands that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the amenities that you expect and more, such as parking and air conditioning. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

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Find the best place to stay - Windward Islands

Image of Villa Vaiava - private infinity pool on the beach
Premier Host

Villa Vaiava - private infinity pool on the beach

Sleeps 9 · 4 bedrooms · 2+ bathrooms
10 out of 10
exceptional
(14 reviews)
More information about Villa Vaiava - private infinity pool on the beach , opens in a new tab

Top rated rentals - Windward Islands

Pool
Premier Host
Exceptional Property & Host
10.0 out of 10, Exceptional, 19 reviews
"This is truly one of the best places my family and I have ever stayed. We had the pleasure of spending a week at Marie’s accommodation, and it was an absolute delight. The newly renovated property is stunning, and the hospitality rivals that of a five-star hotel. With tasteful decor, comfortable beds, and an abundance of treats like fresh yogurt and fruit from the hosts’ garden, it was an exceptional experience. I cannot recommend this property highly enough and would definitely book...
Alice D.
Alice D.
Stayed Sept 2024
Villa Teanaiva

  • 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

Frequently Asked Questions

What is the best area to stay in Windward Islands when booking a holiday home?

Taravao is among the more popular neighbourhoods where you can book a Stayz holiday home in Windward Islands. Pick from our relaxing properties and then get ready to experience this destination like a local.

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

According to our research, houses are the most sought-after type of property in Windward Islands. But of course, everyone's idea of the perfect trip isn't going to be the same. Stayz has holiday homes of all sizes and shapes, and we'll help you discover your ideal fit.

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

Length of stay, season and property type are some of the things that can determine the price of a holiday home. Simply enter your travel dates to find your ideal match. From cosy country cottages to sprawling luxury villas, all Stayz holiday homes provide incredible value.

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

The average price for a holiday home near the beach in Windward Islands depends on when you're going and the type and size of property you want. You can easily find prices on Stayz by entering your preferred travel dates. Then make use of the filter tool to pick the number of bedrooms and amenities essential to you, like a pool, air conditioning and WiFi.

What are popular home amenities in Windward Islands?

Off-street parking options, a washing machine and a fridge are rated the most popular home amenities in Windward Islands. Whether you're taking a trip on your own, with your significant other or as a family group, Stayz will help you find a holiday home that matches your tastes with all the features you need.

Are there large group holiday homes in Windward Islands?

With 13 holiday homes that can host 10 people or more in Windward Islands, you don't have to keep anyone off the invite list. From fun family holidays to events like birthday and Christmas parties, Stayz will help you find a large group home to match the occasion.

What are the top attractions for families in Windward Islands?

There are lots of exciting things to see and do with the family in Windward Islands, such as:

  • Black Sand Beach
  • Papeete Market
  • Maui Beach

Can I find two-bedroom holiday homes in Windward Islands?

Gather your loved ones and enjoy a relaxing escape in one of the 50 two-bedroom holiday homes Windward Islands has to offer.

Are there holiday homes with WiFi in Windward Islands?

Whether you want to keep up with world events, send some emails or surf social networks, there are 129 holiday homes with WiFi in Windward Islands. Check the "WiFi" box when searching on Stayz and stay connected on your holiday.

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

You should check with the Windward Islands holiday home you want on Stayz as the age limit varies. However, normally it's 16, 18 or 21.

How long can I rent a holiday home in Windward Islands for?

The amount of time you can stay in a Windward Islands holiday home for differs depending on the property. Simply put in your dates of travel to browse options that offer extended stays. They have all you need to make your extended trip more comfortable and convenient, such as kitchens and air conditioning. Some holiday homes might also offer discounted weekly or monthly prices, so you can have a longer stay for less.