Windward, Placida holiday homes: holiday houses & more

Discover a selection of holiday rentals in Windward that are perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the amenities that you need and want, which might include parking and a washer and dryer. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Windward

Showing deals for: 13 Sept - 16 Sept

Beautiful Home! Private Pool, Games, Bike to Boca Grande

Sleeps 10 · 5 bedrooms · 3+ bathrooms

for 3 nights, 1 home

NZ$1,229 per night

includes taxes & fees

Rotonda Retreat with Heated Pool, Golf, Beaches!

Sleeps 10 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$403 per night

includes taxes & fees

Welcome to your dream island! Escape to the serene charm of Palm Island!

Sleeps 8 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$640 per night

includes taxes & fees

Canal Home near Golf Course . 20x32 Heated Pool.15 MIN To BEACHES

Sleeps 9 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$439 per night

includes taxes & fees

Newly Remodeled & Upgraded Home w Deck, Bar, PingPong Area Volleyball Sand Court

Sleeps 8 · 3 bedrooms · 3 bathrooms

for 3 nights, 1 home

NZ$577 per night

includes taxes & fees

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

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

Season, length of stay and property type are some factors that can determine the price of a holiday home. Simply click on your dates of travel to find your ideal fit. From comfy cottages to sprawling luxury villas, all Bookabach holiday homes offer unbeatable value.

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

When you travel and the size and style of the property will help determine the cost of your beachside escape. Put in your Windward travel dates to view your options on Bookabach. Looking for basics like WiFi, or perks like a private pool? Use the filters to pick the features and amenities you want.

What are the top attractions for families in Windward?

Keep your kids occupied at these popular family-friendly attractions in Windward:

Little Gasparilla Island Beach
Don Pedro Island Beach
Don Pedro Island State Park

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

The minimum required age is typically 16, 18 or 21. It can vary across properties on Bookabach, so look at the rules of your preferred Windward holiday home before booking your stay.

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

It’s really down to the Windward property. To view a list of options offering extended stays, just enter your dates and number of people into Bookabach’s search page. Look forward to having the whole property to yourself, as well as comforts such as a kitchen, air conditioning and a yard where the kids can run and play. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.