Madeira Region family rentals

We found 3,909 family rentals — enter your dates for availability

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May 2026

25

June 2026

Find the best place to stay - Madeira Region

Image of Villa Tomito, Arco da Calheta

Premier Host

Villa Tomito, Arco da Calheta

Sleeps 4 · 2 bedrooms · 2 bathrooms

Image of Villa Prazeres - Free Wifi, Private pool, garden, BBQ between the Sea and the Sierra

Villa Prazeres - Free Wifi, Private pool, garden, BBQ between the Sea and the Sierra

Sleeps 5 · 3 bedrooms

Image of Luxury Villa With Private Heated Pool, Games Room, 160 degrees sea view, WiFi

Luxury Villa With Private Heated Pool, Games Room, 160 degrees sea view, WiFi

Sleeps 6 · 3 bedrooms · 3 bathrooms

Image of Separate apartment on the first floor of a family house with private pool & WiFi

Premier Host

Separate apartment on the first floor of a family house with private pool & WiFi

Sleeps 2 · 1 bedroom · 1 bathroom

Top rated rentals - Madeira Region

Image of 17°West – Holiday villa (option with heated pool)

Premier Host

The perfect getaway

Such a beautiful house and amazing view. Even better than the photos. We definitely recommend you go there and experience it for yourself!

Sandra P.

Stayed June 2022

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