Book Holiday Homes in Madeira Region

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Featured Holiday Homes in Madeira Region

Casas da Levada

Casas da Levada

Caminho da Corujeira, nº 20 Calheta Madeira
When you stay at Casas da Levada in Calheta, you'll be in the mountains, within a 5-minute drive of Levada Pedregal and Ponta do Pargo Lighthouse.
Opens in a new windowCasas da Levada
House / Villa - FunchalHouse with character

House / Villa - FunchalHouse with character

Funchal Madeira Region
A stay at this vacation home places you in the heart of Funchal, within a 5-minute walk of Universo de Memorias Joao Carlos Abreu and Quinta das Cruzes ...
Opens in a new windowHouse / Villa - FunchalHouse with character
A peaceful, relaxing place with privileged view of the sea.

A peaceful, relaxing place with privileged view of the sea.

Tabua Madeira
Located in Ribeira Brava, this vacation home is a 4-minute drive from Ethnographic Museum of Madeira and 6 minutes from Beachside Square.
Opens in a new windowA peaceful, relaxing place with privileged view of the sea.
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Quinta das Vinhas

Quinta das Vinhas

3 out of 5
Lombo dos Serroes Calheta
Located in Calheta, Quinta das Vinhas is in the mountains, within a 15-minute drive of Eglise de Faja da Ovelha and Paul do Mar Beach.
Opens in a new windowQuinta das Vinhas
Modern House in Funchal with Great View and BBQ

Modern House in Funchal with Great View and BBQ

Funchal Madeira
With a stay at this vacation home in Funchal (Sao Pedro), you'll be within a 5-minute drive of Madeira Congress Center and Quinta das Cruzes Museum.
Opens in a new windowModern House in Funchal with Great View and BBQ
Casa Leonardo, Sea Views

Casa Leonardo, Sea Views

Arco da Calheta Madeira Region
Located in Calheta, this vacation home is in the mountains, within a 15-minute drive of Casa das Mudas Arts Center and Laurisilva of Madeira.
Opens in a new windowCasa Leonardo, Sea Views
Home for Nature Tourism, Madeira Island LEAHOUSE, Nature and Sea

Home for Nature Tourism, Madeira Island LEAHOUSE, Nature and Sea

Calheta Madeira Region
Located in Calheta, this vacation home is by the sea, within a 10-minute drive of Eglise de Faja da Ovelha and Casa das Mudas Arts Center.
Opens in a new windowHome for Nature Tourism, Madeira Island LEAHOUSE, Nature and Sea
Fortress Home II - In the historic center of Funchal

Fortress Home II - In the historic center of Funchal

Funchal Madeira Region
A stay at this vacation home places you in the heart of Funchal, within a 5-minute walk of Santa Clara Monastery and Holy Trinity Church.
Opens in a new windowFortress Home II - In the historic center of Funchal
Dream house on the north coast of Madeira Far away from mass tourism, close to nature

Dream house on the north coast of Madeira Far away from mass tourism, close to nature

Boaventura Madeira
With a stay at this vacation home in São Vicente, you'll be within a 5-minute drive of Eglise de Jesus-Bom Senhor and Laurisilva of Madeira.
Opens in a new windowDream house on the north coast of Madeira Far away from mass tourism, close to nature
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Madeira Region Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Madeira Region vacation homes are the perfect way for you to wing it.

Holiday houses in Madeira Region let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Madeira Region in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Madeira Region adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Madeira Region with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Madeira Region vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Madeira Region Holiday Homes essential information

Accommodation
1149 Holiday Homes
Lowest Price
AU$305
Highest Price
AU$879
Popular accommodation
Casas da Levada, House / Villa - FunchalHouse with character, A peaceful, relaxing place with privileged view of the sea., Quinta das Vinhas, Modern House in Funchal with Great View and BBQ, Casa Leonardo, Sea Views, Home for Nature Tourism, Madeira Island LEAHOUSE, Nature and Sea, Fortress Home II - In the historic center of Funchal, Dream house on the north coast of Madeira Far away from mass tourism, close to nature

Top trending hotels in Madeira Region

Reid's Palace, A Belmond Hotel, Madeira

Reid's Palace, A Belmond Hotel, Madeira

5 out of 5
Estrada Monumental 139 Funchal
The price is AU$879 per night from 7 Jan to 8 Jan
AU$879
7 Jan - 8 Jan 2026
includes taxes & fees
A stay at Reid's Palace, A Belmond Hotel, Madeira places you in the heart of Funchal, within a 5-minute drive of CR7 Museum and Holy Trinity Church.
Opens in a new windowReid's Palace, A Belmond Hotel, Madeira
The Views Baia - Adults Only

The Views Baia - Adults Only

4 out of 5
Rua das Maravilhas, 74 Funchal Madeira
The price is AU$305 per night from 11 Jan to 12 Jan
AU$305
11 Jan - 12 Jan 2026
includes taxes & fees
With a stay at The Views Baia - Adults Only in Funchal (Sao Pedro), you'll be within a 10-minute walk of Holy Trinity Church and Santa Clara Monastery.
Opens in a new windowThe Views Baia - Adults Only
Dreams Madeira Resort Spa & Marina - All Inclusive

Dreams Madeira Resort Spa & Marina - All Inclusive

5 out of 5
Sitio da Piedade Machico Madeira
Fully refundableReserve now, pay when you stay
The price is AU$459 per night from 20 Dec to 21 Dec
AU$459
20 Dec - 21 Dec
includes taxes & fees
When you stay at Dreams Madeira Resort Spa & Marina - All Inclusive in Machico, you'll be on the beach and steps from Sao Lourenco Point.
Opens in a new windowDreams Madeira Resort Spa & Marina - All Inclusive
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The Vine

The Vine

5 out of 5
Rua Dos Aranhas Funchal
When you a stay at The Vine in Funchal, you'll be near the beach, within a 5-minute walk of Funchal Municipal Garden and Avenida do Mar.
Opens in a new windowThe Vine
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

More ways to explore Madeira Region

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