Book Holiday Homes in Madeira Region

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Explore these top cities in Madeira Region

Featured Holiday Homes in Madeira Region

House / Villa - Santa Cruz

House / Villa - Santa Cruz

Santa Cruz
Stay at this holiday home in Santa Cruz. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Palmeiras Beach and Forte de Nossa Senhora do ...
Opens in a new windowHouse / Villa - Santa Cruz
House / Villa - FunchalHouse with character

House / Villa - FunchalHouse with character

Funchal Madeira Region
Stay at this holiday home in Funchal. Enjoy free Wi-Fi, laundry facilities and balconies. Popular attractions Funchal Marina and Funchal Farmers Market are located ...
Opens in a new windowHouse / Villa - FunchalHouse with character
Charming 2 Bedroom House with Comfortable Living in Camacha

Charming 2 Bedroom House with Comfortable Living in Camacha

Camacha Madeira
Stay at this golf holiday home in Santa Cruz. Popular attractions Madeira Botanical Garden and Funchal Farmers Market are located nearby.
Opens in a new windowCharming 2 Bedroom House with Comfortable Living in Camacha
Save an average of 15% on thousands of hotels when you're signed in
Quinta das Vinhas

Quinta das Vinhas

3 out of 5
Lombo dos Serroes Calheta
The price is NZ$395 per night from 30 May to 31 May
NZ$395
30 May - 31 May
includes taxes & fees
Stay at this holiday home in Calheta. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Popular attractions Casa das Mudas Arts Center and Paul do Mar Beach ...
Opens in a new windowQuinta das Vinhas
GuestReady - The Ocean El Cid

GuestReady - The Ocean El Cid

Fajã da Ovelha Portugal
Stay at this holiday home in Calheta. Enjoy private pools, a garden and an in-room coffee maker. Popular attractions Eglise de Faja da Ovelha and Paul do Mar ...
Opens in a new windowGuestReady - The Ocean El Cid
House T2 with excellent views, located in the historical center of Funchal.

House T2 with excellent views, located in the historical center of Funchal.

Funchal Madeira Region
Stay at this holiday home in Funchal. Enjoy laundry facilities, patios and cable/satellite TV service. Our guests praise the helpful staff in their reviews. ...
Opens in a new windowHouse T2 with excellent views, located in the historical center of Funchal.
Modern holiday home with breathtaking sea views, spacious terrace

Modern holiday home with breathtaking sea views, spacious terrace

Arco Da Calheta Madeira
Stay at this family-friendly holiday home in Calheta. Enjoy a garden, laundry facilities and cable/satellite TV service. Popular attractions Casa das Mudas Arts ...
Opens in a new windowModern holiday home with breathtaking sea views, spacious terrace
Casas da Levada

Casas da Levada

Caminho da Corujeira, nº 20 Calheta Madeira
The price is NZ$545 per night from 3 May to 4 May
NZ$545
3 May - 4 May
includes taxes & fees
Stay at this family-friendly holiday home in Calheta. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Porto Moniz Natural Pools and Levada ...
Opens in a new windowCasas da Levada
Casa Caramelo Rustic House

Casa Caramelo Rustic House

Faja da Ovelha Madeira
Stay at this holiday home in Calheta. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Paul do Mar Beach and Eglise de Faja da Ovelha are ...
Opens in a new windowCasa Caramelo Rustic House
Don't see what you're looking for?
See all available properties in Madeira Region
View all properties
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
1240 Holiday Homes
Lowest Price
NZ$329
Highest Price
NZ$1,362
Popular accommodation
House / Villa - Santa Cruz, House / Villa - FunchalHouse with character, Charming 2 Bedroom House with Comfortable Living in Camacha, Quinta das Vinhas, GuestReady - The Ocean El Cid, House T2 with excellent views, located in the historical center of Funchal., Modern holiday home with breathtaking sea views, spacious terrace, Casas da Levada, Casa Caramelo Rustic House

Top trending hotels in Madeira Region

The Vine

The Vine

5 out of 5
Rua Dos Aranhas Funchal
The price is NZ$329 per night from 14 May to 15 May
NZ$329
14 May - 15 May
includes taxes & fees
Stay at this luxury hotel in Funchal. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the breakfast and the helpful staff in their reviews. ...
Opens in a new windowThe Vine
Reid's Palace, A Belmond Hotel, Madeira

Reid's Palace, A Belmond Hotel, Madeira

5 out of 5
Estrada Monumental 139 Funchal
Fully refundableReserve now, pay when you stay
The price is NZ$1,362 per night from 7 May to 8 May
NZ$1,362
7 May - 8 May
includes taxes & fees
Stay at this luxury hotel in Funchal. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowReid's Palace, A Belmond Hotel, Madeira
Dreams Madeira Resort Spa & Marina

Dreams Madeira Resort Spa & Marina

5 out of 5
Sitio da Piedade Machico Madeira
Fully refundableReserve now, pay when you stay
The price is NZ$482 per night from 7 May to 8 May
NZ$482
7 May - 8 May
includes taxes & fees
Stay at this luxury hotel in Machico. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Popular attractions Madeira Whale Museum and Sao Lourenco Point ...
Opens in a new windowDreams Madeira Resort Spa & Marina
Save an average of 15% on thousands of hotels when you're signed in
Savoy Palace - The Leading Hotels of the World - Savoy Signature

Savoy Palace - The Leading Hotels of the World - Savoy Signature

5 out of 5
Avenida do Infante, 25 Funchal
Fully refundableReserve now, pay when you stay
The price is NZ$796 per night from 27 May to 28 May
NZ$796
27 May - 28 May
includes taxes & fees
Stay at this luxury hotel in Funchal. Enjoy free Wi-Fi, 2 outdoor pools and a full-service spa. Our guests praise the breakfast and the helpful staff in their ...
Opens in a new windowSavoy Palace - The Leading Hotels of the World - Savoy Signature
Don't see what you're looking for?
See all available properties in Madeira Region
View all properties
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.

Top Picks

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.