A coastal town with terracotta-roofed buildings, a prominent church, and a cliff overlooking the sea.

Vacation Homes in Madeira Region

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Top Cities in Madeira Region

Our top choices for Madeira Region holiday homes

House / Villa - Arco da Calheta

House / Villa - Arco da Calheta
Arco da Calheta
10.0 out of 10, Exceptional, (80 reviews)
"a wonderful house extremely well equipped en well located"
United States
Willem D.
House / Villa - Arco da Calheta

ANGEL'S SUNSET T2 ESTRITO DA CALHETA

ANGEL'S SUNSET T2 ESTRITO DA CALHETA
Estreito da Calheta
10.0 out of 10, Exceptional, (1 review)
"Wir haben uns sehr wohl gefühlt und waren vom Service nach einer Woche sehr positiv beeindruckt."
Germany
Bettina S.
ANGEL'S SUNSET T2 ESTRITO DA CALHETA

Charming 2 Bedroom House with Comfortable Living in Camacha

Charming 2 Bedroom House with Comfortable Living in Camacha
Camacha
9.0 out of 10, Wonderful, (2 reviews)
"I had a wonderful week staying at this place. The host was very welcoming, and everything was clean and in good working order. There was a bit of damp, but it didn't bother me."
United States
Vito V.
Charming 2 Bedroom House with Comfortable Living in Camacha

'Casa do Gabriel' spacious Madeirian villa with private garden and ocean view

'Casa do Gabriel' spacious Madeirian villa with private garden and ocean view
Estreito da Calheta, Madeira
9.6 out of 10, Exceptional, (97 reviews)
"The house was spacious, clean, with a tremendous view. We enjoyed the full kitchen and cooked great meals at home. It's located in quiet Calheta just down the street from a delightful tiki bar. It's a quiet slice of paradise. "
United States
Jason
'Casa do Gabriel' spacious Madeirian villa with private garden and ocean view

Sea House Madeira - Atlantic Ocean

Sea House Madeira - Atlantic Ocean
garajau
9.6 out of 10, Exceptional, (92 reviews)
"Stunning views and well located for access to Funchal and the airport. "
Canada
Susan F.
Sea House Madeira - Atlantic Ocean

Vila Pitaias de Baixo

Vila Pitaias de Baixo
Calheta
Vila Pitaias de Baixo

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

A peaceful, relaxing place with privileged view of the sea.
Tabua
9.2 out of 10, Wonderful, (17 reviews)
"The location is great! Only a 20 minute drive outside of Funchal, perfect to still head into the city for dinner or exploring but far enough away to avoid the noise and busyness. Very close to a couple beaches and amazing views from the patios for breakfast or afternoon drinks! The only thing to note is no wifi- so be prepared to purchase a large eSIM."
Canada
Courtney
A peaceful, relaxing place with privileged view of the sea.

House in the Mountains With Garden

House in the Mountains With Garden
São Vicente
10.0 out of 10, Exceptional, (13 reviews)
"We stayed at the property for 3 weeks and probably could have stayed 3 months if real life didn’t get in the way. The property is well equipped with a lovely kitchen, living room, and bathroom downstairs. We cooked in some evening and never had a problem. The upstairs has 3 bright bedrooms and 2 full baths. Everything was clean and functional. The real payout is the view from the back porch. I would still be sitting there if I could!! This property is away from the touristy spots which...
United States
Jenille B.
House in the Mountains With Garden

Ocean-View Villa ★ Private Pool and Garden

Ocean-View Villa ★ Private Pool and Garden
Caniço
10.0 out of 10, Exceptional, (1 review)
"Loved the property and the location. Walking distance to grocery stores, restaurants and bakery. Had a wonderful time. Would definitely stay again!!"
Canada
Enza D.
Ocean-View Villa ★ Private Pool and Garden

The North Paradise - Porto Moniz

The North Paradise - Porto Moniz
Ribeira da Janela
9.0 out of 10, Wonderful, (2 reviews)
"This beautiful guest house in Porto Moniz was more than perfect. Just minutes to get to the beach and a short drive to go hike levadas we were thrilled. In a quiet little neighbourhood yet close to what we needed. We had a car so was very easy to get to but there was a busy stop just steps away to accommodate guests using transit."
Canada
hammer k.
The North Paradise - Porto Moniz

Quinta das Vinhas

Quinta das Vinhas
3.0 star property
Calheta
9.2 out of 10, Wonderful, (66 reviews)
"This is a unique property spread over several acres of vineyards. There are multiple units to choose from & we stayed in the cottage. This was a lovely independent stone cottage overlooking the sea with a loft bedroom, kitchen and living room. It was a very special stay during our time on Madeira & we can’t recommend it enough. We had dinner at their restaurant - which was phenomenal & your stay also includes a wonderful breakfast buffet with lots of choices. There are two lovely pools that...
Canada
Debra
The price is HK$1,805
HK$1,913 total
includes taxes & fees
13 Jul - 14 Jul
Quinta das Vinhas

Vacation home with fantastic sea views in the first row

Vacation home with fantastic sea views in the first row
Canico de Baixo
9.6 out of 10, Exceptional, (92 reviews)
"This is a lovely vacation home with a fantastic view in a great location. "
Germany
Tessa H.
Vacation home with fantastic sea views in the first row

Machico View

Machico View
3.0 star property
Machico
6.0 out of 10, (2 reviews)
"Maison toute équipée située sur une colline venteuse en bout de piste de l'aéroport (heureusement ce n'est pas le trafic de Roissy ou Heathrow). Toute les commodités sont là mais il ne faut pas être regardant sur les finitions et la qualité des articles fournis. Le matelas était neuf mais le sommier avait des lattes cassées. La télé avait une image très mauvaise. Le propriétaire exige 120 euros plus une TVA pour le ménage de la maison à faire en fin de séjour alors que la propreté laissait à...
France
marc
The price is HK$865
HK$936 total
includes taxes & fees
11 Jul - 12 Jul
Machico View

Villa Santos, spacious, sleeps up to 8 , relaxed area, with an amazing sea view

Villa Santos, spacious, sleeps up to 8 , relaxed area, with an amazing sea view
Lombo Do Doutor
9.6 out of 10, Exceptional, (40 reviews)
"Nice house to stay in Chaleta"
United States
Zvonimir T.
Villa Santos, spacious, sleeps up to 8 , relaxed area, with an amazing sea view

Madeira vacation home with beautiful sea views

Madeira vacation home with beautiful sea views
Estreito da Calheta
6.8 out of 10, (3 reviews)
"All good in Brigitte house. Beautiful view, everything perfect inside and outside. Nice journey!"
United States
Valerio B.
Madeira vacation home with beautiful sea views

Casa ZÈ, Tranquility, a Refuge in Arco da Calheta

Casa ZÈ, Tranquility, a Refuge in Arco da Calheta
Arco da Calheta
8.8 out of 10, Excellent, (8 reviews)
"Apartment superficially seems nice. Good kitchen - grill available. However: Definately not 200SQm. Upper bathroom smelly all the time because of drain, Sink could not be used because water was not flowing down. Porch: 10-20 flies at all times outside (still standing water in drain directly next to porch) - could not relax outside. Cushions were missing, after I asked they were in the sleeping room. Bathroom (downstairs): one of the windows could not be closed. Kitchen: Ants are welcomed guests...
Germany
Pascal K.
Casa ZÈ, Tranquility, a Refuge in Arco da Calheta

RIBEIRA BRAVA, inprenable house with ocean views dens a quiet area

RIBEIRA BRAVA, inprenable house with ocean views dens a quiet area
Ribeira brava
8.2 out of 10, Very good, (59 reviews)
"We really enjoyed the terrace and the beautiful view on the ocean. Highly recommended"
Germany
Felix T.
RIBEIRA BRAVA, inprenable house with ocean views dens a quiet area

Fortress Home I - In the historical center of Funchal

Fortress Home I - In the historical center of Funchal
Sao Pedro
9.0 out of 10, Wonderful, (92 reviews)
"Very nice little apartment with breathtaking view from the balcony."
Canada
Maria T.
Fortress Home I - In the historical center of Funchal

Fortress Home II - In the historic center of Funchal

Fortress Home II - In the historic center of Funchal
Sao Pedro
9.4 out of 10, Exceptional, (115 reviews)
"It was close to the center and the marine. The apartment was excellent, with a great view. The only disadventage was the narrow street and the garage, because it was hard to park there, but 100m downhill was a cheap car park, so you can park there. We enjoyed our stay a lot. It was wonderful."
United Kingdom
Aneta P.
Fortress Home II - In the historic center of Funchal

Caminho da Achada Apartment

Caminho da Achada Apartment
Sao Pedro
Caminho da Achada Apartment
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Madeira Region Hotel Reviews

Find out more about Madeira Region

Madeira Region Vacation Homes information

Number of reviews
688
Accommodation
1215 Vacation Homes
Lowest Price
HK$936
Highest Price
HK$1,913

Explore a world of travel with Expedia