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

Holiday Homes in Madeira Region

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Top Cities in Madeira Region

A densely packed urban area with a mix of colorful buildings, including a prominent white church with a bell tower.
Holiday HomesHoliday Homes

Funchal

Funchal
A pier extending into turquoise waters with a sandy beach and scattered beachgoers.
Holiday HomesHoliday Homes

Porto Santo

Porto Santo

Our top choices for Madeira Region holiday homes

Living area

1. 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
Property grounds

2. 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
Beach

3. House / Villa - Santa Cruz

House / Villa - Santa Cruz
Santa Cruz
9.8 out of 10, Exceptional, (51 reviews)
"Anna was the ultimate hostess. Her home was spotless and well cared for. The kitchen was well equipped, she offered suggestions of what to do and local restaurants to visit. The view was amazing and there was a very nice outdoor space to relax in. The personal touches made us feel welcome and at home. We would recommend and if ever coming back, we’d stay here again. "
Canada
Carol
House / Villa - Santa Cruz
Outdoor dining

4. 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.
Room

5. House / Villa - FunchalHouse with character

House / Villa - FunchalHouse with character
Sao Pedro
9.0 out of 10, Wonderful, (110 reviews)
"Great place to stay. I love Madeira and thanks for your help for the smooth check-in at 2am."
United States
Cheuk Hin Sherman
House / Villa - FunchalHouse with character
Interior

6. Roof 360!

Roof 360!
Boaventura
9.6 out of 10, Exceptional, (7 reviews)
"Beautiful view from the roof! Nice host. The apartment looks better than in the photos."
Norway
Natalia
Roof 360!
Terrace/patio

7. 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
Pool

8. Villa Carpe Diem by Your Madeira Rentals

Villa Carpe Diem by Your Madeira Rentals
Estreito da Calheta
9.8 out of 10, Exceptional, (8 reviews)
"Great family villa. Fantastic facilities and views overlooking the sea. Spacious and well maintained accommodation and everything that we needed was provided. Worth mentioning the drive to the property entrance is quite steep but manageable."
United Kingdom
Louise H.
Villa Carpe Diem by Your Madeira Rentals
Terrace/patio

9. Nates House – Two-bedroom house with garden

Nates House – Two-bedroom house with garden
São Vicente
8.8 out of 10, Excellent, (3 reviews)
"Beautiful, quiet location."
United States
MIke W.
The price is AU$1,433
includes taxes & fees
3 Sept - 4 Sept
Nates House – Two-bedroom house with garden
Living area

10. 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
Beach

11. House / Villa - Arco da Calheta

House / Villa - Arco da Calheta
Arco da Calheta
10.0 out of 10, Exceptional, (80 reviews)
"Good weatherBest Sightseeing Perfekt Holiday House "
Germany
Dietmar M.
House / Villa - Arco da Calheta
Outdoor dining

12. Casa Félix, Calheta: Villa with unique view! Private Pool!

Casa Félix, Calheta: Villa with unique view! Private Pool!
Madeira
10.0 out of 10, Exceptional, (145 reviews)
"Beautiful villa"
United Kingdom
Ian T.
Casa Félix, Calheta: Villa with unique view! Private Pool!
Property grounds

13. Villa Tomito, Arco da Calheta

Villa Tomito, Arco da Calheta
Arco da Calheta
9.4 out of 10, Exceptional, (45 reviews)
"We had a great time at a great place"
Netherlands
Frank P.
Villa Tomito, Arco da Calheta
Outdoor dining

14. 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, (61 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
Terrace/patio

15. 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, (95 reviews)
"This is a spectacular property. The views from the deck are breathtaking. The bathrooms have recently been renovated and are very nice. It is located halfway between the airport and Funchal, so it is convenient if you have a car. There are several nice restaurants within walking distance. The deck and view are the main attraction."
Canada
Michael G.
Vacation home with fantastic sea views in the first row
Exterior detail

16. Alojamento Central Funchal

Alojamento Central Funchal
Funchal
The price is AU$148
includes taxes & fees
27 Sept - 28 Sept
Alojamento Central Funchal
Beach

17. HOUSE CARVOEIRO, SEA AND MOUNTAIN VIEW!

HOUSE CARVOEIRO, SEA AND MOUNTAIN VIEW!
São Vicente, Madeira
9.6 out of 10, Exceptional, (48 reviews)
"Very nice rustic house,with everything you need.I had no car,but cafe,shops,farmaci,hotel,church are in walking distance.And bus is very conveniant,much used by the locals. Maria,the landlady,came with bananas and potatoes from the backyard,always there to help you. First time in Madeira,but not the last,strange place."
United States
Ola M.
HOUSE CARVOEIRO, SEA AND MOUNTAIN VIEW!
Living area

18. 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
Property grounds

19. Uptown Sea View by Madeira Sun Travel

Uptown Sea View by Madeira Sun Travel
Funchal
9.8 out of 10, Exceptional, (6 reviews)
"Large property that is very new, very safe and fun to stay at. Plenty of room and well kept, the location is great and the kitchen is large and has everything needed. Easy to find, and perfect for parking a car."
United States
Peter K.
Uptown Sea View by Madeira Sun Travel
Pool

20. SUN AND SUN HOUSE

SUN AND SUN HOUSE
Arco da Calheta
10.0 out of 10, Exceptional, (27 reviews)
"I just enjoy my stay."
United States
Aleksej P.
SUN AND SUN HOUSE
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.
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Top Madeira Region Hotel Reviews

Calheta Beach - All Inclusive

Calheta Beach - All Inclusive

10/10 Excellent
"Excelente"
Luz 3-night trip
Posted 9 hours ago
Calheta Beach - All Inclusive

Find out more about Madeira Region

Madeira Region Holiday Homes information

Number of reviews
727
Accommodation
1078 Holiday Homes
Lowest Price
AU$148
Highest Price
AU$1,433

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