A coastal town with buildings on a hillside, a beach, and rocky outcrops.

Search Vacation Homes in Madeira Island

  • 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

Our top choices for Madeira Island vacation homes

1. Casas da Levada

Casas da Levada
Calheta
9.8 out of 10, Exceptional, (22 reviews)
"Just the most tranquil, and wonderful stay. "
United Kingdom
Jin-Ah
The price is ¥38,380
¥40,633 total
includes taxes & fees
Oct 2 - Oct 3
Casas da Levada

2. Quinta das Vinhas

Quinta das Vinhas
3.0 star property
Calheta
9.2 out of 10, Wonderful, (67 reviews)
"Historic vineyard home that is now a hotel. Very clean, great shower and a really nice breakfast taken outside looking out to the sea in the distance."
United Kingdom
Simon
The price is ¥30,342
¥32,272 total
includes taxes & fees
Oct 9 - Oct 10
Quinta das Vinhas

3. Alojamento Central Funchal

Alojamento Central Funchal
Funchal
The price is ¥9,846
¥16,076 total
includes taxes & fees
Oct 11 - Oct 12
Alojamento Central Funchal

4. Grandpa's Hayloft

Grandpa's Hayloft
Santa Cruz
9.8 out of 10, Exceptional, (19 reviews)
"A very peaceful location with great proximity to the airport and near a pleasant village. It is a tidy and compact cottage that was perfect for our family and Patricia was very helpful. It was pleasant to sit outside the cottage and enjoy the lush greenery. It's best not to let kids wander up the driveway toward the main house as there are large guard dogs that can surprise you."
United States
Jennifer M.
The price is ¥17,920
¥27,418 total
includes taxes & fees
Sep 19 - Sep 20
Grandpa's Hayloft

5. Serenity House - São Jorge

Serenity House - São Jorge
São Jorge
9.4 out of 10, Exceptional, (3 reviews)
"Das Haus war sehr schön und es war wirklich sehr schön ruhig dort. Es gab einen Bäcker gleich in der Nähe und eine Bar wo man morgens Kaffee trinken konnte. Leider waren die abgebildeten Lounge Möbel nicht mehr vor Ort, statt dessen harte Betonbänke, was nicht so schön war. Es fehlen Liegen damit man entspannt dort chillen kann um zu lesen .....sonst war alles super. Das Auto konnte man direkt vor dem Haus parken und Supermärkte sind nicht weit entfernt."
United States
Tanja K.
The price is ¥15,950
¥34,567 total
includes taxes & fees
Sep 25 - Sep 26
Serenity House - São Jorge

6. Casa Gama Ideal Para Descansar

Casa Gama Ideal Para Descansar
Ribeira da Janela
8.0 out of 10, Very good, (5 reviews)
"Great stay"
Canada
Gina
The price is ¥14,500
¥18,157 total
includes taxes & fees
Sep 22 - Sep 23
Casa Gama Ideal Para Descansar

7. Holiday Home 'Refugio Dourado' with Sea View, Shared Garden & Wi-Fi

Holiday Home 'Refugio Dourado' with Sea View, Shared Garden & Wi-Fi
Água de Pena
10.0 out of 10, Exceptional, (1 review)
"Pros: A casa tinha um jardim maravilhoso e o anfitrião era muito amigável"
Portugal
Anonymous traveler
The price is ¥16,374
¥28,006 total
includes taxes & fees
Oct 14 - Oct 15
Holiday Home 'Refugio Dourado' with Sea View, Shared Garden & Wi-Fi

8. GuestReady - Typical place in Funchal

GuestReady - Typical place in Funchal
Funchal
The price is ¥14,455
¥40,232 total
includes taxes & fees
Sep 23 - Sep 24
GuestReady - Typical place in Funchal

9. GuestReady - Casa do Feno

GuestReady - Casa do Feno
Santa Cruz
The price is ¥12,477
¥23,397 total
includes taxes & fees
Sep 29 - Sep 30
GuestReady - Casa do Feno

10. Holiday Home 'Funchal' with Sea View, Balcony & Wi-Fi

Holiday Home 'Funchal' with Sea View, Balcony & Wi-Fi
São Roque
10.0 out of 10, Exceptional, (1 review)
"Wonderful, communicative host. Apartment clean and well maintained! Has everything to make you feel like you’re in your own home! Bus stop is just outside so very easy access to town centre and everywhere else. Highly recommended!"
United Kingdom
Lois O.
The price is ¥40,858
¥51,431 total
includes taxes & fees
Oct 7 - Oct 8
Holiday Home 'Funchal' with Sea View, Balcony & Wi-Fi

11. Funchal Sea View - By WeHostMadeira

Funchal Sea View - By WeHostMadeira
Funchal
The price is ¥28,733
¥48,698 total
includes taxes & fees
Sep 22 - Sep 23
Funchal Sea View - By WeHostMadeira

12. Holiday Home 'Levada Residence' with Private Terrace, Private Garden and Wi-Fi Access

Holiday Home 'Levada Residence' with Private Terrace, Private Garden and Wi-Fi Access
Funchal
The price is ¥19,669
¥41,524 total
includes taxes & fees
Sep 26 - Sep 27
Holiday Home 'Levada Residence' with Private Terrace, Private Garden and Wi-Fi Access

13. Casa Strelitzia by An Island Apart

Casa Strelitzia by An Island Apart
4.0 star property
Funchal
6.0 out of 10, (3 reviews)
"A great apartment on the edge of the old town. Fab views of the sea and of the local area - great for people watching. Good size living / kitchen area with well appointed cooking area. Full sized fridge freezer which is always a bonus. Bedroom at the back with a small rooflight window - no aircon - but a decent fan in both areas. Walk in bathroom/ shower was without a window and limited mechanical extraction - so had a v damp smell - a design fault - but had to keep that door closed. But the...
United Kingdom
Paul
The price is ¥87,196
¥102,152 total
includes taxes & fees
Oct 16 - Oct 17
Casa Strelitzia by An Island Apart

14. Dotty's House

Dotty's House
Santa cruz
The price is ¥15,949
¥19,892 total
includes taxes & fees
Sep 25 - Sep 26
Dotty's House

15. Casa Mozart I

Casa Mozart I
Estreito da Calheta
10.0 out of 10, Exceptional, (1 review)
"Nous avons passé un excellent séjour au sein du logement Casa Mozart I.Très bon emplacement, une vue magnifique et la propreté du logement.Merci encore."
United States
SOLENN L.
The price is ¥32,580
¥61,272 total
includes taxes & fees
Sep 18 - Sep 19
Casa Mozart I

16. Holiday Home 'São Vicente' with Mountain View, Terrace & Wi-Fi

Holiday Home 'São Vicente' with Mountain View, Terrace & Wi-Fi
São Vicente
10.0 out of 10, Exceptional, (1 review)
"The place was perfect! It was spacious, clean and has good view. The owner was very helpful they answer our questions immediately. I would recommend it to everyone "
United States
Tubanur Ö.
The price is ¥31,898
¥42,471 total
includes taxes & fees
Oct 11 - Oct 12
Holiday Home 'São Vicente' with Mountain View, Terrace & Wi-Fi

17. Above Funchal · A Hillside Home with Ocean Views

Above Funchal · A Hillside Home with Ocean Views
Funchal
10.0 out of 10, Exceptional, (1 review)
The price is ¥32,222
¥49,049 total
includes taxes & fees
Sep 23 - Sep 24
Above Funchal · A Hillside Home with Ocean Views

18. Home Thomas - Calheta o Conforto na Natureza

Home Thomas - Calheta o Conforto na Natureza
Lombada dos Marinheiros
9.0 out of 10, Wonderful, (4 reviews)
"Good stay in this authentic house. Fernanda welcome you with gifts in her house. Everything you need is there. The place is quiet and relaxing. You can take a glass at the terrasse, eyes on the sea, looking at the sea clouds attacking the mountain, bringing fresh and welcome air. Enjoy the flowers. Many thanks to Fernanda ;)"
France
Pierre A.
The price is ¥19,691
¥23,629 total
includes taxes & fees
Sep 29 - Sep 30
Home Thomas - Calheta o Conforto na Natureza

19. Casa Colibrí – A Welcoming Retreat in Santana

Casa Colibrí – A Welcoming Retreat in Santana
Santana
The price is ¥43,721
¥73,571 total
includes taxes & fees
Sep 30 - Oct 1
Casa Colibrí – A Welcoming Retreat in Santana

20. Holiday Home 'Little Zen House' with Mountain View, Wi-Fi and Air Conditioning

Holiday Home 'Little Zen House' with Mountain View, Wi-Fi and Air Conditioning
Santana
9.0 out of 10, Wonderful, (2 reviews)
"We had a great stay. The house was conform to the description and very clean. Our host was very reactif and ready to help. Thank you"
France
Natalie B.
The price is ¥35,086
¥45,648 total
includes taxes & fees
Sep 30 - Oct 1
Holiday Home 'Little Zen House' with Mountain View, Wi-Fi and Air Conditioning
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 Island Hotel Reviews

Find out more about Madeira Island

Madeira Island Vacation Homes information

Number of reviews
124
Accommodation
380 Vacation Homes
Lowest Price
¥16,076
Highest Price
¥102,152

Explore a world of travel with Expedia