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

Holiday 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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Madeira Island holiday homes

A cobblestone path leading to a stone building with a red door, surrounded by lush hydrangea bushes.

1. 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 €180
includes taxes & fees
26 Oct - 27 Oct
Quinta das Vinhas
A clear blue pool with a view of the ocean.

2. 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 €261
includes taxes & fees
2 Oct - 3 Oct
Casas da Levada
A modern living room with a grey sofa, a wooden coffee table, and a TV on a wooden stand. A staircase with wooden steps and metal railings leads to another room.

3. 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.
Serenity House - São Jorge
A wicker chair with a table and a bottle of wine on a stone-paved area with a stone wall and greenery in the background.

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.
Grandpa's Hayloft
A hotel entrance with a modern design, featuring a glass door, a staircase leading inside, and a visible reception area with a decorative wall and plants.

5. Alojamento Central Funchal

Alojamento Central Funchal
Funchal
The price is €94
includes taxes & fees
9 Oct - 10 Oct
Alojamento Central Funchal
A modern bedroom with a large sliding glass door leading to a balcony overlooking the sea.

6. GuestReady - Relax and Ride the Waves

GuestReady - Relax and Ride the Waves
São Vicente
10.0 out of 10, Exceptional, (1 review)
"Great place with an immaculate view!"
United States
cameron s.
GuestReady - Relax and Ride the Waves
A wicker chair with a metal frame, a table, and a view of a building and trees in the background.

7. GuestReady - Funchal Hideaway with BBQ

GuestReady - Funchal Hideaway with BBQ
Funchal
GuestReady - Funchal Hideaway with BBQ
Interior

8. 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.
Home Thomas - Calheta o Conforto na Natureza
A coastal view with a balcony railing, a clear sky, and a distant town along the coastline.

9. 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 €106
includes taxes & fees
8 Oct - 9 Oct
Casa Gama Ideal Para Descansar
A modern building with a long swimming pool, a grassy deck, and a view of the ocean.

10. Casa Mozart I

Casa Mozart I
Estreito da Calheta
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful place to stay."
Canada
Cole V.
Casa Mozart I
A bed with a wooden frame, white bedding, a pink throw, and two bedside lamps.

11. Casa Colibrí – A Welcoming Retreat in Santana

Casa Colibrí – A Welcoming Retreat in Santana
Santana
Casa Colibrí – A Welcoming Retreat in Santana
A hotel room with a bed, a desk, a chair, a kitchen area, and a painting of hot air balloons.

12. 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.
Holiday Home 'Little Zen House' with Mountain View, Wi-Fi and Air Conditioning
A modern living room with a sofa, a coffee table, and a dining area with a table and chairs. There are large windows offering a view of the sea.

13. GuestReady - Typical place in Funchal

GuestReady - Typical place in Funchal
Funchal
GuestReady - Typical place in Funchal
A hotel room with a bed, pillows, a neatly made bed, a balcony with a view, and a chair.

14. 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 traveller
Holiday Home 'Refugio Dourado' with Sea View, Shared Garden & Wi-Fi
A room with a sliding glass door leading to a balcony, a chair, a small table, a TV on a stand, and a view of a cityscape.

15. 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.
Holiday Home 'Funchal' with Sea View, Balcony & Wi-Fi
A living room with a sofa, a dining table with chairs, a staircase, and a TV mounted on the wall.

16. Holiday Home 'Casa Estrela Do Norte' with Sea View, Private Terrace and Wi-Fi

Holiday Home 'Casa Estrela Do Norte' with Sea View, Private Terrace and Wi-Fi
Ponta Delgada
The price is €263
includes taxes & fees
1 Oct - 2 Oct
Holiday Home 'Casa Estrela Do Norte' with Sea View, Private Terrace and Wi-Fi
A courtyard with a tiled floor, a wooden bench, and a table with chairs.

17. Holiday Home 'Vista Atlântica Garachico' with Sea View, Private Terrace & Wi-Fi

Holiday Home 'Vista Atlântica Garachico' with Sea View, Private Terrace & Wi-Fi
Câmara de Lobos
Holiday Home 'Vista Atlântica Garachico' with Sea View, Private Terrace & Wi-Fi
A bedroom with a bed, a wooden headboard, a window with curtains, a small table, and a hanging rack.

18. Casa da Estufa 25

Casa da Estufa 25
Imaculado Coracao de Maria
Casa da Estufa 25
A laptop on a table with an open book and a muffin on a saucer.

19. 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 €274
includes taxes & fees
20 Oct - 21 Oct
Above Funchal · A Hillside Home with Ocean Views
A coastal area with a church, palm trees, a parking lot, and a blue sports court.

20. Apartment 'Host Albina' with Private Terrace, Wi-Fi and Air Conditioning

Apartment 'Host Albina' with Private Terrace, Wi-Fi and Air Conditioning
Funchal
10.0 out of 10, Exceptional, (1 review)
"From initial booking to the end of our trip our host was attentive and informative, giving us great tips on places to see and places to eat so that we were able to make the best use of our time in Funchal. We were able to check in earlier than the stated time so we could start exploring the city. Clean and well equipped which met our needs, although we did mostly eat out enjoying local dishes.Great location with lots to do on the doorstep and we loved having the use of the private terrace, the...
United Kingdom
Mark P.
Apartment 'Host Albina' with Private Terrace, 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Madeira Island Hotel Reviews

Pestana Carlton Madeira Ocean Resort Hotel

Pestana Carlton Madeira Ocean Resort Hotel

10/10 Excellent
"Rooms are spacious! Staff are helpful and polite! The amenities are great!I enjoyed the stay very much!"
Tsoi Yuet 3-night trip
Posted 12 hours ago
Pestana Carlton Madeira Ocean Resort Hotel

Find out more about Madeira Island

Madeira Island Holiday Homes information

Number of reviews
123
Accommodation
374 Holiday Homes
Lowest Price
€94
Highest Price
€274

Explore a world of travel with Expedia