Top Vacation Homes in Madeira Region in 2026

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

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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.

Our top choices for Madeira Region holiday homes

A poolside view with a clear ocean view, a pool, and surrounding greenery.

1. House on the island of flowers between sky and sea. EXCEPTIONAL views

Ribeira Brava

Annette L.

A clear blue pool with a view of the ocean.

2. Casas da Levada

Calheta

Jin-Ah

HK$1,738 total

includes taxes & fees

3 Nov - 4 Nov

A modern living room with a white sofa, a flat-screen TV, and a bookshelf.

3. SUNSET AT L'ANGE T2 ESTRITO DA CALHETA

Estreito da Calheta

"Had mostly everything that we needed. Clean and comfortable and with good facilities including designated parking.The only things I would like to see added:1. A kettle - us Brits like a cup of tea and some of us even like instant coffee.2. Fans for the bedrooms. As they don't have windows it can get stuffy and hot overnight.Our host, Elisabete, was wonderful. Gave us some welcome gifts and advice on where to go and what to do.Be aware that this is a set of 4 apartments that share the outdoor...

Jim M.

A hotel room with a bed, bedside tables, a view of the sea, and a heart-shaped decoration on the wall.

4. Eva's House

ilha de madeira

A stone building with a red window, surrounded by palm trees and potted plants.

5. Relax in the middle of nature!!!

Arco da Calheta

Julia S.

A hotel room with a bed, a balcony, and a view of the sea.

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

Sao Pedro

Alan C.

A beachside sign for Praia da Calheta, with sun loungers and umbrellas in the background.

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

Lombo Do Doutor

Zvonimir T.

A balcony with a table, chairs, a bottle of wine, and a red umbrella.

8. Fortress Home I - In the historical center of Funchal

Sao Pedro

Marius

A table set for breakfast with a view of the sea, outdoor chairs, and a pergola with flowers.

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

Tabua

Courtney

A coastal view with a balcony railing, a clear sky, and a distant town along the coastline.

10. Casa Gama Ideal Para Descansar

Ribeira da Janela

Gina

HK$889 total

includes taxes & fees

21 Oct - 22 Oct

A swimming pool with lounge chairs and an umbrella, surrounded by a tiled deck and a view of the landscape.

11. Villa Carpe Diem by Your Madeira Rentals

Estreito da Calheta

Louise H.

A patio with a view of the ocean, a mountain, and a fence with vegetation.

12. Nates House – Two-bedroom house with garden

São Vicente

MIke W.

HK$3,474 total

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a sofa, a dining table with chairs, a TV mounted on the wall, and a large window.

13. The North Paradise - Porto Moniz

Ribeira da Janela

hammer k.

A house with a tiled roof, a stone wall, and a white fence.

14. House 'Casa da Santa Maria Madalena'

Santa Maria Madalena

Anonymous traveller

HK$1,795 total

includes taxes & fees

7 Nov - 8 Nov

A table with a fruit platter and two glasses of red wine, overlooking a calm body of water.

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

Madeira

Ian T.

A coastal town with a curved promenade, a sandy beach, and a marina.

16. House / Villa - Arco da Calheta

Arco da Calheta

Dietmar M.

A balcony with a view of the sea and a distant village.

17. Villa Tomito, Arco da Calheta

Arco da Calheta

Frank P.

A swimming pool with a wooden deck, surrounded by lush greenery and a stone building with a red roof.

18. Quinta do Rosário Madeira traditional house

São Vicente

Thierry S.

A modern living room with a sofa, dining table, and kitchen in the background.

19. Caminho da Achada Apartment

Sao Pedro

Abdalla

A spacious living room with wooden flooring, a flat-screen TV, and large windows offering a view of the outdoors.

20. Machico View

Machico

"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...

marc

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Top Madeira Region Hotel Reviews

Hotel Riu Madeira - All Inclusive

10/10 Excellent

"Nous avons passé un excellent séjour dans cet établissement. Nous avons particulièrement apprécié tous les efforts déployés pour le sans gluten. Il y a des indications concernant les allergènes pour tous les plats, en plus d’avoir une section pour le sans gluten. Le personnel de l’hôtel est très poli et serviable."

The Editory Ocean Way Funchal

10/10 Excellent

"We had an absolutely wonderful stay at editory Ocean Way funchal . The rooms were very comfortable, we got a beautiful balcony with Ocean View that was spectacular. The hotel is definitely a five star . Love the bathrobes and the slippers to be able to go to the spa . Luxurious pool towels were provided. And special call out for Andrea, Mikaela and Sophia at the front desk, and Catarina in the restaurant. We prearranged a number of excursions and they helped us with all the arrangements. Great selections. We had a wonderful time and would stay here again."

Sentido Galosol

10/10 Excellent

"When we arrived the front desk staff were very friendly and welcoming. They provided recommendation at the hotel and nearby area and helped set up reservation for dinner that night at nearby Atlantis Restaurante. The room was clean and had a nice set up with lovely view and balcony overlooking pools and ocean. We enjoyed meals at Atlantis restaurante at sister property within walking distance and breakfast Buffett at Ondamar Buffet Restaurant. We also enjoyed the saltwater pool and swimming in the ocean right off the property. The staff, property, and amenities were all amazing and we wished we could have stayed longer to enjoy everything. Next time we hope to use the snorkeling onsite. We would hughly recommend to others and hope to stay again in the future."

Pestana Carlton Madeira Ocean Resort Hotel

10/10 Excellent

"Very nice and spacious hotel room. Hotel staff were friendly and very accommodating whenever we had any questions or requests. The breakfast buffet was great too with lots of variety to choose from, as well as staff members clearing tables and providing utensils very quickly."

Castanheiro Boutique Hotel

10/10 Excellent

"We greatly enjoyed our stay at castanheiro boutique. The staff were the best, very friendly, welcoming and helpful. This was the best welcoming of our trip from the front reception staff. We enjoyed the rooftop pool and bar. The views were amazing and staff were top notch. We also enjoyed the happy hour and had an amazing dinner in the restaurant. One of our best dinners in Madeira! We greatly enjoyed our stay the staff went above and beyond to make our stay enjoyable. We will be recommending the hotel to others and hope to come back and enjoy in the future. Thank you. Obrigato."

Find out more about Madeira Region

Madeira Region Vacation Homes information

Number of reviews	850
Accommodation	1072 Vacation Homes
Lowest Price	HK$889
Highest Price	HK$3,474

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Things to do in Funchal

Vacation Homes in Madeira Region

Change your mind

Treat yourself

Be picky

Check prices for these dates

Top Cities in Madeira Region

Funchal

Our top choices for Madeira Region holiday homes

1. House on the island of flowers between sky and sea. EXCEPTIONAL views

2. Casas da Levada

3. SUNSET AT L'ANGE T2 ESTRITO DA CALHETA

4. Eva's House

5. Relax in the middle of nature!!!

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

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

8. Fortress Home I - In the historical center of Funchal

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

10. Casa Gama Ideal Para Descansar

11. Villa Carpe Diem by Your Madeira Rentals

12. Nates House – Two-bedroom house with garden

13. The North Paradise - Porto Moniz

14. House 'Casa da Santa Maria Madalena'

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

16. House / Villa - Arco da Calheta

17. Villa Tomito, Arco da Calheta

18. Quinta do Rosário Madeira traditional house

19. Caminho da Achada Apartment

20. Machico View

Find holiday rentals that suit your style

Top Madeira Region Hotel Reviews

Hotel Riu Madeira - All Inclusive

Find out more about Madeira Region

Madeira Region Vacation Homes information

Explore a world of travel with Expedia