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 clear blue pool with a view of the ocean.

1. Casas da Levada

Calheta

Jin-Ah

HK$1,512 total

includes taxes & fees

3 Nov - 4 Nov

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

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

Ribeira Brava

Annette L.

A wooden deck with lounge chairs and a table, overlooking a scenic ocean view.

3. Vacation home with fantastic sea views in the first row

Canico de Baixo

Martha

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

4. 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 modern kitchen with white cabinets, a central island with bar stools, and pendant lighting.

5. FLH Santa Cruz Triplex with Terrace

Santa Cruz

RONNY V.

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

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

Madeira

Ian T.

A cozy living room with a grey sofa, wooden stools, and a small table with a plant. A kitchen with white cabinets and a wooden island is visible in the background.

7. Quinta das Vinhas

Calheta

Simon

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

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

Sao Pedro

Finley

A chair with a straw hat and travel brochures on a grassy area with a view of a coastal landscape.

9. Modern Madeira house in Calheta, Madeira

Estreito da Calheta

Geoff P.

A rooftop terrace with a table and chairs, a large umbrella, and a view of a cityscape.

10. Relaxing Casa do Atlântico - Funchal

Funchal

Savannah

A bedroom with a bed, a bedside lamp, a mirror, a bookshelf, and a view of the outside.

11. House / Villa - FunchalHouse with character

Sao Pedro

Cheuk Hin Sherman

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

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

Tabua

Courtney

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

13. Villa Carpe Diem by Your Madeira Rentals

Estreito da Calheta

Louise H.

A hot tub with a canopy, outdoor seating, and a view of the sea.

14. Eva's House

ilha de madeira

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

15. The North Paradise - Porto Moniz

Ribeira da Janela

hammer k.

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

16. Nates House – Two-bedroom house with garden

São Vicente

MIke W.

HK$4,732 total

includes taxes & fees

8 Nov - 9 Nov

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

17. Casa da Santa Maria Madalena

Santa Maria Madalena

Anonymous traveller

HK$1,611 total

includes taxes & fees

7 Nov - 8 Nov

A balcony with a view of the ocean, a tiled floor, and a railing.

18. House / Villa - Arco da Calheta

Arco da Calheta

Dietmar M.

A coastal house with a red-tiled roof, a concrete pathway leading to the entrance, and a variety of plants including bougainvillea and palm trees.

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

Estreito da Calheta, Madeira

Clare F.

A modern patio with outdoor furniture and a glass door leading to an interior space.

20. Modern House in Funchal with Great View and BBQ

Sao Pedro

Terry H.

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Top Madeira Region Hotel Reviews

Porto Mare Hotel, by PortoBay

10/10 Excellent

"Fabulous hotel stay. Large room with very comfortable beds, house keeping excellent, breakfast very good with excellent hot and cold food choices. Amazing pool with various sunbathing areas and sufficient loungers. Good snack bar for lunches and drinks by pool. Good indoor pool with sauna and steam room. Walkable into old town, with supermarket, and good bars and restaurants in local vicinity."

Hotel Riu Madeira - All Inclusive

10/10 Excellent

"This resort is in an excellent location for tourists. Half way between the airport and the major city of Funchal. The views are stunning. The staff friendly and very pleasant. The food choices were vast and delicious. We signed up for the all inclusive and it was well worth it. Lots of great excursions, hikes, adventures, dining and shopping."

Sé Boutique Hotel

10/10 Excellent

"We stayed at Se' Boutique for eight nights and were very pleased with our choice. It's perfectly located immediately behind the Cathedral in central Funchal. Everything is a convenient walking distance, including a large number of wonderful restaurants. The breakfast was a full English breakfast, including more breads and pastries than I could count. They had delicious flan most days, eggs, bacon, cereals, etc. We looked forward to it each morning. The staff were very friendly and accommodating. We hope to return to Madeira and will definitely stay at Se' Boutique."

Castanheiro Boutique Hotel

10/10 Excellent

"Location is just about perfect, right in the centre of historical Funchal, a few minutes from the cathedral and ten minutes from the cable car up to Monte. Nice, spacious room, even had proper studio kitchen facilities and gear to go with it. Good view from the roof top, and great breakfast offering. Very helpful staff, even provided recommendations on dealing with a flu that was starting to make its presence known. And we were allowed to utilise the spa in the afternoon after checking out on the day of departure."

Find out more about Madeira Region

Madeira Region Vacation Homes information

Number of reviews	1,073
Accommodation	1079 Vacation Homes
Lowest Price	HK$1,512
Highest Price	HK$4,732

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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. Casas da Levada

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

3. Vacation home with fantastic sea views in the first row

4. SUNSET AT L'ANGE T2 ESTRITO DA CALHETA

5. FLH Santa Cruz Triplex with Terrace

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

7. Quinta das Vinhas

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

9. Modern Madeira house in Calheta, Madeira

10. Relaxing Casa do Atlântico - Funchal

11. House / Villa - FunchalHouse with character

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

13. Villa Carpe Diem by Your Madeira Rentals

14. Eva's House

15. The North Paradise - Porto Moniz

16. Nates House – Two-bedroom house with garden

17. Casa da Santa Maria Madalena

18. House / Villa - Arco da Calheta

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

20. Modern House in Funchal with Great View and BBQ

Find holiday rentals that suit your style

Top Madeira Region Hotel Reviews

Porto Mare Hotel, by PortoBay

Find out more about Madeira Region

Madeira Region Vacation Homes information

Explore a world of travel with Expedia