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

Vacation Homes in Madeira Region

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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.
Vacation HomesVacation Homes

Funchal

Funchal
A coastal resort with a pool, lounge chairs, and a view of the ocean.
Vacation HomesVacation Homes

Ponta do Sol

Ponta do Sol

Our top choices for Madeira Region vacation homes

A clear blue pool with a view of the ocean.

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 AED 801
AED 850 total
includes taxes & fees
3 Nov - 4 Nov
Casas da Levada
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

House on the island of flowers between sky and sea. EXCEPTIONAL views
Ribeira Brava
10.0 out of 10, Exceptional, (154 reviews)
"The host was super helpful even met us at the property to go over any questions we may have had. Kitchen was very well equipped, and even recommended a personal chef that was fantastic! Pool was very clean and a great end to the day after touring the island. Would not hesitate to stay here again."
United States
Annette L.
House on the island of flowers between sky and sea. EXCEPTIONAL views
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

Vacation home with fantastic sea views in the first row
Canico de Baixo
9.8 out of 10, Exceptional, (96 reviews)
"This is a lovely vacation home with a fantastic view in a great location. "
Germany
Tessa H.
Vacation home with fantastic sea views in the first row
A modern living room with a white sofa, a flat-screen TV, and a bookshelf.

4. SUNSET AT L'ANGE T2 ESTRITO DA CALHETA

SUNSET AT L'ANGE T2 ESTRITO DA CALHETA
Estreito da Calheta
10.0 out of 10, Exceptional, (2 reviews)
"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...
United States
Jim M.
SUNSET AT L'ANGE T2 ESTRITO DA CALHETA
A coastal building with a red roof, palm trees, and a clear view of the sea.

5. FLH Santa Cruz Triplex with Terrace

FLH Santa Cruz Triplex with Terrace
Santa Cruz
6.0 out of 10, (1 review)
"MOOI ONDERHOUDEN LOCATIE, MAAR BEPERKTE VOORZIENINGEN : slechts 1 ligbed, slechts 2 terrasstoelen, geen terrastafel, weinig keukenmateriaal om te koken, geen flessenopener, geen wasdroogrek, beperkt aantal handdoeken, veel hondenlawaai bij de buren"
Netherlands
RONNY V.
FLH Santa Cruz Triplex with Terrace
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!

Casa Félix, Calheta: Villa with unique view! Private Pool!
Madeira
10.0 out of 10, Exceptional, (146 reviews)
"Beautiful villa"
United Kingdom
Ian T.
Casa Félix, Calheta: Villa with unique view! Private Pool!
A cobblestone path leading to a stone building with a red door, surrounded by lush hydrangea bushes.

7. Quinta das Vinhas

Quinta das Vinhas
3.0 star property
Calheta
9.2 out of 10, Wonderful, (68 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 AED 697
AED 741 total
includes taxes & fees
26 Oct - 27 Oct
Quinta das Vinhas
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.

House T2 with excellent views, located in the historical center of Funchal.
Sao Pedro
9.8 out of 10, Exceptional, (138 reviews)
"Really nice host and was really respectful to us, lovely balcony with an even lovelier view of Funchal. Great price aswell for what you get, haven’t got a bad word to say about it."
United Kingdom
Finley
House T2 with excellent views, located in the historical center of Funchal.
A beach with a clear view of the ocean, a rocky breakwater, and a few palm trees.

9. Modern Madeira house in Calheta, Madeira

Modern Madeira house in Calheta, Madeira
Estreito da Calheta
9.6 out of 10, Exceptional, (14 reviews)
"The house is very new and beautifully designed. The view is excellent"
Canada
Geoff P.
Modern Madeira house in Calheta, Madeira
A rooftop terrace with a table and chairs, a large umbrella, and a view of a cityscape.

10. Relaxing Casa do Atlântico - Funchal

Relaxing Casa do Atlântico - Funchal
Funchal
9.6 out of 10, Exceptional, (28 reviews)
"We loved the location of this property! Our favorite part was the rooftop terrace where we could relax and watch the sunset!"
United States
Savannah
Relaxing Casa do Atlântico - Funchal
A bedroom with a bed, a bedside lamp, a mirror, a bookshelf, and a view of the outside.

11. House / Villa - FunchalHouse with character

House / Villa - FunchalHouse with character
Sao Pedro
9.0 out of 10, Wonderful, (112 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
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.

A peaceful, relaxing place with privileged view of the sea.
Tabua
9.2 out of 10, Wonderful, (20 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.
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

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

14. Eva's House

Eva's House
ilha de madeira
Eva's House
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

The North Paradise - Porto Moniz
Ribeira da Janela
9.4 out of 10, Exceptional, (3 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
A patio with a view of the ocean, a mountain, and a fence with vegetation.

16. 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 AED 852
AED 1,372 total
includes taxes & fees
1 Nov - 2 Nov
Nates House – Two-bedroom house with garden
A house with a tiled roof, a stone wall, and a white fence.

17. Casa da Santa Maria Madalena

Casa da Santa Maria Madalena
Santa Maria Madalena
7.0 out of 10, Good, (2 reviews)
"Pros: A casa tinha todas as condições necessárias. Cons: Era mais longe que o esperado! Mas com carro é tranquilo! Tem estacionamento e tudo perto."
Portugal
Anonymous traveler
The price is AED 741
AED 757 total
includes taxes & fees
7 Nov - 8 Nov
Casa da Santa Maria Madalena
A coastal town with a curved promenade, a sandy beach, and a marina.

18. House / Villa - Arco da Calheta

House / Villa - Arco da Calheta
Arco da Calheta
10.0 out of 10, Exceptional, (82 reviews)
"Good weatherBest Sightseeing Perfekt Holiday House "
Germany
Dietmar M.
House / Villa - Arco da Calheta
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

'Casa do Gabriel' spacious Madeirian villa with private garden and ocean view
Estreito da Calheta, Madeira
9.6 out of 10, Exceptional, (100 reviews)
"Perfect location to explore the island Lovely to have a sea view The property has all you need and is clean and well cared for"
United States
Clare F.
'Casa do Gabriel' spacious Madeirian villa with private garden and ocean view
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

Modern House in Funchal with Great View and BBQ
Sao Pedro
9.8 out of 10, Exceptional, (72 reviews)
"Just arrived home where 4 of us rented this lovely property. Rosa is a lovely host and the house and location was Tremendous value for money.Will be back soon, Many thanks Terry"
United States
Terry H.
Modern House in Funchal with Great View and BBQ
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

Porto Mare Hotel, by PortoBay

Porto Mare Hotel, by PortoBay

10/10 Excellent
"Wonderful gardens, spa and pools. Great good"
Dimitri 7-night trip
Posted 7 hours ago
Porto Mare Hotel, by PortoBay

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