Rent from owners direct in Madeira

Book a holiday rental with owners direct in Madeira. At Clickstay we have over 10 properties in Madeira where you can contact the owner directly. Book via our secure payment system for peace of mind when you make your owners direct Madeira booking.

Our 10 best owners direct Madeira holiday rentals

Have direct contact with our best owner managed holiday rentals in Madeira

5 bedroom owner direct Madeira villa • Sleeps 10
Villa to rent in Funchal, Madeira
Spacious and airy house with a lot of natural light, having a garden, barbecue and panoramic views over Funchal bay.
From £641 per week
3 bedroom owner direct Madeira villa • Sleeps 6
Holiday villa in Calheta Area (Madeira) with private pool
Morning Star Villa is one of the finest luxury villas in Madeira. The property is located in Arco da Calheta on the south western coastline of Madeira, one of the sunniest areas of the island.
From £1,367 per week
5 bedroom owner direct Madeira villa • Sleeps 10
Holiday villa in Funchal, Madeira, with private pool
Luxury Villa in Funchal, seafront, with private heated pool
From £8,294 per week
1 bedroom owner direct Madeira apartment • Sleeps 2
Apartment in Funchal, Madeira
Apartment Dragoeiro is ideal for 2 people.
From £311 per week
5 bedroom owner direct Madeira villa • Sleeps 10
Villa rental in the Santa Cruz Area, Madeira
Spacious Holiday Villa set in a fully enclosed landscaped garden. Ideal for a family holiday or group vacation. Perfect location - away from the "hustle & bustle" yet close enough to attractions.
From £1,485 per week
2 bedroom owner direct Madeira apartment • Sleeps 4
Holiday apartment in Funchal, Madeira
2 Bedroom apartment with very nice views, free wi-fi and parking. Ideal for families or for a romantic break
From £396 per week
2 bedroom owner direct Madeira country house • Sleeps 4
Holiday home to rent in Calheta Area (Madeira)
Typical villa in Madeira Island with pool and sea view
From £726 per week
3 bedroom owner direct Madeira house • Sleeps 6
Holiday home with private pool in Calheta Area (Madeira)
The villa in Calheta has 3 bedrooms and has capacity for 6 people.
From £1,419 per week
4 bedroom owner direct Madeira country house • Sleeps 8
Santana holiday home rental with shared pool
In a peaceful and solitary area with a pleasant climate all year, spectacularly panoramic view to the sea and mountains. Price reduction for occupancy of less than 8, please ask for quote.
From £896 per week
★★★★★(9)
2 bedroom owner direct Madeira apartment • Sleeps 4
Apartment with shared pool in the Santa Cruz Area, Madeira
Luxury Ocean View Apartment is a spacious, modern yet cozy and comfortable apartment, in a private complex in the area of Canico De Baixo. Beautiful views, wonderful swimming pool, near the beach.
From £585 per week

Our best owners direct in Madeira

Choose from over 13 self catering properties from holiday home owners based in the Madeira. Our holiday home owners have holiday lettings in the most popular destinations.

Carla • From Madeira, Portugal
Private owner joined August 2019
Hubby and I lived in London for 20 odd years and decided to give our hectic lives in the UK a break. Hubby is from Madeira, hence we decided to move to this amazing island. We decided on Canico, which we have now been living in going on 5 & half years. What we love the most is of course the weather in Madeira! Not to mention everything else like the food, the wine! and the beautiful scenery this Island has to offer as a whole. So many amazing places to see and things to do. Reis Magos beach and Cristo Rei beach are literally a few minutes from the apartment, where we often swim. We also love walking, and exploring, especially all the various Lavadas and walking trails all around the Island. We do miss London, but we love our new home here in Madeira. We absolutely love meeting different people from all walks of life & we certainly experience that in hosting, it always surprises us on how people from all over the world visit our island. I always think of how i would like to be treated when going on holiday, and therefore do the same for my guests. We just want our guests to be comfortable and have a fantastic holiday whilst holidaying in our comfortable & spacios apartment.
Claudia • From Santo da Serra, Portugal
Private owner joined June 2018
Claudia has a 5 bedroom villa in Ribeira Joao Gonçalves, Portugal.
Jose • From Funchal, Portugal
Private owner joined October 2008
Jose has 2 properties including a 5 bedroom villa in Santa Maria Maior (Funchal), Portugal and a 1 bedroom apartment in Santa Maria Maior (Funchal), Portugal.
Jose • From Funchal, Portugal
Private owner joined July 2007
★★★★★ (9)
Jose has a 4 bedroom country house with shared pool in Farrobo, Portugal.
Vittorio • From Arco da Calheta, Portugal
Private owner joined June 2016
Vittorio has a 3 bedroom villa with private pool in Pombal, Portugal.
Ian • From wrexham, United Kingdom
Private owner joined April 2010
★★★★★ (6)
Ian has a 3 bedroom villa in Lombo da Igreja, Portugal.

Our newest direct owners in Madeira

See our new owners in Madeira - and make direct contact for a great holiday.

Alsex • From Funchal, Portugal
Private owner joined September 2019
Alsex has a 2 bedroom country house with private pool in Picos, Portugal.
Holiday home to rent in Calheta Area (Madeira)
From £726 per week
Miguel • From Calheta, Portugal
Private owner joined March 2018
Miguel has a 3 bedroom villa with private pool in Fajã, Portugal.
Villa to rent in Calheta Area (Madeira)
From £1,056 per week
Emma • From Calheta, Portugal
Private owner joined July 2009
★★★★★ (15)
Myself and my Madeiran Husband are based in Madeira and really enjoy looking after our Villa with help from close family. We decided to start renting out our villa, for holidays, because we wanted to show what it was like to holiday in the real Madeira - not the busy city. Arco da Calheta has the really typical, rural, Madeiran feel, just right to experience what it would be like to live in Madeira and be a local! We hope we can make your stay with us every bit as enjoyable as it is to live in Madeira.
Villa to rent in Calheta Area (Madeira)
From £745 per week
Jeremy • From Funchal, Portugal
Private owner joined January 2009
Jeremy has 2 properties including a 4 bedroom country house with shared pool in Casais Próximos, Portugal and a 3 bedroom cottage with shared pool in Casais Próximos, Portugal.
Holiday home with shared pool in the Santa Cruz Area, Madeira
From £1,995 per week
Cottage to rent in the Santa Cruz Area, Madeira
From £1,243 per week
John • From Montreal, Canada
Private owner joined September 2006
★★★★★ (10)
John has 2 properties including a 2 bedroom country house in Terça de Cima, Portugal and a 2 bedroom apartment with shared pool in South Beach, USA.
Santa Cruz Area holiday home rental
From £325 per week
Atlantic Coast holiday apartment rental with shared pool
From £1,191 per week

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Choose Clickstay's owner direct Madeira holiday rentals

Book directly with owners in Madeira for a personal holiday rental. By using our secure message system you can have direct contact with our owners in Madeira to make sure you get the most from your holiday rental.

Our 10 best owners direct Madeira holiday rentals

Villa to rent in Funchal, Madeira

Holiday villa in Calheta Area (Madeira) with private pool

Holiday villa in Funchal, Madeira, with private pool

Apartment in Funchal, Madeira

Villa rental in the Santa Cruz Area, Madeira

Holiday apartment in Funchal, Madeira

Holiday home to rent in Calheta Area (Madeira)

Holiday home with private pool in Calheta Area (Madeira)

Santana holiday home rental with shared pool