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
Luxury Villa in Funchal, seafront, with private heated pool
From £7,986 per week
3 bedroom owner direct Madeira house • Sleeps 6
Calheta Area (Madeira) holiday home rental with private pool
The villa in Calheta has 3 bedrooms and has capacity for 6 people.
From £1,335 per week
4 bedroom owner direct Madeira villa • Sleeps 8
Villa to rent in Calheta Area (Madeira)
Private heated Pool; sea views; suitable for families.
From £1,240 per week
★★★★★(1)
3 bedroom owner direct Madeira villa • Sleeps 6
Villa to rent in Funchal, Madeira
Villa 34 is a cosy family home, in a quiet and private cul-de-sac, with definitive stunning panoramic ocean and Funchal harbour views.
From £1,017 per week
2 bedroom owner direct Madeira apartment • Sleeps 4
Funchal apartment to rent
Funchal; Sea View; Suitable for Families.
From £604 per week
4 bedroom owner direct Madeira villa • Sleeps 8
Villa rental in Funchal, Madeira, with private pool
Just amazing villa with private heated pool, next to the Golf course, stunning sea and mountain views; suitable for families.
From £2,663 per week
3 bedroom owner direct Madeira house • Sleeps 6
Holiday home with private pool in the Santa Cruz Area, Madeira
3 bedroom, private pool.
From £763 per week
2 bedroom owner direct Madeira country house • Sleeps 4
Holiday home to rent in Ribeira Brava, Madeira
Rounded by a pure Madeira Island natural environment of tropical garden with fruits and totally quiet relaxing place.
From £731 per week
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 £617 per week
4 bedroom owner direct Madeira house • Sleeps 7
Holiday home in Calheta Area (Madeira) with private pool
Located in a pleasant area of Calheta, with a fantastic view over the sea and the mountain.
From £890 per week

Our best owners direct in Madeira

Choose from over 16 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.
William • From PENZANCE, United Kingdom
Private owner joined April 2021
William has 3 properties including a 3 bedroom villa with private pool in Eirinhas, Portugal and a 4 bedroom villa with private pool in Cales e Chada, Portugal.
Jose • From Funchal, Portugal
Private owner joined July 2007
★★★★★ (9)
Jose has a 4 bedroom country house with shared pool in Farrobo, Portugal.
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.
Susana • From Funchal madeira, Portugal
Private owner joined June 2008
★★★★★ (7)
I had this house buildt for myself however due to me not using it at the moment I am renting it out to people who will enjoy its beauty while in Madeira on holiday.
Claudia • From Santo da Serra, Portugal
Private owner joined June 2018
Claudia has a 5 bedroom villa in Ribeira Joao Gonçalves, 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 rental in Calheta Area (Madeira) with private pool
From £699 per week
Miguel • From Calheta, Portugal
Private owner joined March 2018
Miguel has a 3 bedroom villa with private pool in Fajã, Portugal.
Calheta Area (Madeira) villa to rent
From £1,017 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 £717 per week
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.
Villa to rent in Funchal, Madeira
From £617 per week
Apartment rental in Funchal, Madeira
From £300 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.
Holiday home rental in the Santa Cruz Area, Madeira
From £313 per week
Atlantic Coast holiday apartment rental with shared pool
From £1,425 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

Calheta Area (Madeira) holiday home rental with private pool

Villa to rent in Calheta Area (Madeira)

Villa to rent in Funchal, Madeira

Funchal apartment to rent

Villa rental in Funchal, Madeira, with private pool

Holiday home with private pool in the Santa Cruz Area, Madeira

Holiday home to rent in Ribeira Brava, Madeira

Villa to rent in Funchal, Madeira

Holiday home in Calheta Area (Madeira) with private pool

Our best owners direct in Madeira

Our newest direct owners in Madeira

Explore Madeira holiday lettings

Other accommodation

By property type

Choose Clickstay's owner direct Madeira holiday rentals