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
Holiday villa in Funchal, Madeira, with private pool
Luxury Villa in Funchal, seafront, with private heated pool
From £7,843 per week
5 bedroom owner direct Madeira villa • Sleeps 11
Villa to rent in Calheta Area (Madeira)
Our lovely airy Villa, has *Private Pool, Chef optional* & free wi-fi has been *renovated* in 2020. It is set in peaceful countryside with Fabulous Sea Views, 5 mins from Madeira's golden Sandy Beach
From £1,061 per week
★★★★★(15)
4 bedroom owner direct Madeira villa • Sleeps 8
Villa to rent in Calheta Area (Madeira)
Private heated Pool; sea views; suitable for families.
From £1,217 per week
★★★★★(1)
3 bedroom owner direct Madeira villa • Sleeps 6
Funchal villa to rent
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 £999 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 £1,311 per week
2 bedroom owner direct Madeira apartment • Sleeps 4
Funchal apartment to rent
Funchal; Sea View; Suitable for Families.
From £593 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 £2,616 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 £749 per week
2 bedroom owner direct Madeira country house • Sleeps 4
Holiday home rental in Ribeira Brava, Madeira, with private pool
Rounded by a pure Madeira Island natural environment of tropical garden with fruits and totally quiet relaxing place.
From £718 per week
4 bedroom owner direct Madeira villa • Sleeps 8
Holiday villa in Calheta Area (Madeira) with private pool
Villa with Panoramic sea views. Located in the quiet village of Faja da Ovelha. With private Heated Pool, Garden, Aircon, Balconies, WIFI, parking for 2 cars. Quiet location. Full facilities
From £1,040 per week

Our best owners direct in Madeira

Choose from over 14 self catering properties from holiday home owners based in the Madeira. Our holiday home owners have holiday lettings in the most popular destinations.

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 Eirinhas, Portugal.
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.
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.
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.
Jose • From Funchal, Portugal
Private owner joined July 2007
★★★★★ (9)
Jose has a 4 bedroom country house with shared pool in Farrobo, 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.

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 £687 per week
Claudia • From Santo da Serra, Portugal
Private owner joined June 2018
Claudia has a 5 bedroom villa in Ribeira Joao Gonçalves, Portugal.
Villa in the Santa Cruz Area, Madeira
From £1,405 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 £999 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 £308 per week
Atlantic Coast holiday apartment rental with shared pool
From £1,406 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

Holiday villa in Funchal, Madeira, with private pool

Villa to rent in Calheta Area (Madeira)

Villa to rent in Calheta Area (Madeira)

Funchal villa to rent

Calheta Area (Madeira) holiday home rental with private pool

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 rental in Ribeira Brava, Madeira, with private pool