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

3 bedroom owner direct Madeira house • Sleeps 6
Holiday home in Calheta Area (Madeira)
Situated in the village of Estreito da Calheta, Madeira, this property is 150m above sea level, with spectacular views of the Atlantic ocean and mountains, near Calheta's sandy beach and marina.
From £402 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 £9,725 per week
3 bedroom owner direct Madeira gite • Sleeps 8
Gite to rent in the Săo Vicente Area, Madeira
If you are looking for mountains, valleys, green landscapes and a lot of natural nature and enjoy the typical walks through our traditional levadas, with the sea right next door, this is a perfect pla
From £1,254 per week
3 bedroom owner direct Madeira villa • Sleeps 6
Funchal holiday villa rental
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 £1,260 per week
1 bedroom owner direct Madeira village house • Sleeps 2
Holiday home to rent in the Săo Vicente Area, Madeira
Cozy space for a well spent days in a rural environment, with beautiful views of the landscapes, mountains and valleys of the quiet village of São Vicente on the island of Madeira.
From £315 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 £945 per week
3 bedroom owner direct Madeira house • Sleeps 6
Holiday home in Calheta Area (Madeira) with private pool
The villa in Calheta has 3 bedrooms and has capacity for 6 people.
From £983 per week
2 bedroom owner direct Madeira apartment • Sleeps 4
Funchal apartment to rent
Funchal; Sea View; Suitable for Families.
From £473 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 £1,886 per week
5 bedroom owner direct Madeira villa • Sleeps 11
Villa to rent in Calheta Area (Madeira)
Our lovely, spacious, airy Villa, has a *Private Pool & Chef optional services*, free wi-fi, has been significantly updated, has stunning Sea Views and is only 6 mins to Madeira's golden Sandy Beaches
From £1,311 per week
★★★★★(15)

Our best owners direct in Madeira

Choose from over 15 self catering properties from holiday home owners based in the Madeira. Our holiday home owners have holiday lettings in the most popular destinations.

Susana • From Funchal madeira, Portugal
Private owner joined June 2008
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.
Joao • From Albufeira, Portugal
Private owner joined September 2006
This is a family owned property for over 100 years, recently inherited from the parents who did the last renovation and now since has been again updated to include A/C and heating as well as internet, cable TV and access to a private parking for renters
Heather • From Estreito da Calheta, Portugal
Private owner joined September 2022
My journey to this wonderful and welcoming island began on a farm in Zimbabwe. Life then took me to the tip of Africa where I spent many happy years living in Cape Town. I have been privileged to call Madeira my home and welcoming guests here since 2010. We will do our utmost to make your time here enjoyable and memorable.
Jose • From Funchal, Portugal
Private owner joined July 2007
★★★★★ (9)
I live and work as a photojournalist in Madeira, along with my two brothers we remodelled and expanded the home of my maternal grandparents to be able to accommodate people visiting the island.
Miguel • From Calheta, Portugal
Private owner joined March 2018
Miguel has a 3 bedroom villa with private pool in Fajã, 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.

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 Referta, Portugal.
Holiday home to rent in Calheta Area (Madeira)
From £945 per week
Leonel • From São Vicente, Portugal
Private owner joined January 2017
Managing partners Elda Garcês and Leonel Dias (married) with two daughters, Beatriz, 20 years old and Maria, 12 years old. We are the two academic training teachers, of the Visual Education subject and of the History subject. We have a winery on the property, where we produce our own wines here, from our vineyards the traditional "dry wine", jaqué and American and sweet old wines. Our Madeira wines like our grandparents produced! A wine tasting can be scheduled at our Adega Garcês! There is a bicycle rental service (adults and children) so that customers can visit the town's interior and surroundings. Easy parking for vehicles, the same is done in the street of the House. There are bus stops and a taxi rank within a 3-minute walk from the house. If you need a car with a driver, or rent a car, the Casa provides contacts and information. In the house there are timetables and routes for buses/public transport. The property is a 3-minute drive and a 12-minute walk from the Caves and Volcanism Center of São Vicente, the pharmacy, supermarket, traditional food court, post office and the sea/beach very suitable for surfing.
Gite to rent in the Săo Vicente Area, Madeira
From £410 per week
Holiday home to rent in the Săo Vicente Area, Madeira
From £315 per week
Ian • From wrexham, United Kingdom
Private owner joined April 2010
★★★★★ (6)
Ian has a 3 bedroom villa in Lombo da Igreja, Portugal.
Villa rental in Calheta Area (Madeira)
From £455 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 £1,311 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 home in Calheta Area (Madeira)

Holiday villa in Funchal, Madeira, with private pool

Gite to rent in the Săo Vicente Area, Madeira

Funchal holiday villa rental

Holiday home to rent in the Săo Vicente Area, Madeira

Holiday home to rent in Calheta Area (Madeira)

Holiday home in Calheta Area (Madeira) with private pool

Funchal apartment to rent

Villa rental in Funchal, Madeira, with private pool