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.

  • Save £100's booking your holiday letting
    Clickstay is a low cost holiday home rental website offering direct bookings with owners. We don't charge service fees, making it unlikely for you to find a cheaper holiday property elsewhere.
  • Price comparison made easy
    Our owners provide links to their listings on Airbnb, Booking.com and Vrbo - making it easy for you to compare prices. You should always find the lowest price on Clickstay.
  • Easy communication with owners
    Have direct contact with our owners by using our messaging system. We don't filter out messages between you and the owner.
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Lowest price pledge

Owners have the lowest prices on Clickstay

Clickstay logo
5%*
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14 - 18%
Booking dot com logo
15 - 25%
Vrbo logo
15%
*5% paid by the owner.

Our 10 best owners direct Madeira holiday rentals

Have direct contact with our best owner managed holiday rentals in Madeira
  • Villa in Săo Gonçalo, Madeira

    Villa rental in Funchal, Madeira, with private pool

    4 bedroom owner direct Madeira villa • Sleeps 8

    Just amazing villa with private heated pool, next to the Golf course, stunning sea and mountain views; suitable for families.

    From £1,636 per week
  • Villa in Santa Maria Maior (Funchal), Madeira

    Funchal holiday villa rental with private pool

    5 bedroom owner direct Madeira villa • Sleeps 10

    Luxury Villa in Funchal, seafront, with private heated pool

    From £9,935 per week
  • Gite in Terra Chã, Madeira

    Gite to rent in the Săo Vicente Area, Madeira

    3 bedroom owner direct Madeira gite • Sleeps 8

    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 £1,989 per week
  • Villa in Săo Gonçalo, Madeira

    Funchal holiday villa rental

    3 bedroom owner direct Madeira villa • Sleeps 6

    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 £1,212 per week
  • Apartment in Săo Martinho, Madeira

    Funchal apartment to rent

    2 bedroom owner direct Madeira apartment • Sleeps 4

    Funchal; Sea View; Suitable for Families.

    From £667 per week
  • Villa in Ledo, Madeira

    Villa to rent in Calheta Area (Madeira)

    5 bedroom owner direct Madeira villa • Sleeps 11

    Our lovely, spacious Villa has a Private Pool, has been significantly updated (2021 - 2024), is family run and has stunning Sea Views. It is only 6 mins drive to the golden sand Beach and Marina

    Lowest price pledge
    From £1,931 per week
  • Village_house in Terra Chã, Madeira

    Holiday home to rent in the Săo Vicente Area, Madeira

    1 bedroom owner direct Madeira village house • Sleeps 2

    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 £455 per week
  • Country_house in Terça, Madeira

    Holiday home in Ribeira Brava, Madeira, with private pool

    2 bedroom owner direct Madeira country house • Sleeps 4

    Rounded by a pure Madeira Island natural environment of tropical garden with fruits and totally quiet relaxing place.

    From £1,030 per week
  • Country_house in Referta, Madeira

    Holiday home in Calheta Area (Madeira) with private pool

    2 bedroom owner direct Madeira country house • Sleeps 4

    Typical villa in Madeira Island with pool and sea view

    From £1,212 per week
  • Villa in Garajau, Madeira

    Santa Cruz Area villa to rent

    3 bedroom owner direct Madeira villa • Sleeps 8

    Luxury 3 bedroom villa located in prestigious area with the most stunning sea views and a private heated swimming pool.

    From £1,455 per week

Our best owners direct in Madeira

Choose from over 12 self catering properties from holiday home owners based in the Madeira. Our holiday home owners have holiday lettings in the most popular destinations.

  • Jose
    Jose
    (9)
    Private owner • From Funchal, Portugal • Joined July 2007
    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.
  • Leonel
    Leonel
    Private owner • From São Vicente, Portugal • 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.
  • Susana
    Susana
    Private owner • From Funchal madeira, Portugal • Joined June 2008
    I picked and ecorated this apartment for myself and my family for myself however due to us not using it at the moment I am renting it out to people who will enjoy its beauty while in Madeira on holiday.
    Lowest price pledge
  • Joao
    Joao
    (10)
    Private owner • From Albufeira, Portugal • 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
  • Emma
    Emma
    Private owner • From Calheta, Portugal • Joined July 2009
    We bought our villa about 18years ago and very much enjoy meeting our guests from all around the world. 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.
    Lowest price pledge
  • Miguel
    Miguel
    Private owner • From Calheta, Portugal • Joined March 2018
    Miguel has a 3 bedroom villa with private pool 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
    Alsex
    Private owner • From Funchal, Portugal • Joined September 2019
    Alsex has a 2 bedroom country house with private pool in Referta, Portugal.
    Holiday home in Calheta Area (Madeira) with private pool
    Holiday home in Calheta Area (Madeira) with private pool
    From £1,212 per week
  • Ian
    Ian
    (6)
    Private owner • From wrexham, United Kingdom • Joined April 2010
    Ian has a 3 bedroom villa in Lombo da Igreja, Portugal.
    Villa rental in Calheta Area (Madeira)
    Villa rental in Calheta Area (Madeira)
    From £455 per week
  • Jeremy
    Jeremy
    Private owner • From Funchal, Portugal • 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
    Holiday home with shared pool in the Santa Cruz Area, Madeira
    From £1,832 per week
    Cottage to rent in the Santa Cruz Area, Madeira
    Cottage to rent in the Santa Cruz Area, Madeira
    From £1,893 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.