The 30 Best Holiday Rentals in Madeira Islands

Ranked 1 out of 3,006 in the Madeira Islands region, as well as being 1 of 122 for holiday rentals in Calheta.

• “This property is a must stay for Madeira”
• “This is perfect in every way”
• “Beautiful villa with stunning views”
• See more reviews of CASA GEORGINA

Ranked 2 out of 3,006 in the Madeira Islands region, as well as being 1 of 10 for holiday rentals in Camacha.

• “Peaceful cottage in a beautiful and welcoming setting”
• “Exceptional accommodations in your own private botanical garden.”
• “Calm and beautiful lodging with fantastic service and neat breakfast”
• See more reviews of Casas de Pedra

Ranked 3 out of 3,006 in the Madeira Islands region, as well as being 1 of 94 for holiday rentals in Ponta do Sol.

• “perfect stay”
• “Gorete was an exceptional host who went above and beyond to...”
• “Exceptional stay!”
• See more reviews of Ponta do Sol Villa

Ranked 4 out of 3,006 in the Madeira Islands region, as well as being 1 of 1,053 for holiday rentals in Funchal.

• “Excellent place for a short stopover in Funchal”
• “A beautiful house with courtyard in a quiet location close...”
• “Amazing place, amazing host, I can only recommend!”
• See more reviews of Casa Da Avo Clementina

Ranked 5 out of 3,006 in the Madeira Islands region, as well as being 2 of 1,053 for holiday rentals in Funchal.

• “Angelo is a super host, he showed us everything and was very...”
• “Beautiful place and a great choice for the families”
• “Spacious apartment in Funchal surrounded by banana trees with a great host - absolutely recommended”
• See more reviews of Casa D`Avó Celina

Ranked 6 out of 3,006 in the Madeira Islands region, as well as being 1 of 133 for holiday rentals in Arco da Calheta.

• “Spectacular views, swimming pool, private comfort with a rocky steep access route”
• “We highly recommend staying here for a week!”
• “Perfect apartment with a sublime view!!!”
• See more reviews of Quinta Golfinho

Ranked 7 out of 3,006 in the Madeira Islands region, as well as being 3 of 1,053 for holiday rentals in Funchal.

• “Fantastic place.”
• “The smell of flowers, birdsong and city lights”
• “We felt that this was a home, not just a place to stay. It is very special!”
• See more reviews of Quinta do Bom Sucesso

Ranked 8 out of 3,006 in the Madeira Islands region, as well as being 4 of 1,053 for holiday rentals in Funchal.

• “Fantastic apartment in a great location with a very helpful host. We would definitely stay again!”
• “Beautiful views, roomy and modern accommodation.”
• “Excellent!”
• See more reviews of Getaway to Blue Paradise at Madeira Island

Ranked 9 out of 3,006 in the Madeira Islands region, as well as being 5 of 1,053 for holiday rentals in Funchal.

• “A home away from home”
• “First of all I had a great communication with the host, I...”
• “We had a great time here and would come back!”
• See more reviews of Dona I Apartments at Botanical Garden

Ranked 10 out of 3,006 in the Madeira Islands region, as well as being 6 of 1,053 for holiday rentals in Funchal.

• “Excellent experience”
• “Friendly Hosts, Clean, Well maintained accommodations made our stay on the island of Madeira memorable.”
• “The hosts are exceptional and always ready to assist with...”
• See more reviews of Vila Marta

Ranked 11 out of 3,006 in the Madeira Islands region, as well as being 1 of 15 for holiday rentals in Madalena do Mar.

• “We love everything about Penthouse Marina Sol.”
• “There is so much natural beauty around and nearby, to feast your senses on. We loved every minute of it!”
• “Spacious apartment with comfortable furniture and a lovely...”
• See more reviews of Penthouse Marina Sol

Ranked 12 out of 3,006 in the Madeira Islands region, as well as being 1 of 7 for holiday rentals in Faial.

• “Everything about this place was just perfect, from the...”
• “Mesmerizing place to return”
• “Heaven”
• See more reviews of Moinho do Comandante

Ranked 13 out of 3,006 in the Madeira Islands region, as well as being 2 of 133 for holiday rentals in Arco da Calheta.

• “Exceptional villa, exceptional host… Mind blowing value for the money. Highly recommended.”
• “Family stay at Casa Lira”
• “We feel so lucky 🥰”
• See more reviews of Casa Lira

Ranked 14 out of 3,006 in the Madeira Islands region, as well as being 1 of 49 for holiday rentals in Estreito da Calheta.

• “Excelent services!”
• “Perfect!”
• “Great host, great house, great location”
• See more reviews of Banda Do Sol Self Catering Cottages

Ranked 15 out of 3,006 in the Madeira Islands region, as well as being 3 of 133 for holiday rentals in Arco da Calheta.

• “We thoroughly enjoyed our stay”
• “Overall a great apartment in a good location. Enjoyed the fantastic views. Sadly noise from construction work made this”
• “Wonderful stay with an amazing view!”
• See more reviews of Casa Serena Apartments

Ranked 16 out of 3,006 in the Madeira Islands region, as well as being 4 of 133 for holiday rentals in Arco da Calheta.

• “Lovely host and great place to stay.”
• “Amazing view, complete privacy, very nice house with...”
• “One of our best holidays!”
• See more reviews of CASA SOL E VISTA 2

Ranked 17 out of 3,006 in the Madeira Islands region, as well as being 7 of 1,053 for holiday rentals in Funchal.

• “Incredible apartment in the heart of beautiful Funchal. 10/10 would recommend.”
• “Super cozy and lovely apartment in the city center.”
• “Beautiful apartment in perfect location.”
• See more reviews of Cristalia,Roof terrace in city center, Garage, Netflix 75inch TV

Ranked 18 out of 3,006 in the Madeira Islands region, as well as being 8 of 1,053 for holiday rentals in Funchal.

• “Beautiful stay in Funchal”
• “Perfectly located and sparkling clean apartment”
• “An amazing stay in an amazing apartement in beautiful Funchal”
• See more reviews of Funchal Downtown Flats 2

Ranked 19 out of 3,006 in the Madeira Islands region, as well as being 1 of 59 for holiday rentals in São Vicente.

• “Wonderful location!”
• “North of Madeira is beautiful!”
• “It was very nice accomodation with the fruits from the...”
• See more reviews of Terrace View House (Cantinho das Feiteiras)

Ranked 20 out of 3,006 in the Madeira Islands region, as well as being 1 of 54 for holiday rentals in Porto Moniz.

• “A great place to stay!”
• “Best accomodation we had in Madeira and will come back!”
• “It was a pleasant experience with a wonderful views.”
• See more reviews of Ponte House

Ranked 21 out of 3,006 in the Madeira Islands region, as well as being 1 of 55 for holiday rentals in Câmara de Lobos.

• “Great location, parking, and little patio.”
• “Amazing apartment with a stunning view!”
• “Nice little apartment with great views in the best town”
• See more reviews of ATTIC BAY

Ranked 22 out of 3,006 in the Madeira Islands region, as well as being 9 of 1,053 for holiday rentals in Funchal.

• “Prepare to be spoiled!”
• “Iain was an excellent host and nothing was too much trouble if you needed anything he was on hand to help us and sorted”
• “A most enjoyable time in Funchal !”
• See more reviews of Apartments Vista Oceano

Ranked 23 out of 3,006 in the Madeira Islands region, as well as being 2 of 122 for holiday rentals in Calheta.

• “We were welcomed with a cheese and meat platter and a bottle...”
• “Best accommodations in Madeira”
• “The house was very clean and the kitchen had everything...”
• See more reviews of Casa dos Reis

Ranked 24 out of 3,006 in the Madeira Islands region, as well as being 10 of 1,053 for holiday rentals in Funchal.

• “Super host, well located flat, most places in Funchal can be reached by feet.”
• “Salomão, the host, was a real gem -so welcoming and helpful.”
• “Perfect apartment”
• See more reviews of Olivia's Place

Ranked 25 out of 3,006 in the Madeira Islands region, as well as being 1 of 76 for holiday rentals in Machico.

• “Our December stay was sunny, warm, interesting, restful and no car hire was needed.”
• “if we will come back to Madeira, we book this place again! it has everything you need, the location is great (we travele”
• “Perfect location, nice garden.”
• See more reviews of Casa da Bungavillia

Ranked 26 out of 3,006 in the Madeira Islands region, as well as being 11 of 1,053 for holiday rentals in Funchal.

• “Wonderful!”
• “Very nice view from terrace on Funchal, surrounding hills ...”
• “Nice place , everything what you need, amazing view”
• See more reviews of Costa Residence Funchal View

Ranked 27 out of 3,006 in the Madeira Islands region, as well as being 2 of 49 for holiday rentals in Estreito da Calheta.

• “We really enjoyed our stay here. The house was beautiful, modern, clean and very comfortable. We appreciated the welcome”
• “Fab stay with pool; near lots of sites to see.”
• “Very clean, stylish holiday house.”
• See more reviews of Blooming Botanic Houses

Ranked 28 out of 3,006 in the Madeira Islands region, as well as being 12 of 1,053 for holiday rentals in Funchal.

• “The apartment is comfortable, spotlessly clean and...”
• “Wonderful hotel, lovely lady who rents it, fabulous view...”
• “Amazing apartment with the most wonderful view.”
• See more reviews of Ocean Cliffs Apartments

Ranked 29 out of 3,006 in the Madeira Islands region, as well as being 2 of 76 for holiday rentals in Machico.

• “Very relaxing stay in a beautiful big apartment.”
• “Location Stilosa”
• “Amazing space in lovely small beach town.”
• See more reviews of The Modern & Recycled House

Ranked 30 out of 3,006 in the Madeira Islands region, as well as being 1 of 26 for holiday rentals in Porto da Cruz.

• “Amazing renovated house with fabulous upper deck”
• “Perfect location to stay in the north”
• “Nice little vacation house in a small village with great view”
• See more reviews of Mateus House - Porto da Cruz Center