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Holiday rentals in Santa Maria Madalena

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Top-rated holiday rentals in Santa Maria Madalena

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Guest favourite
The inviting sleeping area features two beds with decorative pillows against a soft-toned wall. A glimpse of the coastline is provided through a nearby window, while a welcoming sign with the name 'O Cantinho do André' is prominently displayed.
Flat in Porto Moniz
4.9 out of 5 average rating, 113 reviews

André's Little Corner

Between the beautiful green of the mountains and the splendid and crystalline blue of the Sea, there is a beautiful Picturesque Village, called Porto Moniz, where you will find the emblematic and magnificent Natural Pools, where you can have unique and unforgettable experiences. In our rich mountains, you will find a unique and extraordinary beauty, finding magnificent trails, with memorable experiences. Then, for a good and comfortable rest, you will find O Cantinho do André, where you will have the necessary comfort and rest.

Guest favourite
A dining area features a wooden table surrounded by black chairs, with a decorative runner enhancing the setting. The original stone walls add texture and character to the space. Soft lighting from pendant fixtures creates a warm ambiance, while a view into the living area is visible.
Home in Ribeira da Janela
4.93 out of 5 average rating, 28 reviews

Casa do Bisa | Cozy House • Private • 1000Mbps Net

Casa do Bisa is a unique, restored family home from 1891, blending tradition with comfort. Located in peaceful Ribeira da Janela which is in the middle of 4 of the most famous tourist points on the island, it offers 2 bedrooms, a full kitchen, living room with sofa bed, and a private office with Madeira’s fastest internet. Perfect for remote work. For 6+ guests, an attached studio with sofa bed and bathroom is included. With a full mountain and sea-view terrace, and a rare 2 cars private parking

Guest favourite
A spacious bedroom is shown, featuring a modern bed and a lamp positioned beside it. Large windows provide views of the ocean and a cliff-side pathway leading down toward the water. The coastline and bridge are visible in the background.
Apartment in Gaula
4.85 out of 5 average rating, 150 reviews

Magnificent Oceanfront Luxury | AC & Sunset Views

Já imaginaste acordar com o som das ondas e sentires-te a bordo de um cruzeiro de luxo? Aqui, o Atlântico é a tua única fronteira e o teu único vizinho. ​O que te espera: 👉 Vista infinita e um espetáculo constante de navios no teu horizonte. 👉 ​Wi-Fi ultrarrápido (200 Mbps). 👉 ​Garagem gratuita. 👉 ​Localização a 10 min do Funchal e 7 min do aeroporto 👉 ​Acesso direto à via rápida que te levará a qualquer parte da ilha ​Reserva o teu lugar na primeira linha do oceano. O paraíso é aqui!

Guest favourite
An outdoor dining area is framed by natural materials, featuring a stone wall and a wooden table surrounded by chairs. A hammock is visible in the background, along with lush tropical plants and a view of the ocean under a partially cloudy sky.
Villa in Estreito Calheta
4.92 out of 5 average rating, 61 reviews

Eco House @ Casas Da Vereda

Relax in class at 250 meters high on the sunny South West coast of Madeira, enjoying sunset and ocean views from the heated pool! The Casas Da Vereda are ideally located in a quiet countryside area with nothing but nature between you and the ocean. At 30 minutes drive from Funchal, 5 minutes drive to rock beaches in seaside villages / sand beaches by the marina of Calheta / “levada” walks. Please note that one can rent any combination of Casa Palheiro (T0), Casa Rural (T1), and (Casa Eco T2)!

Guest favourite
A glimpse of the exterior of the unique dome tents is provided, surrounded by lush greenery and tropical plants. A wooden walkway leads through the garden area, offering access to the tents while showcasing the natural landscape nestled among the hills.
Tent in Achadas da Cruz
4.88 out of 5 average rating, 706 reviews

Be adventurous , something completely different

Located in the north-western part of the island ,its an amazing location protected by conservation laws that have kept the area free of over development. With epic mountain and sea-views (the photos don't do it justice) the tents are located 450m above the coastline. If a place to relax and unwind is what you after then this would be the place to come to. There are also some amazing levada walks to explore in the area.There are three tents on the property so you might have neighbours.

Guest favourite
A yurt is positioned amidst vibrant yellow flowers, set against a backdrop of lush greenery. The coastline and a winding road are visible in the distance, with the ocean meeting a partly cloudy sky, creating a serene and natural landscape.
Yurt in Canhas
4.97 out of 5 average rating, 436 reviews

Mango Yurt ~Eco-Glamping in a Hidden Paradise

Wake up in total privacy, surrounded by a lush permaculture garden where you can see, taste, and smell nature’s abundance. At Canto das Fontes, in the sunny Sítio dos Anjos, it feels like eternal spring all year — even when other parts of Madeira are cooler. An award-winning regenerative eco-glamping where sustainability meets comfort and luxury, with a natural pool, Honesty Ba,r and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

Superhost
A cozy living area is presented with a comfortable sofa adorned with decorative pillows. A wooden partition subtly separates the living space from the bedroom area, which is partially visible in the background. Natural light filters through the curtains, enhancing the inviting ambiance.
Home in Levada Grande
4.78 out of 5 average rating, 18 reviews

Dani House - Porto Moniz Escape

This is a space created with love and care, inspired by my dream of offering guests a peaceful, relaxing, and memorable experience. Nestled in a serene setting surrounded by nature, the house is perfect for couples seeking tranquility, remote workers, or adventurers looking to explore the island’s natural beauty. Whether you’re here to unwind, discover the island, or enjoy a fresh coffee with mountain views, this cozy home is designed to make you feel at home.

Guest favourite
Farm stay in Arco da Calheta
4.93 out of 5 average rating, 121 reviews

C Torre Bella Gardens

Welcome to Torre Bela Gardens – Your Perfect Holiday Escape! 🌴🌺 Nestled on a captivating historic estate, your cottage was once the country retreat of British Counts from the island’s earliest days. Surrounded by an exotic fruit farm, a beautifully restored manor house, tranquil gardens, and a charming chapel, there's so much to discover right here. Prepare to be enchanted by incredible viewpoints and a serene atmosphere that invites relaxation. 🌴🍹

Top guest favourite
Two outdoor chairs with plush cushions face a long pool, offering a view of the Atlantic Ocean and the surrounding greenery. A small wooden table sits between the chairs, enhancing the inviting outdoor space.
Villa in Arco da Calheta
5 out of 5 average rating, 54 reviews

Villa with large pool and fantastic view

NEW :-) Swim your laps in the long pool. Enjoy the view of the Atlantic Ocean and lush nature while sitting in the garden. A very stylish place that is located in a small quiet village. To relax - but also to be active. Jogging, hiking and swimming - all possible right by the house. Restaurants can be reached in a few minutes by car. For work, there is a study and fast internet. End the day with a glass of rosé and the sunset.

Guest favourite
Aerial view of a coastal village featuring white and colorful buildings nestled against a lush green hillside. The image captures a mix of traditional and modern architecture, with terracotta roofs and gardens visible, showcasing the natural beauty of the surrounding landscape.
Home in Jardim do Mar
4.95 out of 5 average rating, 58 reviews

Paradise by the sea | Jardim. Meu Amor!

A Stay Madeira apresenta o nosso novo projecto pessoal – JARDIM. MEU AMOR! Somos completamente apaixonados pelo Jardim do Mar! A nossa casa remonta o ano de 1937, quisemos dar-lhe uma nova vida, recuperamos e decoramos ao detalhe e com muito amor! A calma, o panorama e o som do oceano fazem deste lugar o sítio ideal para passar umas férias relaxantes na ilha da Madeira! Aguardamos pela sua visita! Até breve, Susana &Pedro

Guest favourite
A bright dining area is presented with a modern table and four chairs, complemented by turquoise accents. Beyond the floor-to-ceiling glass doors, an inviting terrace features an outdoor dining table. An ocean view and natural light enhance the overall ambiance.
Loft in Prazeres
4.98 out of 5 average rating, 237 reviews

Nature Sunset & Ocean view Loft

A dream location for hiking enthusiasts! Situated close to iconic levada trails, this comfortable home offers easy access to nature while treating you to beautiful sea views. After a day of exploring, relax and soak in the island’s peaceful atmosphere.” A 5 minutes drive by car to our wonderful traditional restaurants , supermarket with bakery, gas station, walking valleys , traditional market and 7km a sand beach.

Top guest favourite
An infinity-edge pool is illuminated at night, reflecting the starry sky and ocean beyond. Surrounding tropical plants provide a lush backdrop, while a wooden deck extends around the pool, enhancing the tranquil ambiance and offering comfortable seating areas nearby.
Flat in Paul do Mar
4.99 out of 5 average rating, 219 reviews

Meu Pé de Cacau - Mango Studio in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden and island retreat surrounded by dramatic cliffs to the north-east and the vast Atlantic Ocean to the south-west. Four beautifully designed and sustainably built studios share the property with an infinity pool, social areas and luxurious plantations hosting hundreds of different tropical fruits, planted on traditional agricultural terraces hand crafted in basalt stone.

Popular amenities for Santa Maria Madalena holiday rentals