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House holiday rentals in Santana

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Top-rated house rentals in Santana

Guests agree: these houses are highly rated for location, cleanliness and more.

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A traditional Madeiran house is set against a backdrop of dramatic mountains under a colorful sky. The stone structure is surrounded by lush greenery and features a spacious terrace, allowing for stunning views of the natural landscape.
Home in Serra de Água
4.84 out of 5 average rating, 76 reviews

NEW! Madeira's last hidden mountain paradise!

Welcome to On the Rocks, your off-grid retreat where serenity meets full seclusion. Surrounded by the soothing sounds of cascading waterfalls, unwind with panoramic views that stretch across the horizon. Nestled in the heart of the island (15 min to both coasts), with hiking trails at your doorstep, you’re perfectly positioned to explore or relax. Whether seeking adventure or sun-soaked relaxation, this peaceful sanctuary offers the perfect balance—a home base to discover or a haven to recharge.

Guest favourite
An outdoor terrace features comfortable seating arrangements with a table in the center. A sun umbrella provides shade, complemented by a bowl of fruit and glasses on the table. Lush greenery rises behind the terrace, with expansive views of the sky and sea visible.
Home in Arco de Sao Jorge
4.88 out of 5 average rating, 187 reviews

Casa Nobrega OCEAN VIEW Home in tranquil setting

Come stay at an old winemakers house that has been beautifully renovated by your host and family with open plan and airy living. Situated on the north side of the island, there is a small bar/cafe in the village which is a 5 minute drive, a large supermarket and many restaurants/cafes in Santana which is a 10 minute drive.The weather can be hot and humid but also bring fresh wind and rain. In the summer months the house stays cools, there is a log burner and plenty of blankets to keep you cosy.

Top guest favourite
Home in Santana
5 out of 5 average rating, 248 reviews

Casinha da Beatriz

Olá! Somos a Sónia, Élio e a nossa filha Beatriz. O nosso objetivo é tornar as vossas férias inesquecíveis!! Sejam bem vindos à nossa casa!! A "casinha da Beatriz" está localizada em Santana, terra das casas típicas, ex-libris e cartaz turístico da ilha da Madeira. Eram casas compostas por um sotão, onde se guardavam os produtos agrícolas, e piso térreo com a área habitacional. Reconstruímos uma destas "casinhas"típicas, datada de 1950, com todo o conforto dos tempos atuais. Tem vista mar/serra.

Top guest favourite
The cottage features a distinctive red-tiled roof and white exterior walls, bordered by a low fence. Colorful flowers are displayed in window boxes, adding charm to the inviting entrance. Lush greenery surrounds the property, set against a backdrop of a blue sky and scattered clouds.
Home in Santana
4.98 out of 5 average rating, 106 reviews

Santana Cozy Cottage, 2BR Terrace & Mountain Views

Santana Cozy Cottage is a retreat situated in Santana, the birthplace of Madeira's iconic triangular-shaped houses. This delightful cottage is located just a short distance from some of Madeira's most stunning natural attractions, such as Caldeirão Verde, Caldeirão do Inferno and Pico Ruivo. The cottage is nestled in a calm and welcoming rural area, adjacent to a small agricultural plot. It offers all the essential amenities for nature lovers, providing a perfect blend of comfort and serenity.

Top guest favourite
The image captures a scenic view of a cozy house surrounded by lush greenery, with rolling hills and mountains in the background. A vibrant landscape of various shades of green is visible, alongside a clear blue sky, creating a peaceful atmosphere in the natural environment.
Home in Sao Vicente
4.92 out of 5 average rating, 206 reviews

"Just Nature 1" Madeira Island -Boaventura

"Just nature 1" is located in Boaventura-S. Vicente An ideal place for walking wrapped in protected Laurisilva, where the only sound you can hear is the sound of the birds! Absorb the amazing views of the northen part of Madeira island, and meet the insides of the Laurissilva by going on walk in "Levada da Origem", located at 100 meters from the house. Near the house there is also a minimarket, where you can meet Mr. José, ask for the local drink, and get to know a bit more about Boaventura.

Top guest favourite
Aerial view of the modern residence, showcasing its proximity to the coastline. The surrounding area features a mix of greenery and traditional homes, with the ocean visible in the background. The landscape highlights the tranquil setting by the sea, offering a serene environment.
Home in Jardim do Mar
4.97 out of 5 average rating, 115 reviews

CasaMar

Procura um lugar para relaxar com conforto à beira mar, ou para continuar o seu trabalho de forma online? Este poderá ser o lugar que procura. Desfrute as suas férias numa casa moderna, localizada a 100m da praia em zona calma, soalheira e quente. Assim como moderna, é muito prática com um layout simples. Nela existe um bonito escritório, onde poderá concluir o seu trabalho num clima sossegado, e com excelente conecção á internet. Perfeito para quem tem intenções de trabalhar e relaxar.

Guest favourite
An aerial view reveals a tropical house surrounded by lush banana plantations, with the ocean and pebbled beach visible in the distance. Nearby houses are set against the backdrop of rugged cliffs, showcasing a blend of natural beauty and coastal charm.
Home in Madalena do Mar
4.97 out of 5 average rating, 210 reviews

Tropical house :) 2 min to the sea, views, nature

Tropical house :) - renovada recentemente, tudo é novo e fresco - ar condicionado na sala - 2 minutos para a praia (50 metros) e estacionamento fácil - vista mar e sunsets deslumbrantes - varanda e pátio privados para refeições no exterior - cozinha totalmente equipada - (forno, máquina de lavar a loiça, microondas, máquina de lavar a roupa, etc) - Internet rápida, smart TV e coluna bluetooth - excelente localização (acesso fácil a toda a ilha, caminhadas e praias) - Check in autónomo

Top guest favourite
The image captures a scenic view of a coastal landscape featuring terracotta-roofed houses set against a backdrop of rugged mountains and a calm sea. Lush green trees frame the scene, enhancing the natural beauty of the environment.
Home in Porto da Cruz
4.87 out of 5 average rating, 79 reviews

Mateus House, "Duplex", Town Center, Beach.

The perfect combination between mountains proximity to the sea within a Relaxed atmosphere. A Private solarium area, sun loungers among other facilities. Two bathrooms, Wi-Fi, several board games, cot, 2 electric scooters. You can be Extra sure of a Genuine Hospitality. Exclusive and personalized service of this property, guaranteeing a close attention to Every Detail. A small Private Garden available is waiting for you. Walking Sticks, several Bodyboards and Surf boards.

Superhost
Home in Porto da Cruz
4.76 out of 5 average rating, 29 reviews

Panorama View House in Porta da Cruz

The hillside house above Porto da Cruz offers panoramic views of the ocean, mountains, and Eagle Rock. With 140 m², it has space for four guests, two bedrooms, two bathrooms, a bright living area with panoramic windows, and a modern kitchen with a traditional oven. Three terraces on different levels provide outdoor space and views. The interior combines modern design with Madeiran details. Hiking trails start right at the house, shops and the beach are close by.

Top guest favourite
A person sits on a staircase draped with a colorful blanket, facing a majestic mountain landscape. Lush greenery surrounds the area, and a wicker basket holds dried plants nearby. The scene captures a moment of tranquility in nature.
Home in Porto da Cruz
4.9 out of 5 average rating, 153 reviews

Casa D'Olivia - Casa Rústica

A Casa d´Olívia é uma propriedade rústica isolada numa zona muito calma, com 2 quartos, um alpendre e um pátio. À sua volta o hospede pode contatar diretamente com a Natureza, desde o assobiar dos Passarinhos logo pela manhã, até a atividades na mesma, como levadas (Levada do Castelejo a 50m), trail, hiking e ainda surf. Ideal para quem quer fugir à confusão da cidade e aproveitar uns dias serenos.

Top guest favourite
The image captures a view of Casa Nambebe, with a terracotta roof and surrounded by lush banana trees. An inviting infinity pool reflects the blue ocean, while the rugged coastline and greenery enhance the tranquil setting. The house is positioned on a hillside overlooking the sea.
Home in Ponta do Sol
4.99 out of 5 average rating, 191 reviews

Typical house above the sea

"Casa Nambebe" is a typical Madeiran house. Situated on the south slope of Madeira island, it is a great place to relax and enjoy a beautiful view of the sea. The house is placed in the middle of a land of banana trees where the contact with nature is immediate and the infinite pool will have you feel like you're in the ocean. Every sunset is unique. Número de licença ou registo 38381/AL

Guest favourite
An outdoor terrace is shown, featuring a table with seating for four and two loungers under a large umbrella. Lush greenery surrounds the area, with views extending over the coastline and ocean, enhancing the space's appeal for relaxation.
Home in Câmara de Lobos
4.92 out of 5 average rating, 202 reviews

Marcellino Pane e Vino I

Marcellino Pane e Vino is a recent project, duly prepared and equipped to welcome our future guests. The outdoor area of this space offers all the privacy necessary to enjoy the good weather and the view that covers the slopes and the entire coast from Câmara de Lobos to the famous beach "Praia Formosa" and the natural pools known as Doca do Cavacas.

Popular amenities for house rentals in Santana

Quick stats about house rentals in Santana

  • Total holiday rentals

    Explore 20 holiday rentals in Santana

  • Nightly prices starting at

    Santana holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 890 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    20 of Santana holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Santana rentals

  • 4.6 Average rating

    Santana stays receive an average rating of 4.6 out of 5 from guests

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