Holiday houses in Santa Cruz

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Top-rated holiday rentals in Santa Cruz

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

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Guest favourite

Home in Faial

4.97 out of 5 average rating, 36 reviews

Chalet Ladeira

Rustic retreat with barbecue grill. Escape from the daily grind and come relax in this charming chalet surrounded by nature. Surrounded by green landscapes and the silence of the countryside, this space was designed for those seeking rest, comfort, and special moments. The chalet combines the rustic charm of wood with all the comforts needed for a peaceful stay. Here you can wake up to the sound of birds, have breakfast outdoors, and enjoy the fresh air and calm that only the countryside can offer.

Superhost

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, 83 reviews

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

A spacious terrace offers stunning views of the ocean and mountains. Rattan chairs surround a dining table adorned with a colorful assortment of fruits and drinks. Sun loungers are positioned for relaxation, while light floods the area through open spaces.

Apartment in Santa Cruz

4.94 out of 5 average rating, 173 reviews

Casa do Miradouro 2 - Romantic Seaview

Welcome to Casa do Miradouro-2, located in the small town of Santa Cruz, one of the oldest settlements in the archipelago, next to the coast and with incredible views of the sea and mountains, a cozy space with a lot of privacy. This accommodation consists of a bedroom, bathroom, kitchen, living room, terrace with sea and mountain views and free parking. An excellent starting point to explore the island. In Santa Cruz, you will find a variety of services, bars, restaurants, cafes and the beach.

Guest favourite

The rooftop terrace offers uninterrupted views of the ocean and Funchal's coastline. Striped sunbeds and wooden chairs are positioned for relaxation, while the sunlight reflects off the calm sea. The scene is accentuated by white clouds in a bright blue sky, creating a serene outdoor space.

Home in Funchal

4.97 out of 5 average rating, 94 reviews

Beachfront Villa w Pool & Rooftop Old Town Funchal

Beachfront home with private swimming pool & large rooftop terrace in the Old Town Funchal city center, 3min walk to restaurants & city attractions. Best location in Madeira to explore hikes & beaches. Featured in Conde Nast Traveller & Elle Deco for the stunning interior design. Fully equipped sleeps 8 guests w 4 ensuite seaview bedrooms, large kitchen & living area. Fast Internet, private garage, balcony & infinity pool with amazing views. Perfect place for an authentic Madeira stay in style

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

4.87 out of 5 average rating, 776 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.

Top Guest favourite

A panoramic view of the Atlantic Ocean stretches beneath a clear blue sky, with rolling green hills leading down to the coastline. A modern infinity pool with a waterfall feature is visible in the foreground, seamlessly blending with the landscape.

Home in Ribeira Brava

5 out of 5 average rating, 59 reviews

MG House

Um oásis no coração da Zona Oeste da Madeira orientado a sul e com um pôr do sol fantástico. Zona residencial calma e com bons acessos. A 5min da praia, comércio e restaurantes e com uma ótima localização para explorar a ilha. Uma casa moderna com piscina de água salgada e aquecida (mediante pagamento), boas áreas, churrasqueira, zona de solário, jardim com ervas aromáticas, ginásio e estacionamento. Toda a casa é climatizada e com uma cozinha equipada para celebrar ótimos momentos.

Top 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.

Condo in Gaula

4.86 out of 5 average rating, 168 reviews

Magnificent Oceanfront Luxury | AC & Free Parking

Acorda com o som relaxante das ondas e a sensação única de estar num cruzeiro de luxo. Aqui, o mar é a tua vista e o teu vizinho! O que te espera: 👉 Espetáculo constante de navios no teu horizonte. 👉 Wi-Fi ultrarrápido 1 GB Wi-Fi 👉 Ar condicionado em todas as divisões 👉 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 já o teu refúgio exclusivo de luxo à beira-mar!

Superhost

Apartment in Gaula

4.84 out of 5 average rating, 50 reviews

Seaside Luxury Retreat • AC & Sunset Views

Guest favourite

Home in Caniço

4.88 out of 5 average rating, 16 reviews

Ocean View Sun Terrace Home

Discover pure relaxation in this beautiful three bedroom home overlooking the breathtaking sea, nestled in a peaceful part of Caniço. Enjoy wide, open views from several terraces and balconies perfect for morning coffee, sunbathing, or watching the sunrise. The ocean and a variety of great restaurants are just minutes away, making it easy to enjoy the best of Madeira’s coastline. A private parking space right at the door adds comfort and convenience throughout your stay.

Guest favourite

An open-plan living area is shown, featuring a cozy gray sofa decorated with patterned cushions. A dining table with white chairs is visible, complemented by a small coffee table. Soft lighting is provided by modern fixtures, and a stylish artwork adds a touch of character.

Home in Santa Cruz

4.89 out of 5 average rating, 19 reviews

Casa das Rosas – By WeHostMadeira

Enjoy a comfortable stay in this fully renovated T1 apartment, located on the lower floor of a house in Santa Cruz, on the charming island of Madeira. The space features a cozy bedroom, a living room and kitchen in an open space concept, equipped with new furniture and appliances, offering everything you need for a practical and pleasant stay. The house also has free Wi-Fi, ideal for those who need to stay connected, whether for leisure or remote work.

Guest favourite

A private outdoor balcony is featured, showcasing a hot tub surrounded by natural wooden decking. Comfy seating options, with soft cushions, are positioned nearby. The view beyond includes expansive ocean horizons and a bright blue sky with scattered clouds.

Tent in Estreito da Calheta

4.89 out of 5 average rating, 88 reviews

Soul Glamping |Luxury | Ocean | jacuzzi | nature

Soul Glamping is a luxury eco-retreat - unique in Madeira island - where 5 state-of-the-art domes are to be found in absolute harmony with the surrounding nature. Purposefully located in the island southwest, this Glamping Resort is home to the most beautiful sunsets of the planet. Secluded in nature with breathtaking views, Soul Glamping is tailored to nature loving individuals who seek pure magic, relaxation and absolute privacy.

Superhost

A modern living space features a circular wooden dining table surrounded by white chairs. A cozy armchair is positioned beside a tall floor lamp. A minimalist sideboard and a large mirror are visible, while a washing machine and kitchen appliances are integrated within stylish cabinetry.

Apartment in Santa Cruz

4.88 out of 5 average rating, 8 reviews

Santa Cruz Center by Rentallido

Desfrute deste moderno apartamento no coração de Santa Cruz, totalmente remodelado para o seu conforto. Um espaço amplo e luminoso com 2 quartos de casal, uma casa de banho e cozinha totalmente equipada com todas as comodidades. A localização é imbatível: a poucos passos de restaurantes, lojas, supermercados e da praia. Perfeito para famílias ou amigos que procuram conveniência e tranquilidade. Viva uma experiência fantástica!