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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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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, 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
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, 88 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 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, 160 reviews

Magnificent Oceanfront Luxury | AC & Free Parking

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 1 GB Wi-Fi 👉 ​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!

Top Guest favourite
A private pool area features a serene turquoise pool surrounded by wooden decking. Lounge chairs are positioned for relaxation, and vibrant greenery enhances the outdoor space. The backdrop includes modern glass doors, allowing for a seamless connection to the interior. Sunlight brightens the scene under a clear blue sky.
Guesthouse in Machico
4.99 out of 5 average rating, 104 reviews

Private Pool House •2 Suites •Near Airport & Beach

Composto por 2 suites e 1 kitchenette à beira da piscina com um agradável solário e um pequeno jardim com relva. O espaço é privado e disponibilizado apenas para um cliente de cada vez. Decoração elegante com pequenos detalhes para umas férias de sonho para disfrutar ao máximo do espaço exterior. Localizado a 500 metros do centro de Machico (praia de areia, restaurantes, supermercados e transportes públicos), a 5 minutos (3,2 km) do aeroporto e 10 minutos (7 km) do Golfe do Santo da Serra.

Top Guest favourite
A bright dining area is presented with a table surrounded by white chairs, offering a view through large glass doors. The ocean can be seen in the background, and natural light fills the space. Plants and a decorative rug add a fresh touch to the interior.
Villa in Funchal
4.98 out of 5 average rating, 105 reviews

Isabel´s Villa - Funchal Seaside Villas

Isabel´s Villa is a unique Villa in the centre of Funchal located right over the ocean. In the best location of Madeira, in the Old Town of Funchal you wont need a car and can walk to all major attractions. Very calm location, it is inserted in a centenary property in which each house has its private area and a common pool. Modern Villa, with 1 bedroom, WC with walk in shower living room and well equipped Kitchen. Private terrace over the sea. Perfect place for a dream vacation.

Top Guest favourite
A secluded orange tent is positioned against a stunning sunset over the ocean. Vibrant colors fill the sky, with clouds gently illuminated. Lush greenery surrounds the tent, providing a sense of intimacy with nature in a tranquil, elevated setting.
Yurt in Ponta do Sol
4.97 out of 5 average rating, 682 reviews

Papaia Yurt ~ EcoGlamping 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 Bar, and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

Top Guest favourite
A coastal home is positioned on a hillside with panoramic views of the ocean. A well-maintained garden with neatly arranged stepping stones leads to the entrance. The vibrant green foliage contrasts with the tranquil blues of the sea and sky.
Tiny home in Fajã da Ovelha
4.96 out of 5 average rating, 76 reviews

Casa das Moirinhas

A dream come true. An old haystack carefully transformed into a haven by the ocean, with sweeping views over the Atlantic and the village of Paul do Mar. Located on a royal road, Casa das Moirinhas is designed for those seeking tranquility and contact with nature in a unique setting. Where the blue of the ocean meets the deep green of the mountains, creating a serene and inspiring environment, ideal for switching off, slowing down and relaxing.

Top Guest favourite
An infinity-edge pool appears to blend seamlessly with the Atlantic Ocean in the background. The water's vibrant turquoise hue reflects the clear blue sky, while lush tropical plants line the outer edges, enhancing the tranquil setting.
Apartment in Paul do Mar
4.99 out of 5 average rating, 208 reviews

Meu Pé de Cacau - Pitanga Studio in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden and island retreat surrounded by dramatic cliffs to the northeast and the vast Atlantic Ocean to the southwest. 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 with walls hand crafted in basalt stone.

Superhost
A modern villa is set against a rocky ocean backdrop, showcasing multiple levels and large glass windows reflecting the natural surroundings. The structure features terraced outdoor areas, including a visible patio with greenery, blending seamlessly into the coastal landscape.
Home in Santa Cruz
4.87 out of 5 average rating, 82 reviews

Beach House - By WeHostMadeira

Welcome to our luxurious 4-bedroom beach house, located in the charming city of Santa Cruz, on the picturesque Island of Madeira. Situated just minutes from the vibrant city center, this stunning villa offers an incomparable seaside retreat, with a private pool and exclusive access to the mesmerizing ocean.<br><br>Upon entering this refined vacation home, you will be greeted by a spacious and tastefully decorated living area.

Guest favourite
An outdoor dining area is set near the water's edge, featuring a large umbrella over a table with several chairs. Potted plants are positioned around the patio, which overlooks clear blue waters, providing a serene setting for meals.
Townhouse in Santa Cruz
4.87 out of 5 average rating, 114 reviews

The Artist Villa -101 750/AL

Relax in this classy villa with stunning views, and private access to the beach. Enjoy the local delicacies in the bars and restaurants, all in walking distance. Here you can choose between having breakfast sitting by the modern kitchen, or outside in a balcony over the sea, enjoying the sunshine. This villa boasts open-plan living, with exposed brickwork and stunning artwork. An ideal base to explore Madeira.

Guest favourite
A private balcony is featured, overlooking the ocean at sunrise. Two cups sit on a small round table, paired with modern lounge seating. Lush potted plants add a touch of nature. The tranquil water reflects warm hues of orange and gold, enhancing the serene atmosphere.
Condo in Gaula
4.91 out of 5 average rating, 128 reviews

The Ocean Waves

The closest condo to the ocean in the entire complex, this luxurious top-floor 2-bedroom apartment offers unmatched direct ocean views and fresh sea air that other units simply cannot provide. Privately managed by the owners for a truly personalized experience, the condo is located just 15 minutes from Funchal and designed for guests who want a quieter, more exclusive stay away from city noise.

Top Guest favourite
A spacious exterior view of the modern stone villa showcases a manicured green lawn. Sunlight highlights the structure, which features large windows and a balcony. Outdoor lounge chairs are positioned across the yard, surrounded by low hedges and a clear sky with scattered clouds.
Home in Machico
4.95 out of 5 average rating, 105 reviews

Beautiful Days Guest House

Belos Dias guest house, is located in Agua de Pena very close to important facilities to make your stay as enjoyable as possible. Adresse: Caminho da Queimada de Baixo No 6 9200-202 Agua de Pena Machico Madeira

Popular amenities for Santa Cruz holiday rentals

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Santa Cruz?

    Santa Cruz has more than 100 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Santa Cruz?

    Experience the best of Santa Cruz with our apartment rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Santa Cruz?

    Four-legged friends are welcome in Santa Cruz. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Santa Cruz?

    Yes! Work meets play with ease at over 70 vacation rentals in Santa Cruz featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Santa Cruz have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Santa Cruz. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Santa Cruz have a kitchen?

    Absolutely! We offer over 60 house rentals with a kitchen in Santa Cruz. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Santa Cruz have wifi?

    Absolutely! We offer over 60 house rentals with wifi in Santa Cruz. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Santa Cruz have free parking?

    Absolutely! We offer over 60 apartment rentals with free parking in Santa Cruz. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Santa Cruz

  • Total holiday rentals

    Explore 180 holiday rentals in Santa Cruz

  • Nightly prices starting at

    Santa Cruz holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 6,480 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Santa Cruz holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Santa Cruz rentals

  • 4.7 Average rating

    Santa Cruz stays receive an average rating of 4.7 out of 5 from guests

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