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Vacation rentals in Santa Cruz

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Top-rated vacation 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 favorite
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, 166 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 favorite
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 favorite
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 favorite
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 favorite
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, 51 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 favorite
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, 681 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 favorite
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.

Guest favorite
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.

Top guest favorite
An infinity pool stretches over a wooden deck, with views of the expansive Atlantic Ocean and dramatic cliffs. Sunlight reflects off the water's surface, enhancing the serene atmosphere. Surrounding greenery complements the natural setting, inviting relaxation and contemplation.
Apartment in Paul do Mar
4.99 out of 5 average rating, 214 reviews

Meu Pé de Cacau - Studio Papaya in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden 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.

Guest favorite
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 favorite
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 vacation 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 apartment rentals in Santa Cruz have air conditioning?

    Absolutely! We offer over 10 apartment 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 vacation rentals in Santa Cruz

  • Total vacation rentals

    Explore 180 vacation rentals in Santa Cruz

  • Nightly prices starting at

    Santa Cruz vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

  • Verified guest reviews

    Over 6,480 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Santa Cruz vacation 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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