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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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Guest favourite
A spacious terrace features a dining table with chairs, overlooking a panoramic view of the sea and surrounding hills. Sun loungers are positioned to enjoy the sunlight, while the sky is bright with scattered clouds. An inviting atmosphere is created by the natural light.
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 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, 159 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!

Guest favourite
A scenic view of the coastline is presented through large glass doors, framed by a modern balcony. A hanging chair and a small table with chairs are visible, offering a relaxing spot to enjoy the ocean and landscape below.
Apartment in Santa Cruz
4.94 out of 5 average rating, 149 reviews

YourHomeAtPlaza

YourHomeAtPlaza oferece uma magnifica vista mar. Situado num último andar, no centro da tranquila Cidade de Santa Cruz, é privilegiado pela proximidade ao aeroporto (2.8km) e à praia das Palmeiras, apenas a 600m. Com acesso Wi-Fi gratuito, estacionamento privado gratuito e acessibilidade fácil a todos os serviços, restaurantes e pontos turísticos. Encontra-se totalmente equipado e aloja com todas as comodidades até 3 pessoas (um quarto de casal com opção de berço e um confortável sofá cama).

Top Guest favourite
A tranquil swimming pool is seen with clear, inviting water reflecting the sunlight. Lush tropical banana plants frame the space, and a hammock is suspended nearby, offering a serene view of the ocean and the sky above. A gentle waterfall feature adds a soothing sound.
Yurt in Ponta do Sol
4.97 out of 5 average rating, 676 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

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.

Top Guest favourite
An infinity pool is illuminated at night, reflecting lights against the tranquil water. Surrounding plants add a touch of green, while the ocean stretches beyond, merging with the sky as the sun sets. A wooden deck enhances the serene outdoor space.
Apartment in Paul do Mar
4.99 out of 5 average rating, 213 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 favourite
An infinity pool offers panoramic ocean views, bordered by a well-maintained garden featuring blooming flowers and lush greenery. Sun loungers are positioned nearby for relaxation, while a shaded terrace area can be seen in the background, enhancing the tranquil ambiance.
Villa in Ponta do Sol
4.97 out of 5 average rating, 159 reviews

Villa Miradouro da Baleia by PAUSA Holiday Rentals

This magnificent, modern, private villa Miradouro da Baleia (Whale Watchtower) has some of the best ocean and mountains views on the island, with a infinity pool and located in a premium spot surrounded by spectacular cliffs, cropland, banana plantations and vineyards, it was carefully & tastefully restored/built in 2018 offering a unique experience of a Portuguese summer style accommodation!

Top Guest favourite
Apartment in Prazeres
4.97 out of 5 average rating, 288 reviews

Nature Sunset

Escape to nature in this charming retreat nestled near Madeira’s famous levada trails. Wake up to breathtaking side sea views and unwind in total tranquility. Perfect for hikers, nature lovers, and anyone seeking a peaceful island getaway The lodge is located on the middle of the island with 45 minute drive to the city and 34 minute drive to the north of the Island.

Top Guest favourite
An outdoor seating area features dark wicker furniture arranged around a wooden table. A large umbrella provides shade, contrasting with the vibrant greenery below. The backdrop showcases lush mountains under a clear blue sky, creating a serene atmosphere for relaxation.
Farm stay in Sao Vicente
4.99 out of 5 average rating, 111 reviews

Vale Verde Cottage

Vale Verde cottage is located in the middle of a plateau in the picturesque parish of Boaventura, on a farm in organic production mode, surrounded by the mountains of the Laurissilva forest. If you like nature and hiking, this accommodation is for you. Vale Verde cottage provides you with a relaxing vacation, filled with fresh air and the sounds of nature.

Guest favourite
A spacious bedroom with large windows offers stunning views of the ocean. Soft gray curtains frame the window, enhancing the natural light. A comfortable bed is dressed in light linens, accompanied by a decorative pillow, while a subtle floral arrangement adds a touch of color.
Home in Câmara de Lobos
4.92 out of 5 average rating, 201 reviews

Marcellino Bread and Wine 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.

Top Guest favourite
Condo in Funchal
4.89 out of 5 average rating, 193 reviews

360° Sea & City views, in the heart of Funchal

With its amazing ocean, marina, Santa Catarina and mountain views, this luxury 2 bedroom is located in one of the town's most prestigious neighbourhoods. Within a 5 min walking radius, you'll find most of Funchal's main attractions, supermarkets, shopping district and restaurants.

Guest favourite
An open door frames a view of the tranquil sea and distant horizon. A swimming pool is visible, with sunbeds arranged alongside it. Natural light fills the space, enhancing the seamless connection between indoor and outdoor areas.
Apartment in Santa Cruz
4.8 out of 5 average rating, 218 reviews

House by the Sea - Madeira Island

Our charming two-bedroom house is perched above Santa Cruz Marina Beach, offering mesmerizing views of the sea and the Desert Islands. Its enchanting setting provides the perfect retreat for relaxation and savoring your vacation, creating memories that will last a lifetime.

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 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 house rentals in Santa Cruz have free parking?

    Absolutely! We offer over 40 house 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 $34 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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