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Holiday rentals 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
The outdoor area features a private infinity pool with steps leading in, surrounded by a spacious deck with sun loungers. Palm trees provide shade, while a cozy seating arrangement in vibrant blue invites relaxation. The modern structure showcases large glass windows reflecting the sunny ambiance.
Home in Funchal
4.94 out of 5 average rating, 104 reviews

Old Town Funchal Seafront villa Pool & garden

Beachfront design home featured in Conde Nast Traveller w private swimming pool & tropical garden in the Old Town of Funchal. Just 200m, 5min walk to the city center, beach & restaurants. Free street parking & fast internet. 2 bedroom villa w 2 bathrooms, living room & kitchen w unlimited sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining space with BBQ. Tropical oasis in the city - feels like the countryside. Perfect base to explore Madeira´s hikes & beaches in style

Top 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.
Flat in Santa Cruz
4.95 out of 5 average rating, 139 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 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.
Guest house in Machico
4.99 out of 5 average rating, 100 reviews

Pool House, Like a Private Boutique Hotel

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 garden area is framed by vibrant bougainvillea flowers in pink and white shades. Two colorful lounge chairs in blue and yellow are positioned on a stone pathway, surrounded by lush greenery and a sunlit atmosphere.
Home in Jardim do Mar
4.98 out of 5 average rating, 121 reviews

Jardim do Mar, Sunset Bougainvillea House

130m² Wohnfläche verteilt auf zwei Ebenen, zwei Schlafzimmer (jeweils Doppelbetten im EG und im OG) mit separatem Dusch-/Wannen-Bad je mit Regendusche laden bis zu vier Personen zum Wohlfühlen in idyllischen Ort in direkter Nähe zum Meer ein. Die attraktive Lage des Hauses und des Ortes, das klare Design, hochwertige Materialien sowie eine raffinierte Aufteilung der Räume schaffen ein ganz besonderes Urlaubserlebnis. Das großzügige Haus wurde komplett renoviert und liebevoll eingerichtet.

Top guest favourite
A terrace dining table is set with a view of the ocean and surrounding landscape. Brightly colored drinks are placed alongside a selection of bread, jam, and pastries. The railing of the terrace creates a sense of openness while ensuring security.
Flat in Santa Cruz
4.96 out of 5 average rating, 234 reviews

Casa do Miradouro - Studio

Welcome to Casa do Miradouro- Estúdio, 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 Studio is equipped with a full kitchen, bathroom, 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.

Superhost
A modern tent structure is nestled among lush greenery, showcasing a geometric design. Natural vegetation surrounds the tent, with wooden steps leading up to the entrance. The clear blue sky complements the inviting atmosphere of this serene outdoor retreat.
Tent in Achadas da Cruz
4.83 out of 5 average rating, 769 reviews

Be adventurous , something completely different 2

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 neighbours.

Guest favourite
A yurt is positioned amidst vibrant yellow flowers, set against a backdrop of lush greenery. The coastline and a winding road are visible in the distance, with the ocean meeting a partly cloudy sky, creating a serene and natural landscape.
Yurt in Canhas
4.97 out of 5 average rating, 436 reviews

Mango Yurt ~Eco-Glamping 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 Ba,r and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

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.
Apartment in Gaula
4.91 out of 5 average rating, 117 reviews

The Ocean Waves

Luxurious 2 bedroom oceanfront condo privately managed by the owners for a truly personalized experience. 15 minutes from Funchal, this top-floor apartment is the closest to the ocean in the entire complex. Wake up to direct ocean views and fresh sea air, away from the noise of the city. Since we manage it ourselves, we offer attentive service, flexible check-in/out whenever possible, thoughtful amenities, and prompt, personal communication.

Top guest favourite
An infinity-edge pool is illuminated at night, reflecting the starry sky and ocean beyond. Surrounding tropical plants provide a lush backdrop, while a wooden deck extends around the pool, enhancing the tranquil ambiance and offering comfortable seating areas nearby.
Flat in Paul do Mar
4.99 out of 5 average rating, 221 reviews

Meu Pé de Cacau - Mango Studio in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden and island retreat 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 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, 111 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 tranquil outdoor area is highlighted by a large swimming pool, reflecting the azure sky and ocean. Surrounding the pool, white sunbeds are arranged alongside a shaded umbrella. A stone wall adds a natural element to the space, enhancing the ocean view.
Flat in Santa Cruz
4.8 out of 5 average rating, 215 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.

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, 101 reviews

Belos Dias 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 $30 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 60 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 apartment rentals in Santa Cruz have a kitchen?

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

  • Do apartment rentals in Santa Cruz have wifi?

    Absolutely! We offer over 80 apartment 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 $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,170 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    170 of Santa Cruz holiday rentals include wifi 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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