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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, 63 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
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, 140 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.
Guesthouse in Machico
4.99 out of 5 average rating, 102 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.

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
4.88 out of 5 average rating, 715 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 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.
Apartment in Santa Cruz
4.96 out of 5 average rating, 236 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.

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, 660 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 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
4.83 out of 5 average rating, 6 reviews

Casa das Rosas - By Wehost

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 contemporary living space features a dark brown sectional sofa and a round glass dining table with chairs. Artwork depicting mountain landscapes adorns the wall. A side table holds decorative items, and natural light flows through the nearby window, contributing to a bright and open feel.
Apartment in Santa Cruz
4.9 out of 5 average rating, 29 reviews

Al-Solares

This is a 1 bedroom apartment located in santa cruz, it's 8 minute walk down hill with steps right to the center of santa cruz, ocean- beach, a great way to get ready to Levada and trails of Madeira :) where there is public transport available to the East and West of the island. Its a 4 minute drive to the airport or a 25 minute walk and a 20 drive to the center of funchal. There is free parking available on the road near the accommodation.

Top guest favourite
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, 207 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.

Superhost
Apartment in São Gonçalo
5 out of 5 average rating, 4 reviews

Sky Loft: 180° Ocean View Balcony + Fireplace

Top-floor open-plan loft for two with a wood-burning fireplace and a large balcony with 180° panoramic views over Funchal, the ocean and the mountains. Spacious living area, full kitchen, dining table + bar table, washing machine, A/C, and shared pool & garden. Quiet hillside location, ~10 minutes by car to Funchal center.

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.
Apartment 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 Água de Pena
4.95 out of 5 average rating, 103 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 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 $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 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 50 house 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 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 $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 6,170 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    170 of Santa Cruz vacation 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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