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Holiday rentals in Santa Cruz

Find and book unique accommodation on Airbnb

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 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.
Apartment 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!

Top guest favourite
Flat in Caniço
5 out of 5 average rating, 11 reviews

Sunny Lux Apartment Canico

Big Terrace • Garden • Bathtub • Own Parking Space • Luxury Home Two-bedroom in sunny Caniço - with just 10min to the Airport and Funchal. Both bedrooms have king beds and two full bathrooms and one bathtub. The living and dining area flows into a spacious kitchen with an island. Outside, a big terrace and a garden with banana trees invite slow mornings. Fast fiber Wi-Fi and TV with complimentary Netflix are included. A private garage space is provided; shops and cafés are just a short walk.

Top guest favourite
Home in Funchal
4.94 out of 5 average rating, 109 reviews

Seafront Villa in Old Town Funchal w Pool & Garden

Beachfront design home featured in Conde Nast Traveller w private pool & tropical garden in the Old Town of Funchal. A stunning oasis just 5min walk to city center, beach & restaurants. Free street parking, fast internet & strong AC. Two bedroom historic villa with 2 WC´s, living room & kitchen w unlimited sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining area with BBQ. Tropical villa that feels like the countryside. Perfect base to explore Madeira´s hikes & beaches

Top guest favourite
A sunset view is captured from the property’s staircase, showcasing vibrant hues of orange and pink across the sky. The ocean stretches towards the horizon, while a portion of the traditional stone building with a red-tiled roof is visible. Lush greenery frames the scene.
Tiny home in Seixal
4.95 out of 5 average rating, 42 reviews

Vista Seixal

Nestled in the tranquil settlement of Ribeira Funda, Vista Seixal is the first and only holiday rental in this tiny community of just 10 residents. Perched on the edge of the UNESCO-protected Laurisilva Forest, this cozy retreat offers unparalleled views of Madeira’s dramatic north coast, with Seixal's stunning landscape at its heart—hence the name, Vista Seixal. Perfect for hikers, next to Caminho Real 23. Renting a car is recommended - limited buses. Pack light due to walk from the road.

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, 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.

Top 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 Ponta do Sol
4.97 out of 5 average rating, 449 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

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, 73 reviews

Casa das Moirinhas

Um sonho tornado realidade. Um antigo palheiro cuidadosamente transformado num refúgio junto ao oceano, com vistas amplas sobre o Atlântico e sobre a vila do Paul do Mar. Inserida num caminho real, a Casa das Moirinhas está pensada para quem procura a tranquilidade e o contacto com a natureza, numa envolvência única. Onde o azul do oceano encontra o verde profundo das montanhas, criando um ambiente sereno e inspirador, ideal para desligar, abrandar e relaxar.

Guest favourite
Farm stay in Santa Cruz
4.94 out of 5 average rating, 16 reviews

Villa Júlia: Refúgio na montanha

Sinta-se em casa e desfrute de uma experiência única. Escondida num vale remoto da deslumbrante ilha da Madeira, esta pequena quinta é um refúgio tranquilo em plena natureza. Rodeada por árvores de fruto e pastagens onde as ovelhas passeiam livremente, a propriedade oferece uma experiência de conexão com a vida rural e a serenidade da floresta. É o lugar perfeito para relaxar, explorar trilhos encantadores e admirar a paisagem intocada deste paraíso insular.

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
Flat in Funchal
5 out of 5 average rating, 11 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.

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, 104 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

Guest favourite
A charming cottage with a mix of modern and traditional elements is nestled amidst lush greenery. A spacious patio with seating areas is visible, complemented by well-kept landscaping featuring colorful flowers. The exterior showcases a red-tiled roof and a white facade, providing a welcoming appearance.
Home in Santa Cruz
4.99 out of 5 average rating, 96 reviews

Laurinda’s Cottage

Laurinda's Cottage is a cozy place with a special touch. It was my grandparents' home, and we've renovated it to mix tradition with modern comfort. We named it after my mother, Laurinda, as a tribute, making it a warm and personal retreat.

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 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 $26 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 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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