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Holiday rentals in Água de Pena, Santa Cruz

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Top-rated holiday rentals in Água de Pena, 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
4.85 out of 5 average rating, 73 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.

Top guest favourite
Home in Santana
5 out of 5 average rating, 242 reviews

Casinha da Beatriz

Olá! Somos a Sónia, Élio e a nossa filha Beatriz. O nosso objetivo é tornar as vossas férias inesquecíveis!! Sejam bem vindos à nossa casa!! A "casinha da Beatriz" está localizada em Santana, terra das casas típicas, ex-libris e cartaz turístico da ilha da Madeira. Eram casas compostas por um sotão, onde se guardavam os produtos agrícolas, e piso térreo com a área habitacional. Reconstruímos uma destas "casinhas"típicas, datada de 1950, com todo o conforto dos tempos atuais. Tem vista mar/serra.

Top 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
4.85 out of 5 average rating, 158 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
An infinity pool extends towards the horizon, reflecting the sky and the ocean. Lounge chairs are positioned nearby, offering views of the landscape below. A seamless glass barrier ensures unobstructed visuals of the sweeping vista of the coastline and sea.
Home in Câmara de Lobos
5 out of 5 average rating, 45 reviews

Villa Nóbrega

Descubra o refúgio perfeito na Ilha da Madeira! Uma villa de luxo, planejada para oferecer conforto e uma experiência inesquecível. Com localização privilegiada e vista incrível para a cidade e o mar, é ideal para amantes do nascer do sol. A villa possui uma suíte e dois quartos amplos, todos com ar-condicionado e varanda privativa. Conta com sala e cozinha integradas, piscina infinita, jardim, espaço para churrasco e garagem privativa. Um lugar perfeito para relaxar e criar memórias únicas.

Top guest favourite
An infinity swimming pool is featured, merging seamlessly with the ocean view. Sun loungers are arranged on the nearby terrace, surrounded by tropical plants and palm trees. The clear blue sky enhances the serene atmosphere of the outdoor space.
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
The image displays a modern swimming pool located in a scenic outdoor area. Clear blue water reflects the sky and mountains in the background. Comfortable chairs line the poolside, creating an inviting space for relaxation. Panoramic views of the surrounding landscape are visible.
Home in Ribeira Brava
4.98 out of 5 average rating, 52 reviews

Sweet Paradise

Um paraíso 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 favourite
A natural swimming pool is surrounded by lush greenery, featuring a stone edge and a thatched-roof area with a hammock nearby. The tranquil waters reflect the clear blue sky and the ocean in the distance, enhancing the sense of serenity in this scenic outdoor space.
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

Superhost
An outdoor dining area is set up under a wooden gazebo, featuring a large table surrounded by metal chairs. A picturesque view of the ocean and cliffs is visible in the background, illuminated by the warm glow of sunset. The space includes decorative lights strung overhead.
Villa in Seixal
4.92 out of 5 average rating, 181 reviews

Madeira Black Sand House by Stay Madeira Island

Stay Madeira Island presents Madeira Black Sand Beach House! Set on the north coast of Seixal beach, Madeira Black Sand Beach House offers a dream view towards the black sand and the deep blue sea surrounded by green cliffs. This century old stone house has been with the same family for 30 years and was used as a weekend second home. The owners decided to share this unique spot with the world and the refurbished plan had the guest's comfort in mind.

Guest favourite
A view from the cottage reveals rolling green hills and dense forest, framed by a clear blue sky. The path leads towards the lush landscape, with shrubs and ferns in the foreground, creating a serene atmosphere in the mountains.
Chalet in Santana
4.91 out of 5 average rating, 404 reviews

Camélia! Enjoy nature in the mountains of Madeira!

Surrounded by forest and located up high in the mountains, Camélia is the ideal choice for nature lovers, who seek peace and unique moments in the comfort of a well-equipped cottage. Its privileged location within the natural park of Ribeiro Frio, allows access to many "Veredas" and "Levadas", and reveals up close the beauty of the Laurissilva forest. Come, and enjoy a unique and romantic stay in this atlantic paradise!

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.

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, 127 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 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.

Popular amenities for Água de Pena, Santa Cruz holiday rentals

  1. Airbnb
  2. Portugal
  3. Água de Pena