Holiday rentals with a pool in São Vicente

Seafront Home in Old Town Funchal w Pool & Garden

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

Location · Value · Pool

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Ocean View Villa | Infinity Pool, Hot Tub, Sauna

Perched in the peaceful hills of São Vicente on Madeira’s north coast, Elysium is a brand-new luxury retreat designed for relaxation, privacy, and beautiful views. Wake up to ocean and mountain scenery, swim in the heated* infinity pool, unwind in the jacuzzi, or enjoy the sauna after a day exploring the island. With elegant bedrooms, spa-style amenities, and bright indoor-outdoor living spaces, this villa is perfect for couples, families, honeymooners, and remote workers seeking tranquility.

Location · Family · Laundry

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Casa do Terrāço - Quinta Falcões do Sol

Casa Terrãço is a restored stone house that combines the unique charm of a centuries-old structure with modern comfort. The house features an open floor plan on the first level with a fully equipped kitchen and living space that offers ocean views through a big glass door. The top floor contains a spacious bedroom that opens to a large private terrace, providing breathtaking views of the ocean. Outside you will have a private area with a fire pit and access to the shared heated saltwater pool.

Location · Value · Nearby

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Old Wine Villa

Welcome to Paradise! Come stay at our cozy Villa with a splendid Atlantic ocean view by the infinity pool! This house was first built in 1932 and since then it has been know as "Casa do Vinho Velho", "The Old Wine House". My great-grand mother used to tell stories about the old man "Vinho Velho" and his passion for his wine and agriculture. The house has been updated but we have kept old features, like an old brick oven in the kitchen and 3 stone rocks for vine hanging in the living room!

Location · Value · Air conditioning

Mango House

House with superb sun exposure, peaceful and stunning views over the sea and the mountain. Has 2 bedrooms (one with a double bed and the other with two single beds easily convertible into a double bed), a complete bathroom. On the ground floor open space with kitchen / living and dining room and toilet. Furniture and careful decoration. Outside enjoy the garden and the pleasant dining space with incredible views of the sea. The barbecue, mini-pool and shower complete your well-being.

Location · Family · Comfort

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

Location · Family · Breakfast

A Peaceful Getaway

Forget your worries in this spacious and serene space. Enjoy a getaway in this authentically traditional house on Madeira Island. Remaining faithful to its conservative architecture, this robust stone construction offers excellent thermal insulation, ensuring a cool environment during the summer and warm in the winter. Be enchanted by the panoramic view that encompasses both the vast ocean and the majestic mountains, appreciating our spacious garden full of flowers.

Location · Family · Accuracy

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CASA SOL E VISTA 2

Casa Sol e Vista 2 is located in one of the best locations in the parish, next to house no. 1. It has 2 bedrooms, a living room/kitchen and 3 bathrooms, accommodating 6 people. The house is located on top of a hill, which gives the house an extraordinary view. Outside, there is a barbecue, a large garden and a swimming pool. Absolute tranquility. Come spend a few pleasant days at Casa Sol e Vista 2. Contact Duarte Paulo

Location · Family · Quiet

Fajã Surf Lodges - House Ash

Family-owned and thoughtfully crafted, Fajã Lodges is a place for those who appreciate the intersection of design and raw nature. Just steps from the Atlantic in Fajã da Areia, it offers a peaceful stay on Madeira’s untamed north coast. With minimalist architecture and curated details, it’s where design flows with the rhythm of the waves and mountains. ⭐ Only 2 minutes walking from Fajã da Areia Surf Point

Value · Location · Cleanliness

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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.

Location · Family · Wi-Fi

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Peak A Boo (Private Heated Pool & Private Parking)

Take it easy at this unique and tranquil getaway with breathtaking views. The interior design with large sliding glass panels offers a real alfresco feeling for those balmy Madeiran days and nights. The exterior terrace with private infinity heated pool is a true balcony over the Atlantic Ocean glamorously charming the bay just under your eyes.

Family · Location · View

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Villa Papaya

An Outstanding Location, with a Fabulous View. Splash Pool and a Table to do meals outside. Unforgetable Sunset, with the sea and the Marina View! Villa Papaya Address: Rua Serra D’Água - Vereda do Morgadinho N. º 24 9370-076 Arco da Calheta

Family · Value · Hospitality