Vacation 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

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.

Casa Miradouro Loft - Pool by Stay Madeira Island

Stay Madeira Island presents Casa do Miradouro Loft. The ideal place to rest, relax, forget the routine and stress, all in one space! The accommodation has been prepared to offer you the perfect stay on Madeira Island. It is located on the southern coast of the island, in Ribeira Brava. This serene and spacious space is waiting for you! [Pool heating available upon request; extra cost of €25 per night; minimum stay (requested upon booking or up to one week prior to arrival)].

Quinta do Rosário, São Vicente, Madeira - 32053/AL

Quinta do Rosário is situated in a quiet area, where you can breathe Nature! Ideal for families and groups! Everything was designed and designed for a happy vacation,and a well-deserved rest. The house is equipped with all the utensils and amenities. The house is very close to Levada da Fajã dos Rodrigues and 10 minutes from Vereda da Encumeada.For those who like to swim in the sea,the beautiful beach of Seixal is 15 minutes by car!We are happy to have you! We rented a car from the 9.

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.

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

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.

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

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

Meu Pé de Cacau - Studio Papaia 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.

Villa Miradouro da Baleia by PAUSA Holiday Rentals

This magnificent, modern, private villa Miradouro da Baleia (Whale Watchtower) has some of the best ocean and mountains views on the island, with a infinity pool and located in a premium spot surrounded by spectacular cliffs, cropland, banana plantations and vineyards, it was carefully & tastefully restored/built in 2018 offering a unique experience of a Portuguese summer style accommodation!

Stylish 3BR Villa with Heated Pool & Views

Modern 3-bedroom villa in sunny Arco da Calheta with sea & mountain views. Enjoy a private heated pool, BBQ terrace, fast Wi-Fi, and secure garage. Walk to restaurants and cafés, 10 minutes by car to Calheta Beach and 30 minutes to Funchal. Ideal for couples, families, or groups — the perfect base to explore Madeira.