Vacation rentals with a pool in Madeira

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.

Uni WATER Studio

Wake up to absolute mind blowing scenery in this mezzanine featuring floor to ceiling high windows facing the island's stunning coastline, often requiring a second look to truly appreciate the beauty that this magnificent island has to offer. The mezzanine accommodates two people, has an ensuite bathroom, a fully equipped kitchen and also has access to its own private garden. Needless to say, our infinity pool is also there for you to enjoy and relax. Free parking is available in Jardim do Mar.

Painters Cottage w Pool & balcony Old Town Funchal

Walk to the beach & Funchal city center. Fantastic sea view 1 bedroom Painters Cottage in an authentic part of old Madeira with swimming pool, garden, BBQ & private terrace. Fast Internet & street parking. Enjoy the large balcony all year with warm climate & views of the port. Charming fully equipped flat set in a heritage property w beautiful interior design & kitchen. Feels like the countryside, you get to live like a local surrounded by nature & explore Madeiras hikes, food & ocean in style

Maria Bonita

Desfrute de um magnifico por do sol desde o terraço com uma vista fabulosa sobre o vale. A nossa casa possui uma espaçosa suite no piso superior, e outros dois quartos decorados com estilo minimalista, sala e cozinha moderna que integrasse lindamente com a vista do mar e a montanha. Amplo espaço exterior com piscina e zona refeição. A 5 minutos a pé encontra-se a Levada do Moinho e da Levada Nova na Lombada da Ponta do Sol, uma acolhedora localidade com um clima cálido e agradável.

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.

Eufemia´s Villa - Funchal Seaside Villas

Eufemia´s Villa is a unique Villa in the centre of Funchal located right over the ocean. In the best location of Madeira, in the Old Town of Funchal you wont need a car and can walk to all major attractions. Very calm location, it is inserted in a centenary property in which each house has its private area and share a common pool. The Villa also has two private terraces right over the ocean and overlooking Funchal harbour and bay. The Perfect place for a dream vacation.

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

Modern & New Studio w/ Pool & Oceanside View | G 🌟

Modern studio in the sunny and serene, sunny village of Jardim do Mar, south west of Madeira Island. Studio G features an open plan design with kitchenette, lounging area with TV (with Netflix), a cozy king sized bed, a spacious bathroom and a private south facing balcony with ocean and pool view. We provide free Wi-Fi and free parking (the property is a minute walk from the village's centre and the main free parking lot). .

Vistas incríveis piscina de água salgada e BBQ

Casa elegante e acolhedora, com vistas incríveis e piscina, perfeita para momentos de descanso e exclusividade. Os espaços amplos e luminosos, as camas confortáveis e os detalhes pensados ao pormenor criam um ambiente relaxante para famílias ou grupos. Dispõe de estacionamento privado gratuito, garantindo total comodidade. A piscina e as vistas deslumbrantes tornam esta casa o cenário ideal para férias memoráveis.

Villa w/ Private Heated Pool, Office, Gym- Madeira

We are thrilled to welcome you to this little nature retreat! Madeira Protea Retreat combines the authenticity of a traditional Madeiran house with the comfort of modern living, creating the perfect space to relax and explore the beautiful island of Madeira. Here, you can wake up to the sound of nature, breathe in the scent of the garden, and enjoy unforgettable moments on the most beautiful island in the world.

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.

Casa do Pastor B&B | Casas da Levada

Detached cottage at Casas da Levada agritourism, with breakfast provided on a self-catering basis. From an old wine cellar, where the farm tools were kept, "Casa da Cascata" was rebuilt, keeping its original stone layout, balancing the rustic and modern line. Facing the pool, it offers an exclusive view of the Atlantic Ocean and a unique sunset from the western most tip of Madeira Island.