Vacation rentals with a pool in Santana

Beachfront Villa w Pool & Rooftop Old Town Funchal

Beachfront home with private swimming pool & large rooftop terrace in the Old Town Funchal city center, 3min walk to restaurants & city attractions. Best location in Madeira to explore hikes & beaches. Featured in Conde Nast Traveller & Elle Deco for the stunning interior design. Fully equipped sleeps 8 guests w 4 ensuite seaview bedrooms, large kitchen & living area. Fast Internet, private garage, balcony & infinity pool with amazing views. Perfect place for an authentic Madeira stay in style

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.

MG House

Um oásis 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.

Villa Vera Garajau - Madeira Island

Welcome to our dream home. We hope that choosing to stay in our house is not just another accommodation, but an experience. Villa Vera Garajau is a delightful 3 bedroom house located in Cristo Rei, Garajau, were you can appreciate the cruisses pass by, the sun and the moonlight at night. If you want a private tranquil villa, this beautiful spot in front of Cristo Rei (King Christ) statue and Garajau Beach, is perfect for relaxing and unforgettable holiday in Madeira Island!

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

Superb Top Luxury Villa|GrandView Cristo Rei

Perched above Garajau Beach, with panoramic views of the Atlantic Ocean and the majestic Cristo Rei statue, this exclusive villa defines contemporary luxury. Designed with elegance and comfort in mind, it features a heated infinity pool, hot tub, and a stylish games room. Every element of this villa has been meticulously curated to provide a sophisticated retreat where indulgence and relaxation meet effortlessly.

Casa do Piquinho

Casa do Piquinho is a charming residence located in Ponta do Sol, perfect for those seeking comfort and tranquility. With a cozy design and stunning sea views, it offers the ideal setting for relaxation. The house features a private swimming pool, perfect for enjoying sunny days in total privacy. Just minutes from the beach and the village center, it’s the perfect base to relax or explore the island.

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.

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!

Cottage Eira, charming getaway with Ocean View!

Step by step, through a verdant staircase, you will reach this charming and typical Madeiran cottage. A picturesque house, built of stone and wood, that resembles a shelter. Cottage Eira is an authentic getaway to spend a quiet retreat on our beautiful island. Here you can enjoy magnificent views over the local setting and the Atlantic Ocean. Let yourself be immersed by this unique nature.

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.

Penha D Águia Villa

Penha D' Águia Villa, your luxury retreat on Madeira Island! We are located in one of the most privileged spots on the island and, as you can easily confirm, our Villa offers stunning views of the sea and the village of Porto da Cruz. Our commitment to you is to make your stay a unique and memorable experience.