
Holiday rentals with a pool in Madeira
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Top-rated rentals with a pool in Madeira
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.
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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.
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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
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Stunning 3BR Villa | Ocean-View, Private Pool
Atlantic View by Costa Living – a peaceful and spacious ocean-view villa in Arco da Calheta. This freshly renovated and newly furnished 3-bedroom home (sleeps 9) features a private pool, panoramic Atlantic and mountain views, balcony, and modern open-plan living. Enjoy fast Wi-Fi, Smart TV, fully equipped kitchen, laundry and private garage. Set among nature and hiking trails, just minutes from Calheta Beach, Madalena do Mar Beach, and cafés. Perfect for families and friends. Car required.
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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)].
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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.
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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
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Woodlovers Jardim® (Heated Pool Optional) - Unit 1
Settled in a stunning organic green land, contemplating an amazing sea view, spectacular cliffs, surrounded by pieces of cropland, banana plantations and vineyards, we have found what today is WOODLOVERS. Combining this dream place with our engineering, sustainability, renewable energies and permaculture background, we were pioneers in the construction of the first contemporary 100% WoodHouse in Madeira Island respecting the nature and the natural environment.
LocationFamilyNearby

Casa da Lombada
Magnificent Casa da Lombada, is located on the Lombada da Ponta do Sol site, on a slope 270 meters above sea level, which provides its guests with some of the best views of the sea and the mountains of the island. It also offers the opportunity to watch the sunrise on the mountain while having your breakfast on the balcony. A unique accommodation experience with comfort, tranquility and well-being to spend a spectacular family vacation.
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Meu Pé de Cacau - Mango Studio in Paúl do Mar
Meu Pé de Cacau is a tropical fruit garden and island retreat 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.
LocationFamilySolo travel

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!
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Relax Over The Sea -12391/AL
Beautiful spacious villa perched on the cliff top, stunning views of the Atlantic Ocean, its swimming pool with infinite plane over the ocean provides fantastic and relaxing moments for larger families in the sunniest located part of the island
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Popular amenities for Madeira rentals with a pool
House rentals with a pool

Casa Branca - stylish comfort with Funchal views
LocationCleanlinessPool

Rochinha house with pool and fabulous view
ValueFamilyWalkability

House of Christ the King
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Villa Maria Atlantic View
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Panoramic View: Lux 3 bed w/ heated pool
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Villa Wiktoria, by Pausa Holiday Rentals
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Villa Bisa Atlantic View ,heated pool
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Funchal Harbour Home
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Condo rentals with a pool

Ocean View Apartment in Madeira
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Tropical Sunset D
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Casa Mar Azul 3
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III - Savoy Monumentalis, By Pausa Holiday Rentals
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Monumental Apartment
LocationFamilyDecor

Whitehouse408 Sw.Pool & Pvt. Parking
FamilyValueLaundry

New dream luxury appartment in the Madeira Palace.
ValueLocationAccuracy

Modern, lux comfort with Pool & Ocean view
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Other holiday rentals with a pool

Villa Limoeira 3:3 heated pool/gym/office/sunsets
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Ocean View Apartment in Funchal
LocationValueParking

Villa Nóbrega
LocationValueHiking

Villas Calhau da Lapa 10
LocationFamilyIndoor spaces

Villa Acacia- Spectacular Ocean view & heated pool
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Ocean View Villa | Infinity Pool, Hot Tub, Sauna
LocationFamilyKitchen

Oceanfront Villa w/ Pool, Game Room Near Funchal
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Plantation´s Villa - Funchal Seaside Villas
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