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

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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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.
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Private Pool Retreat • Ocean view • Funchal
Step into your private premium retreat with a sparkling heated pool and sun-drenched terrace in this exclusive gated complex in Funchal. Perfect for relaxing after exploring Madeira, with sun-filled days, quiet evenings, and full privacy. Ideal for couples, families, or friends looking for a luxurious escape. This modern apartment offers peace, tranquility, and top-quality amenities, with direct access to Funchal’s biggest beach and a short walk to local cafes and restaurants.
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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!
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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.
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Uni AIR Studio
Uni AIR is our top floor studio with a balcony that directly overlooks the horizon and the island's shore. Decorated with a bohemian feel, with a bamboo arch holding a dreamcatcher above the bed, this studio has a double bed,a fully equipped kitchen and an ensuite bathroom ensuring all the privacy and tranquility one is seeking. Feel like being on top of it all? Follow the steps up to Uni AIR's private terrace and let yourself enjoy the surroundings.
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CASA SOL E VISTA 2
A Casa Sol e Vista 2 está localizada num dos melhores locais da freguesia, a par da casa nr 1. dispoe de 2 quartos de dormir, sala / cozinha e 3 casas de banho, com lotaçao para 6 pessoas. A casa esta situada no cimo de uma colina o que faz que a casa tenha uma vista extraordinaria. No exterior tem um churrasco, um grande jardim e a piscina. Absoluta tranquilidade. Venha passar uns dias agradaveis na Casa Sol e Vista 2. Contactar Duarte Paulo
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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.
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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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Typical house above the sea
"Casa Nambebe" is a typical Madeiran house. Situated on the south slope of Madeira island, it is a great place to relax and enjoy a beautiful view of the sea. The house is placed in the middle of a land of banana trees where the contact with nature is immediate and the infinite pool will have you feel like you're in the ocean. Every sunset is unique. Número de licença ou registo 38381/AL
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Anjos Paradise Eden
It is a new and luxurious property with an outdoor private pool and surrounding garden with breath taking views of the Atlantic, within walking distance of the spectacular waterfall Cascata dos Anjos. The energy around you allows you to let your mind walk away from the worries of daily life and welcomes you to simply enjoy the moment, sorrounded by Nature and with the ocean at your feet.
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Popular amenities for Madeira Island rentals with a pool
House rentals with a pool

Panoramic View: Lux 3 bed w/ heated pool
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Old Wine Villa
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Rochinha house with pool and fabulous view
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Lovely house with spectacular views over Funchal
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Moradia Syso
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Casa Velha D. Fernando
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Luxury Villa Pérola
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Sweet Paradise
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Condo rentals with a pool

Renala II "With Pool" by PAUSA Holiday Rentals
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New dream luxury appartment in the Madeira Palace.
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Sunset Paradise, Funchal: sounds of the sea
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Tropical Sunset D
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Modern, lux comfort with Pool & Ocean view
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Charming Lido Flat I
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Apartamento Varandas do Funchal
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Apartamento Ocean View Madeira
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Other holiday rentals with a pool

Villa Acacia- Spectacular Ocean view & heated pool
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Oceanfront | Direct Beach Elevator | Infinity Pool
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Quinta do Feliz, a Home in Madeira
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Luxury | Infinity Pool | Direct Beach Access
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Madeira Oceanfront Retreat - Direct Beach Access
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Luxury Sea-View Apartment- Acqua residence Funchal
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Ocean View Apartment in Funchal
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NEW Quinta da Luz - By Your Madeira Rentals
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Destinations to explore
- Funchal Holiday rentals
- Santa Cruz de Tenerife Holiday rentals
- Caniço Holiday rentals
- Arco da Calheta Holiday rentals
- Ribeira Brava Holiday rentals
- Porto Santo Holiday rentals
- Machico Holiday rentals
- La Palma Holiday rentals
- Câmara de Lobos Holiday rentals
- Ponta do Sol Holiday rentals
- San Cristóbal de La Laguna Holiday rentals
- São Vicente Holiday rentals
- Beachfront rentals Madeira Island
- Rentals with lake access Madeira Island
- Private suite rentals Madeira Island
- Serviced apartment rentals Madeira Island
- Condo rentals Madeira Island
- Family-friendly rentals Madeira Island
- Rentals with a hot tub Madeira Island
- RV rentals Madeira Island
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- Guesthouse rentals Madeira Island
- Loft rentals Madeira Island
- Tent rentals Madeira Island
- House rentals Madeira Island
- Holiday home rentals Madeira Island
- Boutique hotels Madeira Island
- Townhouse rentals Madeira Island
- Rentals with breakfast Madeira Island
- Nature eco lodge rentals Madeira Island
- Rentals with beach access Madeira Island
- Pet-friendly rentals Madeira Island
- Bed and breakfasts Madeira Island
- Waterfront rentals Madeira Island
- Villa rentals Madeira Island
- Hotel rooms Madeira Island
- Rentals with an accessible height bed Madeira Island
- Apartment rentals Madeira Island
- Rentals with an accessible height toilet Madeira Island
- Farmstay rentals Madeira Island
- Tiny house rentals Madeira Island
- Cottage rentals Madeira Island
- Luxury rentals Madeira Island
- Rentals with pools Madeira
- Rentals with pools Portugal
- Porto Santo Island
- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Zona Velha
- Madeira Botanical Garden
- Praia da Calheta
- Ponta do Sol Beach
- Casino da Madeira
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Praia de Garajau
- Cabo Girão
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Blandy's Wine Lodge
- Madeira Whale Museum
- Santa Catarina Park
- Cristo Rei
- Ponta do Pargo
- Cascata Dos Anjos
- Sé do Funchal
- CR7 Museum
- Things to do Madeira Island
- Water sports Madeira Island
- Tastings Madeira Island
- Cultural tours Madeira Island
- Wildlife Madeira Island
- Outdoors Madeira Island
- Things to do Madeira
- Wildlife Madeira
- Cultural tours Madeira
- Tastings Madeira
- Outdoors Madeira
- Water sports Madeira
- Things to do Portugal
- Dining Portugal
- Food tours Portugal
- Workouts Portugal
- Water sports Portugal
- Art workshops Portugal
- Wildlife Portugal
- Tastings Portugal
- Cultural tours Portugal
- Museums Portugal
- Outdoors Portugal
- Landmarks Portugal
- Wellness Portugal
- Performances Portugal
- Cooking Portugal





