
Holiday rentals with a pool in Madeira Island
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Top-rated rentals with a pool in Madeira Island
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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.

Painters Cottage Pool & Ocean View balcony Funchal
Walk to the beach & Funchal city center. Fantastic seaview 1 bedroom apartment in an authentic part of old Funchal with swimming pool, garden, BBQ & private terrace. Fast Internet & street parking. Enjoy the large balcony all year with warm climate & views of the harbour. Charming fully equipped flat set in a heritage property with beautiful interior design & a full kitchen. Perfect countryside feel base to live like a local surrounded by nature & explore Madeiras hikes, food & ocean in style

Casa Palheiro @ Casas Da Vereda [Thatched-Roof House]
Relax in class at 250 meters high on the sunny South West coast of Madeira, enjoying sunset and ocean views from the heated pool! The Casas Da Vereda are ideally located in a quiet countryside area with nothing but nature between you and the ocean. At 30 minutes drive from Funchal, 5 minutes drive to rock beaches in seaside villages / sand beaches by the marina of Calheta / “levada” walks. Please note that one can rent any combination of Casa Palheiro (T0), Casa Rural (T1), and (Casa Eco T2)!

Old Wine Villa
Welcome to Paradise! Come stay at our cozy Villa with a splendid Atlantic ocean view by the infinity pool! This house was first built in 1932 and since then it has been know as "Casa do Vinho Velho", "The Old Wine House". My great-grand mother used to tell stories about the old man "Vinho Velho" and his passion for his wine and agriculture. The house has been updated but we have kept old features, like an old brick oven in the kitchen and 3 stone rocks for vine hanging in the living room!

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)].

☀️ Bright & Spacious w/ Pool & Oceanside View :D
Modern studio in the sunny and serene coastal village of Jardim do Mar, south west of Madeira Island. Studio D features an open plan design with kitchenette, lounging area, TV (with Netflix), a cozy queen size bed, a spacious bathroom with washing machine and a private balcony with ocean and pool view (24° to 26° Celsius). Guests have full access to the garden and heated saltwater pool. New Tourism Tax already included in the price, so we'll take care of that for you.

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

Stonelovers® (Heated Pool Optional) - Unit3
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.

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!

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

Marina View Apartment - Pool, Aircon & Ocean View
Welcome to Marina View Apartment! A fantastic 2 bedroom apartment set in a peaceful location of Calheta, the South Coast of the island where not only the sun shines almost every day but a fantastic location to explore the island. What truly makes this place special is the generous private outside space and infinity pool with spectacular views of the Atlantic ocean and Calheta Marina.
Popular amenities for Madeira Island rentals with a pool
House rentals with a pool

Villa Panorama 2 - Luxury Villa in Ponta do Sol

Villa Lunarenzo: seaview, heated Pool, AC, parking

Casa Velha D. Fernando (Old House D. Fernando)

Casa da Cascata B&B | Levada Houses

Place In The Sun

Casa Cro | Ocean View

Villa Bisa Atlantic View ,heated pool

Casa do Lado
Apartment rentals with a pool

Tropical Sunset D

Ocean View Madeira Apartment

Luxury Big Apartment/Ocean view/Free Parking

Family friendly apartment swimming pool ocean view

Monumental Apartment

Whitehouse408 Sw.Pool & Pvt. Parking

New dream luxury appartment in the Madeira Palace.

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

Villa Serenity

Villa Nicuma by Escape to Madeira

Rochão Village by Rent2U - 2 Bedrooms (Élvio)

Peak A Boo (Private Heated Pool & Private Parking)

Vila Ladeira dos Zimbreiros

Savoy Monumentalis, a Home in Madeira

Casa das Terças

Villa Panorama - Luxury Villa with Jacuzzi-Calheta
Destinations to explore
- Funchal Holiday rentals
- La Palma Holiday rentals
- Santa Cruz de Tenerife Holiday rentals
- Porto Santo Holiday rentals
- Ponta do Sol Holiday rentals
- Santa Cruz de La Palma Holiday rentals
- Machico Holiday rentals
- Calheta Holiday rentals
- São Vicente Holiday rentals
- Ribeira Brava Holiday rentals
- Arco da Calheta Holiday rentals
- Anaga Holiday rentals
- Rentals with a sauna Madeira Island
- Rentals with a patio Madeira Island
- Beachfront rentals Madeira Island
- Rentals with outdoor seating Madeira Island
- Rentals with lake access Madeira Island
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- Loft rentals Madeira Island
- Private suite rentals Madeira Island
- Tiny house rentals Madeira Island
- Villa rentals Madeira Island
- Flat rentals Madeira Island
- Rentals with a washing machine and dryer Madeira Island
- Fitness-friendly rentals Madeira Island
- Rentals with a hot tub Madeira Island
- Rentals with an accessible-height toilet Madeira Island
- Nature eco lodge rentals Madeira Island
- Pet-friendly rentals Madeira Island
- Tent rentals Madeira Island
- Motorhome rentals Madeira Island
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- Rentals with an EV charger Madeira Island
- Rentals with breakfast Madeira Island
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- Rentals with a firepit Madeira Island
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- Serviced apartment rentals Madeira Island
- Chalet rentals Madeira Island
- Hotel rentals Madeira Island
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- Farm stay rentals Madeira Island
- Rentals with an accessible-height bed Madeira Island
- Rentals with a fireplace Madeira Island
- Rentals with pools Madeira
- Rentals with pools Portugal
- Porto Santo Island
- Porto Santo Beach
- Madeira Botanical Garden
- Praia do Porto do Seixal
- Casino da Madeira
- Monte Palace Tropical Garden
- Beach of Madalena do Mar
- Praia da Calheta
- Praia Da Ribeira Brava
- Ponta do Garajau
- Ponta do Sol Beach
- Madeira Natural park
- Clube de Golf Santo da Serra
- Praia do Penedo
- Parque das Queimadas
- Porto Santo Golfe
- Palheiro Golfe
- Things to do Madeira Island
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- Things to do Madeira
- Nature and outdoors Madeira
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- Things to do Portugal
- Tours Portugal
- Entertainment Portugal
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- Food and drink Portugal
- Sightseeing Portugal
- Art and culture Portugal
- Nature and outdoors Portugal
- Wellness Portugal
