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Vacation rentals with a pool in Madeira Island

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Madeira Island

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Faja da Ovelha
4.94 out of 5 average rating, 62 reviews

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.

Guest favorite
Home in Arco da Calheta
4.94 out of 5 average rating, 17 reviews

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.

Top guest favorite
A panoramic view of the Atlantic Ocean stretches beneath a clear blue sky, with rolling green hills leading down to the coastline. A modern infinity pool with a waterfall feature is visible in the foreground, seamlessly blending with the landscape.
Home in Ribeira Brava
5 out of 5 average rating, 58 reviews

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.

Guest favorite
A yurt is positioned amidst vibrant yellow flowers, set against a backdrop of lush greenery. The coastline and a winding road are visible in the distance, with the ocean meeting a partly cloudy sky, creating a serene and natural landscape.
Yurt in Ponta do Sol
4.97 out of 5 average rating, 467 reviews

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

Guest favorite
A modern wooden structure is featured, showcasing a private terrace that offers views of the ocean. The natural wood siding complements the serene surroundings, while a stone pathway leads up to the entrance. Clear skies enhance the tranquil coastal atmosphere.
Apartment in Jardim do Mar
4.94 out of 5 average rating, 336 reviews

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.

Top guest favorite
A modern villa exterior showcases a large swimming pool surrounded by a spacious terrace. Light-colored outdoor furniture is arranged near the pool, with expansive glass doors providing views of the landscape beyond. The scene is bright and airy, enhanced by a clear blue sky.
Home in Arco da Calheta
5 out of 5 average rating, 36 reviews

Vila Cales e Chadas by YMR

Indulge in luxury at our expansive 3-bedroom, 3.5-bathroom villa in Arco de Calheta, Madeira. Revel in the grandeur of a big pool, complemented by panoramic sea and mountain views. This modern haven accommodates 6 guests, boasting spacious interiors flooded with natural light, a large outdoor area with a barbecue and shower, all topped with convenient parking. Your extraordinary Madeira retreat begins in this generously-sized, contemporary villa.

Top guest favorite
An outdoor dining area is displayed, featuring a table set with orange cloth and breakfast items including fruits and pastries. Behind the table, chairs are arranged neatly. A hammock is visible in the backdrop, with a panoramic view of the ocean and hills beyond.
Home in Arco Da Calheta
4.97 out of 5 average rating, 156 reviews

Villa Bisa Atlantic View ,heated pool

A 2 bedroom villa located in Arco da Calheta. the property has 2 modern style bedrooms, 2 and a half luxurious modern bathrooms,outdoor shower ,new modern kitchen, living room, etc... The property has just been renovated,modern decorated with high quality furniture which is extremely comfortable. The villa also includes cable ,Satellite TV and internet. The property on the outside has BBQ ,pool with a panoramic Seaview ,a nice eating area.

Top guest favorite
A coastal landscape showcases a charming village nestled against steep cliffs. Colorful houses with red roofs are visible, hugging the shoreline, while the Atlantic Ocean gently laps at the rocky coast. Waves create a rhythmic pattern as they roll onto the beach.
Apartment in Jardim do Mar
4.99 out of 5 average rating, 159 reviews

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). .

Top guest favorite
An infinity-edge pool is illuminated at night, reflecting the starry sky and ocean beyond. Surrounding tropical plants provide a lush backdrop, while a wooden deck extends around the pool, enhancing the tranquil ambiance and offering comfortable seating areas nearby.
Apartment in Paul do Mar
4.99 out of 5 average rating, 238 reviews

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.

Guest favorite
Villa in Funchal
4.98 out of 5 average rating, 160 reviews

Casa dos Francelhos by Atlantic Holiday

Casa dos Francelhos by Atlantic Holiday is a spacious villa located in Funchal, on the beautiful island of Madeira, offering a comfortable and private setting for couples, families and groups of friends. With capacity for up to 8 guests, the villa features four well-appointed bedrooms, two with queen-size beds and two with two single beds each, ensuring flexibility and comfort for all guests.<br><br>

Top guest favorite
The image shows a spacious infinity pool extending towards the ocean, with lounge chairs positioned on the deck. The serene blue water reflects the sky, creating a seamless visual. A seating area is visible in the background, enhancing the outdoor space.
Apartment in Calheta
4.95 out of 5 average rating, 142 reviews

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.

Guest favorite
A spacious infinity pool overlooks the coastline and ocean, surrounded by sun loungers and palm trees. The house features large glass doors that provide stunning views of the surrounding landscape. The tranquil setting highlights the connection between the property and its natural surroundings.
Home in Ponta do Sol
4.98 out of 5 average rating, 101 reviews

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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