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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.

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The image captures a wooden-roofed structure situated beside a calm sea, with expansive views of the coastline and towering rocky cliffs under a clear blue sky. The serene waters glisten in the sunlight, providing a striking contrast to the natural landscape.
Place to stay in Jardim do Mar
4.94 out of 5 average rating, 285 reviews

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.

Guest favourite
A private terrace is seen adorned with a round dining table and two wooden chairs, overlooking the scenic Funchal harbor. Lush greenery frames the viewpoint, while the soft glow of sunset fills the sky, enhancing the relaxed atmosphere.
Apartment in Funchal
4.93 out of 5 average rating, 137 reviews

Painters Cottage w Pool & balcony Old Town Funchal

Walk to the beach & Funchal city center. Fantastic sea view 1 bedroom Painters Cottage in an authentic part of old Madeira with swimming pool, garden, BBQ & private terrace. Fast Internet & street parking. Enjoy the large balcony all year with warm climate & views of the port. Charming fully equipped flat set in a heritage property w beautiful interior design & kitchen. Feels like the countryside, you get to live like a local surrounded by nature & explore Madeiras hikes, food & ocean in style

Guest favourite
A modern villa is showcased with clean architectural lines and large glass windows, surrounded by a manicured lawn featuring palm trees. An outdoor dining table and chairs are arranged on a patio adjacent to the heated infinity pool, overlooking scenic views of the landscape.
Home in Madeira
4.98 out of 5 average rating, 105 reviews

Panoramic View: Lux 3 bed w/ heated pool

Stunning modern villa with a private, heated infinity pool, 3 bedrooms and bathrooms, enjoying sea & mountain views. Located in one of the most sought-after areas with the best weather in the South West of Madeira island, the villa is unique in that it has a dedicated entertainment floor. Situated 5 mins away from Calheta Beach with its excellent restaurants on the marina & the same distance from Madalena do Mar beach. The house enjoys sun on the pool area from late morning until sunset.

Top Guest favourite
A bright exterior space is shown with a round pool surrounded by a wooden deck. Sun loungers in green and umbrellas provide shaded areas. Colorful gardens with tropical plants encircle the house, which features large glass doors leading into an indoor living area.
Home in Arco da Calheta
4.98 out of 5 average rating, 203 reviews

Casa Sol e Vista

Moradia com boa vista e bom sol durante todo o dia. A casa está localizada num dos melhores locais da freguesia. Dispoe de dois quartos de dormir, sala / cozinha e duas casas de banho, com lotaçao para 6 pessoas. A casa esta situada no cimo de uma colina o que faz com que a casa tenha uma vista extraordinaria. No exterior tem um churrasco, um grande jardim e a piscina. Absoluta tranquilidade. Venha passar umas férias agradaveis na CASA SOL E VISTA. Contactar Duarte Paulo

Top Guest favourite
A secluded orange tent is positioned against a stunning sunset over the ocean. Vibrant colors fill the sky, with clouds gently illuminated. Lush greenery surrounds the tent, providing a sense of intimacy with nature in a tranquil, elevated setting.
Yurt in Ponta do Sol
4.97 out of 5 average rating, 676 reviews

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

Guest favourite
A serene outdoor space features a rectangular pool surrounded by tiled decking. Sun loungers are positioned nearby, offering views of the ocean and hilly landscape in the distance. A 'Clean & Safe' badge from the Tourism of Portugal is displayed, emphasizing commitment to hygiene and safety.
Home in Funchal
4.85 out of 5 average rating, 157 reviews

Ocean View Villa Madeira

Located in an exclusive and privileged location you can enjoy simultaneously the advantages of privacy along with the proximity to the the capital's city centre. Merely 10 minutes away from the historical centre and the gorgeous marina and promenade that you can see while relaxing in the pool. A breathtaking ocean view and mountainous surroundings make this a very special and unique place to stay. You will find out why we are called the "Pearl Of The Atlantic".

Top Guest favourite
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, 155 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). Note: AC available after July 1st.

Top Guest favourite
The image showcases a charming stone house with a terracotta roof, surrounded by a wooden fence. A green umbrella sits on a small patio table, providing shade. Lush greenery and distant ocean views are visible in the background, creating a calming outdoor environment.
Home in Ribeira Brava
4.97 out of 5 average rating, 155 reviews

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

Casa Velha D. Fernando is an apartment that offers a magnificent view from the terrace to the Ocean. It is a 15-minute drive from the city of Funchal and 30 minutes from the airport. It has all the facilities such as WiFi, full bathroom, TV, microwave and toaster essential for a fantastic and relaxing holiday. a barbecue, sun loungers and an outdoor dining area. An excellent starting point for the discovery of the island. Free wifi.

Top Guest favourite
An infinity pool stretches over a wooden deck, with views of the expansive Atlantic Ocean and dramatic cliffs. Sunlight reflects off the water's surface, enhancing the serene atmosphere. Surrounding greenery complements the natural setting, inviting relaxation and contemplation.
Apartment in Paul do Mar
4.99 out of 5 average rating, 213 reviews

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.

Top Guest favourite
A comfortable living area features a gray sofa adorned with decorative cushions, opposite a wooden media console with a television. Natural light floods the space through large sliding glass doors that open to a balcony, with greenery and stylish decor enhancing the ambiance.
Apartment in Sao Goncalo
4.92 out of 5 average rating, 171 reviews

Charming View Apart. ✪free parking✪Amazing Sunsets

This apartment is located, on a hillside, in the high areas, east of Funchal. With the most enchanting panoramic view over the Atlantic Ocean, passing over Funchal, up to the mountains. Undoubtedly a privilege to see this wonderful landscape from the balcony of the apartment itself. Here I offer a quiet space providing moments of relaxation and well-being with the most unique sunsets ever seen.

Guest favourite
An infinity pool offers panoramic ocean views, bordered by a well-maintained garden featuring blooming flowers and lush greenery. Sun loungers are positioned nearby for relaxation, while a shaded terrace area can be seen in the background, enhancing the tranquil ambiance.
Villa in Ponta do Sol
4.97 out of 5 average rating, 159 reviews

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!

Guest favourite
The villa is showcased from an elevated perspective, featuring a well-lit outdoor private pool surrounded by a garden. Sun loungers and umbrellas are arranged around the pool, with a separate annex visible in the background. The architecture blends harmoniously with the natural landscape.
Villa in Ponta do Sol
4.95 out of 5 average rating, 146 reviews

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.

Popular amenities for Madeira Island rentals with a pool

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