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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.

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Guest favourite
A private infinity pool is set against a backdrop of the ocean, surrounded by lush tropical plants. Comfortable seating, featuring blue cushions, faces the pool and ocean views, creating a relaxing outdoor space. The bright sky enhances the tranquil atmosphere.
Home in Funchal

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

4.94 out of 5 average rating, 116 reviews
Top guest favourite
Home in Fajã da Ovelha

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.

4.94 out of 5 average rating, 66 reviews
Guest favourite
An outdoor dining area features a wooden table set with dishes and plants, surrounded by a few chairs. The rustic orange exterior of the adjacent building complements the lush greenery. The sea view can be seen in the background under an overcast sky.
Home in Arco da Calheta

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.

4.93 out of 5 average rating, 118 reviews
Top guest favourite
Flat in Funchal

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.

4.95 out of 5 average rating, 22 reviews
Top guest favourite
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

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

4.97 out of 5 average rating, 471 reviews
Top guest favourite
A contemporary villa features a sleek exterior with a combination of dark and light materials. Large glass doors open to a spacious outdoor area with sun loungers by an infinity pool, surrounded by manicured grass and offering expansive views of the landscape.
Home in Câmara de Lobos

Villa Nóbrega

Discover the perfect getaway on Madeira Island! A luxury villa, designed to offer comfort and an unforgettable experience. With a prime location and incredible views of the city and the sea, it is ideal for sunrise lovers. The villa has a suite and two large bedrooms, all with air conditioning and a private balcony. It has an integrated living room and kitchen, infinity pool, garden, barbecue area and private garage. A perfect place to relax and create unique memories.

5.0 out of 5 average rating, 54 reviews
Top guest favourite
A modern house with a vibrant red roof is positioned on a hillside, overlooking the ocean and surrounding landscape. The outdoor area includes a swimming pool and a spacious terrace, offering expansive views of both the coastline and lush greenery.
Villa in Arco da Calheta

CASA SOL E VISTA 2

Casa Sol e Vista 2 is located in one of the best locations in the parish, next to house no. 1. It has 2 bedrooms, a living room/kitchen and 3 bathrooms, accommodating 6 people. The house is located on top of a hill, which gives the house an extraordinary view. Outside, there is a barbecue, a large garden and a swimming pool. Absolute tranquility. Come spend a few pleasant days at Casa Sol e Vista 2. Contact Duarte Paulo

4.98 out of 5 average rating, 103 reviews
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.
Flat in Paul do Mar

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.

4.99 out of 5 average rating, 225 reviews
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

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!

4.97 out of 5 average rating, 161 reviews
Top guest favourite
The image captures a view of Casa Nambebe, with a terracotta roof and surrounded by lush banana trees. An inviting infinity pool reflects the blue ocean, while the rugged coastline and greenery enhance the tranquil setting. The house is positioned on a hillside overlooking the sea.
Home in Ponta do Sol

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

4.99 out of 5 average rating, 199 reviews
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

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.

4.95 out of 5 average rating, 153 reviews
Top guest favourite
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

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

4.98 out of 5 average rating, 103 reviews

Popular amenities for Madeira rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favourite
A vibrant pink house stands beside a private swimming pool, surrounded by paved flooring and sun loungers. Lush greenery and mountains create a scenic backdrop, highlighting the tranquil rural setting. Clear blue skies add brightness to the inviting outdoor space.
Home in Santana

A Casa do Lagar - Country Villa

4.86 out of 5 average rating, 106 reviews
Guest favourite
An indoor swimming pool is featured, surrounded by large windows that offer natural light and views of the garden. The pool is filled with clear blue water, and a staircase leads into it. A dining area with tables is positioned nearby.
Home in Porto da Cruz

House pc / private indoor pool

4.86 out of 5 average rating, 140 reviews
Superhost
A quaint two-story house is nestled among lush greenery, featuring a warm white facade and wooden window shutters. A sloping tiled roof and a shaded porch are visible, surrounded by vibrant plants and trees that enhance its secluded charm.
Home in São Gonçalo

Lovely house with spectacular views over Funchal

4.81 out of 5 average rating, 187 reviews
Top guest favourite
A pool area is presented with a clear blue swimming pool surrounded by sun loungers on a wooden deck. An umbrella provides shade nearby, while palm trees and ocean views create a serene backdrop. A splash of red from a canopy adds a vibrant touch.
Home in Caniço

Villa Vera Garajau - Madeira Island

4.99 out of 5 average rating, 106 reviews
Top guest favourite
An infinity pool reflects the vibrant hues of a sunset over the ocean. The surrounding terrace features minimalistic railings, emphasizing unobstructed views of the coastal landscape and the sky's dramatic colors.
Home in Arco da Calheta

Syso House

4.95 out of 5 average rating, 132 reviews
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 Arco da Calheta

Panoramic View: Lux 3 bed w/ heated pool

4.97 out of 5 average rating, 112 reviews
Top guest favourite
An outdoor seating area is highlighted by a decorative pillow featuring a floral design, resting against a woven chair. In the background, the infinity pool overlooks the expansive blue Atlantic ocean, framed by a clear sky.
Home in Tabua

Old Wine Villa

4.95 out of 5 average rating, 149 reviews
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

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

4.98 out of 5 average rating, 164 reviews

Apartment rentals with a pool

Superhost
A modern living area features a large sectional sofa adorned with cushions and a soft throw. Natural light floods in through wide windows, presenting a view of the surrounding landscape. A minimalist entertainment unit and dining area are also visible, enhancing the open feel of the space.
Apartment in Funchal

Renala II "With Pool" by PAUSA Holiday Rentals

4.95 out of 5 average rating, 100 reviews
Guest favourite
A swimming pool is framed by tropical landscaping and various types of greenery, overlooking a scenic view of the ocean. A gentle slope leads to the water's edge, with a stone border accentuating the garden area.
Apartment in Estreito da Calheta

Vargem Mar Beach

4.93 out of 5 average rating, 130 reviews
Guest favourite
A light-filled living area is furnished with a gray sofa adorned with decorative pillows. A coffee table with storage sits in front, while a floor lamp provides soft lighting. Large glass doors open to a backdrop of hills and greenery, enhancing the inviting space.
Apartment in Campanario

Tropical Sunset D

4.96 out of 5 average rating, 101 reviews
Guest favourite
A swimming pool is situated on the roof, featuring clear blue water under a bright sky. A rail surrounds the pool, offering unobstructed views of the sea and surrounding landscape.
Apartment in Funchal

Charming Lido Flat I

4.92 out of 5 average rating, 146 reviews
Guest favourite
A serene view captures the sun setting over the sea, reflecting golden hues on the water's surface. Pine trees frame the image, highlighting the tranquil pool located below. The gentle curve of the balcony adds depth to the peaceful ambiance.
Apartment in Funchal

Sunset Paradise, Funchal: sounds of the sea

4.94 out of 5 average rating, 100 reviews
Top guest favourite
A spacious terrace features a glass railing with views of the ocean and surrounding landscape. Lush greenery is visible below, along with a pool area. Mountains frame the horizon, adding depth to the serene coastal scenery.
Apartment in Funchal

New dream luxury appartment in the Madeira Palace.

4.99 out of 5 average rating, 145 reviews
Guest favourite
A bright living area features a yellow sofa bed, enhancing the spacious feel. Large windows offer views of the sea, while wooden accents and a sleek kitchenette provide a modern touch. Light-colored walls reflect natural light, creating an open atmosphere.
Apartment in Funchal

Ocean View Apartment in Madeira

4.89 out of 5 average rating, 132 reviews
Guest favourite
A stylish living and dining area features a wooden dining table surrounded by upholstered chairs. A comfortable sofa is positioned next to the balcony. Large windows provide natural light and offer views of the ocean. A flat-screen television and decorative elements enhance the space.
Apartment in Funchal

Modern, lux comfort with Pool & Ocean view

4.92 out of 5 average rating, 138 reviews

Other holiday rentals with a pool

Top guest favourite
Villa in Arco da Calheta

Villa Acacia- Spectacular Ocean view & heated pool

4.99 out of 5 average rating, 85 reviews
Top guest favourite
A sparkling salt-water pool is featured with panoramic views of the ocean and surrounding hills. The clear blue water reflects the bright sky, while lush greenery sprawls across the landscape below, creating a serene setting that invites relaxation.
Home in Ribeira Brava

Sweet Paradise

4.98 out of 5 average rating, 61 reviews
Top guest favourite
A modern villa is set against a mountainous backdrop during twilight. The property features large glass doors opening to a terrace with dining furniture. A serene pool reflects the evening sky, surrounded by lounge chairs and landscaped gardens.
Villa in Paul do Mar

Quinta Marefe - On the stunning west coast

5.0 out of 5 average rating, 39 reviews
Superhost
Home in Arco da Calheta

Stunning 3BR Villa | Ocean-View, Private Pool

4.89 out of 5 average rating, 18 reviews
Top guest favourite
An inviting outdoor area features a shimmering pool surrounded by lush greenery and a clear view of the ocean. Comfortable lounge chairs are positioned nearby, with soft towels resting on them. A prominent chimney is visible against the backdrop of a clear sky.
Home in Arco da Calheta

Villa Anita ,beautiful sunset,Air conditioner

5.0 out of 5 average rating, 69 reviews
Guest favourite
The infinity pool features shimmering blue tiles, creating a seamless view of the ocean. A hanging chair is positioned nearby, surrounded by tropical plants and vibrant flowers in pots, inviting relaxation with panoramic sea views.
Villa

Quinta do Feliz, a Home in Madeira

4.92 out of 5 average rating, 59 reviews
Top guest favourite
Home in Arco da Calheta

NEW Quinta da Luz - By Your Madeira Rentals

4.95 out of 5 average rating, 22 reviews
Top guest favourite
Villa in São Vicente

Ocean View Villa | Infinity Pool, Hot Tub, Sauna

5.0 out of 5 average rating, 31 reviews

Destinations to explore