
Holiday rentals with a pool in Madeira
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Madeira
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Villas Calhau da Lapa 10
Welcome to Villa Calhau da Lapa 10, located in Campanário, 600 meters from the beach, where the splendor of the sea and mountains come together to create a truly captivating setting. This 19th century property was rebuilt over three years (2021 to 2024) by artists and craftsmen, giving it a unique identity, and was designed to provide maximum comfort and an exclusive lifestyle, offering an unparalleled residential experience. Located in an easily accessible location, this villa offers panoramic views of the sea and mountains. With a private, heated swimming pool, 12 meters long, 6 meters of which are excavated in the rock, giving it a unique identity and romanticism. The Villa offers 2 comfortable bedrooms, with flat-screen cable TV, air conditioning, fully equipped kitchen with stove, refrigerator, microwave, Nespresso coffee maker, washing machine and dryer, two bathrooms, outdoor barbecue free Wi-Fi and free parking. With space entirely dedicated to your well-being: swimming in the pool, relaxing in the garden or enjoying a barbecue are some of the privileged moments that Villa Calhau da Lapa 10 offers its guests.
4.98 out of 5 average rating, 55 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.
4.94 out of 5 average rating, 69 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
4.97 out of 5 average rating, 472 reviews
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, 57 reviews
Sweet Paradise
A paradise in the heart of Madeira's West Zone, facing south and with a fantastic sunset. Quiet residential area with good access. 5 minutes from the beach, shops and restaurants and in a great location for exploring the island. A modern house with a heated saltwater pool (for a fee), good areas, barbecue, solarium area, garden with aromatic herbs, gym and parking. The entire house is air-conditioned and has a kitchen equipped to celebrate great moments.
4.98 out of 5 average rating, 62 reviews
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, 105 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.
4.99 out of 5 average rating, 225 reviews
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, 200 reviews
Peak A Boo (Private Heated Pool & Private Parking)
Take it easy at this unique and tranquil getaway with breathtaking views. The interior design with large sliding glass panels offers a real alfresco feeling for those balmy Madeiran days and nights. The exterior terrace with private infinity heated pool is a true balcony over the Atlantic Ocean glamorously charming the bay just under your eyes.
5.0 out of 5 average rating, 101 reviews
Villa Pérola | Pool & Panoramic Ocean View
Experience Madeira at Villa Pérola, an elegant villa in Arco da Calheta with a private pool and panoramic Atlantic views. With 3 bedrooms, modern interiors and spacious outdoor areas, it’s the perfect place to relax, enjoy spectacular sunsets and spend an unforgettable holiday by the sea.
4.95 out of 5 average rating, 44 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
4.98 out of 5 average rating, 103 reviews
Villa Papaya
An Outstanding Location, with a Fabulous View. Splash Pool and a Table to do meals outside. Unforgetable Sunset, with the sea and the Marina View! Villa Papaya Address: Rua Serra D'Água - Vereda do Morgadinho No. 24 9370-076 Arco da Calheta
4.98 out of 5 average rating, 219 reviewsPopular amenities for Madeira rentals with a pool
House rentals with a pool

Syso House
4.95 out of 5 average rating, 132 reviews
Ocean View Villa Madeira
4.85 out of 5 average rating, 162 reviews
A Casa do Lagar - Country Villa
4.86 out of 5 average rating, 108 reviews
Panoramic View: Lux 3 bed w/ heated pool
4.97 out of 5 average rating, 113 reviews
Old Wine Villa
4.95 out of 5 average rating, 150 reviews
House pc / private indoor pool
4.86 out of 5 average rating, 140 reviews
Mango House
4.93 out of 5 average rating, 118 reviews
Lovely house with spectacular views over Funchal
4.81 out of 5 average rating, 188 reviewsApartment rentals with a pool

Vargem Mar Beach
4.92 out of 5 average rating, 132 reviews
Spectacular Ocean and Cliff views with Pool
4.85 out of 5 average rating, 126 reviews
Charming Lido Flat I
4.93 out of 5 average rating, 147 reviews
Renala II "With Pool" by PAUSA Holiday Rentals
4.95 out of 5 average rating, 102 reviews
Monumental Apartment
4.86 out of 5 average rating, 173 reviews
Tropical Sunset D
4.96 out of 5 average rating, 101 reviews
New dream luxury appartment in the Madeira Palace.
4.99 out of 5 average rating, 146 reviews
Sunset Paradise, Funchal: sounds of the sea
4.94 out of 5 average rating, 103 reviewsOther holiday rentals with a pool

Private Pool Retreat • Ocean view • Funchal
4.96 out of 5 average rating, 24 reviews
Oceanfront | Direct Beach Elevator | Infinity Pool
4.98 out of 5 average rating, 44 reviews
Grey Rock Villa
4.96 out of 5 average rating, 76 reviews
Madeira Oceanfront Retreat - Direct Beach Access
5.0 out of 5 average rating, 7 reviews
Amazing villa FUNCHAL, panoramic sea view
4.98 out of 5 average rating, 65 reviews
Quinta Marefe - On the stunning west coast
5.0 out of 5 average rating, 39 reviews
Luxury | Infinity Pool | Direct Beach Access
5.0 out of 5 average rating, 41 reviews
Ocean View Apartment in Funchal
5.0 out of 5 average rating, 44 reviewsDestinations to explore
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