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Holiday rentals with a pool in Ribeira Brava

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Ribeira Brava

  • Total holiday rentals

    Explore 70 holiday rentals in Ribeira Brava

  • Nightly prices starting at

    Ribeira Brava holiday rentals start at $127 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,180 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    70 of Ribeira Brava holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ribeira Brava rentals

  • 4.8 Average rating

    Ribeira Brava stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated rentals with a pool in Ribeira Brava

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

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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
4.95 out of 5 average rating, 149 reviews

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!

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
4.97 out of 5 average rating, 111 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.

Superhost
A spacious loft interior features a staircase leading to an upper level. A comfortable gray sofa is positioned in the foreground, while a well-equipped kitchen is visible in the background. Bright, natural light fills the area, highlighting the modern design and open layout.
Loft in Madeira Island
4.92 out of 5 average rating, 146 reviews

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)].

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
4.97 out of 5 average rating, 471 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 favourite
A clear view of the infinity pool is framed by lush greenery and vibrant yellow umbrellas. Comfortable seating aligns beside the pool, offering a relaxed atmosphere with stunning views of the ocean.
Villa in Ribeira Brava
4.86 out of 5 average rating, 44 reviews

Luxury villa with infinity pool

Sonho do Oceano proposes guest rooms as well as a magnificent villa for rent in the municipality of Ribeira Brava. Located near the Miradouro de São Sebastião, your accommodation offers you a first class comfort (cosy rooms, air conditioning/heating, elevator) with a breathtaking view on the ocean. You can enjoy the garden and the swimming pool in the middle of the banana trees or drink a good Poncha quietly installed on your terrace.

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
4.98 out of 5 average rating, 164 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.

Guest favourite
Guest house in Ponta do Sol
4.96 out of 5 average rating, 163 reviews

Casa do Piquinho

Casa do Piquinho is a charming residence located in Ponta do Sol, perfect for those seeking comfort and tranquility. With a cozy design and stunning sea views, it offers the ideal setting for relaxation. The house features a private swimming pool, perfect for enjoying sunny days in total privacy. Just minutes from the beach and the village center, it’s the perfect base to relax or explore the island.

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
4.99 out of 5 average rating, 225 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.

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, 160 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, 152 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.

Guest favourite
An elevated view captures a serene coastline with a winding road and lush green hills. The blue swimming pool is visible alongside a seating area with outdoor furniture. Bright sunlight enhances the panoramic scenery of the ocean and nearby town.
Home in Ribeira Brava
4.94 out of 5 average rating, 186 reviews

Sweet Brava Home - Pool & Sea view

Fabulous house of traditional construction with pool over the cliffs of Ribeira Brava and near Ponta do Sol. Enjoy sensational panoramic views of the sea and west coast of Madeira. Situated in a very quiet and sunny place 5min from town, beach and all services. The comfort and quality of life in a unique accommodation. Great location. Heated pool available (under payment)

Top guest favourite
An expansive view of the Atlantic Ocean is presented from the edge of a private infinity pool. The tranquil waters reflect the clear blue sky above, while rolling hills and the coastline of Camara de Lobos are visible in the background.
Home in Câmara de Lobos
5.0 out of 5 average rating, 97 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.

Popular amenities for Ribeira Brava rentals with a pool