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Holiday rentals with a pool in Fajã da Ovelha

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Top-rated rentals with a pool in Fajã da Ovelha

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Guest favourite
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
4.95 out of 5 average rating, 277 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.

Superhost
An outdoor area features a private pool surrounded by lounge chairs, all overlooking expansive sea views. A shaded dining area is positioned nearby, creating an inviting space for relaxation. Lush greenery lines the perimeter, enhancing the serene atmosphere.
Villa in Estreito da Calheta
4.79 out of 5 average rating, 123 reviews

Quinta Falcoes - A villa with an amazing view

Quinta Falcoes has some of the most amazing views on the island. With a 180 panoramic view of the sea, you can also watch the end of the island lighthouse at night and the falcons hunting by day in the ravine. Quinta Falcoes is a modern and well equipped villa with a private pool, outdoor eating and seating areas, large bbq and a playroom with table tennis table, book & dvd library and a cinema area. The house is perfect for groups of walkers, couples who want to relax and larger family groups.

Guest favourite
A spacious bed is centered in the room, adorned with decorative pillows and a colorful blanket. Nightstands are positioned on either side, each featuring soft lighting. A decorative straw hat and a bright flower are placed on the bed, enhancing the serene atmosphere.
Villa in Estreito Calheta
4.94 out of 5 average rating, 158 reviews

Country House @ Casas Da Vereda

Relax in class at 250 meters high on the sunny South West coast of Madeira, enjoying sunset and ocean views from the heated pool! The Casas Da Vereda are ideally located in a quiet countryside area with nothing but nature between you and the ocean. At 30 minutes drive from Funchal, 5 minutes drive to rock beaches in seaside villages / sand beaches by the marina of Calheta / “levada” walks. Please note that one can rent any combination of Casa Palheiro (T0), Casa Rural (T1), and (Casa Eco T2)!

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 Tábua
4.95 out of 5 average rating, 132 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
An inviting outdoor area features a heated swimming pool reflecting the sunset over the sea. Glass railings provide unobstructed views, while a stone feature complements the serene environment. The surrounding area is equipped with stylish tiles and ample space for relaxation.
Villa in Fajã da Ovelha
4.86 out of 5 average rating, 101 reviews

Fajã Refuge

A propriedade dispõe de 3 quartos, um deles em suíte (todos com ar condicionado), 2 WC's, sala e cozinha OpenSpace, churrasqueira, lavandaria, piscina exterior aquecida (custo extra), campo de desportos, mesa de bilhar, espaço de relaxamento exterior e garagem para 4 carros. A casa dispõe de sistema de segurança e é equipada com todos os eletrodomésticos necessários para o seu conforto. Poderá também desfrutar de uma ampla e desafogada vista mar, incríveis Sunsets e um silêncio inigualável.

Top 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
4.93 out of 5 average rating, 108 reviews

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.

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, 423 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 Bar and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

Guest favourite
A saltwater pool is surrounded by a wooden deck, presenting a serene space for relaxation. Lush greenery and a stone wall provide privacy, while a modern structure with expansive windows overlooks the area. Steps lead up to the garden, enhancing the natural setting.
Cabin in Jardim do Mar
4.96 out of 5 average rating, 191 reviews

Woodlovers Mar® (Heated Pool Optional) - Unit 2

Settled in a stunning organic green land, contemplating an amazing sea view, spectacular cliffs, surrounded by pieces of cropland, banana plantations and vineyards, we have found what today is WOODLOVERS. Combining this dream place with our engineering, sustainability, renewable energies and permaculture background, we were pioneers in the construction of the first contemporary 100% WoodHouse in Madeira Island respecting the nature and the natural environment.

Guest favourite
A rustic stone building is situated amidst greenery, reflecting traditional architecture. The structure features wooden doors, and a stone pathway leads to staircases. Decorative flags are seen above the rooftop, contributing to the charming landscape.
Home in Ponta do Pargo
4.88 out of 5 average rating, 134 reviews

Casa da Cascata B&B | Levada Houses

Detached house inside an Agritourism property called "Casas da Levada", with breakfast included in "do it your self" mode. From an old wine cellar, where the farm tools were kept, "Casa da Cascata" was rebuilt, keeping its original stone layout, balancing the rustic and modern line. Facing the pool, it offers an exclusive view of the Atlantic Ocean and a unique sunset from the western most tip of Madeira Island.

Superhost
An aerial view captures the large infinity swimming pool situated on a cliff edge, overlooking the ocean. Surrounding sunbeds and umbrellas provide a relaxing area. The coast and village of Paul do Mar can be seen in the distance, with lush greenery framing the scene.
Flat in Fajã da Ovelha
4.87 out of 5 average rating, 126 reviews

Modern villa, shared infinity pool | SunsetCliff 3

These high quality and contemporary air conditioned 2-bedroom villas in Madeira are set in the peaceful countryside and share a breath-taking large infinity pool located on the cliff edge overlooking the sea and the village of Paul do Mar. The open plan living area with seating area, dining table and fully equipped modern kitchen, occupies the ground floor. Here is also the second bathroom and the laundry.

Top guest favourite
An outdoor area presents a heated saltwater pool framed by vibrant green grass and blooming shrubs. A single lounge chair is positioned beside the pool, with the expansive ocean visible in the background under a clear blue sky. Sunlight reflects off the water's surface.
Flat in Jardim do Mar
4.99 out of 5 average rating, 138 reviews

☀️ Bright & Spacious w/ Pool & Oceanside View :D

Modern studio in the sunny and serene coastal village of Jardim do Mar, south west of Madeira Island. Studio D features an open plan design with kitchenette, lounging area, TV (with Netflix), a cozy queen size bed, a spacious bathroom with washing machine and a private, south facing balcony with ocean and pool view (24° to 26° Celsius). Guests have full access to the garden and heated saltwater pool.

Top guest favourite
A balcony offers a sweeping view of the sea and Paul do Mar, with a wrought iron railing framing the scene. The sunlight casts a warm glow over the landscape, creating a serene atmosphere. Lush greenery surrounds the area, enhancing the natural beauty.
Villa in Fajã da Ovelha
4.98 out of 5 average rating, 191 reviews

Quinta São Lourenço≈≈≈ Casa Palheiro ≈≈≈

The « Quinta São Lourenço » is a traditional Madeiran property of 3 000 m² from the 19th century, renovated into independent houses. The Quinta is an ideal holiday destination and is well known for its dominant position on the Atlantic Ocean, its beautiful flower garden and its shared outdoor swimming pool. Let yourself be surprised by the majestic sunsets and take a break with the roar of the Ocean.

Popular amenities for Fajã da Ovelha rentals with a pool

Quick stats about holiday rentals with a pool in Fajã da Ovelha

  • Total holiday rentals

    Explore 40 holiday rentals in Fajã da Ovelha

  • Nightly prices starting at

    Fajã da Ovelha holiday rentals start at $103 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,690 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Fajã da Ovelha holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Fajã da Ovelha rentals

  • 4.8 Average rating

    Fajã da Ovelha stays are highly rated by guests – averaging 4.8 out of 5!

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