
Holiday houses in Cascalheira
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Top-rated holiday rentals in Cascalheira
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Casa da Canada
Would you like to live in a stone cottage, rustic, but with a modern ambiance and interior, comfortable, romantic, ideal for two with stunning views? You're in the right place, it's here. There is a deck with lounge chairs, a stone barbecue, the full view of the island of São Jorge and the canal. From its left side, the cliffs of the parishes of São Roque, Praínha and Santo Amaro do Pico, crashing waves and fluttering birds; a sunset to fall in love with… This house is part of a small family owned resort, where there is a restaurant called Magma, a grocery store, a yoga room and an heated swimming pool. The living room has glass sliding door that open the interior nature and the views. What are you waiting for?
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Cottage Lima Sol
The Lima Sol house is a charming space, located in a quiet area of the parish of Santo Amaro, where you wake up in the middle of nature and at night you hear the song of the "seagulls." The house has the amenities of a relaxed lifestyle. Open space bedroom/living room with double bed and a sofa bed, a bathroom and a kitchen. In a charming corner, you also have access to a barbecue area. In front are the slopes of the northern part of the island. About 200 meters away is the Portinho bathing area.
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AtlanticWindow - Modern House, Stunning View
Pico Island, and especially Santo Amaro, has always been the holiday’s spot of our family. Here we grew up, we saw ships being built, we learnt how to swim, to fish and to live around nature. The dream of having our own place here, where to revisit the past, to rest and to enjoy the local genuine environment, has come true years later. The houses, built in a modern style, but with both inside and outside local stone details, were designed to take full advantage of the outstanding location an
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Casa Oceano Pico
Casa Oceano Pico is a new, modern house nestled in one of the most beautiful and serene parts of the island, offering peace, tranquility, and lush greenery. With fabulous, unobstructed views of the Atlantic Ocean, you’ll find yourself immersed in natural beauty. Located just a 12-minute drive from the picturesque town of Lajes do Pico, and close to some of the island's most stunning natural pools, this home is ideal for solo travelers, couples, friends, families, and remote workers alike.
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Adega da Figueira · Whalers' Ruin & Ocean Views
Nesquim is where the first whaling company in the Azores was born. This stone house was a ruin when we found it — covered by an enormous fig tree that gave it its name. Rebuilt by a local family from the village, with stone from the island and a roof with a story. From the terrace, dolphins pass weekly between May and October. Whales appear between May and August. No boat needed. Just you, the open sea, and a house that was made to feel like home. Guests who come once tend to come back.
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House by the sea
Designed from the ground up with comfort and calm in mind. With clean lines, warm materials, and wide-open views, the house invites you to slow down and soak up Pico’s natural beauty — from the private jacuzzi under the stars to the soft silence of the mornings. Whether you’re here for a romantic escape or a laid-back family adventure, this space adapts to your pace. It’s intimate, spacious, and just far enough off the map to feel like your own private piece of the island.
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Views, peace, and quiet
180 degrees of breathtaking views of the Atlantic (at about 200 meters above sea level), a lot of green everywhere and no neighbors in sight: if you're looking for a relaxing vacation in a traditional Azorean stone cottage placed in a magical landscape, this is the place for you. Casas do Horizonte is a traditional compound of two homes (the main farm house and a converted millhouse) set in 2 acres of gardens and wooded areas.
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Fish House 3
Paradise on earth. The most beautiful view in the world! Wonderful house built from scratch recently, located in Prainha de Cima (northern part of Pico Island) with stunning views over the canal and the island of São Jorge. Composed of 2 floors with 2 panoramic windows, it can accommodate 4 people, 2 in the bedroom and 2 in the living room on a sofa bed. It has 2 full bathrooms. It's really worth waking up to see the sunrise!
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"Tribute" Suite 6
This special place is close to everything, making it easy to plan your visit.Welcome to our beautifully restored historic house in the heart of Horta. This stunning building has been thoughtfully renovated to the highest standards, blending its rich heritage with modern luxury. Each of our unique apartments/suites is a tribute to the building’s past, offering an authentic experience with contemporary comfort.
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Picolo-Mondo - Sunny Suite 16
Picolo-Mondo ,Sunny Suite 16, Pico Island Sunny Suite 16, a radiant Pico Island retreat, shines with golden sunlight and ocean views. Ideal for stargazing, birdwatching, and whale watching. Its large patio with shaded umbrella is perfect for sunset dining. Includes an open kitchen, luxurious bathroom with starlight shower, two queen beds,. Enjoy a welcome basket with Azores coffee, tea, and Pico wine.
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Casa da Matilde, on the paradisiacal fajã of São João.
Traditional-style vacation home, but with a modern and colorful twist. By the sea, with a splendid view of the neighboring island of Pico, you can rest to the sound of the murmur of the waves and the singing of the birds. Calm and familiar atmosphere. Attention – access to the house involves exterior stairs (see photos), with about 40 steps.
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House of the Two Rivers
Casa das Duas Ribeiras is a cozy Azorean house made of local lava stone, ideal for relaxing in the heart of nature on Pico Island. It offers peaceful accommodation with modern amenities, a garden and ocean views. The house is suitable for couples looking for privacy, style and the authentic atmosphere of Pico Island.
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Popular amenities for Cascalheira holiday rentals
Other great holiday rentals in Cascalheira

Inn Fraga, Pico Island, Azores
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Casas da Prainha B
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Pico Sereno · Balcony of the Sea | Sea View & Balcony
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Casa do Caisinho Pico - Heated pool near sea
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Bioma Adega - Gourmet Stay
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Pico Island Villas 22 - Incredible Vineyard Villa
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Seagull Corner
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Pico Azores - Family home with a view of São Jorge
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