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Holiday houses in Caldeira

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Top-rated holiday rentals in Caldeira

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Guest favourite
An open interior area features wood paneling and natural light through large windows. A dining table is present, accompanied by stylish chairs. A kitchenette is visible along the wall, with shelves for storage. A plush seating area is set beside a cozy rug.
Tent in Horta
4.97 out of 5 average rating, 61 reviews

Azul Singular - Large Tent

Azul Singular - Parque de Campismo Rural é o primeiro parque de Glamping dos Açores. Situado no coração de uma plantação de plantas ornamentais, na ilha do Faial, esta é a nossa versão de paraíso que queremos partilhar com quem gosta de um retiro muito ligado à Natureza. Os nossos inovadores alojamentos-tenda unem o conforto da madeira à leveza do canvas. Se não encontrar disponibilidade na nossa Large Tent, veja as nossas outras tendas - Couple Tent e Yurt - disponíveis no perfil Azul Singular.

Guest favourite
A glass of red wine is positioned on a white surface, overlooking a green landscape and the ocean. The distant outline of a neighboring island is visible against a partly cloudy sky, providing a serene view of Pico Island's natural beauty.
Home in São Roque do Pico
5 out of 5 average rating, 29 reviews

~The View Of The Blue~

Nestled up on a charming hilltop with stunning panoramic views, you cannot go wrong with this guesthouse. The View of The Blue is the space that appeals to all of your senses & to truly relax & take in the many natural wonders that Pico Island offers. Located 5kms from São Roque centre & ferry terminal,offering shops/restaurants/bakeries/cafes/museums/natural ocean pools & a starting point to Mt. Pico road&elsewhere. Private & Spacious Home. Value & Tranquility. Take A View & See You Soon.

Guest favourite
A charming cottage is set against the backdrop of Pico Island, featuring a red-tiled roof and blue window shutters. The property is surrounded by water, with a spacious outdoor area visible. Impressive cliffs rise in the distance, enhancing the coastal scenery.
Home in Praia do Almoxarife
4.92 out of 5 average rating, 13 reviews

Seaside Cottage

Seaside Cottage is the perfect getaway for anyone who loves the ocean. The sound of the sea is ever present in this spectacular cliff-side location, where endless views of Pico Island and the blue Atlantic soothe the senses. Enjoy early morning swims at the beach below, relax over leisurely breakfasts on the terrace and dine outside watching the stars. Horta, with restaurants, shops & activities, is just a 5 minute drive away. Well equipped & tastefully appointed, this cottage is truly unique.

Top Guest favourite
An outdoor jacuzzi is positioned beneath a wooden pergola, offering panoramic views of the surrounding landscape, ocean, and distant village. The clear blue sky and scattered clouds create a tranquil atmosphere, enhancing the unique setting for relaxation.
Cabin in Madalena
4.96 out of 5 average rating, 92 reviews

Adega da Quinta - Casa do Camolas

Relax in this cottage with a unique and tranquil spot. Enjoy the fantastic view of Faial, the sea and the village of Madalena in the pool, Jacuzzi or sauna. Enjoy a beautiful wooden house in a unique and special place with a swimming pool, Jacuzzi and sauna. Benefit from the walking tours overlooking the wonderful Pico mountain. Our accommodations are located a 2-minute drive and a 20-minute walk from Vila da Madalena, and include a bedroom with a double bed and a living room with a sofa bed.

Top Guest favourite
A spacious living area features a light-colored sofa and a wooden coffee table crafted from natural materials. At the back, a dining table is set, surrounded by four chairs, with a minimalist kitchen visible in the background. Large windows provide soft natural light.
Villa in Conceicao
4.95 out of 5 average rating, 21 reviews

Sea view villa and beach access on foot

Relax in this unique and peaceful accommodation. Located in the valley of Almoxarife. 5 min walk to the most beautiful black sand beach of the island and 10 mins to the famous Horta marina and landmark downtown by car. Completely renovated, the house offers all modern comforts. All rooms have sea views. The villa "Quinta dos Maracujas" is a located on a vast orchard, where, depending on the season, you will be able to enjoy the exotic fruits. Bars and restaurants at the bottom of the street.

Guest favourite
A wooden board features an intricate design, showcasing geometric patterns and the name 'a moagem' in the center. The smooth surface highlights the natural wood grain, offering a blend of artistry and rustic charm.
Home in Praia do Almoxarife
4.91 out of 5 average rating, 109 reviews

Almoxarife Beach - Casa da Parteira "a moagem"

About 4 km north from the city of Horta is Almoxarife Beach. In the "a moagem" space, there is life in every corner, in the garden there is a water cistern and a threshing floor. It features traditional architecture, dating back to the beginning of the last century. At the mill, a philosophy based on the traditional and sustainable is practiced. It consists of: apartment, garden, handicraft workshop, farm with animals, vegetables, fruits and seeds of traditional varieties.

Top Guest favourite
A view of the sea framed by the open window, featuring two unique, bare trees on the shoreline. The calm water reflects the sky, while distant islands are visible on the horizon, creating a serene coastal scene.
Home in Madalena
4.95 out of 5 average rating, 205 reviews

Charming Beach House along the Ocean

Located minutes from downtown Madalena, “Casa da Barca” is a charming space granting guests picturesque views of the ocean and island of Faial from one side, and iconic Pico Mountain on the other. Walk only a few steps out the door and take a dip into natural pools or enjoy a refreshment at Pico’s award winning Cella Bar. Your host will welcome you with some cheese and wine, giving you a taste of the Acores and getting your palate ready for delicious island food.

Superhost
Home in Cedros
5 out of 5 average rating, 3 reviews

Cozy Azorean Stone Cottage: Atlantic View & Garden

Welcome to Casa Gaia — our lovingly restored volcanic stone cottage tucked away in the green hills of Cedros. The spacious studio cottage is filled with natural light and the warm, grounding energy of its 19th-century volcanic stone walls. From your window and private terrace, your gaze falls over our fruit garden and beyond it, the endless Atlantic. If you’re seeking silence, fresh ocean air, and a place where time moves gently, this might be your next oasis.

Guest favourite
A wooden interior features a large window showcasing a panoramic view of the landscape, including rolling hills and the distant mountain peak. A cozy seating area is found below the window, accompanied by two wooden tables and multiple chairs, all bathed in soft, natural light.
Home in São Roque do Pico
5 out of 5 average rating, 11 reviews

SKY MOUNTAIN & SEA - SMS Azores

Lots of light, amazing view over the sea and where you can see the island of São Jorge in its fullness. First line of the sea! View of Pico Mountain, the highest point in Portugal. Very comfortable house, we used wood from the island in its interior. A very good location between Madalena and São Roque and close to the Airport. Well-equipped kitchen. Relax, read, watch the sea, the boats and the Mountain too.

Top Guest favourite
A traditional wine house with red accents is framed by dark lava stones, set against the backdrop of Pico Mountain, topped with snow. A clear sky with a visible moon enhances the serene landscape, inviting guests to experience the uniqueness of the surroundings.
Holiday home in Madalena
4.95 out of 5 average rating, 163 reviews

Ocean view in UNESCO Heritage Site

Solar-powered wine house located in the Landscape of Pico Island Vineyard Culture - a UNESCO World Heritage Site. Just a couple of minutes driving from Madalena village, this traditional and remodeled wine house has its own vineyard on the backyard. A cozy space for two with a bedroom, kitchenette open to living room and a bathroom. The wine house is overlooking the ocean, Faial island and Pico mountain.

Guest favourite
An expansive property features multiple wooden structures with terracotta roofs, surrounded by lush greenery. An outdoor area includes a pool, providing a serene view of a distant mountain under a cloudy sky, enhancing the tranquil landscape.
Villa in Madalena
4.92 out of 5 average rating, 12 reviews

Alma do Pico - T0 House

"Alma do Pico" is a tourist village, known as a nature resort. It is a tranquil village, integrated into nature, with units scattered throughout the property, connected by gardens and paths. Relaxing atmosphere, ideal for couples, families and travelers seeking peace and quiet. Stunning views of the mountain and Faial Island.

Top Guest favourite
A dining area features a rustic wooden table accompanied by colorful chairs, while a peaceful outdoor view is visible through large windows. An inviting pathway leads to a well-structured house nestled among trees, with a cloudy sky providing a serene backdrop.
Home in Candelaria
4.89 out of 5 average rating, 27 reviews

Alojamento local

Local accommodation in a quiet area of the parish of Candelária, 10 minutes from Vila da Madalena, Pico Island. Designed for a dreamy stay, comfortable and spacious, perfect for a romantic getaway or for taking that much-needed vacation. Come immerse yourself in nature and enjoy a breathtaking view.

Popular amenities for Caldeira holiday rentals

  1. Airbnb
  2. Portugal
  3. Azores
  4. Caldeira