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Holiday houses in Caldeira

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Top-rated holiday rentals in Caldeira

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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
4.93 out of 5 average rating, 15 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.

LocationWalkabilityComfort

Top Guest favourite
A detached house is depicted, featuring a modern stone facade and a gently curving pathway lined with decorative stones. Lush greenery surrounds the structure, accentuated by ornamental plants. The setting is tranquil, with a clear view of open landscapes beyond.
Home in Horta
4.95 out of 5 average rating, 58 reviews

My Azorean Home Apolo - Villa

#relaxing, #splendidviews #privacy #allyouneed #nature #safe 'My Azorean Home Premium ' is a fully detached house surrounded by splendid views over the Atlantic ocean with Pico Island as background. It comprises 1 ensuite double bedroom, 1 double bedroom, 1 main bathroom, big open area where you can find a living area, kitchen and dining area. also a separate Laundry room. It receives natural light from all 4 facades. It is surrounded by greenery and a garden where you can find a BB area.

FamilyValueLaundry

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
4.95 out of 5 average rating, 96 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.

LocationPoolHiking

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
4.92 out of 5 average rating, 26 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.

LocationFamilyAir conditioning

Top Guest favourite
A circular yurt is set on a wooden deck, surrounded by lush palm trees. A small dining table and chairs are positioned under a shaded umbrella, while an exterior bathroom and a chimney enhance the structure. The natural landscape creates a serene and private environment.
Yurt in Horta
5 out of 5 average rating, 71 reviews

Azul Singular - Yurt

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 ligado à Natureza. Os nossos inovadores alojamentos-tenda unem o conforto da madeira à leveza do canvas. Se não encontrar disponibilidade no nosso Yurt, veja as nossas outras tendas - Large Tent e Couple Tent - disponíveis no perfil Azul Singular.

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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, 113 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.

FamilyValueWalkability

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, 214 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.

ValueLocationHiking

Top Guest favourite
Home in Cedros
5 out of 5 average rating, 9 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.

Indoor spacesOutdoor spacesComfort

Top Guest favourite
A kitchen area is presented with wooden cabinets and a dining table surrounded by four chairs. The geometric-patterned wallpaper adds a modern touch, while stainless steel appliances include a refrigerator. A staircase with wooden steps leads to the upper level.
Home in Madalena
4.95 out of 5 average rating, 119 reviews

Grandfather Francisco's House

Once a traditional wine cellar, built by Francisco Paulo in 1980, this villa served for many years as a production site and warehouse for the Paulo family's wine. The wine cellar has been remodeled and expanded, but it maintains the traditional elevations and the decoration and details of the times when it was used as a wine cellar. Next to the bathing area, it has a view that invites long nights of conversation.

LocationLong staySleep quality

Top Guest favourite
A modern one-story house is surrounded by vibrant flower gardens. The exterior features white walls, blue window shutters, and a spacious covered porch. Light-colored outdoor furniture and wooden chairs are arranged on the patio to enhance the inviting outdoor space.
Home in Horta
4.95 out of 5 average rating, 108 reviews

Casa do Chafariz

House for 2 people. Located in Varadouro, the perfect summer spot on the island of Faial, a stunning view of the sea. Very close to Varadouro's natural pools, with restaurants and grocery stores nearby. Located in a quiet area and close to many trails and areas of interest of the island such as Caldeira or Volcano dos Capelinhos.

FamilyLocationSleep quality

Superhost
A waterfront view captures the tranquil harbor, featuring a small boat prominently displayed in the foreground. The tiled area is adorned with potted plants, while the distant landscape showcases rolling hills beneath a soft sunset sky.
Home in Madalena
4.83 out of 5 average rating, 87 reviews

Guardian's House

The "Casa Guardiao" is situated at the Porto Calhau. The big appartement with 2 bedrooms is situated on the first floor of the "Fisherman's Retreat Pico." This is the best spot to watch the sunset and start your walks. It's only a 10 minutes drive from Madalena and about 20 miutes drive from the airport.

ValueLocationAccess

Top Guest favourite
A private outdoor pool reflects the sky, surrounded by a well-maintained area with lush greenery. In the background, the scenic view of the island of Faial is visible, with rocky formations and the ocean extending towards the horizon.
Home in Madalena
5 out of 5 average rating, 23 reviews

Villa Valverde

Relax with the whole family at this peaceful place to stay. Completed in 2024, Villa Valverde is located near the center of Madalena, overlooking the island of Faial. Set in a quiet environment, with a large lawn, a private outdoor pool and a barbecue area, it is the ideal place for family vacations.

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Popular amenities for Caldeira holiday rentals

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