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Holiday houses in Caloura

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Caloura

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A spacious kitchen area features a light green island counter and a dining table set for meals. Natural stone walls and a spiral staircase add character to the space. Soft lighting creates a welcoming environment, enhancing the connection between the kitchen and the dining area.
Home in Agua de Alto
4.97 out of 5 average rating, 148 reviews

A ADEGA DO MOTA

Casa recuperada ( antiga adega), integrada numa quinta com 5.000 m2, com grande variedade de citrinos e outras culturas. Óptimo jardim, com vista para o mar e para a serra. Possui uma área social muito espaçosa, ideal para famílias e grupos de amigos, onde existe uma mesa de snooker. Muito próxima de várias praias e do centro de Vila Franca do Campo. Existem vários trilhos a começar nas proximidades da casa. Situada na costa sul da ilha de São Miguel, com fácil acessibilidade a Ponta Delgada.

Top Guest favourite
A bright outdoor dining area is presented with a glass table, surrounded by six blue chairs. Plates and beverages rest on the table, suggesting a meal in the open air. The ocean is visible in the distance, framed by lush greenery and clear blue skies.
Home in Lagoa
4.98 out of 5 average rating, 169 reviews

Castanheiro

Welcome to Castanheiro. Our property is a recently refurbished house built around a century old chestnut tree. A spacious terrace offers a panoramic view of the Santa Cruz Bay. It is conveniently located in Lagoa and within a 3 min walking distance to the ocean . A stroll to natural swimming pools will take you 10 min. The house was lovingly restored to maintain its original stone features. A perfect place to enjoy with family and friends as it comfortably accomodates up to 6 people.

Top Guest favourite
Windmill in Povoacao
4.95 out of 5 average rating, 185 reviews

Waterfall Life: immersed in secluded nature

A converted stone watermill at the bottom of a small valley, between two waterfalls. Walking in, you half-expect to have stepped back a century. The sound doesn't stop—it follows you to sleep and is the first thing you hear in the morning. You leave the car on an old bridge above and walk down a short rustic path; below it, the property opens up. Two villages and a small market sit a hundred meters back, reminding you civilization is still out there—but down here you're in your own world.

Guest favourite
A well-constructed cabin with a curved roof and wooden exterior is positioned near the edge of a lush landscape. The expansive ocean views are visible in the background, complementing the serene surroundings. Stone pathways lead to the entrance, framed by green shrubs and plants.
Cabin in Lombinha da Maia
4.98 out of 5 average rating, 41 reviews

Designer Cabin Retreat with Ocean Views

Top 3 Guest Compliments: "My partner and I got engaged on the balcony overlooking the ocean." “The cabin is perfectly secluded…we felt like we were in our own bubble!!" "Hosts go above and beyond with thoughtful guidebooks and local treats." From the moment you arrive, you’ll feel the weight lift off your shoulders. Handcrafted from local woods and inspired by Japanese design, this retreat sits in a 5,000m² private garden—perfect for couples or anyone seeking to reconnect with nature.

Top Guest favourite
The exterior of a modern cottage is visible, constructed with natural wood and featuring large windows. It is surrounded by a serene landscape, with lush greenery and a view of the calm lagoon in the background. A wooden deck with a seating area is present.
Cottage in Sete Cidades
4.99 out of 5 average rating, 150 reviews

Sete Cidades Lake Cabin - Luxury Lakefront Cabin

New, charming and comfortable 'Cottage' (with 2 en-suite bedrooms) right on the shores of Lagoa das Sete Cidades. The project, the design and the materiality were carefully conceived for a perfect setting in the surrounding nature and in order to benefit from stunning views of the Lagoon. Situated in a unique landscaped environment, where the calm and tranquility of the natural environment predominates, it also benefits from all the amenities and comfort to make your stay unforgettable.

Guest favourite
Guest suite in Agua de Pau
4.92 out of 5 average rating, 100 reviews

VILA BELA - Suite Mar

Guest House: O meu espaço fica no alto da propriedade, com acesso por rampa ou escada (com 38 degraus), fica perto de praia Baixa d'Areia, porto da Caloura com piscina natural, onde se pode tomar banhos, no verão zona vigiada com nadador salvador, Bar da Caloura onde se pode saborear boas refeições de peixe, também existe um Centro Cultural na Caloura.Vai adorar o meu espaço por causa da vista soberba sobre o mar, pela sua localização no centro da ilha,na zona exterior têm jardins.

Top Guest favourite
A modern dining area features a long wooden table surrounded by six chairs. A comfortable sofa sits nearby, positioned toward a wall-mounted TV. Large glass doors provide natural light and views of greenery from a private balcony.
Apartment in Lagoa
4.99 out of 5 average rating, 214 reviews

SARA conVida - Tecnopark Residence

O apartamento «SARA conVida - Tecnopark Residence» é um T2 novo e situa-se na cidade de Lagoa, junto ao NONAGON e ao Hospital CUF Açores. Está localizado no centro da ilha de São Miguel, o que o torna com muito boa acessibilidade para os diversos pontos turísticos da ilha. Localiza-se a 10km de Ponta Delgada e a 1km de zona de caminhada junto ao mar, com piscinas naturais. Encontra-se próximo de supermercados, lojas, cafés, restaurantes à escolha e de ótimas zonas balneares.

Top Guest favourite
A modern living area features a comfortable sofa adorned with decorative pillows, alongside a stylish armchair. A round coffee table is placed centrally on a neutral rug. Light streams through large sliding glass doors, illuminating a well-organized shelf displaying decorative items.
Apartment in Ponta Delgada
5 out of 5 average rating, 162 reviews

Simple&Charming Guest Apartment

Simple&Charming é um apartamento com dois quartos, moderno e elegante. É ideal para viver o centro da cidade em qualquer época do ano. Dispõe de estacionamento gratuito para que possa visitar a nossa ilha durante o dia e viver a cidade durante a noite. Simple&Charming is a modern and elegant guest apartment with two bedrooms ideal for every time of the year. It offers free parking so you can travel around the island during the day and live the city by night.

Guest favourite
A covered walkway adorned with lush green vines offers shade along the white exterior of the building. Steps lead up to an elevated area, with surrounding greenery providing a natural frame for the setting.
Guest suite in Agua de Pau
4.9 out of 5 average rating, 71 reviews

A Casa da Vinha

The designation Casa da Vinha evokes the winemaking activity that, until half a century ago, characterized this property. Thanks to the micro-climate of Caloura, the vineyard, protected from humidity and fog, produced grapes for many years. In Casa da Vinha, as in all properties, large or small, there was a building, in stone, covered with tile, the so-called winery, to store the wine produced, and now is ready to accommodate guests.

Top Guest favourite
Home in Agua de Pau
5 out of 5 average rating, 11 reviews

Maison moderne, une chambre, vue mer à Caloura

Détendez-vous dans ce cocon paisible niché entre collines verdoyantes et vagues atlantiques, sur l’île de São Miguel. À Ann’s Paradise, tout invite à ralentir : petit déjeuner au soleil, siestes au chant des oiseaux, soirées bercées par les puffins cendrés… Confort moderne et authenticité insulaire s’y mêlent avec simplicité. Idéal pour un séjour solo ou en couple.

Guest favourite
A modern suspended living room with expansive glass walls hovers above a small garden and outdoor dining area. The contrasting white exterior of the house highlights the sleek, black cube design, creating a unique architectural feature against the backdrop of blue skies.
Home in Vila Franca do Campo
4.87 out of 5 average rating, 344 reviews

House with Suspended Living Room

Our Retreat is a rural nineteenth-century house, restored with the desire to conserve the time of construction characteristics. Not only did we keep the main structure of the house, but also the fire oven and the respective chimney, the mill of wine production and the basalt stone floor . And, to finalize we added a suspended living room - literally a glass cube.

Top Guest favourite
The exterior of Galera Cottage is visible, showcasing its traditional architecture with green shutters. A view of the ocean is framed by a tree with bare branches, while colorful plants and well-maintained grass surround the property, enhancing the serene atmosphere.
Cottage in Caloura
4.99 out of 5 average rating, 136 reviews

Galera Cottage - RRAL761

Located in Caloura, one of the most iconic and idyllic spots of S. Miguel island, Galera Cottage offers its guests a unique view over the sea, proximity of bathing areas, priceless tranquillity, and the possibility to visit the seventeenth century chapel of Nossa Senhora de Monserrate, located inside the propriety.

Popular amenities for Caloura holiday rentals

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