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Holiday rentals in Caloura

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Top-rated holiday rentals in Caloura

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

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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
4.99 out of 5 average rating, 162 reviews

Chestnut tree

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, 179 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
4.97 out of 5 average rating, 34 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
4.99 out of 5 average rating, 142 reviews

Seven Cities Lake Cabin - Lagoon House

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.

Top guest favourite
A wooden table with two matching chairs is positioned on a terrace. The view reveals gentle waves lapping against rocky shores and a small island rising from the ocean, creating a serene backdrop of the Atlantic.
Home
4.97 out of 5 average rating, 152 reviews

CASA DAS DIAS

Hi! We are Vitória and Hermínio, a happily married couple from the Azores. We live in Vila Franca do Campo for more than 30 years and we think this is the perfect town in the island to spend some relaxing holidays. Casa das Dias is a 1-bedroom house located in the historical center of Vila Franca, right in front of the sea with an outsanding view to the Atlantlic Ocean and Ilhéu, a volcanic islet known among the villagers as the Princess Ring. We´re looking forward to hear from you!

Top 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
4.97 out of 5 average rating, 144 reviews

ADEGA DO MOTA

Recovered house (old winery), integrated into a 5,000 m2 farm, with a wide variety of citrus and other crops. Great garden, overlooking the sea and the mountains. It has a very spacious social area, ideal for families and groups of friends, where there is a pool table. Very close to several beaches and the center of Vila Franca do Campo. There are several trails starting near the house. Located on the south coast of São Miguel Island, with easy access to Ponta Delgada.

Guest favourite
Several Japanese Cedar Villas are displayed along a serene water feature, with a wooden walkway connecting them. The modern wooden exteriors echo the surrounding landscape, while large windows reflect the tranquil environment, adding to the harmonious blending of structure and nature.
Farm stay
4.87 out of 5 average rating, 92 reviews

Japanese Cedar Villa - Furnas Lake Forest Living

The Japanese Cedar Villa, measuring almost 70m2, has a bedroom, a living room with a dining area, a bathroom, a fully equipped kitchenette and a balcony. The bedroom can have a king size bed or 2 single beds, just let us know what you prefer. It is equipped with air conditioning/heating, Wi-Fi and a television. It is ideal for 2 people but can accommodate a 3rd or 4th person (children or baby) using an extra bed in the living room (without blackout).

Top guest favourite
A sunny, yellow cottage is framed by lush greenery, with climbing plants adorning the entrance. A wooden bench provides seating on the grassy lawn. Inside, light filters through the doorway, hinting at a well-lit interior. The scenic views of fields and the ocean are visible in the distance.
Cottage
4.92 out of 5 average rating, 464 reviews

Welcome to A Toca do Lince I

Countryside cottage in the northwest of São Miguel, with views to the ocean, the mountains and the fields. An option for those who want to explore the main attractions of the western part of the island, but wish to stay in a place off the beaten track. PLEASE NOTE THERE IS A CAT living in the cottage, she's an INDOOR/OUTDOOR CAT. If you don't like cats or are allergic to them, the cottage is not a suitable option for you.

Guest favourite
A balcony features a wooden table set for two, with glasses of drink placed atop. The ocean and fishing port are visible in the background, complemented by a clear blue sky. Natural elements like plants add a touch of greenery to the setting.
Home
4.88 out of 5 average rating, 154 reviews

azoresstays-Villa Sal over the sea & natural pools

This ocean cliff Villa and its spacious rooms have a lush ocean view and you will have a completely clean and unique view of the sea, Lagoa's picturesque fishing port and natural swimming pools. You can not find a more central place to stay, with all the amenities walking distance. Local restaurants with lots of fresh fish, grocery and supermarkets, pharmacy, bathing areas and even a gym.

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
4.87 out of 5 average rating, 340 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
Cottage
4.99 out of 5 average rating, 133 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.

Top guest favourite
The quaint stone cottage is framed by vibrant purple flowers in the foreground, showcasing its rustic texture and red-tiled roof. Large windows reflect the surrounding greenery, while the clear blue sky adds to the serene setting.
Cottage
4.99 out of 5 average rating, 105 reviews

Azores Country & Nature Cottage

A typical stone house that over time has served various purposes, such as storing grapes for wine production, has been converted into a cottage where guests can enjoy all the modern amenities. A private garden and a magnificent view of the countryside will make you want to stay here forever

Popular amenities for Caloura holiday rentals

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