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Holiday rentals in Calhetas

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Calhetas

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

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Top guest favourite
A serene outdoor pool is framed by wooden decking and lush greenery. Two tall plants provide a natural border, while the clear blue sky adds to the tranquil atmosphere. Sun loungers are positioned nearby, inviting relaxation by the water.
Bungalow in Ribeira Grande
4.97 out of 5 average rating, 79 reviews

Quinta dos Peixes Falantes - Deluxe Studio

At Quinta dos Peixes Falantes, it is not only the fish that enchant us with their stories painted in watercolor, but also the stories of those who welcome us with the simplicity and tenderness that proves a very Azorean way of knowing how to receive guests. Here you will enjoy independent accommodations, with private gardens, interiors with all the amenities to spend a magnificent vacation. You can enjoy an outdoor swimming pool framed by a garden with trees and flowers typical of the Azorean landscape.

Top guest favourite
Cottage in Fagundas
5.0 out of 5 average rating, 28 reviews

Fajã VinhaMar - Country house by the sea

Fajã VinhaMar is a 2500 m² property located by the sea. Guests have access to vineyards, an organic garden in the summer, a green house , an artisanal wine making house, 2 bonfires, banana, loquat and other fruit trees and can pick their own coffee and tea. This property will offer a unique experience due to its isolated nature and its strong historical, cultural, and agricultural emphasis. The traditional house offers ocean views and a relaxing atmosphere. Come experience authenticity!

Guest favourite
Windmill in Povoação
4.95 out of 5 average rating, 187 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 Maia
4.98 out of 5 average rating, 45 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.

Top guest favourite
Home in Calhetas
5.0 out of 5 average rating, 15 reviews

Ocean Dreams Place

Take advantage of the opportunity and be the first to enjoy this new space for your well-deserved vacation. Our accommodation is located in the central part of the island, allowing you to explore all the beauty of São Miguel with the utmost ease. It is the ideal setting for those looking for a quiet vacation. Our accommodation combines traditional Azorean charm with the functionality needed for an invigorating stay. Come and enjoy an authentic experience in the Azores!

Guest favourite
The outdoor area showcases a pristine pool surrounded by modern wooden architecture. Sun loungers are positioned on the grass, reflecting in the clear water. Lush greenery and palm trees provide a serene atmosphere under a clear blue sky.
Villa in Ribeira Grande
4.92 out of 5 average rating, 133 reviews

Azores House

Welcome to QUINTA DO PASSO - Casa Azores! QUINTA DO PASSO is a cozy, modern space located in the city center of Ribeira Grande. Guests can enjoy a villa with a unique décor, equipped with air conditioning, internet, smart TV, telephone, fully equipped kitchen, full bathroom with a hairdryer, and private outdoor area. The common areas are properly sized for the capacity of the villa, with private parking, a swimming pool, and a seating area.

Guest favourite
Home in Calhetas Ribeira Grande
5.0 out of 5 average rating, 16 reviews

Sea House - HOST & CHILL®

Casa do Mar is a modern oceanfront villa on São Miguel’s north coast with stunning Atlantic views from all rooms and a 4,000 sqm garden featuring an ocean facing pool. Located in a nature reserve, guests can enjoy sunrises, sunsets, birdwatching, and whale sightings - right from the house. Just 20 min from the airport and 20–40 min from top sights like Sete Cidades, Furnas, Gorreana tea fields, and natural pools. A small beach is 200m away.

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 in Ajuda da Bretanha
4.93 out of 5 average rating, 474 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 spacious terrace showcases an inviting seating area with wicker furniture, offering panoramic views of the ocean and the village below. A wooden deck complements the natural surroundings, while decorative elements include a colorful basket and magazines on the coffee table.
Home in Lagoa
4.95 out of 5 average rating, 151 reviews

azoresstays - Villa Terra - stunning terrace view

A stunning private house in the heart of such a picturesque village as is Santa Cruz. The spacious areas are set against the backdrop of the southern coastline and the ocean. If escape is what you're after, this is the place — Its clean and fresh ambiance and all the surroundings makes such a unique place that it will be easy for you to feel more like a local than like a tourist.

Guest favourite
A historic windmill stands prominently against a clear blue sky. The structure features distinctive red blades and a white base, complemented by a bright red door. Lush greenery and cobblestone paths surround the mill, enhancing the scenery.
Windmill in Ponta Delgada
4.91 out of 5 average rating, 353 reviews

Moinho das Feteiras | The Mill House

Built in the 19th century, with a 360 degrees view over the sea and surroundings on the top floor. It features a Bedroom, a very well-decorated living room with kitchenette, and a WC. Free WiFi, air conditioning, Led TV and DVD player. Private parking inside the premises, providing extra security. Perfect for an unforgettable honeymoon experience.

Guest favourite
A modern wooden structure with large windows highlights the exterior, revealing warm interior lighting. The building is surrounded by a leafless tree and lush greenery, creating a peaceful outdoor environment during twilight.
Bungalow in Ponta Delgada
4.93 out of 5 average rating, 498 reviews

7 Cidades Lake Lodge

The house it is decorated in a simple, stylish and cozy way to make you feel at home. It is equipped with just about everything you need. The house is located on the edge of Blue Lagoon, inside a huge crater surrounded by an amazing volcano.

Popular amenities for Calhetas holiday rentals

  1. Airbnb
  2. Portugal
  3. Azores
  4. Ilha de São Miguel
  5. Calhetas