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Holiday rentals in Calhetas

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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 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 Povoacao
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.

Top guest favourite
A serene view from a window features a breathtaking sunset over the ocean. The horizon glows with warm colors, while soft clouds reflect the sunlight. A person is seen seated comfortably, enjoying the tranquil scenery.
Home in Ribeira Grande
4.9 out of 5 average rating, 125 reviews

Casa da Suta - Jacuzzi with Ocean View

A Casa da Suta é um alojamento recém-construído e pensado para proporcionar momentos de convívio entre família e amigos num local calmo e com vistas deslumbrantes sobre o mar e a costa norte da ilha de São Miguel. No exterior, convidámo-lo a relaxar no nosso Jacuzzi ao final do dia, desfrutando de música do seu gosto, com o nosso sistema de som portátil. Na sala de estar superior encontrará o ambiente ideal para a leitura e para um bom chá, desfrutando de uma vista panorâmica para o mar.

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, 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
Flat in Sao Roque
5 out of 5 average rating, 14 reviews

Oasis House: Pearl Apartment | Refúgio à beira-mar

Apartamento de arquitectura moderna, muito luminoso, com vista para o mar e para a montanha da Lagoa do Fogo. Este apartamento está literalmente sobre o mar, tendo à sua frente um pequeno portinho com águas cristalinas, onde se pode nadar ou pescar. Está localizado no 1º andar da casa OASIS, um edificio com apenas outro apartamento chamado Coral (situado no rés-do-chão). O acesso ao apartamento Pearl é feito por escadas. É possível reservar os 2 apartamentos em simultâneo.

Guest favourite
A spacious living area features textured stone walls and wooden beams overhead, providing a blend of rustic and modern design. A comfortable grey sofa faces a flat-screen television, and natural light filters through the geometric lamp, creating unique shadow patterns on the floor.
Casa particular in Ribeira Grande
4.93 out of 5 average rating, 41 reviews

Rock & Rest

A Rock & Rest é uma casa encantadora no coração da Ribeira Grande. Totalmente restaurada, conserva a beleza da sua cantaria original e oferece confortos modernos. Equipada com AC nos quartos e na sala de estar, dispõe de um espaçoso pátio, jardim , jacuzzi e barbecue, garantindo uma estadia memorável. O nome faz referência à pedra utilizada na reabilitação, e reflete a ideia de "Rock your day" e depois venha relaxar e renovar as energias no conforto do nosso espaço.

Top guest favourite
A bright and airy room features floor-to-ceiling windows offering views of the sea. A spacious bed with a light-colored blanket is positioned next to a sleek bedside table. A dining area is visible in the background, complemented by a modern television stand.
Flat in Ribeira Grande
4.97 out of 5 average rating, 240 reviews

Casa do Horizonte

Apartment in the Heart of São Miguel Island This charming apartment is just a 2-minute walk from two beaches and a pool. You'll love the views and the vibrant street with restaurants and bars. A supermarket is across the road, less than a minute away. The entire apartment is rented exclusively to you, ensuring all the privacy you need for a perfect stay. Book this modern, clean, and comfortable apartment, and you'll fall in love with the space and location.

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

Ocean Dreams Place

Aproveite e venha estrear este novo espaço para as suas merecidas férias. O nosso alojamento fica localizado na zona central da ilha, permitindo-lhe explorar toda a beleza de São Miguel com a máxima facilidade. É o cenário ideal para quem procura umas férias tranquilas. O nosso alojamento combina o charme tradicional açoriano com a funcionalidade necessária para uma estadia revigorante. Venha viver uma experiência autêntica nos Açores!

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 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.

Popular amenities for Calhetas holiday rentals