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Vacation rentals in Calhetas

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Top-rated vacation rentals in Calhetas

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

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Guest favorite
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, 179 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.

Guest favorite
Windmill in Povoação
4.95 out of 5 average rating, 192 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 favorite
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
5.0 out of 5 average rating, 165 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.

Top guest favorite
The outdoor area showcases a vibrant yellow house with blue accents surrounded by lush greenery. A stone pathway leads to a set of stairs. Outdoor furniture, including a seating area and dining table, is positioned under palm trees in a spacious courtyard.
Home in Capelas
4.96 out of 5 average rating, 158 reviews

Quinta das Flores

Casa de traça antiga recuperada, integrada num magnífico jardim. Piscina e ginásio. Perto de Ponta Delgada, com bons acessos a toda a ilha. Ideal para férias relaxantes em contato com a natureza, tanto no verão como no inverno. Possui ar condicionado e duas lareiras, que conferem à casa no inverno muito conforto. Casa com um ambiente mágico, pela sua decoração singular. PODERÁ VISUALIZAR ATRAVÉS DO YOUTUBE - Quinta das Flores - Capelas.

Guest favorite
Home in Calhetas Ribeira Grande
5.0 out of 5 average rating, 17 reviews

Casa do Mar - 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 favorite
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, 480 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.

Superhost
A spacious outdoor area is featured, showcasing a well-maintained lawn with several white loungers arranged around. The charming house is adorned with red shutters and white walls, complemented by surrounding greenery and a stone wall, creating a serene environment.
Home in São Miguel
4.86 out of 5 average rating, 93 reviews

Home Sweet Home

Localizada na costa norte da ilha de São Miguel, a Home Sweet Home é a casa ideal para acolher famílias que procuram espaço e conforto para disfrutarem de umas férias relaxantes. A casa fica a 15 minutos de carro de distância do aeroporto e a 10 minutos da belíssima praia de Santa Bárbara ideal para os adeptos de surf. No rés do chão tem um minimercado que tem todos os produtos de primeira necessidade.

Guest favorite
A serene garden path lined with vibrant hydrangea flowers in various shades of blue and green leads to a shaded seating area with white furniture beneath a large tree. The space is surrounded by lush greenery, enhancing the tranquil outdoor setting.
Home in Ilha de São Miguel
4.79 out of 5 average rating, 155 reviews

Casa do Pinheiro Rustic House

A Casa do Pinheiro fica localizada no centro da freguesia dos Fenais da Luz, a apenas 15 minutos de carro do Aeroporto de Ponta Delgada. Fica também a cerca de 5 minutos do Campo de Golfe da Batalha, bem como das piscinas naturais dos Poços. A Praia de Santa Bárbara encontra-se a cerca de 12 minutos. A partir desta localização, conseguirá chegar a qualquer ponto turístico da ilha em menos de 50 minutos.

Superhost
A rocky coastline features natural pools formed by volcanic rocks, surrounded by clear blue waters. People are seen enjoying the water at various points, while the sandy beach area is visible in the foreground, providing space for sunbathing and relaxation.
Apartment in Calhetas
4.72 out of 5 average rating, 103 reviews

Cantinho do Diogo

Apartamento totalmente equipado e mobilado. Composto por 2 quartos de casal ( 1 com berço), 1 casa de banho, cozinha e sala de estar ( com ar condicionado). Situado em zona calma e condomínio fechado. Próximo das Caldeiras da Ribeira Grande, Praia de Santa Bárbara, Caldeira Velha etc.. O nosso alojamento fica a 15 minutos do centro de Ponta Delgada. Equipado com tudo o que necessita paraos seus bebés.

Guest favorite
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, 357 reviews

Moinho das Feteiras | The Mill

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 favorite
A private outdoor area features a swimming pool surrounded by landscaped greenery. Comfortable seating arrangements are seen near the pool on a wooden deck, complemented by a shaded gazebo. Palm trees add a tropical touch to the inviting space.
Villa in Ponta Delgada
4.81 out of 5 average rating, 68 reviews

CHAVES VILLAGE

CHAVES VILLAGE IS COMPOSED FOR 6 BEDROOMS, WHICH CAN ACCOMMODATE 13 PEOPLE. HAS 1200 METERS TOTAL SQUARE AREA. IT HAS AN GREAT EXTERIOR AREA WITH PRIVATE SWIMMING POOL AND JAKUZI.THE GOLF COURSE IS AT 500 METERS. SANTA BARBARA'S BEACH IS 12 KMS AWAY. MELICIAS BEACH IS AT 8KMS. PONTA DELGADA CITY 10KMS AND THE AIRPORT 13KMS.

Top guest favorite
Cottage in São Vicente Ferreira
4.98 out of 5 average rating, 204 reviews

Quinta dos Sentidos2 Eco Nature Retreat in Azores.

The house is inserted in a paradise organic farm with fruit trees, vegetable garden and vineyard, as well as a beautiful garden. The interior is decorated with ancient pieces of oxbow and wine barrels, pieces that were used in another time in the farm for the varied activities.

Popular amenities for Calhetas vacation rentals