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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 gray cat sits perched on a wooden deck, gazing out towards the ocean. The expansive view features rolling hills and scattered houses, with the sea blending into the horizon under a clear blue sky.
Cottage in Açores
4.92 out of 5 average rating, 293 reviews

Welcome to A Toca do Lince II

Country cottage in the northwest of S.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 off the beaten track. PLEASE NOTE THERE`S A CAT living in the cottage (she's an INDOOR/OUTDOOR CAT) and it might not be suitable for those who are allergic or don't like cats. The cottage is relatively secluded in a rural environment with farms, animals and all that comes with it.

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
4.99 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
An open-plan living area is displayed, featuring a spacious seating arrangement with a sectional sofa and a coffee table. A modern dining table is positioned nearby, illuminated by pendant lighting. Large windows provide natural light, and a staircase with a sleek railing adds visual interest.
Home in Ribeira Grande
4.89 out of 5 average rating, 120 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.

Top guest favourite
The exterior of the cottage is clad in wooden paneling, showcasing large glass windows that offer views of the surrounding landscape. A small wooden deck features seating arrangements, while the natural greenery adds a serene backdrop to the structure.
Cottage in Sete Cidades
4.99 out of 5 average rating, 142 reviews

Sete Cidades 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
Flat in Ribeira Grande
4.98 out of 5 average rating, 125 reviews

Casa das Ondas

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
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.
Flat in Ponta Delgada
5 out of 5 average rating, 155 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 serene outdoor swimming pool reflects the vibrant colors of the sky at dusk. Surrounding greenery enhances the peaceful environment. The modern villa is visible in the background, with large sliding doors that open to inviting outdoor spaces.
Farm stay in Furnas
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 large outdoor swimming pool occupies the center of the image, surrounded by smooth stone tiles and greenery. Sun loungers are placed near the pool, with lush vegetation and hillside views in the background under a cloudy blue sky.
Home in Capelas
4.95 out of 5 average rating, 150 reviews

Quinta das Flores

Old, restored house, integrated into a magnificent garden. Swimming pool and gym. Close to Ponta Delgada, with good access to the entire island. Ideal for relaxing vacations in contact with nature, both in summer and winter. It has air-conditioning and two fireplaces, which give the house a lot of comfort in the winter. House with a magical atmosphere, due to its unique decoration. YOU CAN VIEW IT ON YOUTUBE - Quinta das Flores - Capelas.

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 in Lagoa
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
An infinity pool overlooks the sea, framed by tall palm trees swaying gently in the breeze. The clear sky and tranquil water create a serene outdoor space, perfect for relaxation.
Windmill in Ponta Delgada
4.92 out of 5 average rating, 343 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.

Top guest favourite
An open balcony overlooks the shimmering ocean, with wooden dining tables set for meals. The inviting space features sunlight reflecting on the water and mountains visible in the distance, creating a serene backdrop for relaxation and outdoor dining.
Apartment in Ribeira Grande
4.96 out of 5 average rating, 101 reviews

Matriz Sunset View

Welcome to Matriz Sunset View, located next to the municipal swimming pools of Ribeira Grande and 5 minutes from Areal de Santa Bárbara Beach and the historic center of Ribeira Grande. The apartment has been designed with attention to detail to provide a stay for lovers of the sea, the beach, and nature.

Popular amenities for Calhetas holiday rentals

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