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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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Guest favourite
Windmill in Povoacao
4.95 out of 5 average rating, 188 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, 47 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.

Superhost
Home in Pico da Pedra
5 out of 5 average rating, 6 reviews

THE VIEW - 180 ocean & 180 volcano - family house

Enjoy spectacular views in this newly built house! 180˚sea view & 180˚mountain view (volcano mountains Lagoa do Fogo & Sete Cidades and the natural reserve Pinhal da Paz) We are renting our own modern spacious home while on vacation. It's set on a land of 7000m2, surrounded only by fields. Yet located very central on the island. 1km to golf course & supermarket, 10min drive to beach, 15min to airport & Ponta Delgada . Amateur photos from last summer, reality is even nicer :)

Top guest favourite
The exterior view captures a modern two-story house beside a spacious heated pool. Lounge chairs are arranged around the pool area, complemented by a well-maintained garden featuring lush greenery and stone walls that define the property.
Villa in Ponta Delgada
4.99 out of 5 average rating, 86 reviews

Lotus House - Heated Pool & Jacuzzi near the Beach

Welcome to Lotus House. This luxury villa offers all the amenities and comfort to provide unforgettable moments with your family or friends. In the garden, relax in our heated pool or jacuzzi, or prepare a meal on the barbecue. Five minutes from the beaches and ten from the center of Ponta Delgada, the house is located in an excellent location to discover the whole island. Besides, there is a minimarket 50 meters away and Continente supermarket just a 5-minute drive away.

Top guest favourite
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
4.95 out of 5 average rating, 154 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.

Top guest favourite
Home in Calhetas
5 out of 5 average rating, 18 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!

Superhost
Villa in Calhetas
4.6 out of 5 average rating, 5 reviews

Tree House - Villa

Welcome to Casa da Árvore - Villa, a charming family refuge located in the picturesque Calhetas, right by the sea. This spacious and cosy 350 square metre dwelling is the perfect destination for families seeking a relaxing getaway with stunning views of the sea, mountains, and swimming pool.<br><br>The villa has three spacious bedrooms, all equipped with double beds, allowing comfortable accommodation for up to 6 people.

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, 156 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.

Superhost
Home in São Vicente Ferreira
4.8 out of 5 average rating, 15 reviews

AZ Solar Cottage & Secret Garden

Beautifully renovated Azorean-style cottage in peaceful São Vicente Ferreira, close to natural pools and local restaurants. This charming retreat features an open floor plan, high wood ceilings, peek-a-boo ocean views, and a landscaped garden with mature fruit trees. Thoughtfully decorated with antique details, it offers the perfect blend of character, comfort, and tranquility. AL/4687

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, 354 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.

Popular amenities for Calhetas holiday rentals