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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.

Guest favourite
An expansive view of the ocean is captured from the property, framed by lush greenery. A tranquil pool reflects the sky, while a deck area with seating encourages outdoor relaxation. The horizon is adorned with scattered clouds, enhancing the coastal atmosphere.
Home in Mosteiros
5 out of 5 average rating, 10 reviews

Villa Anna

We present to you an modern villa built in 2024 with stunning sunset and panoramic ocean views. The villa is located on a private 0.5 hectares of land with its own garden, terraces and outdoor pool (12m) with salt water. The area of the house is 350m2. Seaview terrasses and patio 300 m2. Ceiling height is 4 meters. This house consists of 3 sleeping areas, each with its own dressing room and its own bathroom. The large living rooms have a dining areas with fireplace and a TV areas. 4 bathrooms.

Top guest favourite
Cottage in Açores
4.93 out of 5 average rating, 299 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
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!

Top guest favourite
Windmill in Povoacao
4.95 out of 5 average rating, 186 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.

Guest favourite
Flat in Sao Roque
5 out of 5 average rating, 13 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.

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, 85 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
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!

Superhost
Flat in Calhetas
4.75 out of 5 average rating, 8 reviews

Your Azorean Home 1

Your Azorean Home 1 apartment is set in an idyllic atmosphere, perfect for enjoying your vacation in tranquility in the middle of nature. It is located in the city of Ribeira Grande, five minutes from the main roads. It has free parking and a garden with a dining area. The kitchen is fully equipped for cooking and the spacious double bedroom has air conditioning, a private entrance, garden views and a bathroom.

Popular amenities for Calhetas holiday rentals

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