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Holiday houses 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, 78 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
Windmill in Povoacao
4.95 out of 5 average rating, 185 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 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, 171 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
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, 124 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
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, 43 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
Home in Sao Roque
5 out of 5 average rating, 12 reviews

Villa São Roque - Cocoon by the sea

A Villa São Roque é uma casa moderna, construída de raiz e situada em frente ao mar, numa zona tranquila do típico bairro de São Roque. Com interiores amplos e funcionais, destaca-se pelos agradáveis espaços exteriores: uma piscina de água salgada e várias áreas pensadas para relaxar e apreciar a vista sobre o Atlântico. Mesmo à porta da Villa, na pequena baía em frente, pode-se pescar sobre os rochedos, nadar na piscina oceânica natural ou aproveitar a pequenina praia junto ao ilhéu.

Superhost
A serene garden area features well-maintained greenery and vibrant flowers. A sun umbrella shades a table with chairs, while a wooden deck holds relaxing lounge chairs. Large windows of the cottage provide a view of the outdoors, enhancing the connection with nature.
Chalet in Ribeira Grande
4.89 out of 5 average rating, 36 reviews

Terra Vivaz - Riverside Cottage Garden Suite

Welcome to São Miguel Island in The Azores. Relax and enjoy a natural and safe environment. The sound of nature, fresh air, flowers, aromatic plants, biological fruits of the season, and the friendliness of the locals are the many unique details of this experience and we'll be very glad to guide you during your stay. Casa da Ribeira Cottage is located just a few minutes from the historic city center of Ribeira Grande, the beaches, leisure parks, lakes, and beautiful waterfalls.

Top Guest favourite
Home in Calhetas Ribeira Grande
5 out of 5 average rating, 16 reviews

Sea House - 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.

Top Guest favourite
Home in Calhetas
5 out of 5 average rating, 13 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
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, 85 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.

Popular amenities for Calhetas holiday rentals

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