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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
4.98 out of 5 average rating, 80 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
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
4.9 out of 5 average rating, 126 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
4.98 out of 5 average rating, 49 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
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
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 :)

Guest favourite
Flat
4.94 out of 5 average rating, 17 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
A modern home is highlighted by floor-to-ceiling glass doors, revealing an outdoor space with a serene pool reflecting soft blue light. The patio features a dining area with a large table and several chairs, complemented by a well-maintained lawn.
Villa
5 out of 5 average rating, 50 reviews

House with 4 rooms and pool

Populo's Place is the result of a careful and modern renovation in a way that provides maximum comfort and tranquility. It is located in Livramento, on the island of São Miguel, in a calm and privileged area, a few minutes drive from the city of Ponta Delgada and beaches. it consists of 4 bedrooms, 4 bathrooms, living room, fully equipped kitchen, gym and outdoor area with pool. Each room has air-conditioning and, throughout the house, it is possible to enjoy free Wi-Fi.

Superhost
A rooftop terrace features two sunbeds positioned towards an expansive sea view, with the coastline and a church tower visible in the background. The clear sky and gentle clouds contribute to the serene atmosphere of this outdoor area.
Home
4.86 out of 5 average rating, 59 reviews

azoresstays - Ruína - Terrace w/ stunning sea view

A stunning private house in the heart of such a picturesque village as is Santa Cruz. The spacious areas are set against the backdrop of the southern coastline and the ocean. If escape is what you're after, this is the place — Its clean and fresh ambiance and all the surroundings makes such a unique place that it will be easy for you to feel more like a local than like a tourist.

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.
Flat
4.72 out of 5 average rating, 99 reviews

Diogo's little corner

Fully equipped and furnished apartment. Composed of 2 double bedrooms (1 with crib), 1 bathroom, kitchen and living room (with air conditioning). Located in a quiet area and gated community. Close to Ribeira Grande Boilers, Santa Barbara Beach, Old Boiler, etc. Our accommodation is 15 minutes from downtown Ponta Delgada. Equipped with everything you need for your babies.

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
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.

Superhost
Villa
4.67 out of 5 average rating, 3 reviews

Figueiras House | Beachfront at Praia do Pópulo

Imagine arriving at this house and feel like you are in a serene Azores retreat: freshly renovated, tastefully decorated, yet warmly inviting. Located just a one‑minute walking from the black sands of Praia do Pópulo, this three-bedroom Villa effortlessly blends island charm with modern comforts.

Popular amenities for Calhetas holiday rentals