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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
4.98 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.

LocationValueWifi

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.

ValueLocationCondition

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, 127 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.

LocationValueGetting around

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, 50 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.

LocationAir conditioningKitchen

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.

LocationFamilyView

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 :)

LocationFamilyQuiet

Guest favourite
Flat in Sao Roque
4.94 out of 5 average rating, 18 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.

ValueLocationGetting around

Top guest favourite
A bright and airy room features floor-to-ceiling windows offering views of the sea. A spacious bed with a light-colored blanket is positioned next to a sleek bedside table. A dining area is visible in the background, complemented by a modern television stand.
Flat in Ribeira Grande
4.97 out of 5 average rating, 243 reviews

Casa do Horizonte

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.

LocationValueAccuracy

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
4.96 out of 5 average rating, 156 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.

LocationValueBack garden

Guest favourite
A sunny, yellow cottage is framed by lush greenery, with climbing plants adorning the entrance. A wooden bench provides seating on the grassy lawn. Inside, light filters through the doorway, hinting at a well-lit interior. The scenic views of fields and the ocean are visible in the distance.
Cottage in Bretanha
4.93 out of 5 average rating, 476 reviews

Welcome to A Toca do Lince I

Countryside cottage in the northwest of São 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 in a place off the beaten track. PLEASE NOTE THERE IS A CAT living in the cottage, she's an INDOOR/OUTDOOR CAT. If you don't like cats or are allergic to them, the cottage is not a suitable option for you.

LocationFamilyAccess

Guest favourite
Flat in Ponta Delgada
5 out of 5 average rating, 12 reviews

2-Bedroom Mezzanine Chicharro – Central

Welcome to Chicharro Apartment, in the heart of Ponta Delgada! Enjoy a comfortable and unforgettable stay on São Miguel Island. Our apartment combines charm, convenience, and a prime location, perfect for exploring the island. Ideal for couples, families, or solo travelers, it offers tranquility, authenticity, and a cozy base after a day full of adventures.

LocationGetting aroundComfort

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.

ValueLocationShared spaces

Popular amenities for Calhetas holiday rentals