Some info has been automatically translated. Show original language

Holiday rentals in Calhetas

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Calhetas

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
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
5.0 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
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
Windmill in Povoação
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 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 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.

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 São Roque
5.0 out of 5 average rating, 12 reviews

Villa São Roque - Cocoon by the sea

Villa São Roque is a modern house, built from scratch and located on the waterfront, in a quiet area of the typical São Roque neighborhood. With spacious and functional interiors, it stands out for its pleasant outdoor spaces: a saltwater pool and several areas designed to relax and enjoy the view over the Atlantic. Right at the door of the Villa, in the small bay in front, you can fish on the rocks, swim in the natural ocean pool or enjoy the tiny beach next to the islet.

Top guest favourite
Home in Calhetas
5.0 out of 5 average rating, 13 reviews

Ocean Dreams Place

Make the most of it and come and try out this new space for your well-deserved holiday. Our accommodation is located in the central part of the island, allowing you to explore all the beauty of São Miguel with the utmost ease. It's the ideal setting for those looking for a relaxing holiday. Our accommodation combines traditional Azorean charm with the functionality needed for a refreshing stay. Come and enjoy an authentic experience in the Azores!

Top guest favourite
Home in Calhetas Ribeira Grande
5.0 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.

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

Located on the north coast of São Miguel Island, Home Sweet Home is the ideal home for families looking for space and comfort to enjoy a relaxing vacation. The house is a 15-minute drive from the airport and 10 minutes from the beautiful Santa Bárbara beach, ideal for surfers. On the ground floor, there is a mini-market that has all the essentials.

Guest favourite
A sun room with large glass walls offers views of the garden and surrounding greenery. Comfortable seating is arranged around a coffee table topped with a small plant and decorative items, while natural light floods the space, enhancing the serene atmosphere.
Flat in Capelas
4.94 out of 5 average rating, 108 reviews

Vila Alegre - First Floor (Ground Floor)

Comfortable, modern suite on the ground level of a completely restored 19th-century villa in rural São Miguel, Azores. At the base of the Sete Cidades volcano and edge of the town of Capelas; minutes from beaches to the north and city to the south. Registration number: RRAL n° 980

Popular amenities for Calhetas holiday rentals

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