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Holiday rentals in Calhetas

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Top-rated holiday rentals in Calhetas

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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

Seven Cities Lake Cabin | Luxury & Lake View

Your private lakeside retreat. A new, luxurious, and comfortable Cabin (with two en-suite bedrooms) situated right on the shores of the Sete Cidades Lagoon. Imagine waking up surrounded by nature, breathing in the fresh Azorean air, and gazing out at one of the most beautiful landscapes on São Miguel. Nestled in a unique setting defined by the peace and tranquility of the natural environment, the Cabin blends comfort, privacy, and nature, with all the amenities needed to an unforgettable stay.

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, 12 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.

Guest favourite
Windmill in Povoação
4.95 out of 5 average rating, 189 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.

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, 177 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
Home in São Roque
5.0 out of 5 average rating, 15 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
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, 157 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.

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 Ajuda da 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.

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.

Guest favourite
A balcony features a wooden table set for two, with glasses of drink placed atop. The ocean and fishing port are visible in the background, complemented by a clear blue sky. Natural elements like plants add a touch of greenery to the setting.
Home in Lagoa
4.89 out of 5 average rating, 158 reviews

azoresstays-Villa Sal over the sea & natural pools

This ocean cliff Villa and its spacious rooms have a lush ocean view and you will have a completely clean and unique view of the sea, Lagoa's picturesque fishing port and natural swimming pools. You can not find a more central place to stay, with all the amenities walking distance. Local restaurants with lots of fresh fish, grocery and supermarkets, pharmacy, bathing areas and even a gym.

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 in Calhetas
4.71 out of 5 average rating, 101 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 serene garden path lined with vibrant hydrangea flowers in various shades of blue and green leads to a shaded seating area with white furniture beneath a large tree. The space is surrounded by lush greenery, enhancing the tranquil outdoor setting.
Home in Ilha de São Miguel
4.79 out of 5 average rating, 155 reviews

Casa do Pinheiro Rustic House

Casa do Pinheiro is located in the center of the parish of Fenais da Luz, just a 15-minute drive from Ponta Delgada Airport. It is also about 5 minutes from the Batalha Golf Course, as well as the Poços natural pools. Santa Barbara Beach is about 12 minutes away. From this location, you can reach any tourist spot on the island in less than 50 minutes.

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, 92 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.

Popular amenities for Calhetas holiday rentals