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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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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, 11 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.

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Superhost
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.

ValueLocationHiking

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.

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Guest favourite
Home in Calhetas Ribeira Grande
5.0 out of 5 average rating, 17 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.

LocationFamilyAir conditioning

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.

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Top guest favourite
A modern living area features a comfortable sofa adorned with decorative pillows, alongside a stylish armchair. A round coffee table is placed centrally on a neutral rug. Light streams through large sliding glass doors, illuminating a well-organized shelf displaying decorative items.
Flat in Ponta Delgada
5.0 out of 5 average rating, 164 reviews

Simple&Charming Guest Apartment

Simple&Charming is a modern and stylish two-bedroom apartment. It is ideal for living the city center at any time of the year. It offers free parking so you can visit our island during the day and live in the city during the night. Simple&Charming is a modern and elegant guest apartment with two bedrooms ideal for every time of the year. It offers free parking so you can travel around the island during the day and live the city by night.

LocationFamilyLayout

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.

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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.

FamilyLocationView

Top guest favourite
A hot tub filled with clear blue water is positioned overlooking the ocean, with panoramic views of the coastline. The horizon showcases a mix of clouds and open sky, creating a serene backdrop for relaxation.
Flat in Lagoa
4.99 out of 5 average rating, 205 reviews

Slope House 1

Having the sea as a backdrop, this apart. is 700 metres from Lagoa city centre and 13 km from the João Paulo II Airport. It consists of 2 double bed rooms, 1 bathroom, a fully equipped kitchenette and a living room with a panoramic view of the ocean. This space was designed to provide moments of pure relaxation, offering a SPA and a solarium designed over the sea.

FamilyValueCleanliness

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, 154 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.

FamilyValueHiking

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.

ValueFamilyWalkability

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.

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Popular amenities for Calhetas holiday rentals