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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.

LocationValueBeach

Guest favourite
Windmill in Povoação
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.

LocationFamilyLaundry

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, 47 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.

LocationAccuracyNearby

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.

FamilyValueAmenities

Top guest favourite
The exterior view captures a modern two-story house beside a spacious heated pool. Lounge chairs are arranged around the pool area, complemented by a well-maintained garden featuring lush greenery and stone walls that define the property.
Villa in Ponta Delgada
4.99 out of 5 average rating, 86 reviews

Lotus House - Heated Pool & Jacuzzi near the Beach

Welcome to Lotus House. This luxury villa offers all the amenities and comfort to provide unforgettable moments with your family or friends. In the garden, relax in our heated pool or jacuzzi, or prepare a meal on the barbecue. Five minutes from the beaches and ten from the center of Ponta Delgada, the house is located in an excellent location to discover the whole island. Besides, there is a minimarket 50 meters away and Continente supermarket just a 5-minute drive away.

ValueFamilyComfort

Top guest favourite
Home in Calhetas
5.0 out of 5 average rating, 18 reviews

Ocean Dreams Place

Take advantage of the opportunity and be the first to enjoy this new space for your well-deserved vacation. 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 is the ideal setting for those looking for a quiet vacation. Our accommodation combines traditional Azorean charm with the functionality needed for an invigorating stay. Come and enjoy an authentic experience in the Azores!

LocationValueIndoor spaces

Top guest favourite
Flat in Furnas
4.99 out of 5 average rating, 175 reviews

Casa Pacheco - Furnas

Located in the heart of the Furnas valley, Casa Pacheco offers a newly renovated apartment featuring air conditioning and a spacious terrace, perfect for those seeking the perfect blend of comfort and nature. Its privileged location provides easy access to the iconic Terra Nostra Park, thermal baths, lush gardens, and local restaurants. The apartment includes a fully equipped kitchen, laundry facilities, and a workspace with a desk and high-speed Wi-Fi.

LocationValueShared spaces

Guest favourite
Flat in Ponta Delgada
5.0 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.

LocationHospitalityCheckout

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.

ValueLocationAmenities

Guest favourite
Guest suite in Rabo de Peixe
4.95 out of 5 average rating, 20 reviews

Quinta do Paraizo- Studio

The Studio is located in Quinta do Paraizo, a typical property from the time of the orange dating back to the 18th century but with all modern amenities. The studio is located in a garden area near the annex-cellar. It is an open space consisting of a small living room, double bed and kitchenette.

FamilyValueQuiet

Top guest favourite
Cottage in São Vicente Ferreira
4.98 out of 5 average rating, 203 reviews

Quinta dos Sentidos2 – Eco Nature Retreat in the Azores

The house is inserted in a paradise organic farm with fruit trees, vegetable garden and vineyard, as well as a beautiful garden. The interior is decorated with ancient pieces of oxbow and wine barrels, pieces that were used in another time in the farm for the varied activities.

LocationValueGetting around

Guest favourite
A modern wooden structure with large windows highlights the exterior, revealing warm interior lighting. The building is surrounded by a leafless tree and lush greenery, creating a peaceful outdoor environment during twilight.
Bungalow in Ponta Delgada
4.93 out of 5 average rating, 498 reviews

7 Cidades Lake Lodge

The house it is decorated in a simple, stylish and cozy way to make you feel at home. It is equipped with just about everything you need. The house is located on the edge of Blue Lagoon, inside a huge crater surrounded by an amazing volcano.

ValueLocationAmenities

Popular amenities for Calhetas holiday rentals