
Holiday rentals in Calhetas
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Top-rated holiday rentals in Calhetas
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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.

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.

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.

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.

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.

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.

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.

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.

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!

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.

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.

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
Other great holiday rentals in Calhetas

Lotus House - Heated Pool & Jacuzzi near the Beach

The Blue House: Eco-Award Home & Bay View

azoresstays - Ruína - Terrace w/ stunning sea view

Beira Da Rocha

The Homeboat Company III- PD

Fajã VinhaMar - Seaside country house

House of Boats - Lagoa das Furnas

SeaLux Apartment (Seaside)
Destinations to explore
- Ponta Delgada Holiday rentals
- Ilha de São Miguel Holiday rentals
- Ilha Terceira Holiday rentals
- Ilha do Pico Holiday rentals
- Ribeira Grande Holiday rentals
- Horta Holiday rentals
- Ilha de Santa Maria Holiday rentals
- Vila Franca do Campo Holiday rentals
- Angra do Heroísmo Holiday rentals
- Mosteiros Holiday rentals
- Ilha do Faial Holiday rentals
- Ilha de São Jorge Holiday rentals
- Portas da Cidade
- Futurismo Azores Adventures
- Praia dos Moinhos
- Gorreana Tea Factory
- Centro de Interpretação Ambiental da Caldeira Velha
- Ponta da Ferraria
- Museu Carlos Machado
- Poça da Dona Beija
- Termas Da Ferraria
- Praia do Areal de Santa Bárbara
- Parque Terra Nostra
- Ribeira dos Caldeirões Natural Park
- Mercado Da Graça
- Praia dos Mosteiros
- Miradouro da Ponta da Madrugada
- Jardim António Borges
- Gruta do Carvão - Monumento Natural
- Miradouro Ponta Do Sossego
- Praia do Pópulo
- Milícias





