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Vacation rentals in Caldeira

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Top-rated vacation rentals in Caldeira

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

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Top guest favorite
A charming cottage is set against the backdrop of Pico Island, featuring a red-tiled roof and blue window shutters. The property is surrounded by water, with a spacious outdoor area visible. Impressive cliffs rise in the distance, enhancing the coastal scenery.
Home in Praia do Almoxarife
4.94 out of 5 average rating, 17 reviews

Seaside Cottage

Seaside Cottage is the perfect getaway for anyone who loves the ocean. The sound of the sea is ever present in this spectacular cliff-side location, where endless views of Pico Island and the blue Atlantic soothe the senses. Enjoy early morning swims at the beach below, relax over leisurely breakfasts on the terrace and dine outside watching the stars. Horta, with restaurants, shops & activities, is just a 5 minute drive away. Well equipped & tastefully appointed, this cottage is truly unique.

Guest favorite
An outdoor jacuzzi is positioned beneath a wooden pergola, offering panoramic views of the surrounding landscape, ocean, and distant village. The clear blue sky and scattered clouds create a tranquil atmosphere, enhancing the unique setting for relaxation.
Cabin in Madalena
4.94 out of 5 average rating, 103 reviews

Adega da Quinta - Casa do Camolas

Relax in this cottage with a unique and tranquil spot. Enjoy the fantastic view of Faial, the sea and the village of Madalena in the pool, Jacuzzi or sauna. Enjoy a beautiful wooden house in a unique and special place with a swimming pool, Jacuzzi and sauna. Benefit from the walking tours overlooking the wonderful Pico mountain. Our accommodations are located a 2-minute drive and a 20-minute walk from Vila da Madalena, and include a bedroom with a double bed and a living room with a sofa bed.

Guest favorite
A spacious living area features a light-colored sofa and a wooden coffee table crafted from natural materials. At the back, a dining table is set, surrounded by four chairs, with a minimalist kitchen visible in the background. Large windows provide soft natural light.
Villa in Conceicao
4.93 out of 5 average rating, 29 reviews

Sea view villa and beach access on foot

Relax in this unique and peaceful accommodation. Located in the valley of Almoxarife. 5 min walk to the most beautiful black sand beach of the island and 10 mins to the famous Horta marina and landmark downtown by car. Completely renovated, the house offers all modern comforts. All rooms have sea views. The villa "Quinta dos Maracujas" is a located on a vast orchard, where, depending on the season, you will be able to enjoy the exotic fruits. Bars and restaurants at the bottom of the street.

Top guest favorite
A circular yurt is set on a wooden deck, surrounded by lush palm trees. A small dining table and chairs are positioned under a shaded umbrella, while an exterior bathroom and a chimney enhance the structure. The natural landscape creates a serene and private environment.
Yurt in Horta
5 out of 5 average rating, 76 reviews

Azul Singular - Yurt

Azul Singular - Parque de Campismo Rural é o primeiro parque de Glamping dos Açores. Situado no coração de uma plantação de plantas ornamentais, na ilha do Faial, esta é a nossa versão de paraíso que queremos partilhar com quem gosta de um retiro ligado à Natureza. Os nossos inovadores alojamentos-tenda unem o conforto da madeira à leveza do canvas. Se não encontrar disponibilidade no nosso Yurt, veja as nossas outras tendas - Large Tent e Couple Tent - disponíveis no perfil Azul Singular.

Top guest favorite
Home in Cedros
5 out of 5 average rating, 15 reviews

Cozy Azorean Stone Cottage: Atlantic View & Garden

Welcome to Casa Gaia — our lovingly restored volcanic stone cottage tucked away in the green hills of Cedros. The spacious studio cottage is filled with natural light and the warm, grounding energy of its 19th-century volcanic stone walls. From your window and private terrace, your gaze falls over our fruit garden and beyond it, the endless Atlantic and mount Pico in the horizon. If you’re seeking silence, fresh ocean air, and a place where time moves gently, this might be your next oasis.

Top guest favorite
A view of the sea framed by the open window, featuring two unique, bare trees on the shoreline. The calm water reflects the sky, while distant islands are visible on the horizon, creating a serene coastal scene.
Home in Madalena
4.95 out of 5 average rating, 220 reviews

Charming Beach House along the Ocean

Located minutes from downtown Madalena, “Casa da Barca” is a charming space granting guests picturesque views of the ocean and island of Faial from one side, and iconic Pico Mountain on the other. Walk only a few steps out the door and take a dip into natural pools or enjoy a refreshment at Pico’s award winning Cella Bar. Your host will welcome you with some cheese and wine, giving you a taste of the Acores and getting your palate ready for delicious island food.

Guest favorite
Guesthouse in Horta
4.88 out of 5 average rating, 149 reviews

My Azorean Home Deméter - Cottage

'My Azorean Home' is located in Castelo Branco, Horta, Faial Island, Azores. It's a new, cozy and elegant Villa (V0) with an ample garden, BBQ area and wonderful views of the Atlantic ocean and Pico Island. Definitively the spot you are looking for!! Note: If you are wondering lack of recent reviews is because this place was out of the rental market and is now back and fresh :) License no. 13/2015 2 July 2015 Alojamento Local [AL] - Registration No 496

Guest favorite
Cabin in São Roque do Pico
5 out of 5 average rating, 6 reviews

Casa da Camélia

Charming country house overlooking the village of São Roque do Pico, the Canal between Pico and São Jorge and the neighboring island of São Jorge. This house is a haven of tranquility, simplicity. Enjoy quiet days in this charming country house surrounded by nature. Ideal for those seeking rest, silence and beautiful landscapes. The house offers a cozy atmosphere with simple decor, ample outdoor space and perfect areas to relax outdoors.

Guest favorite
Villa in Madalena
4.93 out of 5 average rating, 15 reviews

Casa Baleia Laranja Oceanfront

Experience up close the sea pounding against the volcanic rock of Pico Island. Located on the north coast amidst the UNESCO World Heritage Site, this sea-level, ocean-front property is located 5 minutes by car from Madalena, the largest town and center for shopping on Pico Island. The house, with plenty of parking. sits on a landscaped 5500 square meter (approximately 1.3 acres) property, that also supports a small vineyard.

Guest favorite
Home in Santo António
5 out of 5 average rating, 16 reviews

Pico Sereno · Sea Balcony | Sea View & Balcony

Fully private 2-bedroom house with balcony and sea view of the Atlantic, set in a quiet environment on Pico Island. Ideal for couples or small families looking for comfort, silence and a good location. It has comfortable bedrooms, an equipped kitchen, a private bathroom, Wi-Fi and free parking. Excellent base for exploring trails, beaches, vineyards and viewpoints, always returning to a quiet space to rest.

Top guest favorite
A private outdoor pool reflects the sky, surrounded by a well-maintained area with lush greenery. In the background, the scenic view of the island of Faial is visible, with rocky formations and the ocean extending towards the horizon.
Home in Madalena
5 out of 5 average rating, 26 reviews

Villa Valverde

Relax with the whole family at this peaceful place to stay. Completed in 2024, Villa Valverde is located near the center of Madalena, overlooking the island of Faial. Set in a quiet environment, with a large lawn, a private outdoor pool and a barbecue area, it is the ideal place for family vacations.

Top guest favorite
A balcony area features two wooden chairs with patterned cushions, positioned to capture a stunning sunset view over the ocean. Glasses are placed on a small table, complementing the scenic landscape of trees and distant cliffs illuminated by the setting sun.
Cottage in Horta
4.97 out of 5 average rating, 38 reviews

Casa dos Salgueiros 135/AL

Our cottage, Os Salgueiros is nestled in a privileged natural setting on a quiet non- through road and with no close neighbors a few paces from the coastline. Guests can walk out of the front gates and go fishing hiking swimming or just watch the mesmerizing waves.

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