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Holiday houses in Fajã da Caldeira

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Top-rated holiday rentals in Fajã da Caldeira

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

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Guest favourite
A stone cottage is framed by lush greenery, overlooking the ocean. The structure features a wooden roof and expansive glass walls that provide panoramic views. The landscape includes a mix of native plants and stones, enhancing the natural setting.
Villa in São Roque do Pico
5 out of 5 average rating, 42 reviews

Casa da Canada

Would you like to live in a stone cottage, rustic, but with a modern ambiance and interior, comfortable, romantic, ideal for two with stunning views? You're in the right place, it's here. There is a deck with lounge chairs, a stone barbecue, the full view of the island of São Jorge and the canal. From its left side, the cliffs of the parishes of São Roque, Praínha and Santo Amaro do Pico, crashing waves and fluttering birds; a sunset to fall in love with… This house is part of a small family owned resort, where there is a restaurant called Magma, a grocery store, a yoga room and an heated swimming pool. The living room has glass sliding door that open the interior nature and the views. What are you waiting for?

Top Guest favourite
A spacious living area features large glass windows that offer views of the sea and mountains. A round wooden dining table is surrounded by four white chairs. A comfortable seating arrangement includes a grey sofa and a rocking chair, under a vaulted wooden ceiling.
Home in Prainha
5 out of 5 average rating, 30 reviews

Nemo's Corner

We are a Portuguese family that knows all the islands of the Azores, and completed in August 2018 this retreat, to get away from our busy lives in London. Until the day comes that we can enjoy it full time, we have decided to share the amazing space we have created with others that love the nature, mountain and sea that is always surrounding us. The house is within Prainha, the most beautiful parish of Pico Island, and within close proximity to the beach, restaurants, grocery store and bakery.

Top Guest favourite
An outdoor dining area is presented under a covered terrace, featuring a wooden table surrounded by several chairs. The view reveals a scenic coastline leading to the Atlantic Ocean, framed by rolling hills and distant mountains, illuminated by soft evening light.
Home in Santo Amaro
4.99 out of 5 average rating, 86 reviews

AtlanticWindow - Modern House, Stunning View

Pico Island, and especially Santo Amaro, has always been the holiday’s spot of our family. Here we grew up, we saw ships being built, we learnt how to swim, to fish and to live around nature. The dream of having our own place here, where to revisit the past, to rest and to enjoy the local genuine environment, has come true years later. The houses, built in a modern style, but with both inside and outside local stone details, were designed to take full advantage of the outstanding location an

Top Guest favourite
A terrace is showcased with two sun beds positioned for relaxation, overlooking unobstructed ocean views under a clear blue sky. The modern structure features sliding glass doors that lead inside, complementing the natural coastal environment.
Home in Ribeira Grande
4.93 out of 5 average rating, 27 reviews

Casa Oceano Pico

Casa Oceano Pico is a new, modern house nestled in one of the most beautiful and serene parts of the island, offering peace, tranquility, and lush greenery. With fabulous, unobstructed views of the Atlantic Ocean, you’ll find yourself immersed in natural beauty. Located just a 12-minute drive from the picturesque town of Lajes do Pico, and close to some of the island's most stunning natural pools, this home is ideal for solo travelers, couples, friends, families, and remote workers alike.

Guest favourite
Home in Canto da Areia
5 out of 5 average rating, 9 reviews

House by the sea

Designed from the ground up with comfort and calm in mind. With clean lines, warm materials, and wide-open views, the house invites you to slow down and soak up Pico’s natural beauty — from the private jacuzzi under the stars to the soft silence of the mornings. Whether you’re here for a romantic escape or a laid-back family adventure, this space adapts to your pace. It’s intimate, spacious, and just far enough off the map to feel like your own private piece of the island.

Guest favourite
Home in Santo António
5 out of 5 average rating, 14 reviews

Pico Sereno · Balcony of the Sea | Sea View & Balcony

Fully private two-bedroom property with a balcony and a view of the Atlantic Ocean, situated in a peaceful location on Pico Island. Perfect for couples or small families looking for comfort, peace and quiet, and a good location. It offers comfortable rooms, a fully equipped kitchen, a private bathroom, Wi-Fi and free parking. An excellent base for exploring hiking trails, beaches, vineyards and viewpoints, and always returning to a peaceful place to unwind.

Superhost
A rustic white house with blue accents is situated against a lush green mountain backdrop. The home features a welcoming front door and is surrounded by a wooden fence. Sunflowers bloom vibrantly in the foreground, enhancing the serene rural landscape.
Home in Fajã da Caldeira
4.88 out of 5 average rating, 60 reviews

Casa da Fajã de Santo Cristo

Casa de Fajã, cozy, sunny and with a stunning sea view. It has a yard of about 600 sq. meters. Ideal place to relax and enjoy the spectacular natural beauty that Fajã de Santo Cristo has to offer. Access to the Fajã de Santo Cristo can only be done on foot or by motorcycle 4, along a trail with stunning landscapes of about 4 km. There are currently 2 restaurants and no supermarket! Grocery shopping has to be done in the nearest villages!!

Guest favourite
A rustic stone house stands against a backdrop of lush green hills, featuring a bright red door. Comfortable chairs are positioned outside on a sunlit patio, surrounded by a garden with various plants, creating a serene outdoor space.
Home in Fajã dos Vimes
4.96 out of 5 average rating, 57 reviews

CoffeeBean House AL

I invite you to experience and enjoy our beautiful house, designed to offer you maximum comfort in a completely restored traditional Azorean house, where the original details can still be seen. You will appreciate the natural beauty of the Fajã dos Vimes with its imposing cliffs as well as watch the sea embrace the land, while savoring the true essence of Fajã, its delicious Café!

Superhost
A rustic stone house sits against a backdrop of lush green mountains. The structure features wooden accents and a small balcony. Surrounding vegetation adds to the natural setting, enhancing the connection to the landscape.
Apartment in Calheta
5 out of 5 average rating, 4 reviews

Kuanza Nature Experience - Belo Canto

Kuanza Nature Experience is situated in the unique location of Fajã do Belo. Each of the self-catering houses has a magnificent sea view. The property is a nature lover`s paradise and a surfer`s dream. Relax, unwind and soak up all that Mother Nature has to offer in the company of family and friends. A truly life changing experience!

Top Guest favourite
An outdoor terrace showcases a wooden dining table surrounded by four chairs. A vase filled with dried flowers sits at the center, with a backdrop of lush green hills under a clear blue sky.
Home in Ribeiras
5 out of 5 average rating, 30 reviews

House of the Two Rivers

Casa das Duas Ribeiras is a cozy Azorean house made of local lava stone, ideal for relaxing in the heart of nature on Pico Island. It offers peaceful accommodation with modern amenities, a garden and ocean views. The house is suitable for couples looking for privacy, style and the authentic atmosphere of Pico Island.

Guest favourite
A two-story house is situated on elevated land, featuring a red railing along the spacious terrace. Lush green plants are planted in front of a stone wall, enhancing the natural landscape. The building presents a simple architectural style with a sloped roof under a cloudy sky.
Home in Calheta de Nesquim
4.96 out of 5 average rating, 27 reviews

Ninho da Cagarra Wine Cellar

Casa Ninho da Cagarra is located in the parish of Calheta de Nesquim. It is 150 meters from a bathing area and a picnic park, has a privileged view of the sea, a calm, quiet and paradisiacal place, also has a barbecue and outdoor furniture for greater comfort and convenience.

Guest favourite
The entrance features a red door with a small window, framed by distinct dark stone accents set against a whitewashed wall. A path made of irregular stones leads to the door, enhancing the rustic charm of the structure.
Home in Sao Jorge
4.95 out of 5 average rating, 20 reviews

Casa das Lajes

Create some memories in this unique and familiar space, very close to the emblematic lagoon of Caldeira de Santo Cristo. Fajã is a unique place, classified as a Nature Reserve and Special Ecological Area, and is most likely the most beautiful fajã in S. Jorge.

Popular amenities for Fajã da Caldeira holiday rentals

  1. Airbnb
  2. Portugal
  3. Azores
  4. Fajã da Caldeira