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Holiday houses in Pilar

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Top-rated holiday rentals in Pilar

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

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Top Guest favourite
A charming yellow house features white shutters and is surrounded by vibrant flowering plants. Steps lead to a welcoming porch area with seating, while well-maintained gardens and greenery create a peaceful atmosphere. The house is set against a backdrop of a clear blue sky.
Home in Covas
4.88 out of 5 average rating, 110 reviews

Casa Granel João Bom Vale Azores

The vacation home is located in the small village of Joao Bom. The place is located in one of the most varied areas of the island, about 5 km from the seaside resort of Mosteiros and in the immediate vicinity of Caldeira Sete Cidades. In the village about 250 m away there is a small minimercado with a café. The house is located directly on the hiking trail to the cliffs to Mosteiros and to Caldeira Sete Cidades. The location offers a scenic and quiet starting point to explore the rest of the island.

Top Guest favourite
A jacuzzi is set amidst the lush landscape, surrounded by colorful foliage and a wooden fence. A hammock is visible nearby, inviting relaxation. The scene is bright and sunlit, showcasing the inviting outdoor space designed for leisure.
Tiny home in Pilar da Bretanha
4.98 out of 5 average rating, 135 reviews

Green Valley Azores

Green Valley Azores located in Pilar da Brittany offers accommodation for those looking for contact with nature and wish to enjoy tourism surrounded by adventure and discovery.The accommodation provides a unique and privileged view over a green valley of nature. Green Valley is 30kms from the city of Ponta Delgada. The Ferraria Baths, Monasteries and Sete Cidades. These areas are recognized as one of the most beautiful on the island of São Miguel-Açores, where the sunset offers a wonderful view.

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, 10 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.

Top Guest favourite
Cottage
4.93 out of 5 average rating, 299 reviews

Welcome to A Toca do Lince II

Country cottage in the northwest of S.Miguel, with views to the ocean, the mountains and the fields. An option for those who want to explore the main attractions of the western part of the island, but wish to stay off the beaten track. PLEASE NOTE THERE`S A CAT living in the cottage (she's an INDOOR/OUTDOOR CAT) and it might not be suitable for those who are allergic or don't like cats. The cottage is relatively secluded in a rural environment with farms, animals and all that comes with it.

Top Guest favourite
Windmill in Povoação
4.95 out of 5 average rating, 186 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.

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, 45 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.

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.

Top Guest favourite
Apartment in Pilar da Bretanha
5.0 out of 5 average rating, 32 reviews

Flor da Natureza - Nature

Flor da Natureza Casa Natureza is a special place, located in Pilar da Bretanha in a charming rural environment. Nearby, you will find the parish of Mosteiros, famous for its stunning beaches and natural pools, with a unique sunset. Just a 15-minute drive away, the parish of Sete Cidades is a true postcard, with blue and green lagoons. Our house has a large and quiet space, with a garden and barbecue, ideal for moments of socializing and relaxation.

Guest favourite
A covered terrace is framed by arched columns, providing a view of a tiled floor that leads to an open area. A small potted plant is positioned against a white wall, with a glimpse of the sea visible in the background. The structure features blue accents.
Home in Pilar da Bretanha
4.88 out of 5 average rating, 16 reviews

Oceanview Sunset Retreat

Located in the peaceful village of Pilar, our home was once an abandoned farmhouse that we lovingly restored while preserving its original character. Today, it combines traditional Azorean charm with the modern comforts you need for a relaxing stay. Enjoy the quiet surroundings while being just a short drive from some of São Miguel's most beautiful viewpoints, natural pools, hiking trails, and local restaurants.

Superhost
A view from an open window frames a bright seascape, featuring calm blue waters and distant cliffs. Green foliage and a planted container are visible on a ledge, adding natural elements to the coastal scenery.
Home in Mosteiros
4.77 out of 5 average rating, 251 reviews

Best beach/sea view and sunset to Mosteiros island

Casa da Praia, located in front of the beach in Mosteiros, consists of 2 bedrooms, a common living room, a kitchen, a bathroom and a large outdoor area with a barbecue and a privileged view of the sea and the islets, where you can enjoy a unique sunset. The house has internet. The villa has 3 restaurants, as well as a tourist entertainment company that organizes activities related to the sea.

Guest favourite
A kitchen area features a wooden dining table with benches, set against a stone wall. The countertop is equipped with modern appliances, including a refrigerator and coffee maker. Decorative items are arranged on the table, contributing to a functional and welcoming space.
Villa in Pilar da Bretanha
4.98 out of 5 average rating, 165 reviews

FarmHouse Ocean View

Farmhouse Ocean View is a charming rural retreat in Pilar da Bretanha, São Miguel Island – Azores, offering peaceful surroundings and stunning ocean views. Located near the iconic Sete Cidades Lagoons, this cozy farmhouse accommodates up to 4 guests and includes private parking. Perfect for guests seeking tranquility, nature, and an authentic island experience.

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, 351 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.

Popular amenities for Pilar holiday rentals

  1. Airbnb
  2. Portugal
  3. Azores
  4. Ilha de São Miguel
  5. Pilar