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Holiday rentals 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, 113 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, 138 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, 11 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.

Guest favourite
Flat in Pilar da Bretanha
4.8 out of 5 average rating, 120 reviews

Boutique Garden Ocean-View Suite - Onda

"We wish we had stayed longer!" This boutique suite apartment has been recently renovated (new bathroom and kitchenette)! We are located in the northwest part of the island: heal in the peace and quiet of a countryside oasis. Enjoy your breakfast on a private patio overlooking the ocean, and a beautiful shared garden and BBQ area. We are 35 minutes from PDL, 25 minutes from the Sete Cidades Village, 20 minutes from Ferraria Hot Springs, and 15 minutes from Mosteiros. A rental car is advised.

Guest favourite
Windmill in Povoação
4.95 out of 5 average rating, 189 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.

Top guest favourite
Home in Mosteiros
4.98 out of 5 average rating, 176 reviews

Sea Roots - Sea zone - oceanfront property

Sea Roots "Sea Zone" is located in Mosteiros, a favourite for holidays amongst the island residents for its great weather, rock pools, fishing, diving and the amazing sunsets, which can only be contemplated from the western tip. It comfortably suits up to 4 people and is part of a property where we also live. Just cross the road for a swim in crystal clear pools, and enjoy the most amazing sunsets while dining outside, this house is perfect for a relaxing holiday!

Top guest favourite
A panoramic view of a serene landscape featuring two lakes surrounded by lush green hills. The water reflects the blue sky, creating a tranquil scene. A bridge connects the two bodies of water, while a small town is visible in the background, nestled among the greenery.
Home in Sete Cidades
4.95 out of 5 average rating, 220 reviews

Casa do Galo

Casa do Galo is a five-minute walk away from the “green lake”, and only three from the “blue lake”, giving you the opportunity to enjoy, comfortably, the peace and tranquility of the Sete Cidades volcano crater, immersed in the different shades of green. There are several recommended trails in the area which allow guests to explore the beauty of the nearby lakes and the local restaurants give you the chance of tasting the delicious Azorean cuisine.

Top guest favourite
Flat in Pilar da Bretanha
5.0 out of 5 average rating, 36 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.

Top guest favourite
The outdoor area showcases a vibrant yellow house with blue accents surrounded by lush greenery. A stone pathway leads to a set of stairs. Outdoor furniture, including a seating area and dining table, is positioned under palm trees in a spacious courtyard.
Home in Capelas
4.96 out of 5 average rating, 157 reviews

Quinta das Flores

Old, restored house, integrated into a magnificent garden. Swimming pool and gym. Close to Ponta Delgada, with good access to the entire island. Ideal for relaxing vacations in contact with nature, both in summer and winter. It has air-conditioning and two fireplaces, which give the house a lot of comfort in the winter. House with a magical atmosphere, due to its unique decoration. YOU CAN VIEW IT ON YOUTUBE - Quinta das Flores - Capelas.

Guest favourite
A sunny, yellow cottage is framed by lush greenery, with climbing plants adorning the entrance. A wooden bench provides seating on the grassy lawn. Inside, light filters through the doorway, hinting at a well-lit interior. The scenic views of fields and the ocean are visible in the distance.
Cottage in Ajuda da Bretanha
4.93 out of 5 average rating, 476 reviews

Welcome to A Toca do Lince I

Countryside cottage in the northwest of São 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 in a place off the beaten track. PLEASE NOTE THERE IS A CAT living in the cottage, she's an INDOOR/OUTDOOR CAT. If you don't like cats or are allergic to them, the cottage is not a suitable option for you.

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
4.89 out of 5 average rating, 19 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.

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, 172 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.

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