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Waterfront vacation rentals in Ilha de São Jorge

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Ilha de São Jorge

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

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Superhost
Home in São Roque, Ilha do Pico
4.79 out of 5 average rating, 38 reviews

Casa da Figueira

House of Figueira, a charismatic and modern house. We adapted the architecture to insert it in a natural and graceful way on the extremely sloping terrain, resulting in a duplex with the two rooms on the lower floor, both with a spectacular view of the sea, the island of São Jorge and a wonderful sunrise. Its sumptuous balcony that includes stone barbecue has an unobstructed and stunning view of the entire island of São Jorge, the beautiful canal and a garden.Upstairs, dazzle yourself again and enjoy a drink in lounge chairs or outdoor dining with unsurpassed views. The interior space, in open space style , is cozy and comfortable. As if that were not enough, there is an additional treat: on the left-hand side of the porch, a sunset like a Hollywood movie, so perfect that it looks like a mirage. All rooms have views and the room with glazing from ceiling to floor on sliding doors open the interior to the exterior reminiscent of heaven on earth. Yeah, it's here.

Superhost
Home in Manadas
5 out of 5 average rating, 3 reviews

Casa Silveira

A family home, newly renovated to welcome you, where you will never tire of enjoying the ocean view, as well as being halfway to anywhere on the island. Located in the middle of the island's south coast, with a splendid view of the São Jorge/Pico Channel and also of the island of Faial. Right in front of the house, you have access to Fajã das Almas, a beautiful and unique bathing area, and just a few minutes away from two other bathing areas. If you like art, you should visit the Igreja das Manadas, a national heritage site.

Guest favorite
A sunny terrace is shown with a round table and white plastic chairs beneath a blue umbrella. The landscape features lush greenery, distant coastal views, and a charming village with white buildings. The ocean sparkles under a clear blue sky.
Home in Norte Grande
4.74 out of 5 average rating, 136 reviews

House Cellar, Fajã do Ouvidor

Live an authentic azorean experience, surrounded by nature and breathtaking views, 5 min away from the sea. Our comfortable home is ideally located in potentially the most beautiful fajã of S. Jorge. With 3 floors, 2 fully equipped bathrooms, living and dining room and spacious terrace (w/barbecue) this is a place where you´re invited to try our low hanging fruits and vegs - figs, bananas, yams, grapes, etc This fajã is well known by hiking trails and natural pools, all in walking distance.

Top guest favorite
The logo of Casa do Pai Tito features a circular design with a simple house and tree icon in green. The name of the accommodation is prominently displayed in a stylish font, providing a welcoming identity for guests.
Home in Sao Jorge
4.97 out of 5 average rating, 64 reviews

House "Casa do Pai Tito"

Come and experience Casa do Pai Tito, a cozy guesthouse located in the peaceful Fajã da Ribeira da Areia. Perfect for a family vacation or a romantic getaway, this is the ideal place to disconnect from the hustle and immerse yourself in the tranquility of one of São Jorge's most serene fajãs. With stunning ocean views, breathtaking landscapes filled with lush green cliffs, and unique geological formations. Here you can relax, reconnect with nature, and create unforgettable memories.

Top guest favorite
A bedroom featuring a spacious bed adorned with a colorful quilt and decorative pillows. Light enters through a window with wooden shutters, while a bedside table is positioned beside the bed. The room includes a wood-paneled accent wall and ceramic tiled flooring.
Home in Sao Jorge
4.92 out of 5 average rating, 117 reviews

Perola de Lava, enjoy the essence of a fajã.

Pérola de Lava is one of the best places to stay in São Jorge. About 23 km from Vila das Velas and Vila da Calheta, and 30 km from São Jorge Airport, Pérola de Lava is a local, T1 accommodation, located in Fajã do Ouvidor, São Jorge Island. It offers a rustic and comfortable atmosphere in one of the most emblematic fajãs of São Jorge. Nestled in an idyllic landscape, nestled between the sea and the slope, Pérola de Lava is the ideal accommodation to enjoy the essence of a fajã.

Guest favorite
Two charming houses are framed by lush palm leaves, with one in soft yellow and the other in pastel pink. Each house has large windows and a welcoming entrance, with a gravel pathway leading to the front steps, offering a connection to the surrounding natural landscape.
Home in Velas
4.96 out of 5 average rating, 46 reviews

Houses of Eira Velha - A

“Houses of Eira Velha A and B” offers its guests the experience of living in a fajã, surrounded by nature with wonderful views, 5 minutes from the sea. This beautiful place is located in a bay with a pier and natural pools, ideal for those looking for a pleasant and comfortable stay. Our house is located 5 minutes from the natural pool “Poça Simão Dias”, a must-visit place, with its crystal clear waters and mild temperature, providing pleasant baths.

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, 58 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 favorite
A cozy bedroom features a spacious bed with a natural wood headboard, adorned with a colorful artwork panel above. Two accent pillows add a touch of color, while a lamp beside the bed provides soft lighting, creating a serene atmosphere.
Apartment in Madalena
4.82 out of 5 average rating, 103 reviews

Casa do Cacto - 1 Bedroom Cosy Flat

Our 1-Bedroom Cosy Flat is a cute and comfortable accommodation for two - it is located at one of the most beautiful seafront areas in Pico overlooking Faial island. Some of the best restaurants on the island are nearby, and the town centre is only 10mins away - all walking distance. The Landscape of the Vineyard Culture is only 15mins away (on foot), a beautiful walk especially at sunset! Find us on Instagram @casadocacto

Top guest favorite
A charming exterior view showcases a two-story house with a balcony, surrounded by lush greenery and colorful flowering plants in terracotta pots. A stone pathway leads up to the entrance, offering glimpses of the natural landscape and distant hills.
Home in Santo Amaro
4.97 out of 5 average rating, 90 reviews

House of the Black Cat

Located in a quiet area of the parish of Santo Amaro, where you wake up in the middle of nature with a fantastic view of the sea and São Jorge Island. Behind are the slopes of the northern part of the island. About 200 meters away is the Portinho bathing area. The house is equipped with a flat-screen TV with cable channels, air-conditioning and Wi-Fi. It has a bedroom/living room with a double bed, a bathroom and a kitchen.

Guest favorite
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, 55 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!

Guest favorite
A modern two-story house features a combination of red and white exterior walls. Large windows provide natural light, while a small balcony offers a view of the surroundings. The architecture showcases a contemporary design, combining traditional elements with modern finishes.
Home in Velas
4.94 out of 5 average rating, 36 reviews

Seaside Getaway

This Seaside Refuge is located in the center of Vila das Velas, being a traditional family home, recently renovated to meet the highest standards of comfort and decoration, maintaining a distinct and traditional atmosphere. It will be the ideal home for those who like to be well located as it is a 2-minute walk to a bathing area, pharmacy, hospital, restaurants and shops.

Guest favorite
A traditional seaside house is displayed, featuring white walls complemented by blue trim. Two windows flank the entrance, providing views of the immediate surroundings. The serene ocean can be seen in the background under a clear sky, enhancing the tranquil atmosphere of the location.
Home in PT
4.87 out of 5 average rating, 84 reviews

Casa da Matilde, on the paradisiacal fajã of São João.

Traditional-style vacation home, but with a modern and colorful twist. By the sea, with a splendid view of the neighboring island of Pico, you can rest to the sound of the murmur of the waves and the singing of the birds. Calm and familiar atmosphere. Attention – access to the house involves exterior stairs (see photos), with about 40 steps.

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