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Holiday houses in Santa Barbara

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Top-rated holiday rentals in Santa Barbara

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Top Guest favourite
A spacious bedroom features a large bed with crisp white bedding and a decorative pillow. Natural light floods the room through opened French doors, revealing a scenic outdoor balcony. Accents of original stonework on the walls add an elegant touch, complemented by contemporary bedside lamps.
Apartment in Angra do Heroísmo
4.93 out of 5 average rating, 88 reviews

Sunrise - Casa Sao Joao -4 Star Tourist Apartments

Located in the center of Angra do Heroísmo, overlooking the ocean, Casa São João is one of the oldest, noblest and most emblematic houses in the city. Recently restored, this mid-19th century architectural jewel, accented with original stonework, arches and columns, combines the romantic charm and charisma of it’s history with the comfort, refinement and convenience of the 21st century. With a bold decor, fusing contemporary and classic elements, all spaces, from the penthouse, to the suites, to the interior garden, were designed to guarantee comfort, serenity and delight to its occupants, typically families, who can find here a home far from home. The inner peace of its nooks are just a few steps away from the bustle of the historical city or the contemplation of the sea and of Angra´s bay, given its well appointed location. It's history dates back to the 1400s, the restoration revealed and maintained the original stone work inside and out. You will be welcomed into a lovely reception area and given access to your private suite. On the first floor you will find your private sunrise suite surrounded by terraced gardens. Spacious and modern, this suite features 4 generous bedrooms 3 bathrooms and open concept living with fireplace, dining and kitchen area. We also offer free wifi and 120V outlets for our North American guests, no transformers are required.

Top Guest favourite
A cozy window nook is presented with soft cushions, providing a comfortable spot to relax and take in views of the verdant landscape and the ocean beyond. Natural light streams through the large window, illuminating the serene space.
Apartment in Santa Bárbara
5.0 out of 5 average rating, 25 reviews

Ti Chôa - Grandparents' Nest (Storage)

Ninho dos Avós is a quiet retreat located in the beautiful rural parish of Santa Bárbara, which belongs to the municipality of Angra do Heroísmo. Here you can enjoy country life and its tranquility. You will have magnificent views of the verdant countryside with the sea in the background, and you can also see the neighboring islands of Pico and São Jorge. Ninho dos Avós, as the name implies, was the house where our grandparents lived, here we have many good memories and where we were happy with them and did not know.

Top Guest favourite
Two comfortable chairs are positioned on the grassy shore, overlooking a rocky coastline and the vast ocean. A small wooden table sits between them, inviting relaxation while enjoying the scenic view of the water and distant landforms under a clear blue sky.
Condo in São Mateus da Calheta
4.99 out of 5 average rating, 129 reviews

qMc - quinta do Mar, apart. C

Certified Local Accommodation (AL) No. 1435. Apartment in a private condominium, overlooking the ocean, in the marine area of Negrito, São Mateus da Calheta, 10 minutes from Angra do Heroísmo (World Heritage city). Exclusive to those seeking quality, tranquility, comfort and safety, in the middle of a natural environment, with an excellent view of the sea, mountain and private access to the Negrito marine area Sun exposure to the East and South, overlooking Negrito, Monte Brasil and the Ocean.

Top Guest favourite
A white, traditional building stands against a backdrop of lush green hills and the ocean. The structure features two windows and a blue door, while a stone wall encloses the property, creating a peaceful outdoor setting with panoramic views.
Cottage
4.98 out of 5 average rating, 65 reviews

Canário do Mar - Rural Tourism over the ocean

Canário do Mar is a Rural Tourism service integrated in an agricultural terrain with a privileged location over the ocean and overlooking one of the most beautiful landscape in Terceira. We wish that its guests discover the essence of the life in the Azores, which, uniquely, connects the nature of the earth, the strength of the sea and the dream of the sky. Open to the world, Canário do Mar offers all comforts any time of the year, so that its guests can live a genuine azorean experience.

Superhost
The room features a spacious bed adorned with white linens and accent pillows. A decorative wall with bird motifs is complemented by natural wood beams overhead. A wooden chair and table provide a cozy reading area, while a bright window allows for ample natural light.
Apartment in Santa Bárbara
4.71 out of 5 average rating, 41 reviews

LUZZ me - Santa Bárbara 3

This is the third of a set of rustic houses rehabilitated in 2019/20, giving rise to 5 modern apartments, decorated with solid wood and lamps from Bali. The aim was to create an informal, unpretentious environment, but at the same time refined and welcoming. In the central area, there is a porch, a common area, where you can have meals and rest outdoors. Santa Bárbara is a peaceful village from where you can see the sea and the mountain with the same name, and an ideal place to rest.

Top Guest favourite
A tranquil swimming pool reflects the clear blue sky and surrounding greenery. The white-washed house with blue trim stands nearby, complemented by lush plants and a lamp post, creating a serene outdoor environment.
Home in Feteira
4.97 out of 5 average rating, 34 reviews

Slow House - Azores Slowhouse

A SLOW HOME is the need to survive and find ourselves. In this house, there is the possibility of looking at the sky and looking at the sea, of looking into each other's eyes and feeling each other's heartbeat. This is a house that inspires, that slows down, that forces us to stop doing what we don't need to do and where we discover a new rhythm. Here, we assure you that a minute still has the same 60 seconds, but what fits inside is much more. It also allows us to do nothing.

Superhost
An inviting living area features a wooden dining table surrounded by four chairs. A low sofa and armchair are positioned nearby, along with a television mounted on the wall. Decorative stone enclaves add character to the space, while natural light highlights the wooden ceiling.
Cottage in Santa Bárbara
4.83 out of 5 average rating, 151 reviews

Ribeira House I - private terrace & AC

Live like a local in this house that combines traditional architecture with a cozy, modern and fully-equipped interior. It's ideal for exploring nature and relaxing. Start the day with breakfast on the terrace overlooking the ocean, or enjoy a glass of wine at the end of the day to the sound of the stream. We are close to everything (café, minimarket, restaurant - 1 minute) but far enough away to enjoy a unique stay. Perfect for a romantic getaway!

Superhost
A spacious living area is flooded with natural light from large windows, offering expansive views of the sea and sky. Reflections of sunlight dance on the glass surfaces, creating a serene atmosphere. A mix of seating options is visible, along with a wooden table and decorative plants.
Villa in Ilha Terceira
4.83 out of 5 average rating, 124 reviews

Serreta Island Home AL #1 (Premium)

Serreta- Island Home #1 is a fully equipped and restored XIX century country house situated in the smallest and most rustic parish in Terceira Island aligned with sustainable tourism (Miosotis Azores certification) and safe cleaning procedures (Clean and Safe Azores certification). It has all you need to disconnect and enjoy the real Azores vibe. It is surrounded by a 6000 square meters garden space with a perfect sea, sunset and country view.

Guest favourite
Two wooden lounge chairs are positioned on a stone patio, offering clear views of the lush landscape and the ocean. The horizon features a subtle blend of colors as the sun sets, creating a serene backdrop. The space evokes a sense of relaxation in a quiet setting.
Home in Cinco Ribeiras
4.9 out of 5 average rating, 42 reviews

Terceira Island - 3BR Villa + Sea Views.

260° Ocean Views | Private Farm Retreat | 10 Min to City Experience the perfect Terceira getaway in our fully updated 3BR home. The View: Breathtaking, wrap-around Atlantic vistas from the private veranda. The Home: 3 Bedrooms, 2 brand-new indoor baths + 1 unique outdoor bathroom. The Vibe: Quiet, secluded farmland in Cinco Ribeiras—total peace and quiet. The Location: Only 10 minutes to the city center for dining and shopping.

Superhost
A quaint white house is situated amidst a vast green field, dotted with blooming wildflowers. Rolling hills serve as a backdrop, highlighted by a clear blue sky, creating a serene rural landscape that emphasizes natural beauty and privacy.
Cottage in Praia da Vitória
4.89 out of 5 average rating, 73 reviews

Quinta de São Brás

It is a border area to a Ribeira and inserted in the Regional Agricultural Reserve. With plenty of privacy, where birds and goats and cows will be the most likely neighborhood. It has a vegetable garden, with free access to guests, who can pick from the leaves for tea, such as vegetables and fruits. It also has a regional wood oven, characteristic of the Azorean Houses, where they can make everything that the Earth gives us.

Top Guest favourite
Two rocky islands emerge from a misty sea, their rugged shapes contrasting with a calm, deep blue ocean. Soft clouds drift above, reflecting the tranquil atmosphere of the surrounding landscape.
Home in Angra do Heroísmo
4.94 out of 5 average rating, 126 reviews

Breathe Nature - Beach House Azores

Relax in this Unique and Peaceful stay at Beira-Mar, a house inserted in the area of ​​Cultivation of Vineyards, which will take you back to a time when locals moved to Traditional Wineries, in order to take care of the vineyards, enjoy the sea ​​and the unique landscape. A unique house, with lots of character and love for details. This house is close to the Zona Balnear (two minutes walking). license number 831/AL

Superhost
A wooden structure is elevated above the ground, surrounded by lush greenery. The architecture features a cantilevered design, creating a sense of lightness. Natural elements, including trees and rocks, are visible in the foreground, enhancing the connectivity with the landscape.
Treehouse in Praia da Vitória
4.83 out of 5 average rating, 40 reviews

Lodge Floresta

Scattered in the natural vegetation of the complex, they appear to be of extraordinary lightness due to the fact that they are partially suspended from the ground. Located in a grove, isolated, they are true observatories of nature. Built with wood from the island (cryptomeria oriuda), they all have a double suite equipped with bathroom, table, minibar, electric coffee maker and an awning with panoramic views.

Popular amenities for Santa Barbara holiday rentals