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Vacation rentals in Santa Barbara

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Top-rated vacation rentals in Santa Barbara

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Guest favorite
A spacious bedroom features a comfortable bed with crisp white linens, flanked by bedside lamps. Original stone arches create a stunning window frame, allowing natural light to fill the room. A wooden tray rests on the bed, ready for morning refreshments.
Apartment in Angra do Heroísmo
4.87 out of 5 average rating, 83 reviews

Ocean - 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. Spacious, modern, and an architectural treasure this suite features 2 generous bedrooms 2 bathrooms and open concept lounge, dining and kitchen area. We also offer free wifi and 120V outlets for our North American guests, no transformers are required.

Top guest favorite
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, 24 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 favorite
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, 127 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.

Guest favorite
A modern house is situated atop a gentle hillside, surrounded by lush green vegetation and rolling fields. The expansive view reveals the ocean in the background, enhancing the serene natural setting. The property's flat roof contrasts with the vibrant landscape, suggesting a harmonious blend with the environment.
Home
4.93 out of 5 average rating, 166 reviews

Nature Reserve With Stunning Ocean Views RRAL1117

RRAL: 1117 Entire house in private nature reserve. The property is full of protected endemic trees found only in the Azores and protected birds including Cory’s Shearwater with their curious singing just before sunrise and after sunset in residence between March and October. Natural black lava swimming pools in the village. Activities nearby include whale watching, hiking, snorkelling, scuba diving, golf, fishing, geological sites, and the Unesco World Heritage town of Angra do Heroismo.

Superhost
A cozy sitting area includes a wooden chair and a light blue chaise lounge. In the background, a spacious bed is visible, dressed in white linens. A circular table features a book about the Azores, positioned on a textured floor that adds warmth to the environment.
Apartment in Santa Bárbara
4.76 out of 5 average rating, 37 reviews

LUZZ me - Santa Bárbara 4

This is the fourth 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, and this apartment has also a private terrace. 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.

Guest favorite
A rural house is depicted, featuring white walls and unique stone accents around the windows. A tree with budding leaves stands prominently in the foreground, while a tidy garden bed with flowers is visible nearby. Clear blue skies add to the peaceful setting.
Home in São Bartolomeu de Regatos
4.97 out of 5 average rating, 29 reviews

CASA DA EIRA

Casa da Eira is a country house, inserted in the rural environment of vegetable gardens and animals. It is located in the parish of São Bartolomeu, 5 minutes from two seaside resorts, the port of Cinco Ribeiras and Negrito, and 10 minutes from the World Heritage city of Angra do Heroísmo. With a large space, with a garden, vegetable gardens, a barbecue area and even a chicken coop, where you can observe our chickens and taste the wonderful eggs they lay.

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!

Top guest favorite
A spacious studio is framed by a prominent stone archway. The room features warm wooden flooring and soft, neutral-toned walls. A well-made bed with light linens and accent pillows is visible, along with a window that brings in natural light.
Condo in Angra do Heroísmo
4.96 out of 5 average rating, 55 reviews

AngrA+ | Studio with terrace with sea/city view

Apartment 01 is included in a complex of 6 apartments, AngrA+. It is a studio (T0), ground floor and suitable for reduced mobility. It is 40m2 and is dominated by a 17th century cantary arch. It has a large (17m2) exclusive balcony with table/chairs and overlooking the garden, city and sea. 2 person maximum occupancy. Common spaces include a garden, an outdoor pool, a lounge with a library and fireplace, a terrace, and a self-service laundry.

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 space to a Ribeira and inserted in the Regional Agricultural Reserve. With lots of privacy, where the birds the goats and the cows will be the most likely neighborhood. There is a vegetable garden, with free access to guests, which can be harvested from the leaves for tea, such as produce and fruit. It also has a regional wood oven, characteristic of the Azorean Houses, where you can make everything the Earth gives us.

Guest favorite
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.

Top guest favorite
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
4.93 out of 5 average rating, 123 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 vacation rentals