Rosais Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Rosais vacation rentals

A stone building with a red roof, a paved pathway, and a stone wall with a red railing.

1. Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (70 reviews)
"We had a great stay here."
United States
Nicholas
$78 nightly
The price is $81
Nov 9 - Nov 10
Total with taxes and fees
Aldeia das Adegas
A dining table with two plates, two wine glasses, and a vase with a plant.

2. Casa da Petra – Our Casa is your Casa

Casa da Petra – Our Casa is your Casa
Urzelina
$467 nightly
The price is $467
Nov 15 - Nov 16
Total with taxes and fees
Casa da Petra – Our Casa is your Casa
A spacious living area with a high wooden ceiling, a black leather sofa, and a dining area in the background.

3. Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi

Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi
Santo António SRP
$283 nightly
The price is $283
Nov 7 - Nov 8
Total with taxes and fees
Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi
A stone building with a stone wall, a window, and a door leading to an interior with a cow-patterned wall.

4. Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi

Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
Lajido
$173 nightly
The price is $173
Nov 7 - Nov 8
Total with taxes and fees
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

5. Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)

Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
São Jorge
10.0 out of 10, Exceptional, (1 review)
"The view from the property was spectacular! Lucas was extremely helpful and kind. A unique experience that has made us wanting to come back again for a longer stay."
United States
Kimberly
$238 nightly
The price is $238
Nov 9 - Nov 10
Total with taxes and fees
Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
A house with a stone wall, a covered porch, and a view of a mountain.

6. Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning

Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
Prainha
$336 nightly
The price is $336
Nov 15 - Nov 16
Total with taxes and fees
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
A coastal landscape with a stone wall, a grassy area, and a view of the ocean and mountains.

7. Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)

Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
São Jorge
10.0 out of 10, Exceptional, (6 reviews)
"location, location, location plus the thoughtful design, adaptive reuse of structures, and the evident and abundant care of ownership and staff all added up to bliss for our group perhaps not for everyone, but the adventure of getting there and provisioning one’s stay can make for an even more satisfying stay."
United States
David B.
$252 nightly
The price is $261
Nov 9 - Nov 10
Total with taxes and fees
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

8. Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)

Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
Calheta
$172 nightly
The price is $178
Nov 7 - Nov 8
Total with taxes and fees
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

9. Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)

Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
São Jorge
10.0 out of 10, Exceptional, (2 reviews)
"serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso."
Portugal
Pedro E.
$237 nightly
The price is $237
Nov 9 - Nov 10
Total with taxes and fees
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

10. Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)

Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
São Jorge
$156 nightly
The price is $156
Nov 7 - Nov 8
Total with taxes and fees
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

11. Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba

Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
São Jorge
$225 nightly
The price is $225
Nov 9 - Nov 10
Total with taxes and fees
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Find vacation rentals that suit your style

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Top Rosais Hotel Reviews

A patio with a table and chairs, a potted plant, and a view of the ocean and a mountain.
Casa d'Avó Guesthouse

Casa d'Avó Guesthouse

Casa d'Avó Guesthouse
Velas

10/10 Excellent

Perfect place to have a peaceful & enjoyable vacation😊
United States
Rina
Reviewed October 28, 2025
Casa d'Avó Guesthouse

Find out more about Rosais

Everything you need to know about Rosais vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rosais vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rosais vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rosais vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rosais. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Rosais in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $80 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rosais rentals

At Expedia, we put the best Rosais vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Rosais rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rosais vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rosais. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find vacation rentals in Rosais?

Yes, we have vacation rentals close to the most popular local attractions in Rosais, or you can choose a secluded option if you want a relaxing place to stay.

What's the top vacation rental in Rosais?

Casa de Rosa, Pico Island, Vila da Madalena, Azores, Portugal - Free wifi: This vacation home rental near Rosais is located in the mountains and has a balcony, a garden, and air-conditioning to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

What can I see and do in Rosais?

While you're exploring the area, Sete Fontes Forest Park and Pico da Esperanca are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Ponta dos Rosais Lighthouse and Igreja de Sao Jorge.

What are vacation rentals like in Rosais?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Rosais. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family trip.