Sao Mateus Holiday Rentals

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Our top choices for Sao Mateus holiday rentals

Aldeia dos Caldeirões

Aldeia dos Caldeirões
3.5 star property
Madalena
The price is AU$142
includes taxes & fees
9 Jan - 10 Jan 2026
Aldeia dos Caldeirões

Vacation Home "Retiro Dos Cabritos" with Sea View and Private Terrace

Vacation Home "Retiro Dos Cabritos" with Sea View and Private Terrace
São Mateus
Vacation Home "Retiro Dos Cabritos" with Sea View and Private Terrace

Lofts Azul Pastel

Lofts Azul Pastel
4.0 star property
Horta
9.8 out of 10, Exceptional, (33)
"Beautiful stay and wonderful staff!"
United States
Cathy
Lofts Azul Pastel

Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (63)
"Diana is friendly and responsive with our requests. We stayed at one bedroom apartment. It feels like staying at home but in the paradise. "
United States
Raechung
The price is AU$176
includes taxes & fees
2 Jan - 3 Jan 2026
Aldeia das Adegas

Horta Bay

Horta Bay
3.5 star property
Horta
10.0 out of 10, Exceptional, (5)
"Amazing from start to finish! Joe (owner) is so kind and welcoming. Great property, great location! Can't wait to come back!"
United States
Admin
Horta Bay

Casa dos Felicias

Casa dos Felicias
São Roque do Pico
10.0 out of 10, Exceptional, (1)
"The house was clean, spacious, well-appointed, convenient to the port, swimming, the grocery, the church, the village center, shops, and had gorgeous views. "
United States
Maria N.
The price is AU$272
includes taxes & fees
1 Jan - 2 Jan 2026
Casa dos Felicias

Vila Paim - Apart. Low

Vila Paim - Apart. Low
São Roque do Pico
10.0 out of 10, Exceptional, (1)
"Great getaway super quiet and very relaxing place."
United States
Joe F.
The price is AU$272
includes taxes & fees
1 Jan - 2 Jan 2026
Vila Paim - Apart. Low

Silveira House

Silveira House
Lajes do Pico
The price is AU$158
includes taxes & fees
18 Jan - 19 Jan 2026
Silveira House

Casa Baleia Laranja Ocean-Front

Casa Baleia Laranja Ocean-Front
Madalena
10.0 out of 10, Exceptional, (3)
"The location of the property was wonderful. We could hear the waves crashing throughout our stay. Thank you again "
United States
Sebastien B.
The price is AU$825
includes taxes & fees
30 Jan - 31 Jan 2026
Casa Baleia Laranja Ocean-Front

Adega do Mirante

Adega do Mirante
São Roque do Pico
8.0 out of 10, Very good, (1)
"The basic necessities are provided; beds are comfortable and the place is clean. Need to Whatsapp owner to get information to get onto the property because messaging in Portugese otherwise. Property said air conditioning but the air conditioning was broken. It was cool enough though so not a problem. Walkable to the ocean and natural pool and nice restaurant down the street. It is located in Sao Roque which is in the middle of the island so nothing is far away if you are driving. Parking ample...
United States
Sharon
The price is AU$272
includes taxes & fees
1 Jan - 2 Jan 2026
Adega do Mirante

Apartment 'Casa Da Travessa Com 3 Quartos' with Wi-Fi

Apartment 'Casa Da Travessa Com 3 Quartos' with Wi-Fi
Horta
10.0 out of 10, Exceptional, (1)
"This was a wonderful property in the Old Town of Funchal. Many shops and restaurants right outside our door. Centrally located by the taxi and buses as well as the cable car. "
United States
Dean Q.
The price is AU$300
includes taxes & fees
2 Jan - 3 Jan 2026
Apartment 'Casa Da Travessa Com 3 Quartos' with Wi-Fi

Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
Lajes do Pico
The price is AU$107
includes taxes & fees
1 Jan - 2 Jan 2026
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

Very well equipped apartment in the center of São Roque do Pico

Very well equipped apartment in the center of São Roque do Pico
São Roque do Pico
"I stayed in this apartment with my family of 4. The apartment itself was small but ok. Note that the management keeps the remote control for AC and if you need it, they charge a daily fee of 10EUR per day. The communication with the manager has been very difficult since the beginning. I’ve sent a message a month prior to arrival to confirm there was enough room for the 4 of us. I never got any answers. The day before our arrival, I sent another message that was again unanswered. Even VRBO...
Canada
Caroline P.
The price is AU$324
includes taxes & fees
20 Jan - 21 Jan 2026
Very well equipped apartment in the center of São Roque do Pico

Apartment 'Casa Da Travessa Piso Térreo' with Private Terrace, Balcony and Wi-Fi

Apartment 'Casa Da Travessa Piso Térreo' with Private Terrace, Balcony and Wi-Fi
Horta
9.0 out of 10, Wonderful, (2)
"This was a great place to spend our 3 days on the island. It had everything we needed or wanted and the hosts even left us a little gift. Highly recommend!"
Canada
Crystal V.
The price is AU$257
includes taxes & fees
2 Jan - 3 Jan 2026
Apartment 'Casa Da Travessa Piso Térreo' with Private Terrace, Balcony and Wi-Fi

Amazing One Bedroom Apartment with Sea View

Amazing One Bedroom Apartment with Sea View
São Roque do Pico
The price is AU$141
includes taxes & fees
1 Jan - 2 Jan 2026
Amazing One Bedroom Apartment with Sea View

Aligus 1 | Uma horta na Horta

Aligus 1 | Uma horta na Horta
Horta
The price is AU$316
includes taxes & fees
1 Jan - 2 Jan 2026
Aligus 1 | Uma horta na Horta

Holiday Home 'Adega Pérola' with Wi-Fi

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is AU$252
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Home 'Adega Pérola' with Wi-Fi

Panoramic Ocean Views from your Private Varand

Panoramic Ocean Views from your Private Varand
São Roque do Pico
The price is AU$278
includes taxes & fees
5 Jan - 6 Jan 2026
Panoramic Ocean Views from your Private Varand

Vila Paim - Apart. DELUX

Vila Paim - Apart. DELUX
São Roque do Pico
The price is AU$413
includes taxes & fees
1 Jan - 2 Jan 2026
Vila Paim - Apart. DELUX

Apartment 'Azores4fun' with Wi-Fi

Apartment 'Azores4fun' with Wi-Fi
Horta
8.8 out of 10, Excellent, (3)
"The accommodation is amazing. It is clean, spacious, has all needed appliance. It is located near the port with easy access to cafes, shops and restaurants. The owner helped us a lot as we had problems with flights. We really enjoyed to spend our time in this place."
Germany
Vasily P.
The price is AU$214
includes taxes & fees
2 Jan - 3 Jan 2026
Apartment 'Azores4fun' with Wi-Fi
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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Top Sao Mateus Hotel Reviews

Find out more about Sao Mateus

Everything you need to know about Sao Mateus holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sao Mateus holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Sao Mateus holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Sao Mateus holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sao Mateus holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sao Mateus holiday rentals we have selected for you start as low as AU$142 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Sao Mateus rentals

At Expedia, we put the best Sao Mateus holiday 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 Sao Mateus 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 Sao Mateus holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sao Mateus. 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 a holiday rental in Sao Mateus?

Yes, there are holiday rentals close to the most popular sights in Sao Mateus, or you can select a more secluded option if you're looking for a relaxing stay. Sao Mateus is known for its parks.

What are some of the best holiday rentals that Sao Mateus has to offer?

Vacation Home "Retiro Dos Cabritos" with Sea View and Private Terrace: This highly rated holiday home rental in Sao Mateus offers a patio, a BBQ and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Sao Mateus?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Sao Mateus stay.

What’s there to see and do in Sao Mateus?

While you're exploring the area, Mount Pico and São João Forest Reserve are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Pico Island Vineyard Culture and Porto Pim Whale Factory Museum.

What’s a holiday rental in Sao Mateus like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sao Mateus. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for family trips or small group gatherings.