Sao Mateus Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Sao Mateus vacation rentals

Outdoor pool
Aldeia dos Caldeirões

Aldeia dos Caldeirões

3.0 star property
Madalena
The price is ￥15,651
￥16,277 total
includes taxes & fees
Dec 12 - Dec 13
Aldeia dos Caldeirões
Exterior
Calm and rest combined with well-being with great views of the mountain and sea

Calm and rest combined with well-being with great views of the mountain and sea

Madalena
9.4 out of 10, Exceptional, (6)
"Très bon accueil, grand appartement Très bien équipé avec tous les produits d'entretien disponibles. "
France
PATRICIA
Calm and rest combined with well-being with great views of the mountain and sea
TV, DVD player
Vacation Home "Retiro Dos Cabritos" with Sea View and Private Terrace

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

São Mateus
The price is ￥37,052
￥37,052 total
includes taxes & fees
Dec 18 - Dec 19
Vacation Home "Retiro Dos Cabritos" with Sea View and Private Terrace
Fridge, microwave, dishwasher, cookware/dishes/utensils
Large 2 bedroom apartment

Large 2 bedroom apartment

Açores
6.8 out of 10, (3)
"A estadia coreu bem, no entanto notamos que os lençóis das camas são ásperos e que a limpeza não estava a 100%, nomeadamente armários e gavetas com pó e restos de baratas. Todos os dias tivemos de matar várias baratas."
Portugal
Luis A.
Large 2 bedroom apartment
Aerial view
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
Deluxe Villa | Soundproofing, iron/ironing board, free WiFi, bed sheets
Pico Terrace

Pico Terrace

3.0 star property
Madalena
9.8 out of 10, Exceptional, (8)
"We had a good time in this comfortable place. "
Canada
Arianne
Pico Terrace
Exterior
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 ￥17,438
￥18,136 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Aldeia das Adegas
Property grounds
Cliff-Top Ocean-Fronted Villa With Gardens And Private Pool

Cliff-Top Ocean-Fronted Villa With Gardens And Private Pool

Silveira, Lajes do Pico
9.8 out of 10, Exceptional, (49)
"We had such a relaxing stay at this beautiful home. My two kids loved the pool and the location next to the natural pools was amazing. Highly recommend!"
United States
Kris S.
Cliff-Top Ocean-Fronted Villa With Gardens And Private Pool
Microwave, oven, stovetop, dishwasher
Panoramic Ocean Views from your Private Varand

Panoramic Ocean Views from your Private Varand

São Roque do Pico
The price is ￥22,398
￥28,372 total
includes taxes & fees
Dec 10 - Dec 11
Panoramic Ocean Views from your Private Varand
Adega da Atafona, 1 Bedroom, Ocean View | Terrace/patio
Adegas do Pico

Adegas do Pico

4.0 star property
Sao Roque do Pico
9.0 out of 10, Wonderful, (38)
"Very nice rural property "
United States
Mario
Adegas do Pico
Smart TV, DVD player, books
AtlanticWindow - Modern House, Stunning View

AtlanticWindow - Modern House, Stunning View

São Roque do Pico
10.0 out of 10, Exceptional, (49)
"The house was very comfortable for 4 adults and had everything needed for a great stay. The view is spectacular. Helena was very accommodating. I would recommend AtlanticWindow for anyone looking to stay on Pico for a few days. "
Portugal
Doyle B.
AtlanticWindow - Modern House, Stunning View
Outdoor pool
A Casa do Ouvidor

A Casa do Ouvidor

4.0 star property
Sao Roque do Pico
9.8 out of 10, Exceptional, (29)
"Asan was a great host. Quiet place, very roomy and clean, the view is amazing. Every thing was in place to enjoy a confortable stay. "
Canada
Sébastien
A Casa do Ouvidor
View from property
Porto Pim Bay

Porto Pim Bay

Horta
9.6 out of 10, Exceptional, (31)
"Nice flat and Friendly staff. "
Germany
Soeren
Porto Pim Bay
Interior
Pike Cliffs - Amazing view to S. Jorge

Pike Cliffs - Amazing view to S. Jorge

Prainha de Cima
9.6 out of 10, Exceptional, (8)
"We stayed at Pike Cliffs in July. The house is lovely and suitable for 4-6 people. We really like the views, and were able to reach Francisco when we got lost getting to the place. Thank you Francisco!"
Canada
A C.
Pike Cliffs - Amazing view to S. Jorge
Outdoor pool
Refúgio da Montanha

Refúgio da Montanha

3.0 star property
Sao Roque do Pico
10.0 out of 10, Exceptional, (3)
"The view, the surroundings, the pool!!! The house is very convenient and has everything you need! "
United States
hilde F. J.
Refúgio da Montanha
Property grounds
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".

Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".

Santo Amaro, Sao Roque, Ilha do Pico, Azores
10.0 out of 10, Exceptional, (24)
"Wonderful little house with amazing views and terrific host. Perfect for couples get away. You will love the true Pico Island experience here. "
United States
Austin
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".
Terrace/patio
Adega Velha holiday home, next to the sea and mountains, ideal for couples

Adega Velha holiday home, next to the sea and mountains, ideal for couples

Calheta de Nesquim
9.8 out of 10, Exceptional, (21)
"Adega Velha was a perfect place for the two of us while we explored Pico. Although it is a very small house, it was impeccably clean, comfortable and beautifully appointed. Everything you could imagine needing was there, tidily tucked in to its own appointed space. The view from the house is exceptional, and we found the quiet location so charming and restful. Fatima and her husband were extremely gracious, even leaving us a gift basket upon our arrival. I highly recommend this guest house and...
Portugal
Seward O.
Adega Velha holiday home, next to the sea and mountains, ideal for couples
TV, fireplace
4 bedrooms & great view

4 bedrooms & great view

Sao Roque do Pico, Azores
9.8 out of 10, Exceptional, (9)
"The check-in was a breeze and the house has everything you need to stay in and cook and there’s always a nice breeze to keep the house cool "
United States
Steven C.
4 bedrooms & great view
Front of property
Houses In Pico

Houses In Pico

3.0 star property
Sao Roque do Pico
8.6 out of 10, Excellent, (13)
"Pleasant surprise with gift basket and heater on at arrival! We never saw the host, but very accommodating online. Well equipped and nice location. On the downside, the beds and pillows are very hard."
Norway
Vibeke
Houses In Pico
Outdoor dining
New Family Home with a View of São Jorge Island – Ribeirinha

New Family Home with a View of São Jorge Island – Ribeirinha

Ribeirinha
New Family Home with a View of São Jorge Island – Ribeirinha
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

Pico TERRAMAR & SPA

Pico TERRAMAR & SPA

10/10 Excellent
"Staff were great. I arrived early from my flight & they quickly got my room ready so I could unoack & relax. Meal was excellent."
Deirdre Janine 1-night trip
Posted 2 weeks ago
Pico TERRAMAR & SPA

Find out more about Sao Mateus

Search for holiday rentals in Sao Mateus on Expedia! You can easily find your home rentals, villas, holiday apartments in Sao Mateus using one of the methods below:

  • View our selection of featured holiday rentals in Sao Mateus
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Look no further and take a look at our great range of rental properties in Sao Mateus!

Frequently asked questions

Can I find a vacation rental in Sao Mateus?

Yes, we have vacation rentals near well known local attractions in Sao Mateus, or you can go with a secluded option if you'd like a relaxing place to stay. Sao Mateus is known for its parks.

What's the top vacation rental in Sao Mateus?

Panoramic Ocean Views from your Private Varand: This vacation home rental near Sao Mateus is equipped with a barbecue grill, laundry facilities, and WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

How many vacation rentals are there in Sao Mateus?

With 3 Expedia vacation rentals, you're sure 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 larger area, you’ll find Pico Island Vineyard Culture and Porto Pim Whale Factory Museum.

What’s a vacation rental in Sao Mateus like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Sao Mateus. Vacation rentals offer amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family getaway.