
Holiday rentals with a pool in São Mateus da Calheta
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Quick stats about holiday rentals with a pool in São Mateus da Calheta

Total holiday rentals
Explore 20 holiday rentals in São Mateus da Calheta

Nightly prices starting at
São Mateus da Calheta holiday rentals start at $127 SGD per night before taxes and fees

Verified guest reviews
Over 160 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
20 of São Mateus da Calheta holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across São Mateus da Calheta rentals

4.9 Average rating
São Mateus da Calheta stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with a pool in São Mateus da Calheta
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

House in Serretinha with pool & Islets view
Refúgio dos Ilhéus (RRAL 5510) is an exclusive villa in Serretinha with panoramic views over the Ilhéus das Cabras. Set across 2 floors, it features 3 air-conditioned suites (2 on the ground floor and 1 upstairs), spacious living areas, a fully equipped kitchen and a cosy reading corner. The upstairs bedroom includes a private balcony with stunning sea views. Outside, an infinity pool with a unique setting. A private and comfortable retreat, ideal for relaxing with the ocean as your backdrop.

Casas do Morgadio
“CASAS DO MORGADIO – azorean wine and lodge” are located in Biscoitos, a land with a long tradition in wine production. It is part of a family property with about 2.5 hectares that still maintains all its functional structure (houses, agricultural fields, winery and distillary) and where the vine and other fruit trees are grown, wine and brandy are produced, for at least three generations. We are a Farm Tourism, with 4 accommodation units, onebedroom villas. Visit our refuge close to nature!

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.

Tower House - Confort by the Sea 2456AL
House located in the parish of Cinco Ribeiras in the municipality of Angra do Heroísmo. A few meters from the sea and in one of the best bathing areas on the island. With a private pool (open year-round). With stunning views over the islands of São Jorge and Pico (South) and the largest volcano on the island of Terceira (North - Serra de Santa Bárbara). Its location allows you to watch the song of the gulls every night and occasionally see dolphins and whales.

Quinta do Abacate - Garden House (T1)
A house that does not sacrifice comfort and refinement to be environmentally friendly. The best option for a truly sustainable vacation. It has an area of 51.38 m2, with a kitchen, living room, bedroom (Queen), and bathroom, there is the possibility of adding 2 extra beds, thus allowing capacity for up to 4 people. You can choose Single (1 person) or Double (2 people) and add up to 2 beds (single) ensuring space for 4 people. Breakfast is free.

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.

Quinta Rico (AL)
Come and enjoy the Terceira Island in a calm and cozy place like Quinta Rico. Quinta Rico is a rebuilt family home, with all the amenities and a privileged view of the sea. You can stroll through its orchards where you can find a variety of fruit trees, as well as small vegetable gardens and some animals such as chickens, peacocks, turkeys and rabbits. Guests have access to a generous swimming pool with heated Jacuzzi and an outdoor sauna.

Serreta View House by AzoresCollection
Serreta View House - a small retreat surrounded by nature, designed for those seeking peace, rest and special moments. With lots of natural light and the sea right in front of you, you can see Graciosa, São Jorge and Pico, which create unique scenes throughout the day. Relax in the outdoor hot tub and end the day with an unforgettable sunset. More than a house, this is a place where you can slow down and feel truly at peace.

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.

Fisherman's House Azores
Rustic house, inspired by the sea and fishing. Gated community Contempla of a large garden around it with sea views, and over the fishing port of São Mateus. It also offers outdoor dining space and BBQ. Local restaurants and local cafes located within a 5-10 minute walk. Guests of the house can also choose to cook their own meals in the fully equipped kitchen they have at their disposal

Bella Casa Total House
The villa Bella Casa Total House, which is situated in Angra Heroismo, overlooks the nearby lake. The 180 m² property consists of a living room with a sofa bed for one person, 3 bedrooms and 2 bathrooms and can therefore accommodate 9 people. Additional amenities include a TV, air conditioning, a washing machine as well as a dryer. This accommodation does not offer: Wi-Fi and towels.

Red House -The first impact before the immense sea
Casa Vermelha, perhaps influenced by its red sofa, conveys to guests a sense of intensity, warmth, and love. While we cannot say it is more intense than the other houses, it does hold a certain mystique—especially when, from the bathtub, the island of São Jorge reveals itself with a unique charm. This house invites well-being, serenity, and happiness.
Popular amenities for São Mateus da Calheta rentals with a pool
House rentals with a pool

Martin Guest House AZORES (Terceira Island)

Casa Azul - Terceira

Cozy cottage in Terceira Island

Rocha do Mar 1

Quinta do Paradise

Casa do Outeiro (Outeiro's House) - AL Vila Nova - Victory Beach

Casa da Penha de Francia

Quinta do Norte
Apartment rentals with a pool

AngrA+ | One bedroom apartment with sea/city view

AngrA+ | Two bedroom apartment with sea/city view

AngrA+ | Studio with terrace with sea/city view

AngrA+ | Two bedroom apartment with sea/city view

AngrA+ | One bedroom apartment with sea/city view

Ocean Apartment Azores
Other holiday rentals with a pool

ocean view and tranquility Butterfly-Apt.

Quinta do Ícaro - Nature Living - Villa Superior

Boavista Apartment

Chalé d´Angra Guest House

En-Suite Apartment - Quinta Nasce Água

BayHouse

House on Six - House with garden and swimming pool

Apartamento Suite Deluxe Family
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