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Holiday rentals with a pool in São Mateus da Calheta

Find and book unique homes with a pool on Airbnb

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.

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Home in Feteira
5 out of 5 average rating, 3 reviews

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.

Top guest favourite
A modern, elevated villa is surrounded by lush greenery, featuring a sloped roof and a small balcony with seating. The structure is set amidst various plants, emphasizing its integration with nature. A rocky landscape complements the natural setting.
Farm stay in Biscoitos
5 out of 5 average rating, 10 reviews

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!

Top guest favourite
Apartment in Angra do Heroísmo
5 out of 5 average rating, 28 reviews

AngrA+ | Two bedroom apartment with sea/city view

Este Apartamento 05 - Apartamento Contemporâneo - está incluído num complexo de 6 apartamentos, o AngrA+. Tem 2 quartos e 1 sala, com uma área total de cerca de 77m2. Destaca-se pelas frentes envidraçadas sobre a cidade de Angra do Heroísmo e sobre o mar. Tem um jardim interior e espaços exteriores exclusivos com mesa e cadeiras para desfrutar da paisagem panorâmica. Localizam-se perto da zona da pool. Para uma ocupação máxima de 5 pessoas (1 cama casal, 2 camas single e 1 sofá -cama).

Guest favourite
A tranquil swimming pool reflects the clear blue sky and surrounding greenery. The white-washed house with blue trim stands nearby, complemented by lush plants and a lamp post, creating a serene outdoor environment.
Home in Feteira
4.96 out of 5 average rating, 26 reviews

Casa Lenta - Azores Slowhouse

Uma CASA LENTA é a necessidade de sobrevivermos e encontrarmo-nos a nós próprios. Nesta casa, há a possibilidade de olhar o céu e olhar o mar, de olhar nos olhos e de sentir o bater do coração de cada um. Esta é uma casa que inspira, que desacelera, que nos obriga a deixar de fazer o que não precisamos e onde descobrimos um novo ritmo. Aqui, asseguramos que um minuto continua a ter os mesmos 60 segundos, mas o que cabe lá dentro é muito mais. Cabe também o não fazer nada.

Superhost
A spacious outdoor area features a swimming pool surrounded by white lounge chairs and umbrellas. The cottage with large windows provides a view of the clear sky adorned with scattered clouds. Flowering bushes line the perimeter, adding a vibrant touch to the garden.
Home in Praia da Vitória
4.76 out of 5 average rating, 93 reviews

Cozy cottage in Terceira Island

The Cozy Cottage is a small guest house built within our property, in a very well-located area, close to the island’s best spots. It is a simple and welcoming space designed to make you feel at home during your stay. With spacious and comfortable areas, it is ideal for resting and enjoying peaceful moments, whether you are traveling with family, as a couple, or with friends. We have a large garden and an outdoor swimming pool, that you can enjoy at any time during your stay :)

Top guest favourite
Home in São Mateus da Calheta
5 out of 5 average rating, 35 reviews

Fisherman's House Azores

Casa rústica, inspirada no mar e na pesca. Condomínio fechado Contempla de jardim grande ao seu redor com vista para o mar, e sobre o porto de pesca de São Mateus. Também oferece espaço para refeição ao ar livre e churrasqueira. Restaurantes e cafés locais com localização próxima, a uma curta caminhada entre 5-10 minutos. Os hóspedes da casa também podem optar por cozinhar as suas próprias refeições na cozinha totalmente equipada que têm à sua disposição

Guest favourite
An aerial view captures the Quinta Rico property, featuring well-maintained gardens and a spacious pool surrounded by lounge chairs. The coastline can be seen in the background, framed by rolling green hills and residential homes, providing a serene coastal atmosphere.
Home in Açores
4.95 out of 5 average rating, 57 reviews

Quinta Rico (AL)

Venha desfrutar da ilha Terceira num lugar calmo e acolhedor como a Quinta Rico. A Quinta Rico é uma casa da família reconstruída, com todas as comodidades e uma vista privilegiada para o mar. Poderá passear pelos seus pomares onde pode encontrar uma variedade de árvores de fruto, bem como pequenas hortas e alguns animais como galinhas, pavões, perus e coelhos. Fica à disposição dos hóspedes uma generosa piscina com jacúzi aquecido e uma sauna exterior.

An indoor heated pool is featured in a spacious area with floor-to-ceiling windows allowing natural light. Comfortable lounge chairs are positioned beside the pool, with a view of the garden visible through the glass. The pool area is designed with minimalistic grey tiles.
Home in Biscoitos
5 out of 5 average rating, 4 reviews

Rocha do Mar 1

In Biscoitos, the holiday home "Rocha do Mar 1" offers an excellent view of the Atlantic. The 60 m² property consists of a living room, a fully-equipped kitchen with a dishwasher, 1 bedroom and 1 bathroom and can therefore accommodate 4 people. Additional amenities include Wi-Fi (suitable for video calls), a TV, air conditioning as well as a washing machine. A baby cot and a high chair are also available. The holiday home offers a private open terrace.

Superhost
Villa in Açores
4.89 out of 5 average rating, 19 reviews

Chalé d´Angra Guest House

Rodeado de natureza, e com vista constante para o seu jardim, este alojamento é o sítio ideal para a sua estadia, disponibilizando-lhe Wi-Fi gratuito, estacionamento privado, e uma zona de lazer muito apreciada com churrasqueira, forno de lenha e um amplo terraço. Situado numa zona muito calma e segura, contém uma suíte, e um quarto de casal, ambos com televisão e encontra-se completamente equipado para confecionar todo o tipo de refeições.

Top guest favourite
A private pool is surrounded by a spacious deck, featuring bright blue water under a clear sky. A modern tower structure is visible in the background, framed by a red-tiled roof and greenery.
Villa in Angra do Heroísmo
5 out of 5 average rating, 26 reviews

Tower House - Confort by the Sea 2456AL

Casa situada na freguesia das Cinco Ribeiras do Concelho de Angra do Heroísmo. A poucos metros do mar e numa das melhores zonas balneares da ilha. Com piscina privada (aberta todo o ano). Com vista deslumbrante sobre as ilhas de São Jorge e Pico (Sul) e do maior vulcão da ilha Terceira (Norte - Serra de Santa Bárbara). A sua localização permite assistir todas as noites ao cantar dos cagarros e ver esporadicamente golfinhos e baleias.

Guest favourite
A cozy interior space features a spacious bed with a light-colored covering, positioned nearby a modern green sofa accented with decorative pillows. A wooden dresser stands in the background, while sheer curtains allow natural light to brighten the room.
Loft in Angra do Heroísmo
4.89 out of 5 average rating, 47 reviews

Green House - Between the sea and the mountains

From Casa Verde, you can see the islands of São Jorge, Pico, and Graciosa. These three neighboring islands accompany the guests’ gaze, as if inviting them to be admired over time. Casa Verde, located in the heart of the farm, is a place of balance between different landscapes. From its windows, you can enjoy views of the sea, mountains, countryside, and Pico da Vigia, in a constantly changing scenery.

Guest favourite
The modern exterior features expansive glass sliding doors that open to a spacious interior. A wooden deck surrounds the clear pool, complemented by white lounge chairs and a small table. The design emphasizes a seamless connection between indoor and outdoor living spaces.
Flat in Angra do Heroísmo
4.87 out of 5 average rating, 46 reviews

Ocean House incredible view Azores

Picturesque house to make the delights of sea lovers, with 2 suites, equipped kitchen, and a stunning living room with balcony to access the garden and pool that is lost on the horizon. Enjoy in the garden of the fantastic sunset with the islands São Jorge and Pico as a backdrop.

Popular amenities for São Mateus da Calheta rentals with a pool