Some info is shown in its original language. Translate

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.

1 of 1 pages1 / 1
A large swimming pool is framed by stylish stone walls and expansive glass doors that lead into the home. Sun loungers are positioned nearby, inviting relaxation by the water. The pool reflects the sky, adding a serene touch to the outdoor space.
Home in Fonte do Bastardo
4.88 out of 5 average rating, 8 reviews

Casa Azul - Terceira Island

Welcome to Casa Azul. You will wake up to birds singing, open a window and let refreshing sea air breeze through. Unusually hot day? Enjoy the icy air conditioning. Relax by the large private pool (seasonal). Enjoy the outdoor BBQ w/sink, state of the art kitchen, wall sized movie screen, spa like bathrooms and outdoor shower/winter garden. Take a leisurely walk thru the back yard path and into the grove of fruit trees. Need to check in with the office? Use the dedicated workspace and free WiFi.

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!

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, 25 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 :)

Guest favourite
Apartment in Angra do Heroísmo
5 out of 5 average rating, 7 reviews

AngrA+ | Two bedroom apartment with sea/city view

O Apartamento 06 está incluído num complexo de 6 apartamentos, o AngrA+. Tem 2 quartos e 1 sala (área total de 77m2). Destaca-se pelas frentes envidraçadas sobre a cidade e sobre o mar. Tem jardim interior e terraço exclusivo com vista panorâmica. Localiza-se perto da zona da pool. Os espaços comuns incluem jardim, pool exterior, salão com biblioteca e lareira, esplanada e lavandaria self-service. Ocupação máxima de 5 pessoas (1 cama casal, 2 camas single e 1 sofá -cama).

Guest favourite
An outdoor area features a large swimming pool surrounded by lounge chairs under clear skies. The house, with a blue and white facade, is visible in the background, alongside a spa area and green landscaping that enhances the serene environment.
Home in Quatro Ribeiras
4.95 out of 5 average rating, 37 reviews

Quinta Rico - House II (AL)

Venha desfrutar da ilha Terceira num lugar calmo e acolhedor como a Quinta Rico. A Quinta Rico - House II é uma nova casa construída de raiz, 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 um jacúzi aquecido e uma sauna exterior.

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

Superhost
The exterior shows a spacious property with a red-tiled roof, surrounded by lush greenery. A large concrete area provides ample parking space, while the well-maintained garden borders the property, creating a serene environment. The setting reflects a peaceful and tranquil atmosphere.
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.

A wooden structure is elevated above the ground, surrounded by lush greenery. The architecture features a cantilevered design, creating a sense of lightness. Natural elements, including trees and rocks, are visible in the foreground, enhancing the connectivity with the landscape.
Treehouse in Praia da Vitória
4.82 out of 5 average rating, 38 reviews

Lodge Floresta

Dispersés dans la végétation naturelle du complexe ils paraissent d’une légèreté extraordinaire due au fait qu’ils sont en suspension partielle par rapport au sol. Implantés dans un bosquet, isolés, ce sont de vrais observatoires de la nature. Construits avec du bois de l’ile (cryptomeria oriuda) ils présentent tous une suite double équipée avec salle de bains, table, minibar, cafetière électrique et de plus un auvent avec vue panoramique.

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, 46 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.

Popular amenities for São Mateus da Calheta rentals with a pool