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Vacation 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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Guest favorite
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
5 out of 5 average rating, 6 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.

Superhost
A spacious room features a large bed with yellow pillows and an orange blanket. Natural light enters through a large glass door leading to a private outdoor seating area, where two wooden chairs are visible. Neutral colors and sleek tile flooring complete the design.
Place to stay
4.93 out of 5 average rating, 14 reviews

Quinta do Abacate - Casa Jardim (T1)

Uma casa que não sacrifica conforto e requinte para ser amiga do ambiente. A melhor opção para umas férias verdadeiramente sustentáveis. Conta com uma área de 51,38 m2, com cozinha, sala de estar, quarto de cama (Queen), e casa de banho, existe a possibilidade de adicionar mais 2 camas extra permitindo assim capacidade para até 4 pessoas. Pode optar por Single (1 pessoa) ou Duplo (2 pessoas) e adicionar até 2 camas (individuais) garantindo espaço para 4 pessoas. O pequeno-almoço é gratuito.

Guest favorite
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
5 out of 5 average rating, 8 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!

A charming exterior features a cobblestone pathway leading to a rustic stone house, illuminated softly by warm lighting. Red wooden wheels and various ceramic pots are displayed on either side, surrounded by lush greenery and an inviting atmosphere, accentuated by the night sky.
Home
4.83 out of 5 average rating, 12 reviews

Quinta do Paraíso

A Quinta do Paraíso é um lugar ideal para um merecido descanso ou umas boas férias em família, é um lugar privado onde poderá desfrutar de vários espaços para relaxar lendo um bom livro, ou desfrutar de uma bela paisagem de frente para o mar. É um lugar com oliveiras e alguns animais de estimação, uma piscina e uma área de churrasco. Na casa, a sala tem um salamandra, cozinha completa, casa de banho com banheira, quarto com cama extra e possibilidade de instalar um berço para bebê.

Top guest favorite
A spacious studio is framed by a prominent stone archway. The room features warm wooden flooring and soft, neutral-toned walls. A well-made bed with light linens and accent pillows is visible, along with a window that brings in natural light.
Condo
4.98 out of 5 average rating, 46 reviews

AngrA+ | Studio with terrace with sea/city view

Este Apartamento 01 - Apartamento do Arco - está incluído num complexo de 6 apartamentos, o AngrA+. É um estúdio (T0), térreo e apropriado para mobilidade reduzida. Tem 40m2 e é dominado por um arco em cantaria do séc. XVII. Tem uma ampla (17m2) varanda exclusiva com mesa/cadeiras e com vista sobre o jardim, a cidade e o mar. Para uma ocupação máxima de 2 pessoas. Os espaços comuns incluem o jardim, uma pool exterior, uma esplanada e um salão com biblioteca e lareira.

Guest favorite
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
4.94 out of 5 average rating, 32 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.

Guest favorite
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
4.89 out of 5 average rating, 45 reviews

Green House - Between the sea and the mountains

From the Green House, you can see São Jorge, Pico and Graciosa. The three neighbouring islands bear witness to the time our guests spend gazing at them. They are vain and like to be admired. They are uninhibited, exposing themselves to those who want to see them. The Green House, situated in the middle of the farm, is a balancing point between the different views. From its windows, you can see the sea, the mountains, the cerrados and Pico da Vigia.

Top guest favorite
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
5 out of 5 average rating, 25 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 favorite
An aerial view reveals a coastal neighborhood surrounded by lush green fields, leading to the ocean. A natural blue pool is visible amidst gardens, with several homes arranged harmoniously along the winding road. In the background, the Ilhéus das Cabras islands rise from the sea.
Villa
4.89 out of 5 average rating, 36 reviews

Canto da Eira - Azores Beach House

A dez minutos de Angra do Heroísmo, o Canto da Eira fica situado na Serretinha, o local mais soalheiro da Ilha Terceira e de frente para os Ilhéus das Cabras. A 5 minutos de carro encontra três praias e piscinas oceânicas naturais com escadas de acesso e infraestruturas de apoio. Situando-se entre as freguesias de Porto Judeu e Feteira, encontrará no comércio local e nos bons restaurantes existentes, o apoio perfeito para a sua estada.

A gated entrance leads to the exterior of the apartment, surrounded by a concrete driveway. The white building features a sloped roof, several windows, and is adorned with greenery along the base. The entrance is welcoming and neatly presented.
Apartment
4.5 out of 5 average rating, 4 reviews

Sunset Pool House T1

The apartment in Feteira has 1 bedrooms and capacity for 3 people. he accommodation is equipped with the following items: internet (Wi-Fi), hair dryer, towels, sheets, air-conditioned, shared swimming pool, open-air parking in the same building, Tv. The kitchen, is equipped with refrigerator, microwave, oven, freezer, dishwasher, dishes/cutlery, kitchen utensils and coffee machine.

A panoramic view captures the serene ocean horizon, with a salt-water pool in the foreground. The expansive grassy area is bordered by low stone walls. Light blue skies with a few clouds are visible above a charming white building with a red-tiled roof.
Apartment
4.75 out of 5 average rating, 20 reviews

vista Oceano e tranquillità Sun-apt

Azoresresidence dispone di 3 appartamenti indipendenti. Questo appartamento si trova nella casa frontepiscina con splendida vista sull'oceano e dispone di una camera con letto matrimoniale da cm. 140 e letto singolo, bagno e cucina/soggiorno nel patio coperto Per chi ama la tranquillità, privacy e pace.

Guest favorite
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.
Apartment
4.86 out of 5 average rating, 44 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

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

  • Total vacation rentals

    Explore 20 vacation rentals in São Mateus da Calheta

  • Nightly prices starting at

    São Mateus da Calheta vacation rentals start at € 95 per night before taxes and fees

  • Verified guest reviews

    Over 130 verified reviews to help you choose

  • Wi-Fi availability

    20 of São Mateus da Calheta vacation rentals include wi-fi 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!