Some info has been automatically translated. Show original language

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.

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

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
An open living area features a blue sofa with yellow buttons, a wooden dining table, and six chairs. A textured area rug covers the polished concrete floor. Soft light filters through sheer curtains, highlighting a piece of wall art and a modern floor lamp.
Loft in Angra do Heroísmo
4.92 out of 5 average rating, 36 reviews

Blue House - A cosy retreat overlooking nature

Blue House is a peaceful retreat set in a valley with stunning views over the sea and nearby islands. Surrounded by nature, it offers complete privacy, silence, and comfort, making it ideal for rest, isolation, or remote work. It is perfect for a relaxing getaway from the crowds, where you can disconnect and recharge in close contact with nature. It includes all the amenities of the other units and is one of the prefered options for guests who value peace, privacy, and inspiring environment.

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 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 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 favorite
Condo in Angra do Heroísmo
5 out of 5 average rating, 27 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 favorite
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

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.

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 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 in Angra do Heroísmo
5 out of 5 average rating, 26 reviews

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.

Top guest favorite
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 favorite
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)

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.

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.

Popular amenities for São Mateus da Calheta rentals with a pool