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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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Guest favourite
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

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.

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
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!

Top guest favourite
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.
Apartment
4.98 out of 5 average rating, 44 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 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
4.93 out of 5 average rating, 30 reviews

Quinta Rico - House II (AL)

Come and enjoy the Terceira Island in a calm and cozy place like Quinta Rico. Quinta Rico - House II is a new house built from scratch, 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 a heated Jacuzzi and an outdoor sauna.

A yellow hammock is suspended between two trees, overlooking a private pool surrounded by greenery. A patio area with tables and chairs is visible in the background, along with a building featuring a tiled roof. Bright blue skies create an inviting atmosphere.
Home
5 out of 5 average rating, 3 reviews

Cozy Cottage

Boasting a beautiful view of the mountain, the Country House Cozy Cottage is located in Praia da Vitória. The 80 m² property consists of a living room, a well-equipped kitchen, 2 bedrooms and 2 bathrooms as well as an additional toilet and can therefore accommodate 5 people. Additional amenities include high-speed Wi-Fi (suitable for video calls), a TV, air conditioning, a washing machine as well as a dryer. A baby cot and a high chair are also available.

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
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
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 - Garden House (T1)

A home that doesn't sacrifice comfort and refinement to be a friend of the environment. The best option for truly sustainable holidays. It has an area of 51.38 m2, with a kitchen, living room, bed room (Queen), and bathroom, there is the possibility of adding 2 extra beds, thus allowing capacity for up to 4 people. You can opt for Single (1 person) or Double (2 person) and add up to 2 beds (single) ensuring space for 4 people. Breakfast is free.

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
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 favourite
A cozy room features a spacious bed with a light-colored bedspread. A red sofa with decorative buttons is positioned in front of a modern wooden dresser. Large windows with sheer curtains allow natural light to fill the space, enhancing the open layout.
Loft
4.98 out of 5 average rating, 49 reviews

Red House -The first impact before the immense sea

The Red House, perhaps because of its red sofa, tends to induce in those who visit us a feeling of intensity, warmth, and love. While we can't say that this house is actually more intense than the others, we do recognise that there is a mystique and that São Jorge looks different from the bathtub. Sharing the same amenities as the other houses, the Red House is the first to face the sea. This house invites you to feel happy and well.

Superhost
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

Ten minutes from Angra do Heroísmo, Canto da Eira is located in Serretinha, the sunniest place on Terceira Island and facing Ilhéus das Cabras. A 5-minute drive away you will find three beaches and natural ocean pools with access stairs and support infrastructure. Sitting between the parishes of Porto Judeu and Feteira, you will find the perfect support for your stay in the local shops and in the good restaurants.

Guest favourite
A tranquil outdoor space is showcased, featuring a saltwater pool that glimmers under clear skies. A hammock is positioned nearby, offering a relaxing view of the pool and the ocean beyond. Colorful lounge chairs are arranged around the pool, enhancing the inviting atmosphere.
Flat
4.85 out of 5 average rating, 26 reviews

ocean view and tranquility Butterfly-Apt.

Azoresresidence has 3 independent apartments. This apartment is located in the swimming pool front house with great ocean views and has a double bedroom and sofa bed in the kitchen, bathroom and large kitchen/living room and covered patio. For those who love tranquility, privacy and peace.

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
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 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 £82 per night before taxes and fees

  • Verified guest reviews

    Over 130 verified reviews to help you choose

  • 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!