Vacation rentals with a pool in Ilha de São Miguel

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Top-rated rentals with a pool in Ilha de São Miguel

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

A shared heated pool is framed by a sleek stone patio, featuring several lounge chairs under large umbrellas for shade. The pool's clear water reflects the surroundings, and a stone wall provides privacy. Lush greenery accents the area, enhancing the overall ambiance.

Townhouse in Agua de Alto

4.87 out of 5 average rating, 135 reviews

2bds house with heated pool next to beaches/ilheu

Rural house. New kitchen renovated 2026 Architecture is in stone, very typical from the azores . Private parking spot + private terrace with barbecue. Acess to a shared heated pool directly from your terace. Air conditioning. 20 minutes by car from Ponta Delgada and Furnas 5 Minutes by car from Vila franca do Campo and its famous Ilheu A nice quiet beach, only 5 minutes away by foot Several beaches within a 5-10 minutes drive Entrance of the Lagoa do Fogo Trail within 10 minutes drive

LocationValueHospitality

Top guest favorite

An outdoor infinity pool is situated on a wooden deck, overlooking the sea. Surrounding greenery adds to the serene environment. A shaded seating area features two chairs and a small table, inviting relaxation and enjoyment of the scenic coastal views.

Casa particular in Ribeira Quente

4.96 out of 5 average rating, 134 reviews

Casa de Pedra - Garajau T1

. A Casa de Pedra dispõe de uma piscina exteriore e um balcão com vista mar. É constituida por um quarto de cama, casa de banho , sala comum e kitchenette equipada com uma placa/ fogão de 4 bocas, micro-ondas, torradeira, frigorífico, chaleira electrica e maquina de café Existe acesso Wi-Fi gratuito em toda a propriedade. É fornecida roupa de cama e toalhas de banho. O aluguer inclui serviço de limpeza com substituição de roupa de cama e toalhas de banho 2 vezes por semana

FamilyLocationPool

Superhost

Several Japanese Cedar Villas are displayed along a serene water feature, with a wooden walkway connecting them. The modern wooden exteriors echo the surrounding landscape, while large windows reflect the tranquil environment, adding to the harmonious blending of structure and nature.

Farm stay in Lagoa das Furnas

4.86 out of 5 average rating, 93 reviews

Japanese Cedar Villa - Furnas Lake Forest Living

The Japanese Cedar Villa, measuring almost 70m2, has a bedroom, a living room with a dining area, a bathroom, a fully equipped kitchenette and a balcony. The bedroom can have a king size bed or 2 single beds, just let us know what you prefer. It is equipped with air conditioning/heating, Wi-Fi and a television. It is ideal for 2 people but can accommodate a 3rd or 4th person (children or baby) using an extra bed in the living room (without blackout).

LocationValueWalkability

Top guest favorite

The outdoor area showcases a vibrant yellow house with blue accents surrounded by lush greenery. A stone pathway leads to a set of stairs. Outdoor furniture, including a seating area and dining table, is positioned under palm trees in a spacious courtyard.

Home in Capelas

4.95 out of 5 average rating, 154 reviews

Quinta das Flores

Old, restored house, integrated into a magnificent garden. Swimming pool and gym. Close to Ponta Delgada, with good access to the entire island. Ideal for relaxing vacations in contact with nature, both in summer and winter. It has air-conditioning and two fireplaces, which give the house a lot of comfort in the winter. House with a magical atmosphere, due to its unique decoration. YOU CAN VIEW IT ON YOUTUBE - Quinta das Flores - Capelas.

ValueLocationPool

Top guest favorite

The exterior of a modern villa is captured, featuring wooden paneling and large glass doors. A tranquil pool reflects the sky, creating a seamless connection with the surrounding nature. Lush greenery and a patio area with seating are also visible, inviting relaxation.

Cottage in Ribeira Grande

4.95 out of 5 average rating, 139 reviews

Fontenário House

Welcome to QUINTA DO PASSO - The Fountain House! QUINTA DO PASSO is a cozy, modern space located in the Ribeira Grande city center. With a unique decor, guests can enjoy a villa equipped with air-conditioning, internet, smart TV, telephone, fully equipped kitchen, full bathroom with a hairdryer and private outdoor area. The common areas are properly sized for the capacity of the farm with private parking, swimming pool and living area.

ValueLocationKitchen

Guest favorite

A tranquil swimming pool is framed by wooden decking, with two lounge chairs positioned nearby. Lush green grass surrounds the pool area, complemented by rustic stone walls and a well-maintained garden in the background. The house is visible, showcasing its natural integration into the setting.

Cottage in Açores

4.94 out of 5 average rating, 118 reviews

Casa do Castanheiro, Açores - With private pool!

The house is completely integrated into the surrounding nature, and from the interior of the house you're able to see stunning landscapes in all directions, such as the sea in front of the house and the mountains that begins in the garden. You can also witness all the splendor of nature during a bath in the pool that the house has to offer. The most present sound is the singing of birds by day and crickets at night.

ValueFamilyGrill

Superhost

A warm sleeping area features a spacious bed, adorned with light-colored linens. Two bedside tables are positioned on either side, each with a lamp providing soft light. A decorative artwork hangs above the bed, and a woven pendant light is suspended from the ceiling.

Tiny home in Feteiras

4.92 out of 5 average rating, 198 reviews

Casa do Priolo • Villaverde, Azores

🌿 Casa do Priolo – Romantic Retreat in the Azores Enjoy a peaceful escape for two in Feteiras, just 10 minutes from Sete Cidades and 15 minutes from Ponta Delgada. Blending rustic charm with modern comfort, the house offers access to a shared garden, barbecue area, relaxation spaces, and a pool all year. Perfect for couples looking to relax, enjoy nature, and experience a quiet and authentic stay in the Azores.

ValueFamilyAccuracy

Guest favorite

A historic windmill stands prominently against a clear blue sky. The structure features distinctive red blades and a white base, complemented by a bright red door. Lush greenery and cobblestone paths surround the mill, enhancing the scenery.

Windmill in Ponta Delgada

4.91 out of 5 average rating, 353 reviews

Moinho das Feteiras | The Mill House

Built in the 19th century, with a 360 degrees view over the sea and surroundings on the top floor. It features a Bedroom, a very well-decorated living room with kitchenette, and a WC. Free WiFi, air conditioning, Led TV and DVD player. Private parking inside the premises, providing extra security. Perfect for an unforgettable honeymoon experience.

ValueLocationDecor

Guest favorite

The exterior area is illuminated at night, showcasing lush palm trees and a well-maintained garden. A pathway leads to a pool area, with wooden furniture arranged for outdoor seating, inviting a relaxing ambiance.

Apartment in Ponta Delgada

4.89 out of 5 average rating, 254 reviews

Casa do Contador - Suites & Pool (Accountant's House)

At Casa do Contador you will have the opportunity to stay in Ponta Delgada historical city center in fine decorated new suites with fancy bedrooms, fully equipped living rooms with kitchenette, private bathroom, daily cleaning service and free WiFi. The apartments are just 2 minutes far from the main church and all commerce central streets.

LocationFamilyOutdoor spaces

Guest favorite

A clear view of the outdoor swimming pool is presented, accompanied by several purple lounge chairs positioned along the poolside. The surrounding area features well-maintained greenery and a rustic building in the background, showcasing a mix of modern and traditional architecture.

Bungalow in Nordeste

4.89 out of 5 average rating, 269 reviews

Quinta das Amoras - Pomar Bungalow

Well equipped and decorated, the Bungalow do Pomar is an apartment that is inserted in a private garden. It consists of a double bedroom, toilet and living area with kitchenette and living room, where a sofa is available that can serve as extra bed (1.80m long, for one person). The exterior space has panoramic deck and barbecue.

ValueFamilyBeach

Guest favorite

A serene outdoor area is shown, featuring a heated swimming pool surrounded by stone tiles. Comfortable sun loungers with umbrellas are positioned nearby, while lush green landscaping offers a scenic backdrop of hills and fields under a clear blue sky.

Villa in Furnas

4.87 out of 5 average rating, 114 reviews

Vila Vista Vale

Isolated house in the center of the village of Furnas. Super cozy house with 80 square meters. Full kitchen in open space. Rooms with carpeted floors for greater comfort. A 200-meter walk to the famous Poça da Dona Beija and a 400-meter walk to the beautiful Terra Nostra Park.

ValueFamilyHot tub

Guest favorite

A two-story coastal house with a terracotta roof is presented, overlooking the sparkling blue sea. Large windows offer views of the shoreline. Surrounding greenery and a well-maintained pathway enhance the outdoor area, while the horizon reveals gentle waves meeting distant land.

Cottage in Agua de Pau

4.86 out of 5 average rating, 143 reviews

Casa do Cerco

Casa do Cerco it's a luxurious house, situated on the seashore. It has lots of light due to it's amazing architecture, allowing you to see the sea from every window and watch the most amazing sunset of the island. Pool, barbecue, seawater a lot more!

LocationFamilyCheck-in