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 Água de Alto

4.87 out of 5 average rating, 137 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

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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 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).

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Guest favorite

The outdoor area showcases a pristine pool surrounded by modern wooden architecture. Sun loungers are positioned on the grass, reflecting in the clear water. Lush greenery and palm trees provide a serene atmosphere under a clear blue sky.

Villa in Ribeira Grande

4.92 out of 5 average rating, 133 reviews

Azores House

Welcome to QUINTA DO PASSO - Casa Azores! QUINTA DO PASSO is a cozy, modern space located in the city center of Ribeira Grande. Guests can enjoy a villa with a unique décor, 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 villa, with private parking, a swimming pool, and a seating area.

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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, 155 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.

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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 Nordeste

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.

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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

Casa de Pedra has an outdoor pool and a balcony with sea views. It consists of a bedroom, bathroom , common room and kitchenette equipped with a 4-burner hob/ stove, microwave, toaster, fridge, electric kettle and coffee machine There is free Wi-Fi throughout the property. Bed linen and bath towels are provided. The rental includes maid service with replacement of bed linen and bath towels 2 times a week

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Superhost

Cottage in Feteiras

4.9 out of 5 average rating, 147 reviews

Casa do Açor • Villaverde Azores

🌿 Escape to Casa do Açor, a tranquil family retreat in rural Feteiras. This cozy 1-bedroom home comfortably fits up to 4 guests with a sofa bed. Perfectly located minutes from Sete Cidades & Ponta Delgada, it offers modern comforts, AC, and a shared garden oasis with a swimming pool and BBQ. Ideal for exploring the Azores while enjoying peaceful country living.

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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, 354 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.

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Top 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, 257 reviews

Casa do Contador - Suites & Pool

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.

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Guest favorite

Loft in Ponta Delgada

4.95 out of 5 average rating, 153 reviews

Ladeira Loft - City & Sea View

Ladeira Loft is a modern retreat in the heart of Ponta Delgada, with a private terrace and stunning sea views. Just minutes’ walk from restaurants, shops, markets, leisure spots and main attractions. Elegant and functional décor ensures your comfort, with everything you need to feel at home. Only 10 minutes from Ponta Delgada Airport.

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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, 271 reviews

Quinta das Amoras - Bungalow do Pomar

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.

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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 Água de Pau

4.86 out of 5 average rating, 144 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!

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