Holiday 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 favourite

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

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

4.87 out of 5 average rating, 141 reviews

Top Guest favourite

A view from under a concrete overhang highlights a serene swimming pool in the foreground, with lush green lawns and landscaped gardens beyond. The backdrop features modern structures, framed against a clear blue sky, creating a sense of open space.

Condo in Ponta Delgada

Beach Apartment

Apartamento da Praia is part of The Garden Residences a deluxe condominium sitting within walking distance of the beach. The condominium garden and swimming pool enable guests to enjoy our temperate climate in relaxing surroundings. It is located on the southern coast of the island of São Miguel near the beaches of Pópulo and Milicias (5minute-walk), only 5 km away from the centre of Ponta Delgada, and 7 km from the airport. The natural pools in Lagoa can be reached in 10 minutes.

4.98 out of 5 average rating, 107 reviews

Top Guest favourite

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

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. Guests can enjoy a villa with a unique decor, 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 property, with private parking, a swimming pool, and a seating area.

4.95 out of 5 average rating, 139 reviews

Top Guest favourite

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

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.

4.96 out of 5 average rating, 157 reviews

Guest favourite

An outdoor area features a sun lounger setup beside a large pool, with views of the ocean and a distant islet. A wooden pergola provides shade, while colorful flowers and greenery enhance the natural beauty of the landscape.

Home in Vila Franca do Campo

Casa do Lagar

CAPACITY: 2 + 2 kids. The house is T1 + mezzanine: ideal capacity is a couple and 2 kids. Casa do Lagar is one of the 3 villas of Quinta Velha das Amoreiras, an agricultural property located on the quiet outskirts of Vila Franca do Campo, in the center of São Miguel Island. Casa do Lagar is an entire house inside our farm. It has one double bedroom and two single beds on the mezzanine above the living room. A car is required.

4.92 out of 5 average rating, 168 reviews

Guest favourite

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

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.

4.94 out of 5 average rating, 120 reviews

Top Guest favourite

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

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

4.96 out of 5 average rating, 135 reviews

Guest favourite

A whitewashed house with a sloped roof is situated on a hillside, offering views of the ocean beyond. The exterior features a combination of stone and stucco, with a large central chimney and green grass surrounding the structure. A paved road leads to the entrance.

Cottage in Nordeste

Quinta das Amoras - Oven House

Casa do Forno offers a cozy area with living room and equipped kitchen, marked by the recovery of the stone that surrounds the oven and the original chimney (these only decorative). The house, with a good level of equipment and decoration, also has two double bedrooms - one with contemporary furniture and the other with vintage furnishings - and private sanitary facilities.

4.87 out of 5 average rating, 239 reviews

Guest favourite

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

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.

4.91 out of 5 average rating, 354 reviews

Top Guest favourite

A modern bedroom features a spacious bed with crisp white linens against warm wooden panels. A sleek pendant light hangs above, and a minimalist vanity with a circular mirror and toiletries is visible in the background, providing a clean and serene atmosphere.

Hotel room in Ponta Delgada

Casa da Galeria - Superior Apartment

Casa da Galeria – Azores Art of Hosting, opened in February 2022, offers tourist accommodation with an innovative concept of hospitality, focused on the fruition of contemporary art. The ‘Casa’ is the result of the considered and contemporary re-appropriation of a 19th-century property in the historical centre.

4.98 out of 5 average rating, 168 reviews

Guest favourite

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

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.

4.87 out of 5 average rating, 115 reviews

Guest favourite

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

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!

4.86 out of 5 average rating, 144 reviews