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Holiday rentals with a pool in Ilha de São Miguel

Find and book unique homes with a pool on Airbnb

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
4.86 out of 5 average rating, 139 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

Guest favourite
An aerial view captures a home with a sloped roof, complemented by wooden decking and lounge chairs. A pool is visible beside the deck, with two umbrellas providing shade. The surrounding greenery enhances the modern structure, reflecting a peaceful outdoor setting.
Cottage in Lomba da Fazenda
4.96 out of 5 average rating, 107 reviews

Chimney Houses II - Eco Country Lodge

The Chimney Houses are the recovery of an old traditional house. They were carefully created to promote a rural experience in a typical home, in a modern and comfortable environment. Consisting of three independent houses, it also has a large garden with a swimming pool, a small vegetable garden and orchard and a porch with a barbecue (shared by all guests). The view is stunning, with the sea and mountains within sight. Tranquility reigns. Here... we've been very happy.

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
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. 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.

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
4.96 out of 5 average rating, 157 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.

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
4.94 out of 5 average rating, 120 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.

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
4.96 out of 5 average rating, 135 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

Superhost
A spacious outdoor area features a swimming pool with scenic views of the coastline and surrounding hills. A thatched umbrella provides shade over a lounge chair, complemented by a cozy seating area with decorative pillows. Soft clouds blanket the sky, enhancing the serene landscape.
Home in Faial da Terra
4.85 out of 5 average rating, 215 reviews

Casa do Outeiro with Heated Pool

Casa do Outeiro is located on the south coast of São Miguel Island, in the parish of Faial da Terra. It is a spacious, modern and decorated space with your comfort and well-being in mind. From the house you can see the sea, the river and all the greenery that surrounds this beautiful and peaceful village. We are sure you will enjoy your stay! Visit us!

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
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.

Guest favourite
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.
Flat in Ponta Delgada
4.88 out of 5 average rating, 258 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.

Guest favourite
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.

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
4.98 out of 5 average rating, 168 reviews

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.

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
4.87 out of 5 average rating, 115 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.

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