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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 Agua 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

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.

Guest favourite
A panoramic view captures the vibrant colors of a sunset over the ocean, illuminating the coastline and the city of Ponta Delgada. The harbor, along with its boats and the clock tower, is visible, framed by the serene sea and varied rooftops of the surrounding buildings.
Apartment in Ponta Delgada
4.85 out of 5 average rating, 123 reviews

Azores 19th Floor (180º ocean & city view)

A luxurious apartment with sea view (180º view, south, west and north) at the highest housing building of Portugal makes it a unique experience! Right in the heart of the city you can enjoy this peaceful view with all the needed amenities, two full bathrooms and private garage spot. Down the elevator, you have a mall with supermarket and lots of breakfast/brunch places and restaurants. Walking distance (less than 2min) of all the best restaurants and bars in the city!

Top Guest favourite
An outdoor seating area is featured with a round table covered by a bright tablecloth and surrounded by four wooden chairs. A large, white umbrella offers shade. The backdrop showcases a clear view of the sea and lush greenery.
Casa particular in PT
4.93 out of 5 average rating, 195 reviews

Stone House - Garajau T2

This house features an outdoor swimming pool and two balconies with sea views. It consists of a bedroom with a double bed, a mezzanine with two single beds, a bathroom, a common room with a kitchenette equipped with a 4-burner stove, a microwave, a toaster, a coffee maker, an electric kettle, and a refrigerator. Bed linen and bath towels are provided. The rental includes a cleaning service with replacement of bed linen and bath towels twice a week.

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, 156 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.

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 - Casa do Fontenário! QUINTA DO PASSO is a cozy, modern space located in the Ribeira Grande city center. Uniquely decorated, guests can enjoy a villa equipped with air conditioning, internet, smart TV, telephone, fully equipped kitchen, full toilet with 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.

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 Açores
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.

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.

Top 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.
Apartment in Ponta Delgada
4.89 out of 5 average rating, 257 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 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, 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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