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Vacation rentals with a pool in São Simão

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in São Simão

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

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Guest favorite
A contemporary two-story house is highlighted, featuring large glass windows and an open plan design. A swimming pool is positioned in front, surrounded by wooden decking and landscaped greenery. The clear blue sky enhances the overall appeal of the outdoor setting.
Casa particular in Comporta
5 out of 5 average rating, 10 reviews

Villa na Comporta

Located in the village of Possanco, in the heart of Herdade da Comporta, Casa do Largo is a four-bedroom villa with contemporary architecture and two floors. Downstairs is an open-plan living area and upstairs are two suites, two twin bedrooms, balconies in each room and an additional bathroom. With a magnificent view over the natural landscape, it is ideal for sharing days with nature, enjoying the wild beaches of Comporta. Set in a quiet area, it has an equipped kitchen, garden and swimming pool.

Superhost
Home in União das freguesias de Azeitão (São Lourenço e São Simão)
4.83 out of 5 average rating, 18 reviews

Villa Vintage: Vineyards & Historic Center Azeitão

Discover this charming villa, a haven of soul and character in the heart of Azeitão. Surrounded by winemaking tradition and the serenity of the Arrábida Mountains, it invites you to slow down and savor each moment. Just 5 min. from the iconic Bacalhôa and José Maria Fonseca wineries and 18 min. from the stunning beaches of Galapinhos and Portinho, it’s ideal for sharing meals, peaceful swims, and genuine moments. Spacious, full of light, and perfect for those who value comfort with personality.

Top guest favorite
An aerial view captures a heated plunge pool nestled in a wooden deck area, surrounded by lush greenery. Comfortable sun loungers and wicker chairs invite relaxation, while vibrant pink flowers enhance the serene atmosphere of the private space.
Home in União das freguesias de Cascais e Estoril
4.98 out of 5 average rating, 179 reviews

Amazing Pool Pavilion with Private Heated Pool

The Pool Pavilion is a cosy and relaxed two suites and kitchen space that overlooks a lush garden and is the ideal choice for a joyful and relaxing getaway. Appointed to a high standard with simple yet sophisticated materials, such as micro cement flooring , stucco walls and linen curtains, and decorated in soothing natural colours, it blends harmoniously with its surroundings. Large patio doors lead out onto a spacious, private garden with wood decking, a heated pool, sun loungers and table.

Superhost
Home in Comporta
4.96 out of 5 average rating, 26 reviews

Modern oasis minutes from beach and Comporta

Modern luxury villa designed by renowned architect has pool and fully integrated indoor-outdoor spaces overlooking preserve land. Located between the villages of Comporta and Carvalhal with easy access to Comporta, Pego and Carvalhal beaches. The villa is suitable for groups wishing to experience the 'Comporta' lifestyle with its magnificent beaches and restaurants. Surrounded by nature and situated in exclusive Brejos, the 4-suite villa is private but only minutes from the best of Comporta.

Top guest favorite
A private heated pool is surrounded by a tiled patio, with potted plants and vibrant walls enhancing the space. Sun loungers and an umbrella provide relaxation options, while a spacious yard features greenery and nearby structures. Clear blue skies add to the inviting atmosphere of the outdoor area.
Tiny home in União das freguesias de Azeitão (São Lourenço e São Simão)
4.99 out of 5 average rating, 81 reviews

Cafofos da Zeta, Cozy Pool House

Ligue-se à natureza nesta escapadela inesquecível. Perto da serra perto do mar. Vai adorar este espaço único com uma bela piscina (aquecida de Maio a Outubro ) privada e exclusiva. No telheiro pode fazer as suas refeições ou simplesmente relaxar numa rede brasileira a ler um bom livro ao som dos passarinhos. Temos um BBQ a gás para os seus grelhados com os utensílios necessários. Existe um recanto muito acolhedor com um fire pit (braseira) para momentos únicos e especiais de lazer.

Guest favorite
A white-walled exterior showcases a modern architectural design. A spacious tiled area is framed by greenery, with two bicycles leaning against the wall. Sunlight brightens the scene, enhancing the vibrant colors of the surrounding plants.
Villa in União das freguesias de Azeitão (São Lourenço e São Simão)
4.96 out of 5 average rating, 53 reviews

The Fence House. Swimming pool.

Located in the village of Azeitão, with panoramic views over Arrábida Natural Park and Lisbon city, the Fence House is located in a quiet area, between the vineyards of Bacalhoa and the horse ridding hall of the Convent of S. Domingos. With both distinguished and modern architecture, this house was designed to have spacious and vivid interior spaces captured by natural light. Whether for two days or two weeks, come and experience the renewed Fence House, garden and swimming pool.

Guest favorite
Villa in Setúbal
4.88 out of 5 average rating, 203 reviews

Luxury Villa with Private Pool +Jacuzzi Year-Round

Year-round hot jacuzzi + private solar-heated pool. A romantic and modern villa in Setúbal, only 25 minutes from Lisbon and beside Arrábida Natural Park. Ideal for couples or small families (up to 5 guests) seeking complete privacy, peace, and comfort all year round. • 5 minutes by car to the beaches and Arrábida Natural Park • 10 minutes walk to Setúbal city center and Livramento Market Come and enjoy the tranquility and beauty of Setúbal! 😊🌊

Guest favorite
The view from the windmill offers a panoramic perspective of the coastline, dotted with greenery. The city skyline stretches in the distance, with the river gently flowing nearby. Various trees and shrubs create a natural border, framing the serene landscape.
Windmill in Caparica
4.96 out of 5 average rating, 648 reviews

Cozy 1850s Windmill with City and River Sunset Views

Discover the charm of staying in a 150-year-old windmill, fully renovated yet rich in original details. Ideal for romantic escapes, families or travelers seeking countryside peace just 10 min from Lisbon. Over 600 guests say we offer the best view of Lisbon — read the reviews! Enjoy sunsets over the Tagus, a pool to refresh in spring and summer, a treehouse, and a functional kitchen. Climb the historic stairs to reach the most stunning views.

Guest favorite
Home in União das freguesias de Azeitão (São Lourenço e São Simão)
4.96 out of 5 average rating, 24 reviews

Serra da ursa

Exclusive retreat among 6 hectares of vineyards, ideal for relaxing and reconnecting with nature. Unique villa with a year-round heated pool, panoramic views, and breathtaking sunsets. Just minutes from the stunning beaches of Arrábida and in the heart of the route of the best wines of Setúbal. A magical place, where every detail invites tranquility. Experience unforgettable moments in a movie-like setting.

Guest favorite
An outdoor area is showcased, featuring a small pool and a lush olive tree. Two colorful hammocks are draped between the tree and the house, which has large sliding doors leading to the kitchen. A dining table and chairs are visible, creating a casual atmosphere.
Home in União das freguesias de Azeitão (São Lourenço e São Simão)
4.99 out of 5 average rating, 139 reviews

Designed Retreat with Private Pool near Lisbon

Escape to a serene, family-friendly retreat with a private pool! This beautifully renovated home features seamless indoor-outdoor living with a sunny patio, BBQ, and a unique mezzanine lounge net. Located in a peaceful village just a 15-minute drive from stunning beaches and the Serra da Arrábida nature reserve. Perfect for families seeking comfort and relaxation.

Guest favorite
A private pool with clear blue water is positioned beside a wooden house featuring large windows. The reflection of the sky and surrounding greenery can be seen in the glass. A seating area with two chairs is located on the deck near the pool.
Home in Canha
5 out of 5 average rating, 24 reviews

House with private pool

Just 35 minutes from Lisbon, but in perfect harmony with the calm and beauty of nature, here you will find a unique peace and quiet that does not exist in the city. Our country houses have different decorations for all tastes! The house with a private pool has a setting that ensures maximum privacy.

Guest favorite
Windmill in Palmela
4.96 out of 5 average rating, 26 reviews

Charming windmill between nature and sea

🌄 Stay in a house next to a historic windmill in the heart of Arrábida Natural Park. Large garden, quiet terrace, pool and stunning views over the valley, Lisbon and Palmela Castle. Beaches 20 minutes away, Lisbon 40 minutes. Perfect for a quiet getaway.

Popular amenities for São Simão rentals with a pool

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