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Holiday 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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Top Guest favourite
A spacious garden area is visible, featuring a serene infinity pool bordered by sun loungers and palm trees. Lush greenery surrounds the pool, while ocean views extend in the background under a clear sky.
Home in Alcabideche
4.86 out of 5 average rating, 296 reviews

Charm & Design in a House with a Pool and Magnificent View of the Sea and Mountains

Watch the “blackbirds” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique sea and mountain view from the private lounge, the infinity pool, the “Serra de Sintra” - the magical mountain, its enchanted forests, convents and palaces. Possibility to include a work desk. There is also the possibility of accepting wedding celebrations, if it is for small groups, for an additional fee. For more information, contact the host directly. A mountain Villa built over 100 years ago, set on an imposing rock with a unique setting and a breathtaking view over the sea, the city, Cascais and the mountain where it is located. The house has been recently remodeled and expanded with a modern and design construction enjoying the view and the surroundings. You can see from the top of the Sintra Mountains, to Guincho to Cabo Espichel. A stone's throw from the hiking trails of the Sintra Mountains and its monuments, and next to good restaurants and cafés with a good atmosphere, the small village has a supermarket and pharmacy for your peace of mind. Guests have at their disposal a house with 2 bedrooms, living room and kitchen, fully private and access to a large garden with an infinity pool where they can enjoy the wonderful view. I live on the property and am available to share stories and information about the area. I love cycling and I know the Serra like the back of my hand. I can share the secrets of the mountains and advise on the best restaurants in the region. Malveira da Serra, a picturesque village near Cascais and Lisbon (20 min), with hiking trails in the Sintra Mountains and its monuments. Guincho Beach and its wild dunes with their unique beauty are a paradise for Surf/Kite-surf/Windsurf. I advise using your own car.

Guest favourite
An outdoor patio area features a private pool surrounded by a stone terrace. A spacious dining table with six chairs is positioned adjacent to a barbecue area. Comfortable seating is provided by two lounge chairs and a shaded corner sofa.
Villa in Quinta do Conde
4.98 out of 5 average rating, 116 reviews

Pool/Jacuzzi/Park | 35' to the airport | 30 km to Lisbon

Welcome to Quinta do Conde, located 30 km from Lisbon, 18 km from Sesimbra Beach and Portinho da Arrábida! Located minutes from the Highway to access Lisbon, Coina Train Station, Shopping, Green spaces and easy access to the Quinta do Perú Golf Course. A 2-minute drive away is the Lidl Supermarket, among others, and a Pharmacy. A 25-minute drive away, you have Setúbal, with access to Tróia by ferry boat, and beaches such as Caparica, Lagoa de Albufeira, Sesimbra and the Cabo Espichel Lighthouse!

Top Guest favourite
A modern villa is presented with a spacious wooden deck surrounding a clear, inviting swimming pool. A dining area is visible, with a wooden table and chairs, accompanied by sun loungers. The structure features large glass doors that open to a light-filled interior.
Villa in Comporta
5 out of 5 average rating, 71 reviews

Brejos Villa Comporta with heated pool

Brejos Villa is a modern stylish house in Brejos da Carregueira de Cima. The house has 3 bedrooms and can welcome 6 guests. It features a fully equipped kitchen with a comfortable lounge and adjacent dinning area. Outside, the deck has a dinning area and is equipped with a BBQ set and chill out area. Surrounding the house, the garden sets the mood for a dive in the pool with heated water (Apr/Oct).Facing a beautiful pine forest this is the perfect setting to enjoy fantastic vacations in Comporta

Guest favourite
A shaded seating area is highlighted by a large umbrella over a round table surrounded by four comfortable chairs. Lush greenery and trees provide a natural backdrop, complementing the inviting exterior of the cottage, which features colorful walls and large windows.
Place to stay in União das freguesias de Azeitão (São Lourenço e São Simão)
4.96 out of 5 average rating, 70 reviews

Comfortable & Cosy Country Cottage.

Once arriving at the Orange Bloom Homestead you will immediately feel the serenity of the nature in the foothills of the Arrábida national park. The cottage is set within a walled property consisting of the main house and the cottage in a 5000m2 plot. Within the cottage you will find everything you need for a comfortable stay. The bed linen are of 100% cotton and the pillows and duvet of goose down, ensuring your best rest possible. Relax in this calm, stylish space where comfort is a priority.

Top Guest favourite
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
A serene outdoor area is framed by tall trees, providing shade over a grassy lawn. The white house's exterior is partially visible, showcasing large windows and a spacious patio. Nearby, a rustic stone table complements the natural surroundings.
Villa in União das freguesias de Azeitão (São Lourenço e São Simão)
5 out of 5 average rating, 6 reviews

Panoramic Villa – Arrabida Beach – 30 min from Lisbon – A/C

Fantástica propriedade com 18 hectares em Azeitao no parque natural da Arrábida . Casa com 400 m2 podendo acomodar 14 pessoas A vila tem uma grande sala de estar muito confortável com 80 m2 , sala de jantar com grande mesa de refeições , cozinha equipada e 5 quartos : 1 suite com cama casal 1,80m e uma cama single + 2 quartos com cama casal 1,60m + 2 quartos com 3 camas de solteiro cada Ar condicionado em toda a casa Exterior com piscina muito confortável com área de refeições e barbecue

Top Guest favourite
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, 79 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 favourite
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 favourite
Villa in Setúbal
4.88 out of 5 average rating, 202 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! 😊🌊

Top Guest favourite
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 favourite
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, 137 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 favourite
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.

Popular amenities for São Simão rentals with a pool

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