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Vacation rentals in São Simão

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Top-rated vacation rentals in São Simão

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A welcoming dining area is visible, furnished with a round wooden table set for four. Soft lighting from hanging fixtures complements the natural light streaming through nearby windows. A comfortable seating area with a neutral sofa is positioned against a textured wall, adding warmth to the space.
Apartment in União das freguesias de Azeitão (São Lourenço e São Simão)
4.89 out of 5 average rating, 36 reviews

Charming Loft in Azeitão

Charming Loft in the typical village of Vila Nogueira de Azeitão Comfortable and fully rehabilitated Close to all shops and services and 100 meters from the bus stops to the beaches of Sesimbra and Figueirinha. Extremely cozy and refined place with unique decor. 5-minute walk to: Serra da Arrábida Natural Park; Adega; Intermarche; Restaurants; Bars. By car: 45 minutes from Lisbon; 20 minutes from Setúbal; and 20 minutes from Sesimbra. SAE - Sonho Azeitão Envolvente (Azeitão Surrounding Dream)

Guest favorite
Villa in Quinta do Conde
4.98 out of 5 average rating, 114 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 favorite
A spacious living area features large windows offering expansive views of the sea and city. Soft natural light floods the room, highlighting a comfortable sofa and a contemporary television. A cozy armchair adds to the inviting atmosphere, while a wood-paneled accent wall provides texture.
Apartment in Paço de Arcos
5 out of 5 average rating, 231 reviews

THE miniPENTHOUSE terrace & SPA

Apartamento reconstruído por arquitecto, excelente privacidade, exposição solar, com wifi, e praia a 150m. 1 suite com SPA e banho turco com aromaterapia. 1 suíte com terraço com vista mar, tela de projeção de cinema. Sala com vista de mar, rio, e terraço, onde poderá disfrutar de uma zona de estar e de um barbecue com grelha em ferro forjado. Perto de restaurantes, cafés e supermercado, e estação de comboio. Ar condicionado e piso aquecido em todas as áreas, TV 4K e box independente por suíte.

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, 177 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.

Top guest favorite
A bright living space features large open doors, providing a panoramic view of the ocean and surrounding mountains. Natural light fills the room, which contains two rattan chairs positioned on a polished wooden floor, with lush greenery visible in the background.
Home in União das freguesias de Azeitão (São Lourenço e São Simão)
5 out of 5 average rating, 43 reviews

Portinho da Arrábida Cabin

Mountain Chalet, crafted entirely from wood, presents a blend of mountain and seaside serenity with walking distance from the beach! Accessible by foot (181 steps) or via a vehicle operated by staff for check in and out, the house guarantees absolute privacy. Each bedroom offers panoramic ocean vistas, ensuring every awakening is as breathtaking as the view. With relaxation at its core, the chalet offers an escape, where the hustle of cars are replaced by the smoothing presence of nature.

Top guest favorite
The exterior of a historic windmill is showcased, featuring a circular white structure with a blue base. Lush greenery surrounds the base, with palm trees and shrubs visible. A clear blue sky offers a background to the picturesque setting, while the ocean can be seen in the distance.
Windmill in Setúbal
4.97 out of 5 average rating, 266 reviews

Moinho do Marco: the romantic windmill hideaway

Let yourself be carried away by the romanticism of the Moinho do Marco! Built in 1855, it is one of the few that still retains its original wooden gears. Enjoy the magic of sleeping comfortably in a mill full of history and charm. Located in the Serra da Arrábida, let yourself be conquered by the tranquillity of nature from the terrace, which offers the best view over the beautiful Bay of Setúbal. Enjoy this unusual, romantic and sustainable accommodation at any time of the year.

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.

Superhost
Villa in Sintra
5 out of 5 average rating, 4 reviews

2BR Villa with Stunning Views in Romantic Sintra

Casa da Lapa is the perfect retreat to disconnect and embrace the magic of Sintra’s mountains, palaces, history, and lush forests. With timeless charm and roots in the 1920s, when it was the summer house of the Governor of India, it blends comfort and authenticity. Set on the path to the Mouros Castle and Pena Palace, with views to the Mafra Convent, and surrounded by nature and the iconic round stones "lapas", it invites you to relax, explore, and feel Sintra’s unique spirit.

Guest favorite
A modern villa features large floor-to-ceiling windows, allowing ample sunlight into the living area. A private pool is positioned in the backyard, surrounded by wooden decking and comfortable seating. Two lounge chairs are visible by the poolside, creating an inviting outdoor space.
Home in União das freguesias de Charneca de Caparica e Sobreda
5 out of 5 average rating, 10 reviews

Luxury Designer Villa Caparica, Private Pool & BBQ

Welcome to the ultimate Caparica retreat, a sunlit, design-forward 3-bedroom home just 10 minutes from the beach. Perfect for families, remote workers, or small groups seeking sun, sea, and style. With floor-to-ceiling windows, 3 serene bed, 3 bath, and a private pool, it’s ideal for relaxation or working remotely. The open-plan living space boasts high ceilings, calming tones, and curated furniture. A true coastal escape.

Top guest favorite
A serene outdoor seating area is presented with two wooden chairs facing a stunning sunset over the vineyards. A round fire pit is positioned between the chairs, adding an inviting touch. The stone terrace is bordered by rustic cobblestones, enhancing the scenic views.
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.

Top guest favorite
A charming cottage exterior is surrounded by lush greenery, with a terracotta facade and arched doorways. A patio area is visible, featuring a small table and a parasol, providing a shaded spot to enjoy the serene environment.
Cottage in Sintra
4.98 out of 5 average rating, 237 reviews

Cozy Private Cottage with Fireplace & Outdoor Tub

Tranquil and secluded cottage in the hills of Sintra, set within a private historic estate once home to Sir Arthur Conan Doyle. Casa Bohemia offers absolute privacy, a light-filled living room with wood-beamed ceiling and fireplace, a queen bedroom with en-suite bathroom, and a private courtyard with an antique stone bath for romantic outdoor bathing. Garden, terrace, parking, and nature all around.

Top guest favorite
A coastal terrace is viewed from the stone-paved area, showcasing lush greenery, terracotta planters, and an expansive view of the ocean. A red sailboat can be seen gently moving across the water, while the sky above is clear and bright.
Home in Colares
4.96 out of 5 average rating, 151 reviews

Restored winery on the Atlantic.

Historic late 17th century winery newly restored into home. Situated on the Atlantic Ocean with views of the beautiful Coastal village of Azenhas do Mar, Cabo da Roca and Ericeira. Walking distance to Praia das maçãs and Azenhas do Mar beach. Breathtaking views from either window of the home. More information available upon request. A rare property in a unique location.

Popular amenities for São Simão vacation rentals

  1. Airbnb
  2. Portugal
  3. Setúbal
  4. Setúbal
  5. São Simão