
Vacation rentals in São Simão
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Top-rated vacation rentals in São Simão
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Casa da Arrábida | beaches, nature and tradition
Enjoy an unforgettable stay in the heart of Azeitão, among the stunning beaches of Arrábida, the beauty of the mountains, and the authenticity of the local cuisine. Ideal for families and groups of up to 6 people, the house offers all the comfort you need to relax and explore one of the most beautiful regions of Portugal. Just minutes from the best beaches, wineries, trails and Sesimbra, it's the perfect place to create special memories with those you love the most. Book now and discover the best of Arrábida
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NEW!Amazing and Unique Penthouse in city center!
Embrance yourself in the most beautiful and cool Penthouse of the city, with a great terrace and perfectly located in the center of Lisbon, by the river. An unique 3 bedroom apt full of light, carefully renovated, with a modern design keeping beautiful historical details (with AC & lift). In Lisbon's most charismatics neighbourhoods, Bica and trendy Cais do Sodré, where you'll find all kind of restaurants, bars, shops...Perfect place for your holidays which allows you to explore Lisbon by foot!
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Panoramic views of ocean, city & São Filipe castle
Arriving at Olival de São Filipe means first stopping to take in the view. The high location of the seven-hectare estate provides rich vistas. “Even more beautiful than in the pictures”, is a frequently heard response. The panorama is varied and changes constantly under the influence of the sun, clouds and water. You look out over the Atlantic Ocean, the Tróia peninsula - with a sandy beach as far as the eye can see - the Fort of São Filipe, the mouth of the Sado river and the city of Setúbal.
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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.
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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.
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Sanctuary in the Sintra Forest
This intimate yet spacious studio guest house sits in a tiny, old-world mountain village where sun and mist stream through the pines, owls call in the night, and a centuries-old water mine flows quietly beneath. Surrounded by ancient forest paths and just 10 mins by car from golden beaches, wild swimming, romantic ruins, and beloved restaurants. Ideal for couples or small families seeking beauty, serenity, and something magical. A retreat into nature, quiet luxury and beauty.
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Moinho do Marco: the romantic windmill hideaway
Let yourself be carried away by the charm 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 Arrábida Natural Park, let yourself be conquered by the tranquillity of nature from the terrace, which offers the best view over the beautiful Setúbal Bay. Enjoy this unusual, romantic and sustainable accommodation at any time of the year.
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Arrábida Getaway • Jacuzzi & Mountain Views
Once a charming tea house, this cozy studio is a peaceful retreat on a private family farm in the heart of Arrábida Natural Park — with total privacy, yet just minutes from Setúbal’s historic centre and stunning beaches like Portinho da Arrábida and Galápagos. Outside, hike or bike limestone trails with Atlantic views, kayak and snorkel in crystal-clear waters, sip Moscatel at local wine quintas, or browse the iconic Mercado do Livramento for fresh fish and regional produce.
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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.
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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.
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Casa Alzaitun, Azeitão with Heated Pool
Escape to this stunning 4-bedroom vacation home, perfect for families or groups looking for comfort and relaxation. Featuring an open-concept kitchen with modern appliances and a spacious living area, this home is designed for entertaining and unwinding.<br><br>Step outside to a private heated pool, ideal for year-round enjoyment, and a beautifully landscaped yard with space to relax or play.
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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.
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Popular amenities for São Simão vacation rentals
Other great vacation rentals in São Simão

THE miniPENTHOUSE terrace & SPA
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Little house in the center of the village
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Family house with pool & garden
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A dream spot in serra da arrabida
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Stunning Countryside Chalet
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Lisbon/Beaches: House with terrace
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Cheerful cottage with private garden
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Casa Mendes · 2-min walk to the beach, Fonte da Telha
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Destinations to explore
- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Praia da Comporta
- Belém Tower
- Estádio da Luz
- Carcavelos Beach
- MEO Arena
- Praia do Guincho
- Badoca Safari Park
- Sesimbra Beach
- Praia de Santa Cruz
- Sintra-Cascais Natural Park
- Praia das Maçãs
- Lisbon Cathedral
- Figueirinha Beach
- Galapinhos Beach
- Oriente Station
- Praia da Adraga
- Lisbon Zoo
- Parque Eduardo VII
- Lisbon Oceanarium
- Ribeiro do Cavalo Beach
- LX Factory





