Holiday houses in São Simão

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!

Family · Location · Breakfast

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.

Family · Location · Barbecue

Casa da Arrábida | beaches, nature and tradition

Desfrute de uma estadia inesquecível no coração de Azeitão, entre as praias deslumbrantes da Arrábida, a beleza da serra e a autenticidade da gastronomia local. Ideal para famílias e grupos até 6 pessoas, a casa oferece todo o conforto necessário para relaxar e explorar uma das regiões mais bonitas de Portugal. A poucos minutos das melhores praias, adegas, trilhos e de Sesimbra, é o local perfeito para criar memórias especiais com quem mais gosta. Reserve já e descubra o melhor da Arrábida

Family · Location · Accuracy

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.

Location · Family · Check-in

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.

Location · Family · Checkout

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.

Location · Family · Sleep quality

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.

Family · Value · Beach

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.

Location · Hot tub · Amenities

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.

Location · Family · Hospitality

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.

Location · Value · Walkability

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.

Location · Family · Nearby

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.

Family · Location · Breakfast