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Holiday houses in São Simão

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in São Simão

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

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Superhost
Home in São Lourenço
4.8 out of 5 average rating, 25 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 favourite
A spacious terrace reveals panoramic views of the Atlantic Ocean and the Tróia peninsula. A wooden table is centered beneath a bamboo awning, with potted plants adding a touch of greenery. Seaside vistas create a serene atmosphere for relaxation.
Home in Setúbal
4.99 out of 5 average rating, 104 reviews

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.

Guest favourite
The outdoor area features a well-maintained swimming pool surrounded by lush greenery and tropical plants. Sun loungers are positioned next to the pool, providing a serene spot for relaxation. A gravel pathway leads through the garden, enhancing the tranquil atmosphere.
Villa in Quinta do Anjo
4.98 out of 5 average rating, 101 reviews

Charming place, beach + countryside, full privacy

Lovely and magical place, fully equipped and recently renovated. Big property, 1.100 m², with fantastic green areas and a very special and unique ambience at the swimming pool area. 100% privacy and very quiet. 15 km away from some of the most beautiful beaches of Portugal and breathtaking sceneries where nature reigns. Great gastronomy, top quality local products like fish, wine, cheese + many others. Small football pitch, table football + ping-pong. Distances: Lisbon 30 m. Airport 35 m.

Top Guest favourite
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 São Lourenço
5.0 out of 5 average rating, 49 reviews

Cabana Do Portinho da Arrábida

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.

Guest favourite
Home in São Lourenço
4.9 out of 5 average rating, 29 reviews

Casa da Arrábida | praias, natureza e tradição

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

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 São Lourenço
4.98 out of 5 average rating, 83 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 vibrant display of bougainvillea frames a window with white sheer curtains, set against a white wall. The window features green trim and a decorative wrought iron element. A bright yellow overhang highlights the architectural details.
Home in São Lourenço
4.95 out of 5 average rating, 22 reviews

Lisboa/Praias: Casa c/ terraço

Azeitão/Arrábida: Sua Escapada Perfeita! Descubra nossa charmosa casinha típica em Vila Fresca de Azeitão A casa possui dois quartos de casal e um terraço com vista, ideal para refeições ao ar livre. Está totalmente equipada com cozinha completa (frigorífico, micro-ondas, máquina de lavar louça e café), máquina de lavar roupa, TV e internet. A localização é imbatível: 27 km de Lisboa 12 km de Setúbal/Sesimbra A apenas 15 minutos das praias paradisíacas da Costa da Arrábida.

Guest favourite
An outdoor seating area features a comfortable sofa adorned with red cushions, complemented by a wooden coffee table. A dining set is visible in the background, near the sparkling pool. Sunlight reflects off the water, enhancing the serene atmosphere of the space.
Home in São Lourenço
4.93 out of 5 average rating, 14 reviews

Heated pool, Azeitao, gym, 35 minutes from Lisbon

Imagine that on the way back from one of our beautiful beaches, or even at night you can swim in this heated pool with salt treatment. Located in Azeitão, 40 minutes from Lisbon, and 30 minutes from the beautiful beaches of Arrábida, Galapos, Figueirinha, Portinho da Arrábida, Sesimbra, Troia, this house has air conditioning in all rooms, barbecue, laundry, gym and parking space inside the property. The pool with steps is ideal for children and the elderly.

Guest favourite
Home in São Lourenço
4.96 out of 5 average rating, 27 reviews

Casas de Azeitão - Piscina Privada, By Home Match

Viva uma escapadinha de sonho em Azeitão! Este alojamento exclusivo oferece o equilíbrio perfeito entre conforto e charme local. Refresque-se na piscina privativa, aproveite a praticidade das máquinas de lavar loiça e roupa, e estacione com total comodidade. A apenas 5 minutos do centro de Azeitão, 30 km de Lisboa e perto das praias mais deslumbrantes de Portugal. Um refúgio entre o mar, a serra e os sabores da região — ideal para momentos inesquecíveis!

Superhost
A private swimming pool glistens in the sunlight, surrounded by lush greenery and blooming flowers. Two lounge chairs are positioned near the pool, providing a serene space for relaxation. The landscape is enhanced by tall trees and vibrant bushes, creating a tranquil outdoor environment.
Villa in São Lourenço
4.83 out of 5 average rating, 42 reviews

Prime Location - One Of A Kind - Nature Retreat

Welcome to this prime location villa with spacious 5-bedrooms located in a residential and quiet area in Azeitão just moments away drive from the breathtaking Arrábida Natural Park and the picturesque beaches. Restaurants and cafés are only a five-minute walk away. The villa offers a private swimming pool, 3000 sqm garden - tranquil and serene setting for relaxation and enjoyment for big families or groups of friends.

Guest favourite
Home in São Lourenço
4.97 out of 5 average rating, 30 reviews

Serra da ursa

Refúgio exclusivo entre 6 hectares de vinhas, ideal para relaxar e reconectar com a natureza. Moradia única com piscina aquecida todo o ano, vista panorâmica e pôr do sol de tirar o fôlego. A poucos minutos das praias deslumbrantes da Arrábida e no coração da rota dos melhores vinhos de Setúbal. Um lugar mágico, onde cada detalhe convida à tranquilidade. Viva momentos inesquecíveis num cenário que parece um filme .

Guest favourite
Bungalow in São Lourenço
5.0 out of 5 average rating, 8 reviews

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.

Popular amenities for São Simão holiday rentals