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House holiday rentals in São Simão

Find and book unique houses on Airbnb

Top-rated house rentals in São Simão

Guests agree: These houses are highly rated for location, cleanliness and more.

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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 Cascais
4.86 out of 5 average rating, 273 reviews

Charme & Design em Casa com Piscina e Vista Magnífica de Mar e Montanha

Observe os “melros” pela manhã, o pôr do sol, desfrute da calma e tranquilidade. Aproveite a vista única de mar e montanha do lounge privado, a piscina infinita, a “Serra de Sintra”-a montanha mágica, os seus bosques encantados, conventos e palácios. Possibilidade de incluir uma mesa de trabalho. Existe também a possibilidade de aceitar celebrações de casamentos, caso seja de pequenos grupos, mediante pagamento suplementar. Para mais informações contatar diretamente com o anfitrião. Uma Villa de montanha construída à mais de 100 anos , implantada sobre uma imponente rocha com uma envolvente única e uma vista de cortar a respiração sobre o mar a cidade , Cascais e a montanha onde está inserida . A casa foi remodelada recentemente e ampliada com uma construção moderna e de design desfrutando da vista e da envolvente . Vê-se desde o topo da Serra de Sintra, ao Guincho ao Cabo Espichel. A dois passos dos percursos pedestres da Serra de Sintra e dos seus monumentos e junto de bons restaurantes , de cafés com bom ambiente , a pequena aldeia tem supermercado e farmácia para sua tranquilidade. Os hóspedes têm à sua disposição uma casa com 2 quartos, sala e cozinha, totalmente privativa e acesso a um grande jardim com uma piscina infinita onde podem desfrutar da maravilhosa vista. Moro na propriedade e estou disponível para partilhar histórias e informações sobre a região. Adoro ciclismo e conheço a Serra como a palma da minha mão. Posso partilhar os segredos da serra e aconselhar os melhores restaurantes da região. Malveira da Serra, aldeia pitoresca junto a Cascais e Lisboa (20 min), com percursos pedestres na Serra de Sintra e seus monumentos. A Praia do Guincho e as suas dunas selvagens com a sua beleza única, são um paraíso para o Surf/Kite-surf/Windsurf. Aconselho o uso de carro próprio.

Guest favourite
The exterior view showcases a charming white house with a sloping roof, surrounded by well-maintained greenery. A shaded patio area with outdoor furniture is visible, alongside a small garden. Sunlight filters gently, creating a welcoming atmosphere for relaxation.
Home in Palmela
4.93 out of 5 average rating, 109 reviews

Aldeia De Luz - Summer Edition (1/5 - 30/9)

Aldeia De Luz - a warm and friendly welcome awaits you in our unique home. Each bedroom has its own character and the outside space is a delight. Our pool is available to you along with a beautiful patio and bbq area. Aldeia De Luz is a short walk from typical Portuguese restaurants and a short drive from supermarkets. Public transport is infrequent, a car is preferable. Palmela Castle is close-by, as is the Arrábida Natural Park. Beaches, Setúbal, Lisbon and the airport are within easy reach.

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 Cascais
4.98 out of 5 average rating, 153 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.

Guest favourite
A private garden area is showcased, featuring a small inflatable pool filled with colorful balls. Two wooden lounge chairs are positioned nearby, surrounded by lush bougainvillea and greenery. A low stone wall and additional foliage provide a serene backdrop.
Home in Lisbon
4.87 out of 5 average rating, 261 reviews

House with Garden in Lisbon

A traditional house with a private garden in a quiet neighborhood of Lisbon. The perfect place to experience Lisbon’s vibrant life and relax in the garden at the end of the day. Located in a calm, traditional neighborhood, it is surrounded by some of the most significant monuments in Portugal’s history and is just a short distance from the bustling center of Lisbon and the beaches of Estoril and Cascais. Book now to experience the best of Lisbon’s charm, history, and relaxation in one stay!

Top Guest favourite
A comfortable seating area features a white sofa adorned with an array of decorative pillows in various colors. A natural wood coffee table complements the space, which is accentuated by a large artwork of an elephant on the wall, set against a warm yellow backdrop.
Home in Sintra
4.88 out of 5 average rating, 332 reviews

Lovely house in Sintra

Private small house and garden with a view to the sea at end of village lane. About 10 min. walk from the village of Almoçageme, with grocery stores, hairdresser, laundry, restaurants and cafes. About 15 min. walk from the village of Penedo and 25 min. walk from Adraga beach. you are 15 min. by car from Sintra, 25 min. from Cascais and 40 min. from the airport. In the beautiful surroundings it is possible to take long hikes in the green forest or at the top of the stunning cliffs .

Top Guest favourite
A warm living space features a large red sofa and a small wooden chair. The room is enhanced by a light-colored wooden floor and natural light flooding in through tall windows. A low coffee table is placed on a green area rug, with a small vase at its center.
Home in Sintra
4.98 out of 5 average rating, 326 reviews

Beautiful apartment w/ fabulous views!Free Parking

This beautiful apartment is part of the charming house Cerrado dos Pinheiros. Located in an exclusive area close to the historical center of Sintra with only a short walk from everything you need and easy access to Lisbon, beautiful beaches and peaceful countryside. The house was recently renovated offering modern facilities, whilst maintaining the original historical aspect. It's a perfect retreat for families, couples and friends who are looking for a private and peaceful place to stay.

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 Setúbal
4.99 out of 5 average rating, 134 reviews

Outdoor, modern, beach and tranquility

WINTER MONTHS The house has central heating. A very efficient floor heating system keeps the house warm. You will not be cold, we guarantee it! Modern small house with outdoors, small pool and a 15 minute ride to the beaches. Recently renovated, a sliding door from the kitchen to the outdoor to take full advantage of the country's beautiful weather. Located near walking and bike paths of the Serra da Arrabida. Out of the ordinary. No airbnb services are allowed in our house at any time.

Top Guest favourite
The exterior of a beach house is shown, featuring white walls and a red-tiled roof. A sandy pathway leads to the house, with outdoor seating visible under a shaded area. The ocean can be seen in the distance, contributing to a serene coastal environment.
Home in Costa da Caparica
4.96 out of 5 average rating, 139 reviews

Salty Soul Beach House – Steps from the Sand

Cozy beach retreat right on the sand in Fonte da Telha. Wake up to the sound of the waves and enjoy coffee steps from the ocean. This bright seaside house has two double bedrooms, an open living room with a full kitchen and dining area, and a private patio with BBQ for outdoor meals. Perfect for couples or small families looking for comfort, simplicity, and a true beachfront stay in Portugal’s beautiful Costa da Caparica — close to surf spots, restaurants, and sunset bars by the beach.

Top Guest favourite
The view from a window reveals a dining area with a wooden table set for an outdoor meal. A floral centerpiece sits at the center, accompanied by plates and cups. The backdrop features rugged cliffs descending into the serene ocean, with soft waves lapping against the shore.
Home in Praia das Maçãs
4.98 out of 5 average rating, 214 reviews

Um Lugar ao Sol - Cliffside house ~ Azenhas do Mar

Discover the charm of one of Portugal’s most picturesque coastal villages: Azenhas do Mar. Located in the municipality of Sintra, just 40 minutes from Lisbon, this house offers a truly unique experience – perched on the cliffs, with the ocean right at your feet. Um Lugar ao Sol is more than just a place to stay – it’s your peaceful retreat between sea and mountains. Perfect for couples, solo travelers, or anyone looking for natural beauty, calm, and a touch of magic.

Top Guest favourite
A cozy outdoor seating area features wooden chairs and a small table, positioned on a terrace overlooking the ocean. The sky displays soft pastel colors during sunset, while the rhythmic waves can be seen in the background.
Home in Praia das Maçãs
4.97 out of 5 average rating, 194 reviews

Casa da Encosta - five terraces - stunning views

This old traditional house totally renewed in 2010 with a modern touch is located in Azenhas do Mar cliffs, with beautiful ocean views, the terraces are perfect for catching sun, having meals, relaxing or work (with hi speed internet connection) At a short distance from Sintra (10Km) and from the main beaches; Praia das Maçãs (2km), Praia Grande (4km). A short walk away from the best restaurants in the region.

Guest favourite
An open studio space features a spacious bed flanked by wooden side tables with lamps. A large window offers views of a small garden area with outdoor seating, in natural light that emphasizes the minimalist design.
Home in Palmela
4.9 out of 5 average rating, 246 reviews

Zé House

A casa destaca-se pela sua arquitetura moderna, integrada no centro histórico de Palmela. Zé House foi o nome atribuído pelos arquitetos. Uma casa simples cuja arquitetura procurou afirmar-se num contexto secular pelo seu carácter contemporâneo, estabelecendo não apenas uma relação geométrica com a envolvente mas também uma relação cromática. O resultado foi um espaço surpreendente e acolhedor.

Top Guest favourite
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 Praia das Maçãs
4.96 out of 5 average rating, 146 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 house rentals

Quick stats about house rentals in São Simão

  • Total holiday rentals

    Explore 70 holiday rentals in São Simão

  • Nightly prices starting at

    São Simão holiday rentals start at $61 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,050 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    70 of São Simão holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across São Simão rentals

  • 4.8 Average rating

    São Simão stays are highly rated by guests—averaging 4.8 out of 5!

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