
Holiday houses in São Simão
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Top-rated holiday rentals in São Simão
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Charm & Design in a House with a Pool and Magnificent View of the Sea and Mountains
Observe the “blackbirds” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique view of the sea and mountain from the private lounge, the infinity pool, the “Serra de Sintra”-the magical mountain, its enchanted woods, convents and palaces. Possibility to include a work desk. There is also the possibility of accepting wedding celebrations, if you are small groups, for an additional fee. For more information contact the host directly. A mountain villa built more than 100 years ago , implanted on an imposing rock with a unique surroundings and a breathtaking view over the sea the city , Cascais and the mountain where it is inserted . The house was recently refurbished and enlarged with a modern and design construction enjoying the view and surroundings . You can see it from the top of the Serra de Sintra, to Guincho to Cabo Espichel. A stone's throw from the pedestrian paths of the Serra de Sintra and its monuments and next to good restaurants , cafes with good atmosphere , the small village has a supermarket and pharmacy for your tranquility. Guests have at their disposal a house with 2 bedrooms, living room and kitchen, totally private and access to a large garden with an infinite pool where they can enjoy the wonderful view. I live on the property and am available to share stories and information about the region. I love cycling and know the Serra like the back of my hand. I can share the secrets of the mountains and advise the best restaurants in the region. Malveira da Serra, picturesque village next to Cascais and Lisbon (20 min), with hiking trails in Serra de Sintra and its monuments. Guincho Beach and its wild dunes with their unique beauty are a paradise for surfing/kite-surfing/windsurfing. I advise you to use your own car.

Comfortable & Cosy Country Cottage.
Once arriving at the Orange Bloom Homestead you will immediately feel the serenity of the nature in the foothills of the Arrábida national park. The cottage is set within a walled property consisting of the main house and the cottage in a 5000m2 plot. Within the cottage you will find everything you need for a comfortable stay. The bed linen are of 100% cotton and the pillows and duvet of goose down, ensuring your best rest possible. Relax in this calm, stylish space where comfort is a priority.

"Mar e Paraiso" Apartment
Fermez les yeux… Imaginez le murmure apaisant des vagues, la lumière dorée du coucher de soleil qui inonde la baie de Sesimbra, et la douce brise marine qui entre par les fenêtres. Ici, chaque instant se savoure lentement, porté par la beauté de la mer et la sérénité du lieu. Mar e Paraíso est bien plus qu’un appartement : c’est une parenthèse de calme et de lumière où seule la mer est votre horizon. Le soir, endormez vous au son des vagues ; le matin, réveillez vous avec la lumière de l’océan

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.

Loft de Charme in Azeitão
Loft de Charme in the typical village of Vila Nogueira de Azeitão Comfortable and fully rehabilitated Near all the trade and services and 100 meters from bus stops to the beaches of Sesimbra and Figueirinha. Extremely welcoming and refined place with unparalleled decoration. 5 minutes' walk to: Parque Natural da Serra da Arrábida; Adega; Intermarche; Restaurants; Bares. By car: 45 minutes from Lisbon; 20 minutes from Setúbal; and 20 minutes from Sesimbra. SAE - Sonho Azeitão Envolvente

Villa with pool and Jacuzzi, 30 km from Lisbon
Welcome to Quinta do Conde, located 30km from Lisbon, 18km from Sesimbra Beach and Portinho da Arrábida! Located minutes from the Motorway for access to Lisbon, Comboios Coina 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 Pharmacy. A 25-minute drive, there is Setubal, with access to Tróia by ferry, and beaches such as Caparica, Lagoa de Albufeira, Sesimbra and the Cabo Espichel Lighthouse!

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.

Casa da Vila | Azeitão
This spacious apartment in the heart of Azeitão is perfect for couples, friends and families alike. Located in the centre of the village, this home-from-home is in walking distance of local restaurants, shops and cafes. With free parking and easy access to public transport, explore all the incredible experiences Azeitão, Serra da Arrábida, and the Setúbal Peninsula has to offer - picture-perfect beaches, breathtaking sunsets, wine tasting and gastronomy, cycling and adventure, and more.

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.

Charming studio with large bed and small terrace
The studio is located in the historic center of Setubal, with its beautiful shops, restaurants, bars, entertainment, located right next to the bus and train station. From these beaches and the Arabida mountain. The apartment includes (kitchen equipped with microwave, washing machine, toaster, electric stove, fridge, espresso machine, electric kettles, air conditioning, bathroom heating, rear terrace with table and two chairs, clothes drying rack, bath towel, soap

Troia Resort Beach Apartment
Em Portugal, na Costa Alentejana, a menos de uma hora de Lisboa, há um lugar perfeito para estar em família, onde poderá aproveitar toda a envolvência com a natureza e praticar inúmeras actividades ao ar livre. Faça passeios de barco ou observe os golfinhos, jogue golfe num dos melhores campos da Europa, visite o maior complexo de produção de salgas de peixe conhecido no mundo romano ou viva um pôr-do-sol numa praia deserta.

Zé House
The house stands out for its modern architecture, integrated in the historic center of Palmela. Zé House was the name given by the architects. A simple house whose architecture sought to assert itself in a secular context due to its contemporary character, establishing not only a geometric relationship with the surroundings but also a chromatic relationship. The result was a surprising and welcoming space.
Popular amenities for São Simão holiday rentals
Other great holiday rentals in São Simão

Azeitão House25

Casa Fresca Mar - Vila Fresca Azeitão/Arrabida

Country House Azeitão - Villa 3 Paths

Lisbon/Beaches: House with terrace

Stunning Countryside Chalet

Azeitão Homes with Private Pool

Appartement serra d'Arrábida

Beautiful house in natural park
Quick stats about holiday rentals in São Simão
Total rentals
150 properties
Nightly prices starting at
$31 AUD before taxes and fees
Total number of reviews
3K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
90 properties have a pool
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- Arrábida Natural Park
- Príncipe Real
- Carcavelos Beach
- Praia do Guincho
- Altice Arena
- Praia da Adraga
- Belém Tower
- Praia da Comporta
- Badoca Safari Park
- Praia das Maçãs
- Praia de Carcavelos
- Galapinhos beach
- Lisbon Zoo
- Figueirinha Beach
- Lisbon Cathedral
- Lisbon Oceanarium
- Tamariz Beach
- Sintra-Cascais Natural Park
- Foz do Lizandro
- Penha Longa Golf Resort
- Praia Grande do Rodízio
- Ouro Beach
- California beach
- Cabo da Roca