
House vacation rentals in São Simão
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Top-rated house rentals in São Simão
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Charm & Design in a House with a Pool and Magnificent View of the Sea and Mountains
Watch the “blackbirds” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique sea and mountain view from the private lounge, the infinity pool, the “Serra de Sintra” - the magical mountain, its enchanted forests, convents and palaces. Possibility to include a work desk. There is also the possibility of accepting wedding celebrations, if it is for small groups, for an additional fee. For more information, contact the host directly. A mountain Villa built over 100 years ago, set on an imposing rock with a unique setting and a breathtaking view over the sea, the city, Cascais and the mountain where it is located. The house has been recently remodeled and expanded with a modern and design construction enjoying the view and the surroundings. You can see from the top of the Sintra Mountains, to Guincho to Cabo Espichel. A stone's throw from the hiking trails of the Sintra Mountains and its monuments, and next to good restaurants and cafés with a good atmosphere, the small village has a supermarket and pharmacy for your peace of mind. Guests have at their disposal a house with 2 bedrooms, living room and kitchen, fully private and access to a large garden with an infinity pool where they can enjoy the wonderful view. I live on the property and am available to share stories and information about the area. I love cycling and I know the Serra like the back of my hand. I can share the secrets of the mountains and advise on the best restaurants in the region. Malveira da Serra, a picturesque village near Cascais and Lisbon (20 min), with hiking trails in the Sintra Mountains and its monuments. Guincho Beach and its wild dunes with their unique beauty are a paradise for Surf/Kite-surf/Windsurf. I advise using your own car.
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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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Palms, pool and pet
This house is not for everyone. This is not your flawless and perfect design villa. This a house full of character and life. There is one cat living on the property who will ask for attention. You may or you may not engage but the cat will be around, as she lives both outside and inside the house. The house has a large living area with an open fire place, a terrace, a pool (6 m X 12 m) and a tropical garden. A car is needed to get there and around, as the house is disconnected from the village.
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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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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.
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Marisol Pool & Beach Villa
Marisol Pool & Beach Villa is located in a very quiet neighborhood and close to excellent white sand beaches. The Fonte da Telha beaches are about 3 km away and the Costa da Caparica beaches are about 4 km distant. You can also enjoy golf at Herdade da Aroeira, 1.5 km away. This accommodation is a great choice as it is only 20 minutes from Lisbon, one of Europe's best destinations. You only need to travel 13 km to be on the emblematic 25 de Abril bridge that connects Almada to Lisbon.
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Aroeira Sunny Villa - Heated Pool (extra cost)
Located just 5 km from the Fonte da Telha beach, this spacious house has 6 bedrooms, with capacity for up to 14 people, and 3 bathrooms, ideal for large groups or families. ✅ The house has a large swimming pool with jacuzzi, as well as a canopy that can be closed to maintain the water temperature. ✅ In the backyard, you'll find an outdoor table with BBQ and support kitchen ✅ Fully equipped outdoor kitchen. 🔆 For an additional charge of €60 per night, you can heat the pool up to 35°C
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Private Villa with Pool near Lisbon & Setúbal
Solar de Santo António is a magnificent estate located in Palmela, ideal for family vacations, group getaways, special events, or weekends with friends. With a privileged location, it combines the tranquility of the countryside with the proximity of the beaches, the mountains and the city. Located just 30 minutes from Lisbon and very close to the beaches of the Setúbal region and the stunning Serra da Arrábida, Solar de Santo António is the perfect base for exploring the region.
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Lisbon/Beaches: House with terrace
Azeitão/Arrábida: Your Perfect Getaway! Discover our charming typical little house in Vila Fresca de Azeitão The house has two double bedrooms and a terrace with a view, ideal for outdoor dining. It is fully equipped with a full kitchen (fridge, microwave, dishwasher and coffee machine), washing machine, TV and internet. Can’t beat the location: 27 km from Lisbon 12 km from Setúbal/Sesimbra Just 15 minutes from the paradisiacal beaches of Costa da Arrábida.
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Beach home with sea view, garden & heated pool
Located in a nature reserve, our spacious house offers comfortable accommodation and wide ocean views. 5 Bedrooms, 5 WCs, 2 living rooms, fully equipped kitchen, exclusive outdoor area with BBQ, dinning area and heated swimming pool, make it a perfect place to relax. The location is also suited for outdoor activities or simply for spending the day at the beach (Foz, Meco, Sesimbra), all at just an hour distance from Lisbon.
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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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Popular amenities for São Simão house rentals
House rentals with a pool

Amazing Pool Pavilion with Private Heated Pool
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Villa Bali Lisbon
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Casas de Azeitão - Piscina Privada, By Home Match
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Villa Vintage: Vineyards & Historic Center Azeitão
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Heated pool, Azeitao, gym, 35 minutes from Lisbon
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Quiet luxury Arrábida escape: Pool & Views
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Pereiro Valley - 20 pax - 10 min to beaches - air conditioning
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Family house with pool & garden
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Weekly house rentals

Portinho da Arrábida - New Couple
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The Sweet Dreams Holiday House
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Arrábida Getaway • Jacuzzi & Mountain Views
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Little house in the center of the village
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Casa das Laranjeiras (House of the Orange Trees)
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Casa do Portinho
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Casa Arbutus
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Casa Pausa Holiday Home W/ pool and BBQ
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Private house rentals

Casa Redonda by Villas Aura- Retreat 7
Hospitality

Haven Gem Villa in Aldeia do Meco
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Oasis Villa With 2 Private Pools
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Villa Pool & Resort
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Conde II | Pool/Park | 35 minutes to the airport | 30 km to Lisbon
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Blue House, 15 min from meco beach and Sesimbra
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Design & Open Spaces | Luxury 5BR Architect Loft
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Modern architecture villa
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Destinations to explore
- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Praia da Comporta
- Belém Tower
- Sesimbra Beach
- Praia do Guincho
- Carcavelos Beach
- MEO Arena
- Badoca Safari Park
- Praia de Santa Cruz
- Lisbon Cathedral
- Praia das Maçãs
- Oriente Station
- Galapinhos Beach
- Sintra-Cascais Natural Park
- Figueirinha Beach
- Parque Eduardo VII
- Praia da Adraga
- Lisbon Oceanarium
- Ribeiro do Cavalo Beach
- Saldanha
- Foz do Lizandro
- LX Factory





