
House vacation rentals in São Simão
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Top-rated house rentals in São Simão
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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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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.
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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.
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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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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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Salty Soul Beach House – Spacious Beach Retreat
Bright and airy beach house in Fonte da Telha, perfect for relaxed stays by the coast. Enjoy outdoor breakfasts on the spacious private patio and comfortable interiors with a cozy living room and fully equipped kitchen. The house features two double bedrooms and a functional layout ideal for families or friends who value comfort and privacy near the beach in Portugal’s beautiful Costa da Caparica — close to surf spots, cafés, and beachside restaurants with sunset views.
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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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Casas de Azeitão - Piscina Privada, By Home Match
Enjoy a dream getaway in Azeitão! This exclusive accommodation offers the perfect balance between comfort and local charm. Cool off in the private pool, enjoy the convenience of the dishwasher and washing machine, and park with total convenience. Just 5 minutes from downtown Azeitão, 30 km from Lisbon and close to Portugal's most stunning beaches. A haven between the sea, the mountains, and the flavors of the region — ideal for unforgettable moments!
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Spacious Villa for Groups with Pool & Soccer field
Quinta do Paraíso is a large property located just 30 minutes from Lisbon and the stunning beaches of Serra da Arrábida, ideal for group stays, large families or special events. The quinta can accommodate up to 37 guests, offering comfort, space, privacy. The house consists of 10 bedrooms with air conditioning, 7 bathrooms, 3 living rooms and 2 fully equipped kitchens, designed to provide a comfortable stay for large groups.
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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

Palms, pool and pet
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Charm & Design in a House with a Pool and Magnificent View of the Sea and Mountains
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Marisol Pool & Beach Villa
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Heated pool, Azeitao, gym, 35 minutes from Lisbon
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Casa Amazónia, 27 min from Lisbon, Swimming Pool
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Aroeira Paradise House
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Quiet luxury Arrábida escape: Pool & Views
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Blue Beach Villa - Coastal Escape
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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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Casa do Portinho
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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 Pátio do Tejo - Quinta do Sobreiro (Wine Estate)
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Conde II | Pool/Park | 35 minutes to the airport | 30 km to Lisbon
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Private house rentals

Luxury Designer Villa Caparica, Private Pool & BBQ
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Haven Gem Villa in Aldeia do Meco
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Villa Pool & Resort
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Modern vacation home with heated pool
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First in * Vila * Near the beach and camp
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Modern architecture villa
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Quinta da Arrábida - Pinheiro House
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Restored winery on the Atlantic.
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Destinations to explore
- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Praia da Comporta
- Belém Tower
- Carcavelos Beach
- Praia do Guincho
- MEO Arena
- Badoca Safari Park
- Sesimbra Beach
- Praia de Santa Cruz
- Lisbon Cathedral
- Praia das Maçãs
- Oriente Station
- Sintra-Cascais Natural Park
- Galapinhos Beach
- Figueirinha Beach
- Parque Eduardo VII
- Praia da Adraga
- Lisbon Oceanarium
- Ribeiro do Cavalo Beach
- Foz do Lizandro
- Saldanha
- LX Factory





