House vacation rentals in São Simão

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.

Location · Value · Grill

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

Family · Value · Bathroom

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.

Value · Location · TV

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.

Value · Location · Getting around

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.

Location · Value · Sleep quality

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.

Location · Family · Check-in

A Place in the Sun - 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.

Value · Family · Comfort

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.

Location · Family · Decor

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.

Location · Laundry · Condition

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.

Location · Value · Condition

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.

Location · Family · View

Designed Retreat with Private Pool near Lisbon

Escape to a serene, family-friendly retreat with a private pool! This beautifully renovated home features seamless indoor-outdoor living with a sunny patio, BBQ, and a unique mezzanine lounge net. Located in a peaceful village just a 15-minute drive from stunning beaches and the Serra da Arrábida nature reserve. Perfect for families seeking comfort and relaxation.

Location · Value · Grill