House holiday 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 · Pets

Boutique Design Loft in Fisherman's House

This typical fisherman's house, with 30m2, was rehabilitated in 2017, and now have: - Kitchen equipped with dishwasher, clothes and refrigerator, dining table and 2 chairs. - Living room with a comfortable sofa, TV, WI-FI. - WC with shower. - Mezzanine, with a access staircase, with double bed (160cmx180cm), writing desk and a charriot. Guests can access all areas except the storage area. Usually we will be present at the entrance and exit and available for any unforeseen situation. Stroll down to the water just a few steps away at the end of the road. Venture out and explore the neighbourhood filled with quaint houses, lovely restaurants, grocery stores, and coffee shops. Preferably walk as it your in the center of the village of Alcochete. Smoking is not allowed, nor bring pets. No parties or events allowed Children up to 1 year old for safety reasons, since there are no gates or doors on the stairs between the mezzanine / bedroom and the ground floor.

Location · Value · Cleanliness

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.

Location · Family · Air conditioning

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.

Value · Family · Kitchen

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.

Family · Location · Heating

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.

Family · Location · Bathroom

Arrábida Getaway • Jacuzzi & Mountain Views

Once a charming tea house, this cozy studio is a peaceful retreat on a private family farm in the heart of Arrábida Natural Park — with total privacy, yet just minutes from Setúbal’s historic centre and stunning beaches like Portinho da Arrábida and Galápagos. Outside, hike or bike limestone trails with Atlantic views, kayak and snorkel in crystal-clear waters, sip Moscatel at local wine quintas, or browse the iconic Mercado do Livramento for fresh fish and regional produce.

Location · Nearby · Quiet

Cliffside Casita (1BR) · Breathtaking Ocean Views

OUTPOST - Ocean Casitas One of the four Ocean Casitas, at the very top of the whitewashed fishermen's village of Azenhas do Mar with a large private terrace right to the edge of the cliff. 

 Originally traditional fishermen’s homes, the casitas have been carefully rebuilt to combine their original charm with contemporary design, including open layouts, micro-cement floors and ceilings up to 5 meters high. A calm, stylish space designed for a relaxed coastal stay.

Location · Value · 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 farm can accommodate up to 37 guests, offering comfort, space and privacy. The house consists of 10 rooms with Air Conditioning, 7 bathrooms, 3 living rooms and 2 fully equipped kitchens, designed to provide a comfortable stay for large groups.

Location · Family · Hospitality

Sintra Apples Beach View

Rated one of "The Best Airbnbs in Sintra" by Time Out, this very comfortable 3-bedroom house by the sea that fits up to 6 people is located at the charming little town of Praia das Maçãs, and only 70 meters from the Atlantic Ocean or a 3-minute walk the beach. Ideal for families, friends or couples who wish to enjoy the tranquility of a genuine Portuguese small beach town!.

Location · Family · Sleep quality

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.

Family · Value · Comfort

Villa Azeitão - Wine, Mountains & Sea

Only 30 minutes from Lisbon, our Villa Azeitão its located in the heart of Vila Nogueira de Azeitão, at the bottom of beautiful Arrábida Mountain. From here, it will be easy to know the best Setúbal Peninsula has to offer. The mountain, the beaches, the food, the wines, and much more.

Location · Value · Barbecue