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Family-friendly holiday rentals in São Simão

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in São Simão

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious garden area is visible, featuring a serene infinity pool bordered by sun loungers and palm trees. Lush greenery surrounds the pool, while ocean views extend in the background under a clear sky.
Home in Alcabideche
4.86 out of 5 average rating, 296 reviews

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.

Guest favourite
An outdoor patio area features a private pool surrounded by a stone terrace. A spacious dining table with six chairs is positioned adjacent to a barbecue area. Comfortable seating is provided by two lounge chairs and a shaded corner sofa.
Villa in Quinta do Conde
4.98 out of 5 average rating, 115 reviews

Pool/Jacuzzi/Park | 35' to the airport | 30 km to Lisbon

Welcome to Quinta do Conde, located 30 km from Lisbon, 18 km from Sesimbra Beach and Portinho da Arrábida! Located minutes from the Highway to access Lisbon, Coina Train 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 a Pharmacy. A 25-minute drive away, you have Setúbal, with access to Tróia by ferry boat, and beaches such as Caparica, Lagoa de Albufeira, Sesimbra and the Cabo Espichel Lighthouse!

Guest favourite
A terrace features a table adorned with decorative tiles, displaying two crystal glasses and a bottle of wine. The view overlooks the rooftops and the expansive ocean, under a clear blue sky, accentuated by sunlight.
Flat in Monte Estori
4.97 out of 5 average rating, 144 reviews

SEA VIEW 6 mins to Beach w/Terrace in MonteEstoril

-SPECTACULAR SEA VIEW -TERRACE -6 MIN WALK TO BEACH -SUPERFAST WIFI -WORK FROM HOME -LAUNDRY FACILITIES This spacious & stylish 1 bedroom apartment is on the top floor overlooking the Ocean. The historic buildings of Monte Estoril, line the view with its architectural splendour originating from early 20th century Portuguese aristocracy. A short walk leads to the beachfront & takes you to Estoril or Cascais in either direction. Meticulously designed so our guests can enjoy luxury & location

Top guest favourite
A warm living space features a large red sofa and a small wooden chair. The room is enhanced by a light-colored wooden floor and natural light flooding in through tall windows. A low coffee table is placed on a green area rug, with a small vase at its center.
Home in Sintra
4.98 out of 5 average rating, 341 reviews

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.

Guest favourite
A charming beach house features a blue exterior with white shutters and a welcoming front deck. Unique seating options include two vibrant yellow bean bags and a woven chair, inviting relaxation. A canopy provides shade above a small outdoor table and chairs, enhancing the coastal atmosphere.
Home in Costa da Caparica
4.95 out of 5 average rating, 189 reviews

Traditional Beach House a few minutes from Lisbon

This house has been completely renovated and it´s located on the beach, facing the Atlantic Ocean. The beach has its own lifeguards who watch the beach during the summer. We are 10 min away from the center on foot through the beach or 2 min by train. In the center you find laundries, supermarkets, pharmacies, health centers, restaurants, etc. You can rent a bicycle or a car and take a tour. We are about 20 min from Lisbon and from the airport and about 15 min from the Hospital by car.

Top guest favourite
The exterior of a historic windmill is showcased, featuring a circular white structure with a blue base. Lush greenery surrounds the base, with palm trees and shrubs visible. A clear blue sky offers a background to the picturesque setting, while the ocean can be seen in the distance.
Windmill in Setúbal
4.97 out of 5 average rating, 268 reviews

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.

Guest favourite
An aerial view captures the expansive layout of the Troia resort area, showcasing the Hotel Aqualuz Troia Lagoa 4*, adjacent buildings, and the nearby marina. The surrounding landscapes blend lush greenery with sandy shores, highlighting the serene coastal environment and the river leading towards Setúbal.
Serviced apartment in Carvalhal
4.9 out of 5 average rating, 909 reviews

Suite T1 Sea View Aqualuz Troia Mar & Rio 4****

Suite T1 Premium no 12º piso da Torre TroiaRio, parte do Aqualuz Suite Hotel Apartamentos 4*, com 83 m2 vistas deslumbrantes da península de Tróia, mesmos serviços do Hotel, serviço de limpeza, roupas de cama, toalhas, acesso ás piscinas, toalhas para piscinas, etc Nota: de 1.10.2025 até 1.05.2026, o Hotel Aqualuz Troia Mar & Rio 4* está encerrado Durante este período a sua reserva tem um upgrade gratuito para uma Suite T2 Premium Vista Mar nos últimos pisos do The Anchor Sea 4*.

Top guest favourite
The living area features a light-colored sectional sofa with decorative cushions, arranged near a low coffee table. Colorful artworks adorn the walls, and large glass doors lead to a balcony, allowing natural light to enhance the space. A large mirror reflects elements of the room.
Flat in Queijas
4.97 out of 5 average rating, 110 reviews

Sunny Flat Lisbon Oeiras

Strategically located between Lisbon Centre and Oeiras beaches, this spacious apartment is the perfect option based on comfort, all amenities and nearby attractions. A 5-minute drive takes you to the nearest beach. Belém Tower and monuments are a 10-minute drive away. The Marquês de Pombal square, which gives access to the historic center of Lisbon, is 15 minutes away. The apartment is close to the main access roads to the Airport, Cascais, Sintra, etc.

Top guest favourite
Home in União das freguesias de Azeitão (São Lourenço e São Simão)
4.96 out of 5 average rating, 24 reviews

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.

Guest favourite
An outdoor area is showcased, featuring a small pool and a lush olive tree. Two colorful hammocks are draped between the tree and the house, which has large sliding doors leading to the kitchen. A dining table and chairs are visible, creating a casual atmosphere.
Home in União das freguesias de Azeitão (São Lourenço e São Simão)
4.99 out of 5 average rating, 137 reviews

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.

Superhost
A modern living area is depicted, featuring a comfortable gray sofa adorned with decorative pillows. A round white coffee table sits in front, and a television is positioned on a white entertainment unit. Natural light illuminates the wooden flooring, creating a bright and welcoming space.
Home in União das freguesias de Azeitão (São Lourenço e São Simão)
4.89 out of 5 average rating, 143 reviews

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.

Guest favourite
The outdoor area features a private swimming pool, surrounded by wooden decking and shaded by a fabric canopy. Lush greenery and a landscape of hills are visible in the background, creating a serene environment for relaxation. Sun loungers are positioned by the pool for comfort.
Home in Palmela
4.89 out of 5 average rating, 247 reviews

Holiday Villa with Infinity Pool

This unique charming rustic villa was made to provide well-being in all senses and at all seasons: cosy inside atmosphere, relaxing outside spots, either in the balcony or by the pool, a romantic and inspiring view of the mountain…!

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