
Family-friendly holiday rentals in São Simão
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Top-rated family-friendly 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.

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!

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.

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.

Stunning Home w/Private Gardens & Beach Access
Caso no Campo is an entirely unique oceanside farm cottage set within Quinta Kismet, located by the beach in Sintra’s National Park. Overlooking the Atlantic Ocean, this stunning coastal property is sited within Portugal’s most picturesque cliff top village, Azenhas Do Mar, yet boasts 2 acres of expansive private gardens, organic vegetable plots, stunning sea views, a steaming hot tub and a kids organic play area, all just a moments walk from Azenhas do Mar beach and its famous sea pool.

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.

The Fence House. Swimming pool.
Located in the village of Azeitão, with panoramic views over Arrábida Natural Park and Lisbon city, the Fence House is located in a quiet area, between the vineyards of Bacalhoa and the horse ridding hall of the Convent of S. Domingos. With both distinguished and modern architecture, this house was designed to have spacious and vivid interior spaces captured by natural light. Whether for two days or two weeks, come and experience the renewed Fence House, garden and swimming pool.

Cafofos da Zeta, Cozy Pool House
Reconnect with nature at this unforgettable escape. Close to the mountains, near the sea. You'll love this unique space with a beautiful private and exclusive swimming pool (heated from May to October). In the shed you can have your meals or simply relax in a Brazilian hammock reading a good book to the sound of birds. We have a gas BBQ for your grilling with the necessary utensils. There is a very cozy corner with a fire pit for unique and special moments of leisure.

Troia Resort Beach Apartment
Em Portugal, na Costa Alentejana, a menos de uma hora de Lisboa, há um lugar perfeito para estar em família, onde poderá aproveitar toda a envolvência com a natureza e praticar inúmeras actividades ao ar livre. Faça passeios de barco ou observe os golfinhos, jogue golfe num dos melhores campos da Europa, visite o maior complexo de produção de salgas de peixe conhecido no mundo romano ou viva um pôr-do-sol numa praia deserta.

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.

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.

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.
Popular amenities for São Simão family-friendly rentals
Family-friendly home rentals with a hot tub

Noble Villa w/ Swimming Pool & co-work Space

THE miniPENTHOUSE terrace & SPA

Aroeira Sunny Villa - Heated Pool (extra cost)

Discover Secrets of a Kings Life

Cosy house in the valley & hottub -Casas Rio Verde

Casas das Piçarras - Countryside House Alentejo

PoucoPico seaview, lake, nature

Luxury Villa with Private Pool +Jacuzzi Year-Round
Family- and pet-friendly home rentals

Cabana Zojora

Cozy Private Cottage with Fireplace & Outdoor Tub

Charming windmill between nature and sea

Villa with pine forest and beach within 5 minutes, in Aroeira

Holiday Villa with Infinity Pool

Du&Du (I) - Setúbal - stylish architecture gem

Amazing Pool Pavilion with Private Heated Pool

Panoramic Villa - Arrabida Beach - 30 min Lisbon - A/C
Family-friendly home rentals with a pool

Brejos Villa Comporta with heated pool

Authentic country house

Charming place, beach + countryside, full privacy

Family house with pool & garden

SereneScape Villa - Fernão de Ferro

Villa Pool & Resort

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Herdade do Moinho Novo
Destinations to explore
- Rentals with outdoor seating São Simão
- Smoking-friendly rentals São Simão
- Rentals with a firepit São Simão
- Rentals with a fireplace São Simão
- House rentals São Simão
- Rentals with pools São Simão
- Pet-friendly rentals São Simão
- Rentals with a patio São Simão
- Villa rentals São Simão
- Rentals with a washing machine and dryer São Simão
- Family-friendly rentals Setúbal
- Family-friendly rentals Setúbal
- Family-friendly rentals Portugal
- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Belém Tower
- Praia da Comporta
- MEO Arena
- Praia do Guincho
- Carcavelos Beach
- Badoca Safari Park
- Estádio da Luz
- Praia das Maçãs
- Lisbon Cathedral
- Praia da Adraga
- Sintra-Cascais Natural Park
- Galapinhos Beach
- Parque Eduardo VII
- Figueirinha Beach
- Sesimbra Beach
- Lisbon Zoo
- Praia de Santa Cruz
- Lisbon Oceanarium
- Oriente Station
- Foz do Lizandro
- LX Factory





