
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!

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.

Santos River View Terrace Duplex
Created and carefully decorated with the owner personal signature, an interior designer, this boutique apartment was projected to provide guests with an incredible relaxing experience. From the attic lounge we invite you to slide open the doors to the 180º river view terrace exposed on south direction, and let yourself be touched by the Tagus atmosphere. Other fine touches include a wood-paneled sloping ceiling and a mirrored closet in the attic lounge, as well as bedroom working spaces.

Cafofos da Zeta, Cozy Pool House
Ligue-se à natureza nesta escapadela inesquecível. Perto da serra perto do mar. Vai adorar este espaço único com uma bela piscina (aquecida de Maio a Outubro ) privada e exclusiva. No telheiro pode fazer as suas refeições ou simplesmente relaxar numa rede brasileira a ler um bom livro ao som dos passarinhos. Temos um BBQ a gás para os seus grelhados com os utensílios necessários. Existe um recanto muito acolhedor com um fire pit (braseira) para momentos únicos e especiais de lazer.

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.

Cozy 1850s Windmill with City and River Sunset Views
Discover the charm of staying in a 150-year-old windmill, fully renovated yet rich in original details. Ideal for romantic escapes, families or travelers seeking countryside peace just 10 min from Lisbon. Over 600 guests say we offer the best view of Lisbon — read the reviews! Enjoy sunsets over the Tagus, a pool to refresh in spring and summer, a treehouse, and a functional kitchen. Climb the historic stairs to reach the most stunning views.

Unique experience for nature lovers and families
Our Panoramic Yurt will give you a unique glamping experience right in the Natural Park of Arrábida, which is one of the most exceptional pieces of Portuguese nature and has one of the most beautiful beaches you can find. The yurt is located on our property where we (family with three kids) live as well. Full of trees and with amazing view on the Arrábida mountain. This is the ideal location for nature lovers and families with kids

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.

Cozy Private Cottage with Fireplace & Outdoor Tub
Tranquil and secluded cottage in the hills of Sintra, set within a private historic estate once home to Sir Arthur Conan Doyle. Casa Bohemia offers absolute privacy, a light-filled living room with wood-beamed ceiling and fireplace, a queen bedroom with en-suite bathroom, and a private courtyard with an antique stone bath for romantic outdoor bathing. Garden, terrace, parking, and nature all around.

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

Discover Secrets of a Kings Life

Cosy house in the valley & hottub -Casas Rio Verde

Casas das Piçarras - Countryside House Alentejo

Yuka's Terrasse e Jacuzzi

PoucoPico seaview, lake, nature

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

Troia Resort Beach Apartment

Antiga Casa Pessoa - Layering of Stories Apartment

Tróia Beach House with Pool

Charming windmill between nature and sea

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

Holiday Villa with Infinity Pool

Farm in Serra Arrábida

Stylish and Spacious House in Principe Real
Family-friendly home rentals with a pool

Brejos Villa Comporta with heated pool

Authentic country house

Charming place, beach + countryside, full privacy

Moinho Novo Estate

Villa Pool & Resort

Ericeira Oasis: Pool&Garden•Panoramic Ocean Views

Comfortable & Cosy Country Cottage.

Stunning Home w/Private Gardens & Beach Access
Destinations to explore
- Rentals with a washing machine and dryer São Simão
- 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
- 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





