
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.
Indoor spacesFamilyHiking

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!
KitchenFamilyCleanliness

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.
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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.
Indoor spacesFamilyLocation

Charming place, beach + countryside, full privacy
Lovely and magical place, fully equipped and recently renovated. Big property, 1.100 m², with fantastic green areas and a very special and unique ambience at the swimming pool area. 100% privacy and very quiet. 15 km away from some of the most beautiful beaches of Portugal and breathtaking sceneries where nature reigns. Great gastronomy, top quality local products like fish, wine, cheese + many others. Small football pitch, table football + ping-pong. Distances: Lisbon 30 m. Airport 35 m.
KitchenFamilyLocation

Moinho do Marco: the romantic windmill hideaway
Let yourself be carried away by the charm 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 Arrábida Natural Park, let yourself be conquered by the tranquillity of nature from the terrace, which offers the best view over the beautiful Setúbal Bay. Enjoy this unusual, romantic and sustainable accommodation at any time of the year.
Indoor spacesFamilyNearby

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.
FamilyKitchenComfort

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.
KitchenIndoor spacesLocation

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.
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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.
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Cosy Country House
This house is inserted in a private villa and the place is calm and secure. The house is fully equiped with all kitchen facilities for 2 or 3 people. You can enjoy the country side air, take a bike walk, go to beach, or just relax.
KitchenFamilyHot tub

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…!
Indoor spacesFamilyTV
Popular amenities for São Simão family-friendly rentals
Family-friendly home rentals with a hot tub

Private Hot Tub All Year Round - 25 min Lisbon
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Gated Noble Villa w/ co-working Space
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THE miniPENTHOUSE terrace & SPA
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Aroeira Sunny Villa - Heated Pool (extra cost)
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Discover Secrets of a Kings Life
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Yuka's Terrasse e Jacuzzi
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PoucoPico seaview, lake, nature
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Villa Bali Lisbon
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Family- and pet-friendly home rentals

Penthouse Ocean View Sesimbra - W/ parking @center
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Comporta - small, simple and beautiful
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Charming Urban Farmhouse in Sintra
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Villa with pine forest and beach within 5 minutes, in Aroeira
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Sunny Flat Lisbon Oeiras
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Romantic Vintage Cottage with garden
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Ocean View + 10 min walk Beach + Peaceful Nature
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Tróia Resort Apartment - Private Heated Pool
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Family-friendly home rentals with a pool

Blue Beach Villa - Coastal Escape
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A dream spot in serra da arrabida
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Country House Azeitão - Villa 3 Paths
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Quiet luxury Arrábida escape: Pool & Views
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Farm in Serra Arrábida
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Casas de Azeitão - Private Pool, By Home Match
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Cafofos da Zeta, Cozy Pool House
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Stunning Home w/Private Gardens & Beach Access
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Destinations to explore
- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Praia da Comporta
- Belém Tower
- MEO Arena
- Carcavelos Beach
- Badoca Safari Park
- Praia do Guincho
- Sesimbra Beach
- Praia de Santa Cruz
- Praia das Maçãs
- Sintra-Cascais Natural Park
- Figueirinha Beach
- Galapinhos Beach
- Praia da Adraga
- Oriente Station
- Parque Eduardo VII
- Estádio da Luz
- Lisbon Oceanarium
- Ribeiro do Cavalo Beach
- LX Factory
- Foz do Lizandro
- Saldanha





