
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.
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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!
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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.
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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.
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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.
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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.
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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.
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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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Luxury Sailing in Setúbal
The perfect sailboat for your unforgettable vacation in Setúbal Bay. TIRU, 10 meters long, impresses with its unmistakable design and modern and very comfortable interior. Are you up for the sailboat ride challenge, with the possibility of seeing the Sado dolphins? (the cost of the tours is not included in the stay)
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The Sweet Dreams Holiday House
The Sweet Dreams Holiday House is the place where you will feel like home. It as all the amenities to make you feel comfortable, welcome and relaxed. It is located in a familiar and very quiet neighborhood. It is very likely that you will be awake by the sweet singing of the birds.
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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.
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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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Popular amenities for São Simão family-friendly rentals
Family-friendly home rentals with a hot tub

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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Luxury apartment, excellent location!
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PoucoPico seaview, lake, nature
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Luxury Villa with Private Pool +Jacuzzi Year-Round
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Family- and pet-friendly home rentals

Troia Resort Beach Apartment
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Antiga Casa Pessoa - Layering of Stories Apartment
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Penthouse Ocean View Sesimbra - W/ parking @center
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Comporta - small, simple and beautiful
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Villa with pine forest and beach within 5 minutes, in Aroeira
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Romantic Vintage Cottage with garden
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Amazing Pool Pavilion with Private Heated Pool
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Ocean View + 10 min walk Beach + Peaceful Nature
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Family-friendly home rentals with a pool

Blue Beach Villa - Coastal Escape
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Charming place, beach + countryside, full privacy
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Perfect location with garden & pool
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Country House Azeitão - Villa 3 Paths
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Casas de Azeitão - Private Pool, By Home Match
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Farm in Serra Arrábida
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Luxury garden villa, pool, great views, near beach
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Cafofos da Zeta, Cozy Pool House
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Destinations to explore
- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Praia da Comporta
- Belém Tower
- Estádio da Luz
- Carcavelos Beach
- MEO Arena
- Praia do Guincho
- Badoca Safari Park
- Sesimbra Beach
- Praia de Santa Cruz
- Sintra-Cascais Natural Park
- Praia das Maçãs
- Lisbon Cathedral
- Figueirinha Beach
- Galapinhos Beach
- Oriente Station
- Praia da Adraga
- Lisbon Zoo
- Parque Eduardo VII
- Lisbon Oceanarium
- Ribeiro do Cavalo Beach
- LX Factory





