
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!

Caeiro's Tree by the Beach
Stay in a beautiful, hand‑built wooden tree house nestled in an ancient pine tree. The ocean is just a 5‑minute walk away. Relax on comfortable chairs, sway in the hammock, enjoy sweeping views and unforgettable sunsets. The cabin features handcrafted details, a double bed, a fully equipped small kitchen, including a fridge. An outdoor warm‑water shower and compost toilet provide an authentic off‑grid experience. Located in Arrábida Natural Park, you find wilderness, tranquility, and nature.

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

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.

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.

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.

Peaceful, Romantic Hobbit Pod on beautiful coast
This cosy wooden pod is perfect for a romantic getaway or/and a city break. With beautiful beaches, endless coastline trails and stunning sunsets over the Atlantic Ocean, the eco-friendly pod invites you to relax, explore and enjoy a peaceful night sleep under the stars, all just 45 KM from Lisbon. So, the question isn’t will you come, but when will you come? There's also another similar Wood Pod in the property so if this one is booked look for the "Sunset Hobbit"!

The Pool House with view by Local
An authentic hideaway right in the center of Lisbon ... The view is charming, the sun invites you to relax, invites you to dive in the panoramic pool. A barbecue and a table by the pool allow for a perfect afternoon, romantic or in the company of friends or family. When leaving the house, take a walk in one of the most beautiful gardens of Lisbon, Jardim da Estrela. Our pool is not heated in winter, it is treated so that they can take a nice and fresh dip.

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.

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)
Popular amenities for São Simão family-friendly rentals
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Villa Bali Lisbon
Family- and pet-friendly home rentals

Cozy Private Cottage with Fireplace & Outdoor Tub

Charming windmill between nature and sea

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

Romantic Vintage Cottage with garden

Stylish and Spacious House in Principe Real

Amazing Pool Pavilion with Private Heated Pool

Panoramic Villa – Arrabida Beach – 30 min from Lisbon – A/C

Amazing Ocean view + 1km to Beach +Free Vegetables
Family-friendly home rentals with a pool

Luxury Designer Villa Caparica, Private Pool & BBQ

Charming villa in a large estate | Aroeira Villa

perfect for families, near lisbon and beaches

Authentic country house

Lisbon Country Estate

Family house with pool & garden

2BR Villa with Stunning Views in Romantic Sintra

Papoilas Estoril Oceanview Villa
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- Arrábida Natural Park
- Príncipe Real
- Praia Fonte da Telha
- Belém Tower
- MEO Arena
- Praia do Guincho
- Sesimbra Beach
- Badoca Safari Park
- Carcavelos Beach
- Praia das Maçãs
- Praia da Adraga
- Estádio da Luz
- Lisbon Cathedral
- Galapinhos Beach
- Parque Eduardo VII
- Lisbon Zoo
- Figueirinha Beach
- Praia da Comporta
- Lisbon Oceanarium
- Foz do Lizandro
- Oriente Station
- LX Factory
- Botanical Garden of Lisbon
- Sintra-Cascais Natural Park





