
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!

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.

Suite T1 Sea View Aqualuz Troia Mar & Rio 4****
Suite T1 Premium no 12º piso da Torre TroiaRio, parte do Aqualuz Suite Hotel Apartamentos 4*, com 83 m2 vistas deslumbrantes da península de Tróia, mesmos serviços do Hotel, serviço de limpeza, roupas de cama, toalhas, acesso ás piscinas, toalhas para piscinas, etc Nota: de 1.10.2025 até 1.05.2026, o Hotel Aqualuz Troia Mar & Rio 4* está encerrado Durante este período a sua reserva tem um upgrade gratuito para uma Suite T2 Premium Vista Mar nos últimos pisos do The Anchor Sea 4*.

Sunny Flat Lisbon Oeiras
Strategically located between Lisbon Centre and Oeiras beaches, this spacious apartment is the perfect option based on comfort, all amenities and nearby attractions. A 5-minute drive takes you to the nearest beach. Belém Tower and monuments are a 10-minute drive away. The Marquês de Pombal square, which gives access to the historic center of Lisbon, is 15 minutes away. The apartment is close to the main access roads to the Airport, Cascais, Sintra, etc.

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.

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…!
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)

Casas das Piçarras - Countryside House Alentejo

Cosy house in the valley & hottub -Casas Rio Verde

Yuka's Terrasse e Jacuzzi

PoucoPico seaview, lake, nature

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

Penthouse Ocean View Sesimbra - W/ parking @center

Antiga Casa Pessoa - Layering of Stories Apartment

Comporta - small, simple and beautiful

Fantastic penthouse w/ terrace & top 180ºRiverview

Cozy Private Cottage with Fireplace & Outdoor Tub

Historic House 1BR Studio · Art, Light & Courtyard

Cozy 2BR w/ Private Backyard • Av. Liberdade Area

Amazing Pool Pavilion with Private Heated Pool
Family-friendly home rentals with a pool

Villa Seixal coast

Moinho Novo Estate

Family house with pool & garden

Villa Pool & Resort

Charming windmill between nature and sea

2BR Villa with Stunning Views in Romantic Sintra

Papoilas Estoril Oceanview Villa

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





