
Holiday rentals in São Simão
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Top-rated holiday 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.

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.

Lovely caravan with garden
Safe, private, magical, place right in the middle of Arrabida's Natural Park. Cozy van for you to try something new these holidays. All commodities to cook. Hot shower inside and WC. Free WiFi. There's cabinets for storage. Small garden with flowers, trees, shade and a little pond. Sometimes there's a cat visiting. Free parking space available. Gated area. Nearby, you may find many points of cultural interest. 2 km from the nearest village, supermarkets, pharmacies, and restaurants.

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.

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.

Retro Glamour w/ SEA VIEW 5 mins from Beach
- SPECTACULAR SEA VIEWS!!! - 3 TERRACES - 5 MINUTES WALK TO BEACH - FREE STREET PARKING - SUPERFAST WIFI - WORK FROM HOME - LAUNDRY FACILITIES This 2 bed, 2 bath retro-styled apartment oozes glamour, chic & style in the heart of Estoril. Estoril was the place to be for movers and shakers back in the 60's with royalty and famous celebrities rubbing shoulders and choosing this wonderful location in Portugal for their holiday homes. Are you prepared for the ultimate revival!!!

Quinta dos Pinheiros Mansos - Serra d'Arrábida
Welcome to Quinta dos Pinheiros Mansos, an exceptional residence nestled in the heart of the Serra da Arrábida Natural Park. Step into a haven of peace where serenity and tranquility reign supreme.<br><br>The house, bright and functional, offers a pleasant living space with a fully equipped kitchen and a cozy living/dining area. Relax and unwind in the property’s peaceful setting, enjoy the refreshing pool, or host convivial meals with the outdoor barbecue.<br><br>

Little house in the center of the village
Cozy little house in the center of the typical village of Vila Nogueira de Azeitão. Located next to the main street, it allows you to visit the village and its services without the need for auxiliary transportation. Next to the house there are two bus stops that allow you to visit the beaches of Sesimbra or Setúbal in a practical way, as well as visit the center of Lisbon quickly and comfortably. Extremely comfortable and cozy Welcome!!!

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.

Portinho's House
Welcome to our ocean view paradise! Our ocean view house offers a truly unforgettable getaway for those seeking tranquility, and natural beauty. With its prime location in the Arrábida National Park, overlooking the sparkling azure waters of the ocean, this property promises and idyllic retreat for your Airbnb stay. Closest beach (Praia de Alpertucho, 5/10min walk) Praia do Creiro, 15/20min walk

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.

Arrábida Getaway • Jacuzzi & Mountain Views
Once a charming tea house, this cozy studio now offers a unique and peaceful retreat on a private farm in the heart of Arrábida Natural Park. Enjoy total privacy while staying close to Setúbal’s historic center and the region’s most stunning beaches, like Portinho da Arrábida and Galápagos.
Popular amenities for São Simão holiday rentals
Stay near São Simão's top sights
Other great holiday rentals in São Simão

Vila Fabric - Spacious Vila with a renovated pool

Casa Aroeira 5BR Villa with Pool near Ocean

Casa Fresca Mar - Vila Fresca Azeitão/Arrabida

Perfect for quiet vacation with family and friends

Stunning Countryside Chalet

Casas de Azeitão - Piscina Privada, By Home Match

Casa Arnaldo 2 to 8 PAX

Beautiful house in natural park
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- Rentals with outdoor seating São Simão
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- Rentals with a washing machine and dryer São Simão
- 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





