
Holiday rentals in São Simão
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Top-rated holiday rentals in São Simão
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Villa na Comporta
Located in the village of Possanco, in the heart of Herdade da Comporta, Casa do Largo is a four-bedroom villa with contemporary architecture and two floors. Downstairs is an open-plan living area and upstairs are two suites, two twin bedrooms, balconies in each room and an additional bathroom. With a magnificent view over the natural landscape, it is ideal for sharing days with nature, enjoying the wild beaches of Comporta. Set in a quiet area, it has an equipped kitchen, garden and swimming pool.

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.

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.

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.

Arrábida Getaway • Jacuzzi & Mountain Views
Once a charming tea house, this cozy studio is a peaceful retreat on a private family farm in the heart of Arrábida Natural Park — with total privacy, yet just minutes from Setúbal’s historic centre and stunning beaches like Portinho da Arrábida and Galápagos. Outside, hike or bike limestone trails with Atlantic views, kayak and snorkel in crystal-clear waters, sip Moscatel at local wine quintas, or browse the iconic Mercado do Livramento for fresh fish and regional produce.

Cafofos da Zeta, Cozy Pool House
Reconnect with nature at this unforgettable escape. Close to the mountains, near the sea. You'll love this unique space with a beautiful private and exclusive swimming pool (heated from May to October). In the shed you can have your meals or simply relax in a Brazilian hammock reading a good book to the sound of birds. We have a gas BBQ for your grilling with the necessary utensils. There is a very cozy corner with a fire pit for unique and special moments of leisure.

Casas de Azeitão - Private Pool, By Home Match
Enjoy a dream getaway in Azeitão! This exclusive accommodation offers the perfect balance between comfort and local charm. Cool off in the private pool, enjoy the convenience of the dishwasher and washing machine, and park with total convenience. Just 5 minutes from downtown Azeitão, 30 km from Lisbon and close to Portugal's most stunning beaches. A haven between the sea, the mountains, and the flavors of the region — ideal for unforgettable moments!

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.

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.

Casa Alzaitun, Azeitão with Heated Pool
Escape to this stunning 4-bedroom vacation home, perfect for families or groups looking for comfort and relaxation. Featuring an open-concept kitchen with modern appliances and a spacious living area, this home is designed for entertaining and unwinding.<br><br>Step outside to a private heated pool, ideal for year-round enjoyment, and a beautifully landscaped yard with space to relax or play.

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.
Popular amenities for São Simão holiday rentals
Other great holiday rentals in São Simão

2BR Villa with Stunning Views in Romantic Sintra

Stunning Countryside Chalet

Farm in Serra Arrábida

Casa Redonda by Villas Aura-Retreat 4-Private Pool

Portinho's House

The Sweet Dreams Holiday House

Villa Vintage: Vineyards & Historic Center Azeitão

Sanctuary in the Sintra Forest
Destinations to explore
- Family-friendly rentals São Simão
- Rentals with outdoor seating São Simão
- Smoking-friendly rentals São Simão
- Rentals with a firepit São Simão
- Rentals with a fireplace São Simão
- House rentals São Simão
- Rentals with pools São Simão
- Pet-friendly rentals São Simão
- Rentals with a patio São Simão
- Villa rentals São Simão
- Rentals with a washing machine and dryer São Simão
- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Belém Tower
- Praia da Comporta
- MEO Arena
- Carcavelos Beach
- Badoca Safari Park
- Praia do Guincho
- Praia das Maçãs
- Praia de Santa Cruz
- Sintra-Cascais Natural Park
- Sesimbra Beach
- Figueirinha Beach
- Galapinhos Beach
- Praia da Adraga
- Parque Eduardo VII
- Oriente Station
- Lisbon Oceanarium
- Foz do Lizandro
- LX Factory
- Ribeiro do Cavalo Beach
- Botanical Garden of Lisbon
- Tamariz Beach





