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Holiday houses in São Simão

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Top-rated holiday rentals in São Simão

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in São Lourenço
4.9 out of 5 average rating, 29 reviews

Casa da Arrábida | beaches, nature and tradition

Enjoy an unforgettable stay in the heart of Azeitão, among the stunning beaches of Arrábida, the beauty of the mountains, and the authenticity of the local cuisine. Ideal for families and groups of up to 6 people, the house offers all the comfort you need to relax and explore one of the most beautiful regions of Portugal. Just minutes from the best beaches, wineries, trails and Sesimbra, it's the perfect place to create special memories with those you love the most. Book now and discover the best of Arrábida

Top Guest favourite
A spacious terrace reveals panoramic views of the Atlantic Ocean and the Tróia peninsula. A wooden table is centered beneath a bamboo awning, with potted plants adding a touch of greenery. Seaside vistas create a serene atmosphere for relaxation.
Home in Setúbal
4.99 out of 5 average rating, 104 reviews

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.

Guest favourite
The outdoor area features a well-maintained swimming pool surrounded by lush greenery and tropical plants. Sun loungers are positioned next to the pool, providing a serene spot for relaxation. A gravel pathway leads through the garden, enhancing the tranquil atmosphere.
Villa in Quinta do Anjo
4.98 out of 5 average rating, 101 reviews

Charming place, beach + countryside, full privacy

Lovely and magical place, fully equipped and recently renovated. Big property, 1.100 m², with fantastic green areas and a very special and unique ambience at the swimming pool area. 100% privacy and very quiet. 15 km away from some of the most beautiful beaches of Portugal and breathtaking sceneries where nature reigns. Great gastronomy, top quality local products like fish, wine, cheese + many others. Small football pitch, table football + ping-pong. Distances: Lisbon 30 m. Airport 35 m.

Top Guest favourite
A bright living space features large open doors, providing a panoramic view of the ocean and surrounding mountains. Natural light fills the room, which contains two rattan chairs positioned on a polished wooden floor, with lush greenery visible in the background.
Home in São Lourenço
5.0 out of 5 average rating, 49 reviews

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.

Top Guest favourite
A private heated pool is surrounded by a tiled patio, with potted plants and vibrant walls enhancing the space. Sun loungers and an umbrella provide relaxation options, while a spacious yard features greenery and nearby structures. Clear blue skies add to the inviting atmosphere of the outdoor area.
Tiny home in São Lourenço
4.98 out of 5 average rating, 83 reviews

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.

Guest favourite
A vibrant display of bougainvillea frames a window with white sheer curtains, set against a white wall. The window features green trim and a decorative wrought iron element. A bright yellow overhang highlights the architectural details.
Home in São Lourenço
4.95 out of 5 average rating, 22 reviews

Lisbon/Beaches: House with terrace

Azeitão/Arrábida: Your Perfect Getaway! Discover our charming typical little house in Vila Fresca de Azeitão The house has two double bedrooms and a terrace with a view, ideal for outdoor dining. It is fully equipped with a full kitchen (fridge, microwave, dishwasher and coffee machine), washing machine, TV and internet. Can’t beat the location: 27 km from Lisbon 12 km from Setúbal/Sesimbra Just 15 minutes from the paradisiacal beaches of Costa da Arrábida.

Guest favourite
An outdoor seating area features a comfortable sofa adorned with red cushions, complemented by a wooden coffee table. A dining set is visible in the background, near the sparkling pool. Sunlight reflects off the water, enhancing the serene atmosphere of the space.
Home in São Lourenço
4.93 out of 5 average rating, 14 reviews

Heated pool, Azeitao, gym, 35 minutes from Lisbon

Imagine that on the way back from one of our beautiful beaches, or even at night you can swim in this heated pool with salt treatment. Located in Azeitão, 40 minutes from Lisbon, and 30 minutes from the beautiful beaches of Arrábida, Galapos, Figueirinha, Portinho da Arrábida, Sesimbra, Troia, this house has air conditioning in all rooms, barbecue, laundry, gym and parking space inside the property. The pool with steps is ideal for children and the elderly.

Superhost
Home in São Lourenço
4.96 out of 5 average rating, 27 reviews

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!

Superhost
A private swimming pool glistens in the sunlight, surrounded by lush greenery and blooming flowers. Two lounge chairs are positioned near the pool, providing a serene space for relaxation. The landscape is enhanced by tall trees and vibrant bushes, creating a tranquil outdoor environment.
Villa in São Lourenço
4.83 out of 5 average rating, 42 reviews

Prime Location - One Of A Kind - Nature Retreat

Welcome to this prime location villa with spacious 5-bedrooms located in a residential and quiet area in Azeitão just moments away drive from the breathtaking Arrábida Natural Park and the picturesque beaches. Restaurants and cafés are only a five-minute walk away. The villa offers a private swimming pool, 3000 sqm garden - tranquil and serene setting for relaxation and enjoyment for big families or groups of friends.

Guest favourite
Home in São Lourenço
4.97 out of 5 average rating, 30 reviews

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.

Guest favourite
Bungalow in São Lourenço
5.0 out of 5 average rating, 8 reviews

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.

Guest favourite
An outdoor area is showcased, featuring a small pool and a lush olive tree. Two colorful hammocks are draped between the tree and the house, which has large sliding doors leading to the kitchen. A dining table and chairs are visible, creating a casual atmosphere.
Home in São Lourenço
4.98 out of 5 average rating, 147 reviews

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