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House holiday rentals in São Simão

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Top-rated house rentals in São Simão

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Guest favourite
A spacious garden area is visible, featuring a serene infinity pool bordered by sun loungers and palm trees. Lush greenery surrounds the pool, while ocean views extend in the background under a clear sky.
Home in Cascais
4.86 out of 5 average rating, 284 reviews

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.

Guest favourite
A serene outdoor seating area features a lounge chair facing a sweeping view of the Atlantic Ocean at sunset. A soft drink rests on a nearby table, with lush greenery framing the peaceful scene.
Home in Magoito
4.95 out of 5 average rating, 165 reviews

Villa over the Atlantic Ocean in Magoito-Sintra

It is a destination close to nature, where it's easier to respect social distancing and enjoy fresh air & nature, where its 800 square meters are exclusive to your private use. A Villa over the Atlantic Ocean with an amazing sea view. Perfect for a time-out near the sea with your family or group of friends. To get to the villa's place you cross through several villages that have restaurants, small grocery shops and local shop stores. It's 10 km away from romantic Sintra, 28 km away from Cascais.

Guest favourite
The exterior view showcases a charming white house with a sloping roof, surrounded by well-maintained greenery. A shaded patio area with outdoor furniture is visible, alongside a small garden. Sunlight filters gently, creating a welcoming atmosphere for relaxation.
Home in Palmela
4.93 out of 5 average rating, 113 reviews

Village of Light - Summer Edition (5/1 - 9/30)

Aldeia De Luz - a warm and friendly welcome awaits you in our unique home. Each bedroom has its own character and the outside space is a delight. Our pool is available to you along with a beautiful patio and bbq area. Aldeia De Luz is a short walk from typical Portuguese restaurants and a short drive from supermarkets. Public transport is infrequent, a car is preferable. Palmela Castle is close-by, as is the Arrábida Natural Park. Beaches, Setúbal, Lisbon and the airport are within easy reach.

Top guest favourite
An aerial view captures a heated plunge pool nestled in a wooden deck area, surrounded by lush greenery. Comfortable sun loungers and wicker chairs invite relaxation, while vibrant pink flowers enhance the serene atmosphere of the private space.
Home in Cascais
4.98 out of 5 average rating, 165 reviews

Amazing Pool Pavilion with Private Heated Pool

The Pool Pavilion is a cosy and relaxed two suites and kitchen space that overlooks a lush garden and is the ideal choice for a joyful and relaxing getaway. Appointed to a high standard with simple yet sophisticated materials, such as micro cement flooring , stucco walls and linen curtains, and decorated in soothing natural colours, it blends harmoniously with its surroundings. Large patio doors lead out onto a spacious, private garden with wood decking, a heated pool, sun loungers and table.

Top guest favourite
The garden is surrounded by various flowering plants and trees, providing a lush green setting. Two lounge chairs are positioned on the grass, alongside flower pots and a trellis in the background, with a charming house visible through the foliage.
Home in Sintra
4.97 out of 5 average rating, 328 reviews

Cozy Apartment with fantastic 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.

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 Setúbal
4.99 out of 5 average rating, 135 reviews

Outdoor, modern, beach and tranquility.

WINTER MONTHS The house has central heating. A very efficient floor heating system keeps the house warm. You will not be cold, we guarantee it! Modern small house with outdoors, small pool and a 15 minute ride to the beaches. Recently renovated, a sliding door from the kitchen to the outdoor to take full advantage of the country's beautiful weather. Located near walking and bike paths of the Serra da Arrabida. Out of the ordinary. No airbnb services are allowed in our house at any time.

Top guest favourite
A charming beach house features a blue exterior with white shutters and a welcoming front deck. Unique seating options include two vibrant yellow bean bags and a woven chair, inviting relaxation. A canopy provides shade above a small outdoor table and chairs, enhancing the coastal atmosphere.
Home in Costa da Caparica
4.95 out of 5 average rating, 180 reviews

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.

Superhost
A spacious outdoor patio is visible, featuring a round table surrounded by four wooden chairs. The area is shaded by a pergola, with sunlight casting intricate patterns on the ground. Flower pots add color to the scene, complementing the white exterior of the nearby house.
Home in Colares
4.83 out of 5 average rating, 101 reviews

Rustic Style House on the cliff in Azenhas do Mar

Wake up to mesmerizing views of the Atlantic or the verdant hills, setting the stage for a delightful start to your day. The warm ambiance, crafted through rustic decor, establishes a charming environment, perfect for moments of serenity. Positioned strategically, we are mere steps from the beach and in close proximity to restaurants, hiking trails, and local attractions, ensuring not only convenience but also the chance to uncover the marvels of Azenhas do Mar and its surroundings.

Top guest favourite
A small beach house is visible, featuring a white exterior and red-tiled roof. An outdoor seating area is shaded by an umbrella, and a wooden gate marks the entrance, leading to sandy surroundings. Nearby, a small planter holds yellow flowers, adding a touch of greenery.
Home in Costa da Caparica
4.95 out of 5 average rating, 318 reviews

Salty Soul Beach House – Spacious Beach Retreat

Bright and airy beach house in Fonte da Telha, perfect for relaxed stays by the coast. Enjoy outdoor breakfasts on the spacious private patio and comfortable interiors with a cozy living room and fully equipped kitchen. The house features two double bedrooms and a functional layout ideal for families or friends who value comfort and privacy near the beach in Portugal’s beautiful Costa da Caparica — close to surf spots, cafés, and beachside restaurants with sunset views.

Superhost
A clear swimming pool is surrounded by a tiled deck, with steps leading into the water. Lush green trees are visible in the background, alongside a view of the ocean, creating a peaceful outdoor setting.
Home in Cascais
4.82 out of 5 average rating, 159 reviews

Luxury Beach Villa | Ocean View | Pool & Tennis

Escape to this luxurious 4‑bedroom villa near Guincho Beach, ideal for families and group getaways. Enjoy a swimming pool with breathtaking ocean views, a tennis court and lush green gardens. The villa features a master suite with private bathroom, three additional bedrooms, a spacious living area, fully equipped kitchen, and BBQ garden. Ideally located near Cascais, Sintra, top restaurants, and wine tours. Book now for an unforgettable stay on the Portuguese coast.

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 Simão
4.93 out of 5 average rating, 14 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.

Top guest favourite
A cozy outdoor seating area features wooden chairs and a small table, positioned on a terrace overlooking the ocean. The sky displays soft pastel colors during sunset, while the rhythmic waves can be seen in the background.
Home in Colares
4.97 out of 5 average rating, 199 reviews

Casa da Encosta - five terraces - stunning views

This old traditional house totally renewed in 2010 with a modern touch is located in Azenhas do Mar cliffs, with beautiful ocean views, the terraces are perfect for catching sun, having meals, relaxing or work (with hi speed internet connection) At a short distance from Sintra (10Km) and from the main beaches; Praia das Maçãs (2km), Praia Grande (4km). A short walk away from the best restaurants in the region.

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