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Holiday houses in São Simão

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Top-rated holiday rentals in São Simão

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Guest favourite
A welcoming dining area is visible, furnished with a round wooden table set for four. Soft lighting from hanging fixtures complements the natural light streaming through nearby windows. A comfortable seating area with a neutral sofa is positioned against a textured wall, adding warmth to the space.
Apartment in São Lourenço
4.89 out of 5 average rating, 28 reviews

Charming Loft in Azeitão

Charming Loft in the typical village of Vila Nogueira de Azeitão Comfortable and fully rehabilitated Close to all shops and services and 100 meters from the bus stops to the beaches of Sesimbra and Figueirinha. Extremely cozy and refined place with unique decor. 5-minute walk to: Serra da Arrábida Natural Park; Adega; Intermarche; Restaurants; Bars. By car: 45 minutes from Lisbon; 20 minutes from Setúbal; and 20 minutes from Sesimbra. SAE - Sonho Azeitão Envolvente (Azeitão Surrounding Dream)

Guest favourite
An outdoor patio area features a private pool surrounded by a stone terrace. A spacious dining table with six chairs is positioned adjacent to a barbecue area. Comfortable seating is provided by two lounge chairs and a shaded corner sofa.
Villa in Quinta do Conde
4.98 out of 5 average rating, 111 reviews

Villa with pool and Jacuzzi, 30 km from 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!

Guest favourite
The cottage exterior is framed by lush greenery and smooth grass, featuring a harmonious blend of warm yellow walls and a traditional red-tiled roof. Two wooden loungers and a small outdoor table set the scene in front of expansive windows that allow natural light to illuminate the space.
Place to stay in Azeitão
4.96 out of 5 average rating, 70 reviews

Comfortable & Cosy Country Cottage.

Once arriving at the Orange Bloom Homestead you will immediately feel the serenity of the nature in the foothills of the Arrábida national park. The cottage is set within a walled property consisting of the main house and the cottage in a 5000m2 plot. Within the cottage you will find everything you need for a comfortable stay. The bed linen are of 100% cotton and the pillows and duvet of goose down, ensuring your best rest possible. Relax in this calm, stylish space where comfort is a priority.

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, 163 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
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, 86 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
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.

Guest favourite
A view from the living area showcases a tranquil coastal scene through large sliding glass doors. Two outdoor chairs and a small table can be seen on the balcony, with sunlit cliffs and the ocean stretching into the distance.
Apartment in Sesimbra
4.89 out of 5 average rating, 112 reviews

Sea by the Rocks Sesimbra

Breathtaking view in Sesimbra! Overlooking the cliff and the gorgeous California beach, the building has a private beach access and is within a 5 to 10 minute walk into the restaurants / market / shops area in the center of town. A 15 minute drive takes you to the Arrábida Natural Park, a mountain range with incomparable beauty sliding onto white sand and turquoise water beaches, considered one of the natural wonders of Portugal. In 45 minutes you reach Lisbon as well as the airport. .

Top Guest favourite
The exterior of a historic windmill is showcased, featuring a circular white structure with a blue base. Lush greenery surrounds the base, with palm trees and shrubs visible. A clear blue sky offers a background to the picturesque setting, while the ocean can be seen in the distance.
Windmill in Setúbal
4.98 out of 5 average rating, 259 reviews

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.

Guest favourite
An open studio space features a spacious bed flanked by wooden side tables with lamps. A large window offers views of a small garden area with outdoor seating, in natural light that emphasizes the minimalist design.
Home in Palmela
4.9 out of 5 average rating, 250 reviews

Zé House

The house stands out for its modern architecture, integrated in the historic center of Palmela. Zé House was the name given by the architects. A simple house whose architecture sought to assert itself in a secular context due to its contemporary character, establishing not only a geometric relationship with the surroundings but also a chromatic relationship. The result was a surprising and welcoming space.

Top Guest favourite
A charming cottage exterior is surrounded by lush greenery, with a terracotta facade and arched doorways. A patio area is visible, featuring a small table and a parasol, providing a shaded spot to enjoy the serene environment.
Cottage in Sintra
4.98 out of 5 average rating, 220 reviews

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.

Guest favourite
A view of the serene house framed by lush greenery and large pine trees. The pool glistens in the foreground, complemented by a stone pathway leading to a spacious lawn, featuring a hammock and lounge chairs for relaxation.
Villa in Aldeia da Piedade
4.94 out of 5 average rating, 103 reviews

perfect for families, near lisbon and beaches

With a fantastic garden and view, in a natural park, near a small village, where you can find, markets, pharmacies, cafes, restaurants, cellars, etc The house embraces a spacious sunny green lawn and pool. Just a few minutes to Lisbon,beach or golf.

Guest favourite
An outdoor seating area features a wooden table set with teacups and a plate of cookies, surrounded by flowering plants. Light filters through large glass panels, providing a view into the cozy living space, which contains a dining area and comfortable furniture.
Cottage in Azeitão
4.82 out of 5 average rating, 116 reviews

Casinha de Azeitão - Beautiful!

Architect remodeled former workshop favoring its original elements creating an unique space, making the most of natural light and landscape. Includes an outdoor space with plenty of light. Quiet but only at 5m from Azeitão and 15m from beaches.

Popular amenities for São Simão holiday rentals

Frequently Asked Questions

  • Do house rentals in São Simão have wifi?

    Absolutely! We offer over 70 house rentals with wifi in São Simão. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in São Simão have air conditioning?

    Absolutely! We offer over 10 villa rentals with air conditioning in São Simão. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in São Simão?

    Four-legged friends are welcome in São Simão. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Do apartment rentals in São Simão have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in São Simão. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Villa Rentals in São Simão?

    Enhance your stay in our Villa Rentals with the most popular amenities: over 10 homes with air conditioning, over 30 homes with a kitchen, over 30 homes with wifi, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly vacation rentals in São Simão?

    São Simão has more than 100 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in São Simão have free parking?

    Absolutely! We offer over 50 house rentals with free parking in São Simão. Enjoy a tailored experience with all the comforts you desire.

  • Are there São Simão vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 90 vacation homes with pools in São Simão, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in villa rentals in São Simão?

    Experience the best of São Simão with our villa rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in São Simão?

    Yes! Work meets play with ease at over 60 vacation rentals in São Simão featuring dedicated workspaces. Stay connected and productive in your home away from home.

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