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Holiday rentals 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
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.
Flat 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!

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, 164 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.

Guest favourite
Flat in Sesimbra
4.98 out of 5 average rating, 130 reviews

"Mar e Paraiso" Apartment

Fermez les yeux… Imaginez le murmure apaisant des vagues, la lumière dorée du coucher de soleil qui inonde la baie de Sesimbra, et la douce brise marine qui entre par les fenêtres. Ici, chaque instant se savoure lentement, porté par la beauté de la mer et la sérénité du lieu. Mar e Paraíso est bien plus qu’un appartement : c’est une parenthèse de calme et de lumière où seule la mer est votre horizon. Le soir, endormez vous au son des vagues ; le matin, réveillez vous avec la lumière de l’océan

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
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
4.97 out of 5 average rating, 260 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 aerial view captures the expansive layout of the Troia resort area, showcasing the Hotel Aqualuz Troia Lagoa 4*, adjacent buildings, and the nearby marina. The surrounding landscapes blend lush greenery with sandy shores, highlighting the serene coastal environment and the river leading towards Setúbal.
Serviced apartment in Carvalhal
4.9 out of 5 average rating, 876 reviews

Suite T1 Sea View Aqualuz Troia Mar & Rio 4****

Suite T1 Premium no 12º piso da Torre TroiaRio, parte do Aqualuz Suite Hotel Apartamentos 4*, com 83 m2 vistas deslumbrantes da península de Tróia, mesmos serviços do Hotel, serviço de limpeza, roupas de cama, toalhas, acesso ás piscinas, toalhas para piscinas, etc Nota: de 1.10.2025 até 1.05.2026, o Hotel Aqualuz Troia Mar & Rio 4* está encerrado Durante este período a sua reserva tem um upgrade gratuito para uma Suite T2 Premium Vista Mar nos últimos pisos do The Anchor Sea 4*.

Top 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 Vila Fresca de Azeitão
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.

Guest favourite
A private horizon pool is visible in the foreground, surrounded by tropical plants and wooden decking. The ocean is seen in the background, with a clear blue sky and distant hills enhancing the serene outdoor experience.
Apartment in Tróia
4.9 out of 5 average rating, 233 reviews

Troia Resort Beach Apartment

Em Portugal, na Costa Alentejana, a menos de uma hora de Lisboa, há um lugar perfeito para estar em família, onde poderá aproveitar toda a envolvência com a natureza e praticar inúmeras actividades ao ar livre. Faça passeios de barco ou observe os golfinhos, jogue golfe num dos melhores campos da Europa, visite o maior complexo de produção de salgas de peixe conhecido no mundo romano ou viva um pôr-do-sol numa praia deserta.

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, 251 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 well-lit living area features a comfortable brown leather sofa facing a mounted television. A wooden dining table with four chairs is positioned nearby, complemented by light-colored cabinetry in the kitchen area. Two sets of glass doors lead to an outdoor patio, enhancing natural light.
Flat in Setúbal
5 out of 5 average rating, 72 reviews

Pátio da Baixa

"Patio da Baixa" or "Dowtown Pateo" is a cosy 2 bedroom apartment in the heart of Setubal's downtown main walking neighborhood "Baixa" . Its located in a quiet but perfectly central location surronded by all kinds of activities like commerce , museums and restaurants, and in walking distance to beach transportations. Enjoy a pefect location and a private Pateo where you can relax at the end of the day.

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, 222 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.

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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