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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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Top 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 Alcabideche
4.86 out of 5 average rating, 294 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.

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 União das freguesias de Azeitão (São Lourenço e São Simão)
5 out of 5 average rating, 43 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.

Guest favourite
A vibrant blue camper van is positioned within a small garden, surrounded by tall trees. A colorful table and chairs invite outdoor seating. Natural materials cover the ground, and the garden features a mix of greenery, providing a serene setting.
Cabin in União das freguesias de Azeitão (São Lourenço e São Simão)
4.98 out of 5 average rating, 43 reviews

Lovely caravan with garden

Safe, private, magical, place right in the middle of Arrabida's Natural Park. Cozy van for you to try something new these holidays. All commodities to cook. Hot shower inside and WC. Free WiFi. There's cabinets for storage. Small garden with flowers, trees, shade and a little pond. Sometimes there's a cat visiting. Free parking space available. Gated area. Nearby, you may find many points of cultural interest. 2 km from the nearest village, supermarkets, pharmacies, and restaurants.

Top guest favourite
A warm living space features a large red sofa and a small wooden chair. The room is enhanced by a light-colored wooden floor and natural light flooding in through tall windows. A low coffee table is placed on a green area rug, with a small vase at its center.
Home in Sintra
4.98 out of 5 average rating, 338 reviews

Beautiful apartment w/ fabulous 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.

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, 266 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.

Top guest favourite
A balcony offers ocean views, framed by rooftops of nearby buildings. Vibrant artwork is mounted on the wall, and a decorative watering can and small table add character to the space. The clear blue sky complements the enchanting seaside landscape.
Flat in União das freguesias de Cascais e Estoril
4.98 out of 5 average rating, 181 reviews

Retro Glamour w/ SEA VIEW 5 mins from Beach

- SPECTACULAR SEA VIEWS!!! - 3 TERRACES - 5 MINUTES WALK TO BEACH - FREE STREET PARKING - SUPERFAST WIFI - WORK FROM HOME - LAUNDRY FACILITIES This 2 bed, 2 bath retro-styled apartment oozes glamour, chic & style in the heart of Estoril. Estoril was the place to be for movers and shakers back in the 60's with royalty and famous celebrities rubbing shoulders and choosing this wonderful location in Portugal for their holiday homes. Are you prepared for the ultimate revival!!!

Superhost
The exterior of the Quinta dos Pinheiros Mansos is characterized by a spacious cobblestone courtyard surrounded by lush greenery. The white house features a terracotta roof and multiple windows. Outdoor seating is arranged on the terrace, inviting guests to relax in the serene setting.
Home in União das freguesias de Azeitão (São Lourenço e São Simão)
4.8 out of 5 average rating, 5 reviews

Quinta dos Pinheiros Mansos - Serra d'Arrábida

Welcome to Quinta dos Pinheiros Mansos, an exceptional residence nestled in the heart of the Serra da Arrábida Natural Park. Step into a haven of peace where serenity and tranquility reign supreme.<br><br>The house, bright and functional, offers a pleasant living space with a fully equipped kitchen and a cozy living/dining area. Relax and unwind in the property’s peaceful setting, enjoy the refreshing pool, or host convivial meals with the outdoor barbecue.<br><br>

Guest favourite
Home in União das freguesias de Azeitão (São Lourenço e São Simão)
4.94 out of 5 average rating, 16 reviews

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!!!

Top guest favourite
A serene outdoor seating area is presented with two wooden chairs facing a stunning sunset over the vineyards. A round fire pit is positioned between the chairs, adding an inviting touch. The stone terrace is bordered by rustic cobblestones, enhancing the scenic views.
Home in União das freguesias de Azeitão (São Lourenço e São Simão)
4.96 out of 5 average rating, 24 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.

Top guest favourite
Two wooden lounge chairs with light fabric seats are positioned on a stone patio, facing the ocean. A large, lush green tree is visible in the background, alongside the sparkling blue waters of the sea, creating a serene outdoor setting.
Home in União das freguesias de Azeitão (São Lourenço e São Simão)
5 out of 5 average rating, 24 reviews

Portinho's House

Welcome to our ocean view paradise! Our ocean view house offers a truly unforgettable getaway for those seeking tranquility, and natural beauty. With its prime location in the Arrábida National Park, overlooking the sparkling azure waters of the ocean, this property promises and idyllic retreat for your Airbnb stay. Closest beach (Praia de Alpertucho, 5/10min walk) Praia do Creiro, 15/20min walk

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 União das freguesias de Azeitão (São Lourenço e São Simão)
4.99 out of 5 average rating, 136 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.

Guest favourite
A charming white structure features large arched windows, bringing natural light into the space. Two inviting chairs are positioned on the wooden deck outside, surrounded by lush greenery and rustic stone paths. The sloping roof is accented by traditional tiles, enhancing the home’s character.
Home in Setúbal
4.94 out of 5 average rating, 16 reviews

Arrábida Getaway • Jacuzzi & Mountain Views

Once a charming tea house, this cozy studio now offers a unique and peaceful retreat on a private farm in the heart of Arrábida Natural Park. Enjoy total privacy while staying close to Setúbal’s historic center and the region’s most stunning beaches, like Portinho da Arrábida and Galápagos.

Popular amenities for São Simão holiday rentals

  1. Airbnb
  2. Portugal
  3. Setúbal
  4. Setúbal
  5. São Simão