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Vacation rentals with a pool in São Simão

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in São Simão

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
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, 287 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 favorite
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, 96 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.

Guest favorite
A spacious family house is showcased with a tiled roof and green shutters. The building is surrounded by an expansive lawn, featuring olive trees on either side. Several outdoor lounge chairs provide a welcoming space for relaxation in a tranquil setting.
Farm stay in Setúbal
5 out of 5 average rating, 15 reviews

Authentic country house

Authentic family house set in a beautiful estate in the Setubal wine region and by Arrabida National Park. This character home is the place to enjoy tranquility & nature in style. The charming big pool has its separate grounds. Enjoy walking by the vineyards, the fruit forest or by the centennial olive trees. A spacious, comfortable and owner-managed hidden gem, 35km south of Lisbon. From the house, you'll be a 10-20 min drive away to a lively village centre or prestine Atlantic beaches.

Guest favorite
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 favorite
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 Setúbal
4.99 out of 5 average rating, 77 reviews

Cafofos da Zeta, Cozy Pool House

Ligue-se à natureza nesta escapadela inesquecível. Perto da serra perto do mar. Vai adorar este espaço único com uma bela piscina (aquecida de Maio a Outubro ) privada e exclusiva. No telheiro pode fazer as suas refeições ou simplesmente relaxar numa rede brasileira a ler um bom livro ao som dos passarinhos. Temos um BBQ a gás para os seus grelhados com os utensílios necessários. Existe um recanto muito acolhedor com um fire pit (braseira) para momentos únicos e especiais de lazer.

Top guest favorite
Large patio doors open to reveal a cozy studio apartment with an orange-accented bed and a small wooden table. Lush greenery frames the entrance, blending the interior with the outdoor terrace.
Guest suite in Cascais
4.98 out of 5 average rating, 376 reviews

Cascais Amazing GardenHouse With Shared PlungePool

The Garden House is a cosy and secluded studio apartment for two people that overlooks our lush garden and is the ideal choice for a peaceful and relaxing getaway. Appointed to a high standard with natural materials, such as oak parquet ceiling and floors and linen curtains, and decorated in soothing natural colours, it blends harmoniously with its surroundings. Large patio doors lead out onto a spacious and private terrace with a dining table and chairs and a wooden sofa.

Top guest favorite
The circular structure features a white exterior with large windows, surrounded by lush greenery. A stone pathway leads to the entrance, and a private swimming pool is visible to the side, framed by tropical plants and trees, creating a serene outdoor environment.
Windmill in São João das Lampas
4.95 out of 5 average rating, 101 reviews

La Galette - The Windmill

Located in the heart of Sintra-Cascais National Park, The Windmill features 1 double bedroom, 1 living area with television, 1 fully equipped kitchen, 1 bathroom and a garden with private swimming pool (3m x 2m), lounge area, barbecue, eating area & hammock. The beach is located in a 3 min drive, while Sintra historic center is reachable in a 12 min drive. Lisbon airport is located in a 35 min drive. The property was fully renovated, opening on May 2023

Guest favorite
Villa in Setúbal
4.88 out of 5 average rating, 196 reviews

Romantic Retreat: Private Pool & Jacuzzi

Welcome to our modern and spacious villa in Setúbal! Relax in the private hot jacuzzi all year round (perfect for chilly winter days!) and in the private pool heated by solar panels (ideal in summer). Perfect for families or romantic getaways: • 5 min drive from the beaches and Arrábida Natural Park • 10 min walk from Setúbal city centre and Mercado do Livramento • Just 25 min from Lisbon! Come enjoy the peace and beauty of Setúbal in any season! 😊🌊"

Guest favorite
The view from the windmill offers a panoramic perspective of the coastline, dotted with greenery. The city skyline stretches in the distance, with the river gently flowing nearby. Various trees and shrubs create a natural border, framing the serene landscape.
Windmill in Caparica
4.96 out of 5 average rating, 625 reviews

Cozy 1850s Windmill with City and River Sunset Views

Discover the charm of staying in a 150-year-old windmill, fully renovated yet rich in original details. Ideal for romantic escapes, families or travelers seeking countryside peace just 10 min from Lisbon. Over 600 guests say we offer the best view of Lisbon — read the reviews! Enjoy sunsets over the Tagus, a pool to refresh in spring and summer, a treehouse, and a functional kitchen. Climb the historic stairs to reach the most stunning views.

Guest favorite
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.
Condo in Carvalhal
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 favorite
Home in São Lourenço
4.95 out of 5 average rating, 22 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 favorite
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 Lisbon
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.

Popular amenities for São Simão rentals with a pool

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