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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, 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 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
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 favorite
A white-walled exterior showcases a modern architectural design. A spacious tiled area is framed by greenery, with two bicycles leaning against the wall. Sunlight brightens the scene, enhancing the vibrant colors of the surrounding plants.
Villa in São Lourenço
4.96 out of 5 average rating, 53 reviews

The Fence House. Swimming pool.

Located in the village of Azeitão, with panoramic views over Arrábida Natural Park and Lisbon city, the Fence House is located in a quiet area, between the vineyards of Bacalhoa and the horse ridding hall of the Convent of S. Domingos. With both distinguished and modern architecture, this house was designed to have spacious and vivid interior spaces captured by natural light. Whether for two days or two weeks, come and experience the renewed Fence House, garden and swimming pool.

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, 373 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.

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, 624 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.

Top guest favorite
Cabin in Castelo
5 out of 5 average rating, 10 reviews

Arrávida

Relax with the whole family in this wooden house surrounded by nature, just a 10-minute drive from Sesimbra beach. With 2 bedrooms, 1 bathroom, an equipped kitchen and outdoor space, it is the ideal retreat for those seeking tranquility between the mountains and the sea. Perfect for couples, families or friends. Discover this little paradise just 35 km from Lisbon.

Top guest favorite
A charming outdoor space includes a small table and a decorative chair, surrounded by vibrant flowers and greenery. Stone arches frame the view of the countryside and distant town, creating a serene atmosphere for relaxation.
Guest suite in Sintra
4.96 out of 5 average rating, 330 reviews

Perfect location with garden & pool

Cinco is a private home on the edge of the historic centre, set into the hillside with quiet gardens, pool and amazing views across the countryside to the sea. Breakfast and maid service are included. All Sintra attractions are within walking distance yet the location is quiet and secluded.

Top guest favorite
A charming cottage nestled in a lush green forest, surrounded by trees and bushes. The exterior is adorned with climbing plants. Cobblestone paths lead to the entrance, while two outdoor chairs are positioned on a stone terrace, inviting relaxation amidst nature.
Home in Sintra
5 out of 5 average rating, 65 reviews

Sintra Charming Country House

Secluded in a forest of its own, Quinta da Boiça offers you a peaceful and private refuge in the heart of Portugal’s enchanting Sintra World Heritage Cultural Landscape. The house is said to have belonged to monks and is in fact an ancient hermitage.

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.

Guest favorite
The outdoor area features a private swimming pool, surrounded by wooden decking and shaded by a fabric canopy. Lush greenery and a landscape of hills are visible in the background, creating a serene environment for relaxation. Sun loungers are positioned by the pool for comfort.
Home in Palmela
4.89 out of 5 average rating, 242 reviews

Holiday Villa with Infinity Pool

This unique charming rustic villa was made to provide well-being in all senses and at all seasons: cosy inside atmosphere, relaxing outside spots, either in the balcony or by the pool, a romantic and inspiring view of the mountain…!

Superhost
A serene outdoor area features a small dipping pool surrounded by lush greenery. Two lounge chairs with cushions are positioned nearby. A shaded seating area is visible, complemented by a few decorative elements, creating a cozy atmosphere for relaxation.
Cottage in Vila Fresca de Azeitão EN10
4.73 out of 5 average rating, 55 reviews

Country House

This house is inserted in a private villa and the place is calm and secure. The house is fully equiped with all kitchen facilities for 4 persons. You can enjoy the country side air, take a bike walk, go to beach, or just relax.

Popular amenities for São Simão rentals with a pool

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