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Holiday 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 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, 122 reviews

Pool/Jacuzzi/Park | 35' to the airport | 30 km to 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!

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Superhost
Home in São Lourenço
4.8 out of 5 average rating, 25 reviews

Villa Vintage: Vineyards & Historic Center Azeitão

Discover this charming villa, a haven of soul and character in the heart of Azeitão. Surrounded by winemaking tradition and the serenity of the Arrábida Mountains, it invites you to slow down and savor each moment. Just 5 min. from the iconic Bacalhôa and José Maria Fonseca wineries and 18 min. from the stunning beaches of Galapinhos and Portinho, it’s ideal for sharing meals, peaceful swims, and genuine moments. Spacious, full of light, and perfect for those who value comfort with personality.

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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 Union of the parishes of Cascais and Estoril
4.98 out of 5 average rating, 190 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.

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Guest favourite
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, 101 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.

LocationFamilyNearby

Top Guest favourite
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 São Lourenço
4.98 out of 5 average rating, 83 reviews

Cafofos da Zeta, Cozy Pool House

Reconnect with nature at this unforgettable escape. Close to the mountains, near the sea. You'll love this unique space with a beautiful private and exclusive swimming pool (heated from May to October). In the shed you can have your meals or simply relax in a Brazilian hammock reading a good book to the sound of birds. We have a gas BBQ for your grilling with the necessary utensils. There is a very cozy corner with a fire pit for unique and special moments of leisure.

FamilyLocationAir conditioning

Guest favourite
An outdoor seating area features a comfortable sofa adorned with red cushions, complemented by a wooden coffee table. A dining set is visible in the background, near the sparkling pool. Sunlight reflects off the water, enhancing the serene atmosphere of the space.
Home in São Lourenço
4.93 out of 5 average rating, 14 reviews

Heated pool, Azeitao, gym, 35 minutes from Lisbon

Imagine that on the way back from one of our beautiful beaches, or even at night you can swim in this heated pool with salt treatment. Located in Azeitão, 40 minutes from Lisbon, and 30 minutes from the beautiful beaches of Arrábida, Galapos, Figueirinha, Portinho da Arrábida, Sesimbra, Troia, this house has air conditioning in all rooms, barbecue, laundry, gym and parking space inside the property. The pool with steps is ideal for children and the elderly.

FamilyLocationLong stay

Guest favourite
Villa in Setúbal
4.88 out of 5 average rating, 208 reviews

Luxury Villa with Private Pool +Jacuzzi Year-Round

Year-round hot jacuzzi + private solar-heated pool. A romantic and modern villa in Setúbal, only 25 minutes from Lisbon and beside Arrábida Natural Park. Ideal for couples or small families (up to 5 guests) seeking complete privacy, peace, and comfort all year round. • 5 minutes by car to the beaches and Arrábida Natural Park • 10 minutes walk to Setúbal city center and Livramento Market Come and enjoy the tranquility and beauty of Setúbal! 😊🌊

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Guest favourite
An aerial view of the property highlights a spacious lawn with a covered pool and a synthetic grass sports field. The surrounding landscape features greenery, and the layout of the buildings offers ample outdoor space for relaxation and recreation.
Home in Palmela
4.94 out of 5 average rating, 146 reviews

Spacious Villa for Groups with Pool & Soccer field

Quinta do Paraíso is a large property located just 30 minutes from Lisbon and the stunning beaches of Serra da Arrábida, ideal for group stays, large families or special events. The farm can accommodate up to 37 guests, offering comfort, space and privacy. The house consists of 10 rooms with Air Conditioning, 7 bathrooms, 3 living rooms and 2 fully equipped kitchens, designed to provide a comfortable stay for large groups.

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Guest favourite
Home in São Lourenço
4.97 out of 5 average rating, 30 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.

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Guest favourite
Bungalow in São Lourenço
5.0 out of 5 average rating, 8 reviews

Casa Alzaitun, Azeitão with Heated Pool

Escape to this stunning 4-bedroom vacation home, perfect for families or groups looking for comfort and relaxation. Featuring an open-concept kitchen with modern appliances and a spacious living area, this home is designed for entertaining and unwinding.<br><br>Step outside to a private heated pool, ideal for year-round enjoyment, and a beautifully landscaped yard with space to relax or play.

LocationFamilyGetting around

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 São Lourenço
4.98 out of 5 average rating, 147 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.

LocationFamilyCondition

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 São Lourenço
4.94 out of 5 average rating, 112 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.

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Popular amenities for São Simão rentals with a pool

Home rentals with a private pool

Guest favourite
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 Costa da Caparica
4.96 out of 5 average rating, 661 reviews

Cozy 1850s Windmill with City and River Sunset Views

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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
4.87 out of 5 average rating, 305 reviews

Charm & Design in a House with a Pool and Magnificent View of the Sea and Mountains

LocationFamilyLayout

Superhost
A light-filled living area features a soft blue sofa paired with two floral armchairs. A glass coffee table sits at the center, with a stone fireplace positioned to one side. Light-colored walls and bookshelves enhance the serene ambiance of the space.
Home in Union of the parishes of Cascais and Estoril
4.86 out of 5 average rating, 160 reviews

House with Magnificent Sea View and Heated Pool

FamilyValueWi-Fi

Top Guest favourite
A warm living area features a wooden bookshelf display filled with books and decorative items, alongside a modern fireplace. Soft sofas are positioned for comfort, with a neutral colour palette that complements the natural wood accents throughout the room.
Villa in Colares
4.98 out of 5 average rating, 179 reviews

Relax on the sunny pool deck. Children friendly

LocationFamilyAir conditioning

Guest favourite
The exterior of the guest house showcases a spacious facade with a mix of light-colored walls and natural stone accents. Flower beds with colorful plants adorn the entrance, while large windows allow for ample natural light. A neatly paved path leads to the main entrance.
Home in Rio de Mouro
4.81 out of 5 average rating, 104 reviews

Quinta da Luz, garden paradise with pool

LocationValueCleanliness

Top Guest favourite
A spacious villa exterior reveals a large swimming pool surrounded by sun loungers. A shaded dining area is positioned on the patio, complemented by lush greenery and trees in the background. The roof features a terracotta style, enhancing the overall aesthetic.
Villa in Sintra
5.0 out of 5 average rating, 58 reviews

Family-Friendly Villa in Sintra Surrounded by Nature

FamilyLocationCondition

Guest favourite
A heated pool is framed by a wooden deck, featuring four beige lounge chairs under large umbrellas. Lush greenery and low shrubs surround the area, offering a view of the peaceful pine forest in the background.
Home in Comporta
5.0 out of 5 average rating, 33 reviews

Casa Parus, Stylish Villa With a Pool in Comporta

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Superhost
A light-filled living area is furnished with a blue sofa and two golden armchairs. A glass coffee table sits at the center, adorned with decorative items, while a bookshelf filled with books occupies one side. Light-colored walls create a fresh ambiance.
Townhouse in Union of the parishes of Cascais and Estoril
4.85 out of 5 average rating, 122 reviews

Estoril Luminous Villa Close to the Sea Heated Pool

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