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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, 117 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!

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 União das freguesias de Azeitão (São Lourenço e São Simão)
4.99 out of 5 average rating, 81 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 favourite
A serene outdoor space features a heated plunge pool surrounded by lush greenery. Comfortable lounge chairs are positioned beneath a large umbrella, while a spacious seating area offers a cozy setting. Natural stone elements and wooden decking contribute to the inviting atmosphere.
Guest house in União das freguesias de Cascais e Estoril
4.99 out of 5 average rating, 391 reviews

Cascais Amazing Pool House With Shared Plunge Pool

The Pool House is located on my plot on the outskirts of Cascais Center, within walking distance to many restaurants, cafés, museums, beaches and a short 35-minute train ride to the center of Lisbon. In the plot there is the main house with direct entrance from the street, and three small Houses, each accessible from the street by the garden entrance: Pool House, Guest House and the Garden House Our 6 Guests in total are welcome to use the heated plunge pool all year round.

Top guest favourite
A private garden is featured with a heated swimming pool, surrounded by lush greenery and blooming flowers. Outdoor seating areas with lounge chairs and a small table are positioned near the pool, providing a serene space for relaxation and enjoying the warm Lisbon sun.
Flat in Graça
4.99 out of 5 average rating, 198 reviews

LUXURIOUS, PRIVATE GARDEN & HEATED SWIMMING POOL

Luxurious and spacious apartment with two bedrooms (each with a private bathroom) and an amazing garden with a private heated and salted water swimming pool, belonging exclusively to the apartment. Located in a historic and charming building, totally refurbished in 2018. With a great location, between the viewpoint of Portas do Sol (Alfama) and Graça viewpoint, 2 minutes walk from the famous tram 28 and 5 minutes walk from the Castle. Great to discover the historic center.

Guest favourite
A modern villa is featured, with a white exterior and wooden accents. A small pool is visible, accompanied by sun loungers and a market umbrella. A detached wooden cabin adds to the outdoor space, surrounded by sandy patches and low greenery under a clear blue sky.
Home in Comporta
4.85 out of 5 average rating, 102 reviews

Comporta - small, simple and beautiful

If you love sand, sea and sunsets, this design beach villa for up to 6 guests with a small pool and within 3 km distance to one of Portugal’s best beaches, is just the place for your next holiday rental! L.66 is a 600 sqm plot, part of Herdade da Comporta, with a three bedroom house divided in two volumes, a main cement house and a wooden detached cabin and a small pool. This small house is an exercise on simplicity and reworking of traditional architectural elements.

Guest favourite
A private swimming pool reflects the clear blue sky, surrounded by a well-maintained garden. The spacious house, featuring a bright exterior, is visible in the background, with multiple windows allowing natural light to permeate the indoor spaces.
Home in União das freguesias de Azeitão (São Lourenço e São Simão)
4.96 out of 5 average rating, 24 reviews

Casas de Azeitão - Private Pool, By Home Match

Enjoy a dream getaway in Azeitão! This exclusive accommodation offers the perfect balance between comfort and local charm. Cool off in the private pool, enjoy the convenience of the dishwasher and washing machine, and park with total convenience. Just 5 minutes from downtown Azeitão, 30 km from Lisbon and close to Portugal's most stunning beaches. A haven between the sea, the mountains, and the flavors of the region — ideal for unforgettable moments!

Guest favourite
Villa in Setúbal
4.88 out of 5 average rating, 204 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! 😊🌊

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 Caparica
4.96 out of 5 average rating, 649 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 favourite
Home in União das freguesias de Azeitão (São Lourenço e São Simão)
4.96 out of 5 average rating, 25 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 favourite
Bungalow in União das freguesias de Azeitão (São Lourenço e São Simão)
5 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.

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, 139 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.

Top guest favourite
The exterior of the cottage showcases a charming design with a terracotta roof and whitewashed walls. A vivid blue door leads into the home. Stone steps approach the entrance, surrounded by greenery and colorful flowers, creating a tranquil outdoor space with several inviting seating options.
Cottage in Sintra
4.99 out of 5 average rating, 581 reviews

Vintage chic romantic cosy cottage

"Bijou, cute, amazing, lovers' retreat, honeymoon hideaway" - these are just some of the words used by recent guests to describe our lovely stone cottage. Set in a private garden with access to a private pool, it's the perfect romantic setting.

Popular amenities for São Simão rentals with a pool

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