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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
4.85 out of 5 average rating, 281 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
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, 111 reviews

Villa with pool and Jacuzzi, 30 km from 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!

Guest favorite
A panoramic view of the sea reveals several sailboats gracefully moving across the water. In the background, a lighthouse stands prominently by the coast, surrounded by a coastal landscape. The scene is enhanced by the soft sunlight illuminating the rooftops of nearby buildings.
Apartment in Cascais
4.97 out of 5 average rating, 186 reviews

SEA VIEW Boutique Penthouse w/ POOL & Parking

- SPECTACULAR SEA VIEWS - FREE STREET PARKING - SWIMMING POOL, SAUNA, GYM - LAUNDRY FACILITIES - FAST WIFI - WORK FROM HOME This beautiful apartment is on the top floor of a well run condominium in a quiet area of Cascais. Modern, bright & airy with a communal rooftop pool, terrace & gym plus wrap around views of the whole of Cascais. (1 floor above). Within 10 mins walking distance, one can cycle or walk along the stunning coast towards the famous Boca do Inferno to the centre of Cascais.

Top guest favorite
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 Cascais
4.98 out of 5 average rating, 163 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.

Guest favorite
A bright living area features a plush gray sofa adorned with decorative cushions. A round coffee table is positioned centrally, with a television mounted on a white media unit against a wall. Large glass doors open to a balcony, allowing natural light and city views.
Condo in Lisbon
4.95 out of 5 average rating, 101 reviews

Charming Apartment inside a Luxury Condominium

Charming apartment inside a luxury condominium, with private parking, security and a rooftop pool, very small . basically its just for the view, not for swimming . Located in Amoreiras, one of the city’s most upscale neighborhoods, and adjacent to Marques de Pombal. In addition to its master bedroom, this magnificent flat features a sunny living area with views of the city and its raging river, Rio Tejo. The apartment also offers one full and one half bathroom such as a fully equipped kitchen.

Top guest favorite
A spacious pool is surrounded by lush greenery, with a wooden deck enhancing its natural setting. The stunning sunset casts vibrant colors over the sky, creating a serene backdrop against the tranquil water.
Apartment in Cascais
4.94 out of 5 average rating, 174 reviews

Floor heated Apt - Vegetable Garden - 1km to Beach

Escape to this bright and cozy T1 apartment with amazing ocean and mountain views, perfectly nestled in nature. Located by Sintra-Cascais Natural Park, the apartment offers peace, privacy, and easy access to Guincho Beach (15-minute walk). Also included: - Underfloor Heating in all rooms - Fast wifi (200+ mbps)
 - Perfectly located: In nature yet restaurants/supermarkets only 2km away - Large Pool and garden area - Free parking onsite
 - 25 min drive to Lisbon, 10 min drive to Cascais centre

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
An aerial view captures the expansive layout of the Troia resort area, showcasing the Hotel Aqualuz Troia Lagoa 4*, adjacent buildings, and the nearby marina. The surrounding landscapes blend lush greenery with sandy shores, highlighting the serene coastal environment and the river leading towards Setúbal.
Apartment in Carvalhal
4.9 out of 5 average rating, 875 reviews

Suite T1 Sea View Aqualuz Troia Mar & Rio 4****

Suite T1 Premium no 12º piso da Torre TroiaRio, parte do Aqualuz Suite Hotel Apartamentos 4*, com 83 m2 vistas deslumbrantes da península de Tróia, mesmos serviços do Hotel, serviço de limpeza, roupas de cama, toalhas, acesso ás piscinas, toalhas para piscinas, etc Nota: de 1.10.2025 até 1.05.2026, o Hotel Aqualuz Troia Mar & Rio 4* está encerrado Durante este período a sua reserva tem um upgrade gratuito para uma Suite T2 Premium Vista Mar nos últimos pisos do The Anchor Sea 4*.

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.

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 Tróia
4.9 out of 5 average rating, 232 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
Apartment in Santos-o-Velho
4.92 out of 5 average rating, 365 reviews

Lapa garden III @ Pool / Balcony / Elevator / AC

Welcome to Lapa Garden! This stylish apartment is located in a noble neighbourhood of Lisbon, surrounded by parks, local cafes and cosy restaurants. Here you can easily experience the city as a “Lisboeta” (Lisboner) in a charming and calm atmosphere, while still having the Time Out Market, the marina docks, along with many other attractions at walking distance!

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 Aldeia da Piedade
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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  3. Setúbal
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  5. São Simão
  6. Rentals with pools