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Holiday rentals with a pool in Sesimbra

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Top-rated rentals with a pool in Sesimbra

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Guest favourite
An inviting outdoor terrace extends from the living area, featuring a mix of wooden chairs and a dining table. A modern stone fireplace is visible, softly illuminated by warm lighting beneath a high, wooden-beamed ceiling. Lush green grass surrounds this cozy outdoor space.
Chalet in Azeitão
4.95 out of 5 average rating, 114 reviews

Stunning Countryside Chalet

Quinta da Arrabida – Stunning countryside retreat near magnificient beaches with small pool Quinta da Arrábida – Indoor surface area: 200m2 Quinta da Arrabida: Villa for 8 to 10 people 4 Bedrooms, 4 bathrooms Spectacular living areas, open plan design rooms 8,9ha of private grounds, large terraces, and a small pool for children Surface area: 200m2 – 8,9 hectare private estate Quinta da Arrabida is located near the village of Casais da Serra, the nearest village to the spectacular Portinho da Arrabida beach (7km), set deep within the Serra da Arrabida Nature Park, halfway between the towns of Sesimbra and Azeitão, boasting magnificent and unique views throughout. Daylight pours from every angle into this beautiful designer villa, built on a single floor. The large living room and most bedrooms are fitted with extra large all glass wide doors, so every guest enjoys the unique mountain and green views on every occasion. The open plan living room is exquisitely decorated: centered around a lovely encased fireplace, each piece of furniture has been carefully picked to create a very exclusive country-chic environment, with the unique backdrop of the Arrabida Mountain Range always in mind. The living room opens onto a large terrace fitted with an outdoor dining table next to a barbecue unit, two hammocks and a mattress, entertainment provided by satellite TV, hifi stereo system and wireless internet. All four bedrooms and the four bathrooms were designed and decorated with the same basic principle in mind: to make the most from the surrounding nature, and the pictures speak for themselves. The master suite has a lovely walk-in shower and a dressing area; and opens onto the gardens via the same large all glass doors from two different angles. The second bedroom has two single beds and the third four bunk beds. These two bedrooms share a bathroom. The fourth bedroom has two single beds and en-suite bathroom. A small swimming pool can be fitted within the gardens, providing refreshment for the elder and endless hours of fun for the younger ones. The private grounds of the Quinta are the ideal place to enjoy nature, bird watching and long walks in unspoiled surroundings, beneath historic vineyards, all in close proximity to spectacular beaches. SETTING : Large private grounds in Arrabida National Park – 40 km South of Lisbon Location : Quinta da Arrabida is set in a 8,9 hectare private property, located deep in the Serra da Arrabida Nature Park, 7 Km away from magnificent beaches. 5 Km away is Vila Nogueira de Azeitao – a small historic town surrounded by the national park – well known for its vineyards, local culture, and wine cellars open to the public. Arrabida beach is considered one of the most beautiful beaches in Portugal and Europe, and boasts a natural bay with calm waters, ideal for swimming and snorkeling. The Serra da Arrabida Nature Park was established to protect the beautiful landscape and rich variety of wild life, including eagles, wildcats and badgers. The surrounding mountains are the perfect place to go for a walk, and excursions can be organised with the local nature tour companies. Getting there and around : Two hours flight from most European cities and seven from New York, the villa is reached by car from Lisbon Airport in 45 minutes. A car is essential for this holiday as there is no public transport to the villa. ACTIVITIES AND ATRACTIONS : Gastronomy and Wine tasting : The region of Azeitão is famed for its gastronomy, and even the local supermarket, Intermarché, has a mix of gourmet and standard products. The local gastronomic festival is held from June to September. Fresh grilled fish is an inexpensive delight. Five formal wine routes have been devised in the Setubal peninsula by the ‘Rota de Vinhos’ association, combining wine tasting with sightseeing, arts and nature. The villa is ideally situated to take best advantage of these delights of the area. Local delights include cheeses, pastries, and obviously a very thorough wine culture. Beaches : The villa is located near many sandy beaches, all with different characteristics. Portinho da Arrabida (7km away) is among the most beautiful beaches in Europe. Praia das Bicas (a popular surf spot), Praia da Foz and Praia do Meco are all within a short drive, as well as the unique Troia Peninsula across the Sado Estuary. Golf Information : Quinta do Peru and Aroeira Clube de Campo are both a short drive (10km) from the villa. Tróia Golf (a short drive and a ferry ride) is a difficult course but one of the most beautiful in Portugal. Other options are available nearby such as Ribagolfe, Montado or Aldeia dos Capuchos.

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 Cascais
4.86 out of 5 average rating, 273 reviews

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

Observe the “blackbirds” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique view of the sea and mountain from the private lounge, the infinity pool, the “Serra de Sintra”-the magical mountain, its enchanted woods, convents and palaces. Possibility to include a work desk. There is also the possibility of accepting wedding celebrations, if you are small groups, for an additional fee. For more information contact the host directly. A mountain villa built more than 100 years ago , implanted on an imposing rock with a unique surroundings and a breathtaking view over the sea the city , Cascais and the mountain where it is inserted . The house was recently refurbished and enlarged with a modern and design construction enjoying the view and surroundings . You can see it from the top of the Serra de Sintra, to Guincho to Cabo Espichel. A stone's throw from the pedestrian paths of the Serra de Sintra and its monuments and next to good restaurants , cafes with good atmosphere , the small village has a supermarket and pharmacy for your tranquility. Guests have at their disposal a house with 2 bedrooms, living room and kitchen, totally private and access to a large garden with an infinite pool where they can enjoy the wonderful view. I live on the property and am available to share stories and information about the region. I love cycling and know the Serra like the back of my hand. I can share the secrets of the mountains and advise the best restaurants in the region. Malveira da Serra, picturesque village next to Cascais and Lisbon (20 min), with hiking trails in Serra de Sintra and its monuments. Guincho Beach and its wild dunes with their unique beauty are a paradise for surfing/kite-surfing/windsurfing. I advise you to use your own car.

Guest favourite
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
4.93 out of 5 average rating, 164 reviews

Ocean View + Underfloor heating + Vegetable garden

Enjoy a T1 beachfront apartment with scenic Ocean & Mountain views from the comfort of the sofa. Set beside Sintra National Park, the Apt is surrounded by pristine nature and Guincho beach is just a 15 min walk away. Also included: - Underfloor Heating - Vegetable/herb garden - Private Patio w/ sea views - Fast wifi (200+ mbps)
 - Free 24/7 Parking area
 - Perfectly located: In peaceful nature yet still restaurants/shops only 2km away


 - 25 min drive to Lisbon, 10 min drive to Cascais centre

Guest favourite
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, 854 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 Hotel The Editory by the Sea 5*

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 Setúbal
4.99 out of 5 average rating, 134 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 favourite
A modern villa is showcased at twilight, featuring large glass windows that reflect ambient lighting. A swimming pool is oriented in front, surrounded by lush greenery and lounge chairs. Decorative umbrellas and a cozy seating area enhance the outdoor living space.
Home in Caxias
4.93 out of 5 average rating, 100 reviews

Villa Bali Lisbon

Relaxe com toda a família neste alojamento Tranquilo e Silencioso 🌴 Yoga Classes 🙏🧘 Reiki Massage 💆‍♀️🙏 5 Minutes Car to Caxias Beach 🏖️ We Provide Beach Towels 20 Minutes Lisbon Center 🏢 Uber allways arround 12€ to Center No Noise Afther 23:00 ⛔️ Police Fine is 400€ No Smoking Inside 🚭 We Charge 190€ From Airbnb Secure Deposit if Not Respect That Rule Unwashed Dishes 🍽️ We Charge 90€ From Airbnb Secure Deposit If Not Respect That Rule 🚷Only For Guests

Top Guest favourite
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
4.99 out of 5 average rating, 350 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 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.
Apartment in Graça
4.99 out of 5 average rating, 173 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.

Top Guest favourite
An indoor swimming pool is enclosed by a transparent, vaulted roof, allowing for natural light to illuminate the water. Lush greenery is visible through the walls, providing a serene backdrop to the well-maintained pool area.
Guesthouse in Aldeia do Meco
4.97 out of 5 average rating, 149 reviews

Luxury garden villa, pool, great views, near beach

This is a beautiful villa with many amenities and sleeps up to 6 guests. The property has lovely views, in a 3.5-hectares nature reserve of pine trees, orchards and gardens. The space is very romantic, quiet and gated. Have access to a large swimming pool that is well-maintained and heated (maximum 30º) with a removable roof. Playground for kids with swings, basketball, ping pong and football table areas. 7-min near Aldeia do Meco beaches and Cabo Espichel.

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, 612 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.

Superhost
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, 230 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 favourite
An outdoor space is shown with a heated swimming pool surrounded by a well-maintained lawn. Several lounge chairs are positioned near the pool, with a backdrop of rolling hills and a sunset casting a warm glow over the landscape.
Home in Setúbal
4.87 out of 5 average rating, 142 reviews

Beach home with sea view, garden & heated pool

Located in a nature reserve, our spacious house offers comfortable accommodation and wide ocean views. 5 Bedrooms, 5 WCs, 2 living rooms, fully equipped kitchen, exclusive outdoor area with BBQ, dinning area and heated swimming pool, make it a perfect place to relax. The location is also suited for outdoor activities or simply for spending the day at the beach (Foz, Meco, Sesimbra), all at just an hour distance from Lisbon.

Popular amenities for Sesimbra rentals with a pool

Quick stats about holiday rentals with a pool in Sesimbra

  • Total holiday rentals

    Explore 90 holiday rentals in Sesimbra

  • Nightly prices starting at

    Sesimbra holiday rentals start at $92 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Sesimbra holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Sesimbra rentals

  • 4.8 Average rating

    Sesimbra stays are highly rated by guests—averaging 4.8 out of 5!

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