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Holiday rentals with a pool in Cascais

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cascais

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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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, 287 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 favourite
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 Estoril
4.87 out of 5 average rating, 150 reviews

House with Magnificent Sea View and Heated Pool

A casa está situada a 700 m da praia num bairro residencial sossegado. Tem uma grande varanda sobre o vale em frente e com vista para o mar. No piso inferior encontra-se a sala de estar com 40 m2 com lareira, um quarto com casa de banho e uma cozinha. No piso superior um quarto em suite com casa de banho, um segundo quarto com 2 camas e um terceiro quarto com uma cama individual e outra cama por baixo da primeira. Os dois últimos quartos dispõem de uma casa de banho comum. O jardim é vedado A casa tem um abrigo para um carro e há sempre lugares para parqueamento grátis na rua. O meu espaço é bom para famílias (com crianças). Em alternativa existe um cofre para recolha das chaves A casa situa-se numa colina verdejante e sossegada, numa das zonas mais elegantes do Estoril, a 10 minutos a pé da praia.

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
4.99 out of 5 average rating, 164 reviews

Relax on the sunny pool deck. Children friendly

-Start the day with family breakfasts alfresco on the patio overlooking the sea at this stylish, white-walled hideaway with sleek wooden furniture. - Alternate between happy evening barbecues and taking relaxed strolls to local eateries. - The Villa is children safe and the pool is fenced for kids safety. -Trails through the hills, castles, and stunning landscapes are waiting for you! We have 1 more room (king bed and en suite bathroom). If you want to rent this 5th room, the price is €45/night

Guest favourite
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.
Flat in Cascais
4.97 out of 5 average rating, 189 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.

Guest favourite
A clear blue swimming pool is surrounded by a wooden deck and lush greenery, with three sun loungers positioned nearby. In the background, expansive ocean views are visible, framed by varied coastal vegetation under a bright, sunny sky.
Flat in Cascais
4.94 out of 5 average rating, 179 reviews

Nature Oasis + 1 km walk Beach + Vegetable Garden

Relax in a floor-heated T1 apartment with amazing ocean/mountain views, perfectly nestled in nature. Located by Sintra-Cascais Natural Park, the space offers peace, privacy, and a 12 minute walk to Guincho Beach Also included: - Large Organic Vegetable Garden - Beautiful hiking trails outside front door - Fast wifi (200+ mbps)
 - Ideal location: In nature yet restaurants/supermarkets only 2km away - Very Spacious Pool - Free parking onsite
 - 25 min drive to Lisbon, 10 min to Cascais centre

Superhost
Apartment in Cascais
4.85 out of 5 average rating, 137 reviews

Sun-Drenched Workspace + By the Sea & Fast Wi-Fi

Experience Cascais in Spring! 🌸 Swap gray skies for Atlantic blues in the prestigious Rosário district. Our sun-drenched sanctuary is perfect for a coastal reset or "workation." Why you’ll love it: • The View: 180° ocean vistas from your private balcony. • Work Ready: Fast Wi-Fi & bright, airy living spaces. • Total Comfort: Premium "cloud-like" beds for cozy nights. • Spring Perks: Quiet pool days & crowd-free walks to Boca do Inferno. Book your seaside slice of paradise today!

Guest favourite
Villa in Estoril
4.89 out of 5 average rating, 105 reviews

Noble Villa w/6 Suites, Pool, Foosball& Office

An absolutely stunning Villa of modern build, wide terraces, with a modern co-working space and private pool, this property welcomes you to the Lisbon Riviera. All rooms are suites, and the Villa is exclusively for you and your group to enjoy. We're very close to the center of Lisbon, making this a great place ti use as a base while you explore the capital! Ask us about workations: we have a large, exclusive office space built inside the property you can use at any time.

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, 185 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 open-plan living area features a cozy sofa adorned with patterned throw pillows. A large piece of wall art adds character, while warm pendant lights hang above. Sliding glass doors lead to a bright outdoor space beyond. A lush green plant complements the inviting atmosphere.
Guest house in Cascais
4.97 out of 5 average rating, 310 reviews

Cascais Amazing Guest House With Shared PlungePool

This Guest House located 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. Open-plan space, with a meter tall wood divider separating the living area with kitchenette from the bedroom, walls and closet covered in natural jute wallpaper, white marble bathroom with steam shower cabin. Our Guests are welcome to use the heated plunge pool at 32ºC all year round.

Superhost
A charming white house is set against a backdrop of greenery, featuring a red-tiled roof and blue window frames. A spacious outdoor patio area with steps leads up to the entrance, providing a welcoming access point amidst the natural surroundings.
Home in Lousa - LRS
4.88 out of 5 average rating, 229 reviews

Tranquility so close to Lisbon.

Isolated country house on a small farm near Lisbon. The house has a modern and cozy decor, lots of light, two bedrooms, one of which is a suite, two bathrooms and a fully equipped kitchen to allow you a quiet stay. Please note: we are currently required to charge a tourist tax, the amount of which depends on the length of your stay. At the time of booking, an average amount of €6 per person is charged, which can be up to €11. The adjustment will be made at check-in.

Superhost
A clear swimming pool is surrounded by a tiled deck, with steps leading into the water. Lush green trees are visible in the background, alongside a view of the ocean, creating a peaceful outdoor setting.
Home in Cascais
4.82 out of 5 average rating, 159 reviews

Luxury Beach Villa | Ocean View | Pool & Tennis

Escape to this luxurious 4‑bedroom villa near Guincho Beach, ideal for families and group getaways. Enjoy a swimming pool with breathtaking ocean views, a tennis court and lush green gardens. The villa features a master suite with private bathroom, three additional bedrooms, a spacious living area, fully equipped kitchen, and BBQ garden. Ideally located near Cascais, Sintra, top restaurants, and wine tours. Book now for an unforgettable stay on the Portuguese coast.

Guest favourite
A tranquil view of the shared swimming pool is framed by a well-kept garden. Palm trees and neatly trimmed hedges dot the landscape, while sun loungers are arranged beside the pool. Pathways guide guests through the greenery, enhancing the inviting outdoor space.
Apartment in Cascais
4.87 out of 5 average rating, 154 reviews

Super cosy apartment, best location - Cascais

The apartment is nice and cosy, very spacious and confortable for couples, a family or a group of friends. Five minutes away there are several points of interest such as: Boca do Inferno, Casa Paula Rego, Cascais Marina, Cascais bay. The apartment is very close to the sea as well as to the city centre, and only 10 minutes walk from the bus and train station to Lisbon and other main places such as Sintra, Estoril, Guincho, etc.

Popular amenities for Cascais rentals with a pool

Quick stats about holiday rentals with a pool in Cascais

  • Total holiday rentals

    Explore 320 holiday rentals in Cascais

  • Nightly prices starting at

    Cascais holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 10,240 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wifi availability

    320 of Cascais holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cascais rentals

  • 4.8 Average rating

    Cascais stays are highly rated by guests – averaging 4.8 out of 5!

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