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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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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
4.86 out of 5 average rating, 296 reviews

Charme & Design em Casa com Piscina e Vista Magnífica de Mar e Montanha

Observe os “melros” pela manhã, o pôr do sol, desfrute da calma e tranquilidade. Aproveite a vista única de mar e montanha do lounge privado, a piscina infinita, a “Serra de Sintra”-a montanha mágica, os seus bosques encantados, conventos e palácios. Possibilidade de incluir uma mesa de trabalho. Existe também a possibilidade de aceitar celebrações de casamentos, caso seja de pequenos grupos, mediante pagamento suplementar. Para mais informações contatar diretamente com o anfitrião. Uma Villa de montanha construída à mais de 100 anos , implantada sobre uma imponente rocha com uma envolvente única e uma vista de cortar a respiração sobre o mar a cidade , Cascais e a montanha onde está inserida . A casa foi remodelada recentemente e ampliada com uma construção moderna e de design desfrutando da vista e da envolvente . Vê-se desde o topo da Serra de Sintra, ao Guincho ao Cabo Espichel. A dois passos dos percursos pedestres da Serra de Sintra e dos seus monumentos e junto de bons restaurantes , de cafés com bom ambiente , a pequena aldeia tem supermercado e farmácia para sua tranquilidade. Os hóspedes têm à sua disposição uma casa com 2 quartos, sala e cozinha, totalmente privativa e acesso a um grande jardim com uma piscina infinita onde podem desfrutar da maravilhosa vista. Moro na propriedade e estou disponível para partilhar histórias e informações sobre a região. Adoro ciclismo e conheço a Serra como a palma da minha mão. Posso partilhar os segredos da serra e aconselhar os melhores restaurantes da região. Malveira da Serra, aldeia pitoresca junto a Cascais e Lisboa (20 min), com percursos pedestres na Serra de Sintra e seus monumentos. A Praia do Guincho e as suas dunas selvagens com a sua beleza única, são um paraíso para o Surf/Kite-surf/Windsurf. Aconselho o uso de carro próprio.

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 União das freguesias de Cascais e Estoril
4.97 out of 5 average rating, 197 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 spacious pool is situated amidst lush greenery, offering a serene view of the beach and ocean in the background. Various tropical plants are present around the pool area, enhancing the natural setting and providing a sense of tranquility.
Flat in União das freguesias de Cascais e Estoril
4.94 out of 5 average rating, 185 reviews

Sunset Pool Ocean View + 10 min walk Beach +Nature

Relax in a Beachfront apartment surrounded by peaceful nature with stunning Ocean/Mountain views. Why you’ll love it: - Ocean/sunset view - Spacious Pool set among lush greenery - Large organic garden with fresh vegetables, herbs, and tea leaves - 12 minute walk to Guincho Beach (1km away) - Private patio with outdoor dining table - Located by a nature reserve with scenic walking trails - Just 2 minutes from top-rated restaurants and authentic, affordable local cuisine - Fast 200Mbps wifi

Guest favourite
A modern villa is set within a well-maintained garden, featuring a clear swimming pool reflecting the blue sky. Comfortable outdoor seating is positioned beside the pool, alongside established greenery and a fruit tree, creating a serene and inviting atmosphere.
Guest house in Parede
4.86 out of 5 average rating, 199 reviews

Pool house in the coast north of Lisbon

Villa Zambujeiro is a modern guest house in the centre of Parede, in a charming Chalet next to the Estoril coast. Quiet and peaceful area. Overall 80 sqm, fully equipped with sleeping and living area, dining and kitchen, and bathroom. Outside lounge area by the pool with a barbecue and biological vegetable garden. Walking distance to all amenities, the beautiful and natural beaches of Cascais and 5 minutes away from the train station. Only 20 minutes from Lisbon, Sintra and Cascais.

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, 137 reviews

Villa Bali Lisbon

Relaxe com toda a família neste alojamento Tranquilo e Silencioso 🌴 Services: - Chef At Villa 👨‍🍳 - Yoga Classes 🙏🧘 - Catamaran Experience 🛥️ 5 Minutes Car to Caxias Beach 🏖️ We Provide Beach Towels 17 Minutes Lisbon 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

Superhost
Apartment in União das freguesias de Cascais e Estoril
4.83 out of 5 average rating, 144 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!

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 União das freguesias de Cascais e Estoril
4.82 out of 5 average rating, 163 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 big condominum 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.

Superhost
Villa in Sintra
5 out of 5 average rating, 4 reviews

2BR Villa with Stunning Views in Romantic Sintra

Casa da Lapa is the perfect retreat to disconnect and embrace the magic of Sintra’s mountains, palaces, history, and lush forests. With timeless charm and roots in the 1920s, when it was the summer house of the Governor of India, it blends comfort and authenticity. Set on the path to the Mouros Castle and Pena Palace, with views to the Mafra Convent, and surrounded by nature and the iconic round stones "lapas", it invites you to relax, explore, and feel Sintra’s unique spirit.

Guest favourite
Villa in União das freguesias de Cascais e Estoril
4.89 out of 5 average rating, 111 reviews

Noble Villa w/ Swimming Pool & co-work Space

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 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, 383 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.

Guest favourite
A private terrace garden is showcased with a plunge pool surrounded by greenery. A seating area with cushions is positioned alongside a small dining table, creating a tranquil outdoor space. Vibrant flowers and lush foliage add to the setting, enhancing the sense of privacy.
Flat in União das freguesias de Cascais e Estoril
4.93 out of 5 average rating, 107 reviews

Casa Navegantes (casa cascais)

Location, location, location!! A unique and stylish holiday rental apartment in the historical centre of Cascais. Prime location only a short walk from the town beaches, train station, coastal path and a large selection of restaurants and cafes. Experience your very own slice of Portuguese life in the heart of Cascais. Light and bright space comprising of 2 ensuite bedrooms, living room, fully equipped kitchen, private terrace garden and plunge pool.

Guest favourite
An aerial view of Villa Tamar reveals a spacious property with an infinity pool surrounded by a tiled patio. The ocean stretches towards the horizon, and the rocky coastline is visible. Lush green grass frames the pool area, creating a serene outdoor space.
Home in Colares
4.94 out of 5 average rating, 48 reviews

VillaTamar - Azenhas do Mar

Villa Tamar offers a getaway with stunning ocean views. In the garden you may find an infinity pool, sun lounge and beds. Fully equipped kitchen, free internet, two living rooms, TV, fireplace, air conditioning, bedroom suite with a king-size bed and free parking. Beaches nearby: Azenhas do Mar: short 500m walk Praia das Maçãs: Approximately 1km walk Praia Grande: Approximately 2km walk Local restaurants & markets

Popular amenities for Cascais rentals with a pool

Quick stats about holiday rentals with a pool in Cascais

  • Total holiday rentals

    Explore 350 holiday rentals in Cascais

  • Nightly prices starting at

    Cascais holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 10,200 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wifi availability

    350 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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