
Holiday rentals with a pool in Cascais
Find and book unique homes with a pool on Airbnb
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 $58 AUD per night before taxes and fees

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Over 10,200 verified reviews to help you choose

Family-friendly holiday rentals
190 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
350 of Cascais holiday rentals include Wi-Fi 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!
Top-rated rentals with a pool in Cascais
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.

Estoril Luminous Villa Close to the Sea Heated Pool
Saboreie um delicioso pequeno-almoço na varanda enquanto contempla a vista e depois aproveite para mergulhar na piscina de agua aquecida desta casa de decoração elegante, soalheira e com um jardim refrescante. The heated pool option has an additional cost per week of 250 euros payable up to two days before check in The house in on a verdant and quiet hill, in one of the most elegant areas of Estoril, 15-minute walking distance from the beach. Near the beautiful city of Cascais, Guincho beach, and other famous beaches in the region, as well as, a very short drive from Lisbon If you come by car from the airport, take the A5. If you are not driving, you can take a taxi or an Uber for approximately 30 euros for 4 people.

Ocean View + 10 min walk Beach + Peaceful 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

Stunning Home w/Private Gardens & Beach Access
Caso no Campo is an entirely unique oceanside farm cottage set within Quinta Kismet, located by the beach in Sintra’s National Park. Overlooking the Atlantic Ocean, this stunning coastal property is sited within Portugal’s most picturesque cliff top village, Azenhas Do Mar, yet boasts 2 acres of expansive private gardens, organic vegetable plots, stunning sea views, a steaming hot tub and a kids organic play area, all just a moments walk from Azenhas do Mar beach and its famous sea pool.

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!

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.

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.

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.

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.

Villa Bicuda by NOOK
Villa Bicuda By NOOK is located in Bicuda, an exclusive and tranquil area adjacent to Quinta da Marinha, one of the most prestigious residential neighborhoods in Cascais. This prime location offers the perfect balance between privacy, nature, and proximity to the best that Cascais has to offer. Important note: Please be aware that there may be construction noise during MAR and JUN in the surrounding area on weekdays, during legally permitted hours (8:00 am – 8:00 pm).

UAU Infinity Villa | Cascais | Heated Rooftop Pool
Discover the best of Cascais and the surrounding areas in this luxury townhouse with stunning panoramic views from the terrace. Spacious, elegant, and fully equipped, it's ideal for families and large groups seeking comfort, privacy, and a sophisticated touch. Private and heated rooftop pool, free parking with electric charging, and touring bikes are just some of the many reasons you'll love discovering this stunning gem in Cascais, Light Haus CONDO.

La Galette - The Shelter
Em pleno Parque Natutal Sintra-Cascais, The Miller’s Cottage é o refúgio romântico perfeito para recuperar forças do reboliço da cidade. Inserida na aldeia de Fontanelas, a 4 minutos de carro da praia mais próxima, esta propriedade conta com um jardim e uma piscina privativa, uma cozinha totalmente equipada, bem como todas as comodidades necessárias para umas férias extraordinárias. AC, Wi-Fi, Netflix, TV-Cabo disponíveis;
Popular amenities for Cascais rentals with a pool
House rentals with a pool

Villa Cintra - Two stunning houses

Casa encantadora numa antiga vila de pescadores.

Cascais skyline house

VillaTamar - Azenhas do Mar

Charming house next to Tasis and Golf Resort

Lilac Cascais Villa with Swimming Pool

Beautiful family Villa with a pool

Heart of Sintra - Amazing Views, Pool & Garden
Condo rentals with a pool

New Lux Studio w/Pool, Parking, ideal for Congress

Pool · Garage · Eduardo VII Park · Central Lisbon

Heavenly Haven In Ancient Heart Of Lisbon

Super cosy apartment, best location - Cascais

2 bedroom apartment, swimming-pool, garden, beach

Cidadela Deluxe 2BR with Pool and Sea View

Charming Apartment inside a Luxury Condominium

Penthouse 300 sq.m. roof pool only yours.
Home rentals with a private pool

Family-Friendly Villa in Sintra Surrounded by Nature

A tranquilidade tão perto de Lisboa.

Quinta da Luz, garden paradise with pool

Cozy 1850s Windmill with City and River Sunset Views

Calm sea view pool & lawn. Family & children

Relax on the sunny pool deck. Children friendly

House with Magnificent Sea View and Heated Pool
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- Rentals with pools Portugal
- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Belém Tower
- Praia da Comporta
- MEO Arena
- Praia do Guincho
- Praia D'El Rey Golf Course
- Carcavelos Beach
- Praia da Area Branca
- Estádio da Luz
- Baleal
- Praia das Maçãs
- Lisbon Cathedral
- Praia da Adraga
- Sintra-Cascais Natural Park
- Galapinhos Beach
- Parque Eduardo VII
- Figueirinha Beach
- Sesimbra Beach
- Lisbon Zoo
- Praia de Santa Cruz
- Lisbon Oceanarium
- Baleal Island
- Things to do Cascais
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- Things to do Cascais
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- Food and drink Cascais
- Sightseeing Cascais
- Nature and outdoors Cascais
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- Entertainment Cascais
- Things to do Portugal
- Tours Portugal
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