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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 $68 NZD per night before taxes and fees

  • Verified guest reviews

    Over 10,580 verified reviews to help you choose

  • Family-friendly holiday rentals

    200 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 70 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.

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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
4.87 out of 5 average rating, 306 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.

Superhost
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 Union of the parishes of Cascais and Estoril
4.86 out of 5 average rating, 160 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 spacious swimming pool is surrounded by a lawn with several sun loungers arranged neatly along its edge. Tall trees provide shade in the background, creating a serene outdoor setting. The villa is visible in the distance, complementing the lush greenery.
Villa in Colares
4.95 out of 5 average rating, 247 reviews

Villa with Luxury Garden in Sintra

Come to our Villa and have the best time of your life with your family, friends or work colleagues! Located in one of the most iconic places of Sintra-Cascais Natural Park, our Amazing Villa with a Pool is surrounded by an astonishing Garden to make your stay truly memorable! YOU WILL LOVE: - The comfort of the house - The authenticity of nature - The local gastronomy - The unbelievable aromas of the sea American writer Paul Auster stay four months at our Villa filming Inner Life Martin Frost

Top Guest favourite
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 Union of the parishes of Cascais and Estoril
4.98 out of 5 average rating, 190 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 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 Union of the parishes of Cascais and Estoril
4.94 out of 5 average rating, 195 reviews

Sunset Ocean View + Vegetable Garden + Large Pool

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 terrace 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 wifi 200Mbps

Top Guest favourite
Condo in Union of the parishes of Cascais and Estoril
5.0 out of 5 average rating, 24 reviews

Riviera Premium - Pool, Gardens & Private Rooftop

Cascais Riviera Premium will offer you a very unique experience. A warm, calm, private condominium, 24/7 security, with stunning gardens and 2 swimming pools suitable for all family. The apartment is a spacious duplex with a 100 sqm exclusive rooftop terrace to enjoy. It also has 2 indoor parking spots. It's only a 10 min walk to downtown Cascais, beaches and train station directly to Lisbon. An overall experience of comfort, relaxation and a memorable stay in this beautiful coastal town.

Guest favourite
A bright living space features a modern dining table accompanied by four chairs. Large glass doors allow ample natural light and provide views of the outdoors. A stylish coffee table sits on a hardwood floor, complemented by a cozy sofa and decorative accents.
Condo in Sintra
4.92 out of 5 average rating, 105 reviews

Beloura Home: direct access to the pool & top view

Our apartment is located in the heart of Quinta da Beloura near Sintra, a World Heritage Site by UNESCO. Surrounded by golf camps, you will be close to historic monuments and the beloved cities of Cascais and Lisbon. Linger in the light-flooded living room or on the large sun terrace with breathtaking views. The area offers all kinds of outdoor activities e.g. tennis, biking, golfing, hiking, surfing, etc. We will be happy to assist you with the planning. Explore, experience and enjoy!

Superhost
Condo in Union of the parishes of Cascais and Estoril
4.83 out of 5 average rating, 151 reviews

Cascais Seaside: Fast Wi-Fi + Pool + Work Space

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 Union of the parishes of Cascais and Estoril
4.82 out of 5 average rating, 169 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.

Top 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.
Apartment in Union of the parishes of Cascais and Estoril
4.94 out of 5 average rating, 119 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 air conditioned ensuite bedrooms, living room, fully equipped kitchen, private terrace garden and plunge pool.

Top Guest favourite
A spacious rooftop terrace features inviting seating arrangements, including comfortable sofas surrounding a glass-top table. Lush greenery adds a sense of nature, while a jacuzzi glimmers in the background under a dusky sky. Soft lighting creates a serene ambiance for relaxation.
Condo in Union of the parishes of Cascais and Estoril
5.0 out of 5 average rating, 95 reviews

Penthouse Duplex Rooftop Jacuzzi 4 Room 6 bed 8ppl

Cascais Penthouse lies in a Private Gated Condominium with 40m Pool for young children & adults, gym, dry sauna and steam sauna, large 80+ sq meters private rooftop with jacuzzi, new 2025 is a professional ice-bath area, parking. The apartment is a lovely private home newly renovated and in a lovely setting. The Penthouse has recently been further upgraded with Smart Home Features: Sonos Music, Smart Lighting, Smart Lock, Smart Fridge, some central home controls.

Superhost
A spacious living area features exposed stone walls and a high, wooden-beamed ceiling. Comfortable seating is arranged around a wooden coffee table, with a flat-screen television mounted on the wall. Natural light filters in through a window, enhancing the warm tones of the decor.
Villa in Terrugem
4.86 out of 5 average rating, 109 reviews

Aldeia e Mar - Casa de Campo

A Casa de Campo está situada entre a deslumbrante Serra de Sintra e o Atlântico, oferecendo o melhor dos dois mundos! Fica apenas a alguns minutos das praias mais incríveis – como a Praia do Magoito, Praia Grande, Praia das Maçãs e Azenhas do Mar (prémio 7 Maravilhas de Portugal - Aldeias) – e a 15 minutos da Ericeira, o paraíso dos surfistas. Lisboa está a 35 minutos, perfeito para quem quer explorar a cidade e, ao mesmo tempo, escapar da sua agitação.

Popular amenities for Cascais rentals with a pool

Destinations to explore