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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 $58 AUD 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 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.

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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

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 União das freguesias de Cascais e Estoril
4.88 out of 5 average rating, 157 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
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 União das freguesias de Cascais e Estoril
4.98 out of 5 average rating, 179 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 serene view showcases a large swimming pool surrounded by lush greenery, overlooking the ocean. Bright blue water meets the horizon under a clear sky, creating a tranquil atmosphere. Pathways and gardens are visible along the coastline, enhancing the scenic landscape.
Apartment in União das freguesias de Cascais e Estoril
4.93 out of 5 average rating, 220 reviews

SEA VIEW w/POOL, Terrace & Parking

- HUGE POOL - FAST WIFI - LAUNDRY FACILITIES - WORK FROM HOME - FREE PARKING - SEA VIEWS - SPACIOUS & STYLISH INTERIOR This modern 2 bedroom apartment with sea views has 2 balconies and is steps away from the Atlantic Ocean. A huge swimming pool is available to cool down in hot Summers in Cascais. There are many outdoor activities available a stones throw away from the apartment, including a running and cycling track along the ocean, and outdoor gym . 20minute walk or 5 min drive to centre

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.
Apartment in União das freguesias de Cascais e Estoril
4.94 out of 5 average rating, 187 reviews

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

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.

Guest favourite
Villa in Sintra
5 out of 5 average rating, 6 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 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, 196 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.

Guest favourite
Home in União das freguesias de Cascais e Estoril
4.83 out of 5 average rating, 6 reviews

Villa UAU Prestige | Heated Rooftop pool | Cascais

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.

Guest favourite
An outdoor area showcases a private pool surrounded by lush greenery. A spacious lounge area with soft cushions provides ample relaxation space, while vibrant tropical plants create a serene setting. Bright sunlight illuminates the space, enhancing the inviting atmosphere.
Cottage in São João das Lampas
4.97 out of 5 average rating, 192 reviews

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;

Guest favourite
A lush green landscape unfolds under a clear blue sky, dotted with historic buildings, including a prominent structure atop a hill. Verdant trees create a beautiful backdrop, enhancing the picturesque aura of the surroundings.
Home in Sintra
4.97 out of 5 average rating, 119 reviews

Heart of Sintra - Amazing Views, Pool & Garden

Heart of Sintra is an extraordinary house within an estate located a couple of minutes walking distance from the center of Sintra. The house has every amenity you could possibly need, and the gardens are a wonderful place to wander and feel inspired by Nature. On sunny days you can relax by the pool and enjoy the amazing views over Sintra's landmarks.

Popular amenities for Cascais rentals with a pool

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