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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, 288 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
4.88 out of 5 average rating, 153 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, 166 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 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.
Flat in Cascais
4.93 out of 5 average rating, 212 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 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.
Flat in Cascais
4.94 out of 5 average rating, 180 reviews

Underfloor Heated Apt + Ocean View + Nature

Relax in a 10,000 m2 private estate 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 - Set within a nature reserve with scenic walking trails - Just 2 minutes from top-rated restaurants and authentic, affordable local cuisine - Fast 200Mbps wifi

Top guest favourite
A spacious living area features a light-colored sectional sofa with decorative cushions. A modern television and wooden coffee table are positioned near a cozy fireplace. In the background, a dining area is visible with a window allowing natural light to fill the space.
Home in Sintra
4.93 out of 5 average rating, 106 reviews

Charming house next to Tasis and Golf Resort

Full equipped house in a quiet residential area, next to Tasis ( 2 minutes walk) available for families up to 6 people(4 adults and two children), near Sintra and Cascais, next to the Penha Longa Golf Resort. Private non-heated pool (for your exclusive usage). Central heating and a parking area just for your usage. If you like sports, try in a short distance: golf, tennis, surf, stand up paddle or cycling. There is a Supermarket 2 minutes walking distance and a playground.

Superhost
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 União das freguesias de Oeiras e São Julião da Barra etc.
4.92 out of 5 average rating, 123 reviews

Villa Bali Lisbon

Relaxe com toda a família neste alojamento Tranquilo e Silencioso 🌴 Yoga Classes 🙏🧘 Reiki Massage 💆‍♀️🙏 5 Minutes Car to Caxias Beach 🏖️ We Provide Beach Towels 20 Minutes Lisbon Center 🏢 Uber allways arround 12€ to 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 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!

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 Cascais
4.99 out of 5 average rating, 372 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.

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, 156 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.

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, 183 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;

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 $51 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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