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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 $67 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, 305 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.

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

The house is located 700 meters from the beach in a quiet residential neighborhood. It has a large balcony overlooking the valley in front and with a view of the sea. On the lower floor is the living room with 40 m2 with fireplace, a bedroom with bathroom and a kitchen. On the top floor is a suite bedroom with bathroom, a second bedroom with 2 beds and a third bedroom with a single bed and another bed underneath the first. The last two bedrooms have a shared bathroom. The garden is fenced in. The house has a shelter for a car and there are always free parking spots on the street. My place is good for families (with kids). Alternatively, there is a key lockbox The house is located on a green and quiet hill, in one of the most elegant areas of Estoril, a 10-minute walk from the beach.

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, 246 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, 189 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 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 Union of the parishes of Cascais and Estoril
4.94 out of 5 average rating, 194 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 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

Guest favourite
A modern villa is showcased with a well-maintained garden and a clear blue swimming pool. Outdoor seating areas, including sun loungers and a dining table, are featured on the patio, with striking wooden slats providing a unique architectural element above.
Home in Union of the parishes of Cascais and Estoril
5.0 out of 5 average rating, 19 reviews

Lilac Cascais Villa with Swimming Pool

This spacious and modern villa is located in a high-end neighbourhood in Cascais. Perfect for a family vacation or a friends gathering. It has a garden, swimming pool and outdoor sitting area. The villa accommodates up to 8 guests and is well-equipped with everything you need for a memorable vacation. Parking is free and easy to find right in front of the villa. It is within a short distance drive to Guincho beach, downtown, Cascais' main attractions and train station (Cascais - Lisbon).

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, 168 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
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, 108 reviews

Village and Sea - Country House

Casa de Campo is situated between the stunning Serra de Sintra and the Atlantic, offering the best of both worlds! It is just a few minutes from the most incredible beaches – such as Praia do Magoito, Praia Grande, Praia das Maçãs and Azenhas do Mar (7 Wonders of Portugal - Aldeias award) – and 15 minutes from Ericeira, a surfer's paradise. Lisbon is 35 minutes away, perfect for those who want to explore the city and, at the same time, escape its hustle and bustle.

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, 118 reviews

Casa Navegantes (Cascais house)

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.

Superhost
A tranquil sunset scene is captured from a balcony, with the ocean visible in the distance. Two tennis courts are illuminated beneath the evening sky, surrounded by lush greenery. A wooden table and chairs are positioned nearby, creating a comfortable space for relaxation.
Apartment in Union of the parishes of Cascais and Estoril
5.0 out of 5 average rating, 47 reviews

Oceanfront Lux Condo, 3 bedrooms, Sleeps 9

Kick back and relax in this calm, stylish space with ocean views from every room. Fully renovated apartment with heated floors, air conditioning, as well as three splendid balconies. Enjoy the sunset over the sea after a game of tennis or a swim in the condo's pool. The flat is across the street from Guia, one of Cascais' top attractions for food, shopping and salons. Rent bikes across the street and ride up the coast to famous Guincho beach or to downtown Cascais.

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, 94 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.

Popular amenities for Cascais rentals with a pool

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