
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.

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.

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.

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

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

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

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.

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

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!

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.

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.

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.

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

Between Rochas Pool House

Villa Cintra - Two stunning houses

HOME SWEET VIEW

Modern architecture villa

W house Sintra Retreat

Family house with pool & garden

Villa Praia Grande | Private pool + Beach within walking distance

Cascais skyline house
Apartment rentals with a pool

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

Lisbon Relax Pool Apartment: Garage / AC / Garden

Heavenly Haven In Ancient Heart Of Lisbon

Penthouse Duplex Rooftop Jacuzzi 4 Room 6 bed 8ppl

3 room apt seaside, pool, garden

Cidadela Deluxe 2BR with Pool and Sea View

Charming Apartment inside a Luxury Condominium

Cascais Luxury
Home rentals with a private pool

Colares by Interhome

Estoril Luminous Villa Close to the Sea Heated Pool

Family-Friendly Villa in Sintra Surrounded by Nature

Tranquility so close to Lisbon.

Quinta da Luz, garden paradise with pool

Cozy 1850s Windmill with City and River Sunset Views

Calm sea view pool & lawn. Family & children
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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- Dom Pedro IV Square
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- Arrábida Natural Park
- Príncipe Real
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