
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 Boutique Penthouse w/ POOL & Parking
- SPECTACULAR SEA VIEWS - FREE STREET PARKING - SWIMMING POOL, SAUNA, GYM - LAUNDRY FACILITIES - FAST WIFI - WORK FROM HOME This beautiful apartment is on the top floor of a well run condominium in a quiet area of Cascais. Modern, bright & airy with a communal rooftop pool, terrace & gym plus wrap around views of the whole of Cascais. (1 floor above). Within 10 mins walking distance, one can cycle or walk along the stunning coast towards the famous Boca do Inferno to the centre of Cascais.

Nature Oasis + 1 km walk Beach + Vegetable Garden
Relax in a floor-heated T1 apartment with amazing ocean/mountain views, perfectly nestled in nature. Located by Sintra-Cascais Natural Park, the space offers peace, privacy, and a 12 minute walk to Guincho Beach Also included: - Large Organic Vegetable Garden - Beautiful hiking trails outside front door - Fast wifi (200+ mbps) - Ideal location: In nature yet restaurants/supermarkets only 2km away - Very Spacious Pool - Free parking onsite - 25 min drive to Lisbon, 10 min to Cascais centre

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!

Noble Villa w/6 Suites, Pool, Foosball& Office
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.

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.

Cascais Amazing Guest House With Shared PlungePool
This Guest House located 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. Open-plan space, with a meter tall wood divider separating the living area with kitchenette from the bedroom, walls and closet covered in natural jute wallpaper, white marble bathroom with steam shower cabin. Our Guests are welcome to use the heated plunge pool at 32ºC all year round.

Tranquility so close to Lisbon.
Isolated country house on a small farm near Lisbon. The house has a modern and cozy decor, lots of light, two bedrooms, one of which is a suite, two bathrooms and a fully equipped kitchen to allow you a quiet stay. Please note: we are currently required to charge a tourist tax, the amount of which depends on the length of your stay. At the time of booking, an average amount of €6 per person is charged, which can be up to €11. The adjustment will be made at check-in.

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.
Popular amenities for Cascais rentals with a pool
House rentals with a pool

Matilde's Estoril House

Villa Cintra - Two stunning houses

HOME SWEET VIEW

W house Sintra Retreat

Cascais skyline house

VillaTamar - Azenhas do Mar (Sea Mills)

Heart of Sintra - Amazing Views, Pool & Garden

Spacious Villa in Sintra Countryside
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

Oceanview 4 U - Close to Lisbon!

3 room apt seaside, pool, garden

Costa Guia- Cascais -with Pool - 2BDR-Easy parking

Charming Apartment inside a Luxury Condominium
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

Quinta da Luz, garden paradise with pool

Cozy 1850s Windmill with City and River Sunset Views
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 $52 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!
Destinations to explore
- Rentals with a firepit Cascais
- Apartment rentals Cascais
- Rentals with a sauna Cascais
- Rentals with a washing machine and dryer Cascais
- Waterfront rentals Cascais
- Chalet rentals Cascais
- Rentals with an accessible-height toilet Cascais
- Luxury rentals Cascais
- Rentals with a fireplace Cascais
- Hostel rentals Cascais
- Bed and breakfasts Cascais
- Rentals with breakfast Cascais
- Townhouse rentals Cascais
- Family-friendly rentals Cascais
- Rentals with a hot tub Cascais
- Beachfront rentals Cascais
- Rentals with beach access Cascais
- Flat rentals Cascais
- Rentals with an EV charger Cascais
- Pet-friendly rentals Cascais
- Smoking-friendly rentals Cascais
- Villa rentals Cascais
- Guest house rentals Cascais
- House rentals Cascais
- Rentals with outdoor seating Cascais
- Fitness-friendly rentals Cascais
- Rentals with an accessible-height bed Cascais
- Hotel rooms Cascais
- Rentals with a patio Cascais
- Rentals with pools Cascais
- Rentals with pools Portugal
- Ericeira Camping
- Arrábida Natural Park
- Príncipe Real
- Belém Tower
- Praia da Area Branca
- Praia do Guincho
- Praia D'El Rey Golf Course
- MEO Arena
- Carcavelos Beach
- Praia da Adraga
- Praia das Maçãs
- Lisbon Cathedral
- Galapinhos Beach
- Lisbon Zoo
- Praia de Carcavelos
- Parque Eduardo VII
- Praia da Comporta
- Lisbon Oceanarium
- Foz do Lizandro
- Baleal Island
- Figueirinha Beach
- Botanical Garden of Lisbon
- LX Factory
- Praia de Ribeira d'Ilhas
- Things to do Cascais
- Art and culture Cascais
- Sports activities Cascais
- Nature and outdoors Cascais
- Food and drink Cascais
- Tours Cascais
- Sightseeing Cascais
- Things to do Cascais
- Nature and outdoors Cascais
- Art and culture Cascais
- Tours Cascais
- Sports activities Cascais
- Food and drink Cascais
- Sightseeing Cascais
- Things to do Portugal
- Food and drink Portugal
- Art and culture Portugal
- Nature and outdoors Portugal
- Sightseeing Portugal
- Entertainment Portugal
- Sports activities Portugal
- Tours Portugal






