
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 €35 per night before taxes and fees

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Over 10,580 verified reviews to help you choose

Family-friendly holiday rentals
200 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
350 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!
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.

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

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

Pool house in the coast north of Lisbon
Villa Zambujeiro is a modern guest house in the centre of Parede, in a charming Chalet next to the Estoril coast. Quiet and peaceful area. Overall 80 sqm, fully equipped with sleeping and living area, dining and kitchen, and bathroom. Outside lounge area by the pool with a barbecue and biological vegetable garden. Walking distance to all amenities, the beautiful and natural beaches of Cascais and 5 minutes away from the train station. Only 20 minutes from Lisbon, Sintra and Cascais.

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.

Gated Noble Villa w/ co-working 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.

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.

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.

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.

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;

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
House rentals with a pool

Villa Cintra - Two stunning houses

HOME SWEET VIEW

Charming house in an old fishing village.

Cascais skyline house

Lilac Cascais Villa with Swimming Pool

Beautiful family Villa with a pool

Spacious Traditional Villa Country Sintra w Pool

Rustic House - Quinta das Heras
Apartment rentals with a pool

Summer Fresh - Lux Studio with Pool, AC, Parking

Pool · Garage · Eduardo VII Park · Central Lisbon

Heavenly Haven In Ancient Heart Of Lisbon

Super cosy apartment, best location - Cascais

2 bedroom apartment, swimming-pool, garden, beach

Luxury, historic “Graça” with great view and pool

3-bedroom/Luxury/Beaches/Lisbon Apartment

Sun-Drenched Workspace + By the Sea & Fast Wi-Fi
Home rentals with a private pool

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

Relax on the sunny pool deck. Children friendly
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- Rentals with pools Portugal
- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Praia da Comporta
- Belém Tower
- Baleal
- MEO Arena
- Carcavelos Beach
- Praia do Guincho
- Praia da Area Branca
- Sesimbra Beach
- Praia de Santa Cruz
- Praia das Maçãs
- Sintra-Cascais Natural Park
- Figueirinha Beach
- Galapinhos Beach
- Praia da Adraga
- Oriente Station
- Parque Eduardo VII
- Baleal Island
- Estádio da Luz
- Lisbon Oceanarium
- Ribeiro do Cavalo Beach
- LX Factory
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- Things to do Portugal
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