
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.

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.

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).

Amazing Ocean view + 1km to Beach +Free Vegetables
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 patio 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 200Mbps wifi

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!

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.

Cascais Amazing GardenHouse With Shared PlungePool
The Garden House is a cosy and secluded studio apartment for two people that overlooks our lush garden and is the ideal choice for a peaceful and relaxing getaway. Appointed to a high standard with natural materials, such as oak parquet ceiling and floors and linen curtains, and decorated in soothing natural colours, it blends harmoniously with its surroundings. Large patio doors lead out onto a spacious and private terrace with a dining table and chairs and a wooden sofa.

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 ensuite bedrooms, living room, fully equipped kitchen, private terrace garden and plunge pool.

Cozy 1850s Windmill with City and River Sunset Views
Discover the charm of staying in a 150-year-old windmill, fully renovated yet rich in original details. Ideal for romantic escapes, families or travelers seeking countryside peace just 10 min from Lisbon. Over 600 guests say we offer the best view of Lisbon — read the reviews! Enjoy sunsets over the Tagus, a pool to refresh in spring and summer, a treehouse, and a functional kitchen. Climb the historic stairs to reach the most stunning views.

VillaTamar - Azenhas do Mar (Sea Mills)
Villa Tamar offers a getaway with stunning ocean views. In the garden you may find an infinity pool, sun lounge and beds. Fully equipped kitchen, free internet, two living rooms, TV, fireplace, air conditioning, bedroom suite with a king-size bed and free parking. Beaches nearby: Azenhas do Mar: short 500m walk Praia das Maçãs: Approximately 1km walk Praia Grande: Approximately 2km walk Local restaurants & markets
Popular amenities for Cascais rentals with a pool
House rentals with a pool

Villa Cintra - Two stunning houses

W house Sintra Retreat

Villa Praia Grande | Private pool + Beach within walking distance

Holiday Villa with Infinity Pool

Charming house next to Tasis and Golf Resort

Beautiful family Villa with a pool

Spacious Villa in Sintra Countryside

Rustic House - Quinta das Heras
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

Super cosy apartment, best location - Cascais

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

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

Calm sea view pool & lawn. Family & children

Relax on the sunny pool deck. Children friendly
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 £29 per night before taxes and fees

Verified guest reviews
Over 10,200 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 60 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!
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- Rentals with pools Portugal
- Arrábida Natural Park
- Príncipe Real
- Praia Fonte da Telha
- Belém Tower
- Praia da Area Branca
- Praia D'El Rey Golf Course
- Praia do Guincho
- Sesimbra Beach
- MEO Arena
- Carcavelos Beach
- Praia da Adraga
- Praia das Maçãs
- Lisbon Cathedral
- Estádio da Luz
- Galapinhos Beach
- Parque Eduardo VII
- Lisbon Zoo
- Ericeira Camping
- Praia da Comporta
- Figueirinha Beach
- Lisbon Oceanarium
- Foz do Lizandro
- Baleal Island
- Botanical Garden of Lisbon
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