
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 $69 NZD 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 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.

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
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.

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.

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 200Mbps wifi

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.

Charming house in an old fishing village.
Charming house just 5 minutes from the historic center of Cascais, with a unique and welcoming atmosphere, decorated in tribute to the majestic creature of the African steppes. It has an outdoor area with a heated pool, barbecue area and pleasant lighting. It has 2 bedrooms (1 suite), a mezzanine with a double mattress, 2 bathrooms, living and dining rooms, a modern and complete kitchen, a wine cellar and air conditioning. Located on a quiet street, it accommodates up to 6 people.

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.

2BR Villa with Stunning Views in Romantic Sintra
Casa da Lapa is the perfect retreat to disconnect and embrace the magic of Sintra’s mountains, palaces, history, and lush forests. With timeless charm and roots in the 1920s, when it was the summer house of the Governor of India, it blends comfort and authenticity. Set on the path to the Mouros Castle and Pena Palace, with views to the Mafra Convent, and surrounded by nature and the iconic round stones "lapas", it invites you to relax, explore, and feel Sintra’s unique spirit.

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.

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.

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.

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

Villa Bali Lisbon

Rustic House - Quinta das Heras

Former Wine Press Turned Country House with Pool

Magoito Villa

Villa Cintra - Two stunning houses

Beautiful family Villa with a pool

Spacious Traditional Villa Country Sintra w Pool

House in the center of Cascais
Condo rentals with a pool

Beloura Home: direct access to the pool & top view

Sun-Drenched Workspace + By the Sea & Fast Wi-Fi

Super cosy apartment, best location - Cascais

Charming Apartment inside a Luxury Condominium

Luxury, historic “Graça” with great view and pool

Pool · Garage · Eduardo VII Park · Central Lisbon

2 bedroom apartment, swimming-pool, garden, beach

Heavenly Haven In Ancient Heart Of Lisbon
Home rentals with a private pool

Cozy 1850s Windmill with City and River Sunset Views

Relax on the sunny pool deck. Children friendly

Tranquility so close to Lisbon.

Quinta da Luz, garden paradise with pool

Family-Friendly Villa in Sintra Surrounded by Nature

Estoril Luminous Villa Close to the Sea Heated Pool

Calm sea view pool & lawn. Family & children
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- Rentals with pools Portugal
- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Belém Tower
- Praia da Comporta
- MEO Arena
- Praia D'El Rey Golf Course
- Carcavelos Beach
- Estádio da Luz
- Praia da Area Branca
- Praia do Guincho
- Baleal
- Praia das Maçãs
- Lisbon Cathedral
- Sintra-Cascais Natural Park
- Praia de Santa Cruz
- Figueirinha Beach
- Sesimbra Beach
- Praia da Adraga
- Galapinhos Beach
- Parque Eduardo VII
- Lisbon Zoo
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- Baleal Island
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