
Holiday rentals with a pool in Cascais
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Top-rated rentals with a pool in Cascais
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House rentals with a pool

Entre Rochas Pool House
The pool house was a complete gem of a place. Nested in the most beautiful Portugal hills, our family had the most special and nurturing time. Private and peaceful- the pool was fresh, the room were perfect. Kate and Sebastian were quick to respond for recommendations. I feel lucky to have found this air bnb and have recommended the link already to close friends. Beautiful memories, thanks again!

HOME SWEET VIEW
we were a family of 5. The location was perfect for us. Quiet but also not far from everything. Amazing views! The house is charming. It was also nice to have the pool as it got hot.

W house Sintra Retreat
Probably one of the best airbnbs I have ever stayed at. Patricia was extremely helpful for whatever is needed and very flexible with check in times. Lovely pool and jacuzzi. Overall a fantastic experience
Sintra Charming Country House
We consider this house to be on another level when it comes to the traditional Airbnb. You are essentially living in a private part of a palatial mountainside with amazing views of the forest , coastline and sunsets. The house is an ancient hermitage that is supremely well kept and the owners’ sophistication shines through. The gardens and terraces are absolutely beautiful and a joy to walk around with ponds, fountains and lovely forest pathways. The kitchen is very well equipped with everything you need to make delicious meals. Beds are very comfortable and Mariana, the housekeeper, keeps the house spotless and the grounds are very well kept by the gardener. Cristina who owns the property is the most generous host who greeted us with a delicious homemade quiche and other provisions so we did not have to go shopping upon our arrival which was fantastic after a long journey. When visiting Sinatra, this home is such a privilege and will only enhance your stay!

Quinta da Paciencia - Sintra farm house
Wir waren mit Freunden da und das Haus war perfekt dafür geeignet. Der große Essbereich, die vielen Schlafzimmer und der einmalige Pool mit Blick bis zum Meer haben uns überzeugt. Für besondere Anlässe kann man seit neuestem eine Art Wintergarten dazu mieten, der riesig ist und zum Verweilen im Garten einlädt, auch bei niedrigeren Temperaturen. Die Zufahrt mit einem Camper ist etwas eng, sobald es Gegenverkehr gibt. Wir waren zunächst auch etwas verunsichert, weil es ein Durchfahrts-Verboten Schild für Wohnmobilen gibt. António hat uns dann abgeholt und uns alles gezeigt. Er war jederzeit für Fragen erreichbar und wir durften unseren Camper mit Strom und Wasser befüllen.

Relaxing home with pine trees, quiet garden & pool
A great house with all that you need and very quiet location. Colares is an ideal location and easy for beaches/Sintra/Cascais and only 45 mins from Lisbon. Lee and Sabina very helpful/responsive.

Beautiful family Villa with a pool
Amazingly beautiful home. We had the best time at Catarina,s place and would highly recommend the place to anyone looking for a family holiday

Casa da Ribeira
We absolutely enjoyed our stay here. The house is stunningly designed. We especially loved the huge windows with stunning views of the garden. The towels and bed sheets were of amazing quality, the kitchen was fully equipped, the TV projector was amazing and the fact that the garden is so huge you that can go for a walk in it is mindblowing! And even though the weather wasn't sunny, the low clouds added a cozy atmosphere that made our stay feel even more special. Dinis was always responsive and available to answer any questions. The only thing was that while the listing mentioned parking on premises, it wasn’t available for us during our stay. This led us to park on the narrow, bumpy street outside. However, this was a minor inconvenience, and it didn’t take away from how much we enjoyed our time here. We would absolutely come back and highly recommend this place!
Apartment rentals with a pool

Super Modern - Pool, AC, secure parking - bus 5min
Het appartement is compleet en erg schoon. Het zwembad is ook schoon. Alleen jammer dat er geen ligstoelen aanwezig zijn. Wel een ligplaats in het gras. Voor een verblijf voor een stadsreis is het zeker een aanrader. Op loopafstand van de wijk Belem en met de tram in 20 minuten in het centrum. Daar zal je beslist niet zo’n mooi appartement vinden. Ik zal het appartement iedereen aanraden.

Lisbon Relax Pool Apartment: Indoor Parking / AC
Hello, I had a wonderful experience thanks to Gonçalo. From the moment I arrived, he was incredibly welcoming, helpful, and professional. Every detail was taken care of with care and thoughtfulness, which made my stay feel comfortable and stress-free. Gonçalo’s genuine hospitality and quick responsiveness made a big difference, and I truly appreciated how easy he made everything. It’s rare to come across someone so dedicated to providing a great experience. Thank you again—I would absolutely recommend this host to anyone! Pedro

Super cosy apartment, best location - Cascais
Maria was a responsive friendly host and has a beautiful spacious 2 bedroom appartment situated about a 15 min walk downhill to both the Marina & town of Cascais. The walk back up is very manageable unless you have mobility issues but there are scooters you can hire if you wish. It comes with an underground car park space too. Showers and all facilities worked fine and the TV is a Smart TV so you can access Netflix, Youtube etc. We found the Pool area to be lovely but not used much at all. There -are 2 supermarkets nearby -the smaller & closer one (5 mins away opens 8-8pm apart from Sund (8-1pm). Cascais is sublime -sandy clean beaches, great restaurants (try the Marina area too) and friendly people. It has a lovely vibe, If staying here -Sintra is a must (but book Palace beforehand) & Lisbon is worth a visit (1 day is plenty -go by Uber (€15) & return by Train (€5)) . Loads of great golf in the area too.

Penthouse Duplex Rooftop Jacuzzi 4 Room 6 bed 8ppl
Daniel is an incredible host! We arrived very late in the evening and he was so kind to meet us at that hour to show us all the amazing features of the home. His home is gorgeous! We made great use of the gym, sauna, hot tub and cold plunge, which is as an extra special highlight! City center and restaurants are a short drive away. Daniel’s restaurant recommendations were very helpful. Would absolutely stay again if we are ever in Portugal again. Thanks for making our stay so wonderful.

Sol ao Castelo - Downtown w/Pool, Terrace, Parking
The apartment is perfect for a visit to Lisbon in the summer. Having access to the pool after the long hilly walks makes it a great place to stay. The apartment was well located to walk for food/drink etc . It is up a hill but so is most of Lisbon. Apartment had everything we needed and Natacha was extremely helpful. Would definitely recommend.

3 room apt seaside, pool, garden
We had a lovely stay here, the apartment was spotlessly clean and had everything we needed for a comfortable visit. August and Teresa were fantastic hosts making sure we were okay and gave us recommendations. The pool was a real bonus, especially on warm days and when the beaches were busy. It’s also in a great location for exploring the area, with easy access to both Lisbon and Cascais. Would happily recommend!

Cascais-Costa Guia -with Pool - 2Bdr -Easy parking
This was a great spot for a first visit to both Cascais & Portugal. Everything was walkable, but peaceful. Downtown Cascais (25 min walk) is pretty, but busy even in late May so (boring that I am) I was glad to be farther away. The winner was the green view from the balcony every morning with coffee. The swing chair was a big hit with the teenage kids. The other winner is the ocean side walk nearby...straight to Cascais or minutes to Giua cafes & restaurants which offer some extraordinary outdoor eating venues ($$). Also Cafe Ophelia nearby was sweet. The green space out back & the pool will no doubt work well for younger kids. Maria was a very friendly & engaged host. Tip: Lidl grocery store is an easy 8 min walk & carries a surprising array of good quality, cheap fresh baked breads & sweet pastries.

Cascais Seafront Oasis, Rooftop Bliss & Spa Pool
This beautiful penthouse property was more than just a luxurious place for me to stay during my May 2025 visit to Cascais. It was my home away from home, and our warm and attentive hostess made it so. Our penthouse apartment was lovingly maintained, comfortable, and situated in walking distance to everything we wanted to be close to. For us, it was less than a ten minute stroll to beaches, transportation, ocean front restaurants, and the old city center. There is even a supermarket less than a 5 minute walk away should traveling to one of the best coastal towns in all of Portugal to do your own cooking sound perfect to you. But, I expect that with all of the great dining options in and around town and this apartment, and with world class dining in Lisbon being only a thirty minute or so train ride away, you will end up just shopping for a great bottle of Portuguese wine to sip on the comfortable and spacious terrace that overlooks the ocean in this very fine accommodation.
Home rentals with a private pool

Colares by Interhome
Hemos pasado unos días geniales con amigos y niños en casa de Laura. La casa está en un entorno maravilloso lleno de vegetación, los exteriores son preciosos. La casa es como se ve en las fotos, tiene todo lo necesario para pasar unos días perfectos. Es preciosa y muy espaciosa. Nosotros íbamos con 2 bebés y nos dejaron cuna y trona. Nos permitieron hacer el check out un poco más tarde sin problema. Muy recomendable.

Estoril Luminous Villa Close to the Sea Heated Pool
Bernardo and Maria's place was a perfect getaway for ours girls trip. It was peaceful and spacious and we could get into the centre of Lisbon easily with Ubers. The pool was amazing and was a big highlight of our stay! Great sized rooms and bathrooms, lovely patio, really suitable for a group holiday, would highly recommend!

Family-Friendly Villa in Sintra Surrounded by Nature
Everything about this place exceeded our expectations! This is the first Air BnB I have stayed in where the rooms are even nicer than the pics! We stayed here with our adult children for 8 days and absolutely loved it! The property is nicer than some 5 star resorts we have stayed in. The kitchen has anything you could possibly need and the bathrooms were stocked with plenty of towels and washcloths. Bedrooms were comfortable and quiet! Rui and Teresa greeted us upon arrival and were responsive anytime we had questions. There were restaurants within walking distance but also Ubers and Bolts were plentiful and inexpensive. I can’t recommend it enough! Thank you Rui and Teresa!

Casa do Telheiro, a tranquilidade do campo tão perto de Lisboa.
We had a fabulous time at José's place. He was there with a warm welcome when we arrived, showed us around and explained everything. He was extremely responsive when we sent messages and had questions. Nothing was too much trouble for him to ensure we were happy and had a great time. The house is a quaint little house from the 1930s that has been renovated to bring in modern comforts, but still retaining charming details like the original floor. The kitchen was well stocked with everything needed for all the cooking and BBQing we did. We really enjoyed our stay.

Garden paradise, well located with pool.
We had an incredible stay at Susan's property. The former caretakers house was immaculate. Super clean, super comfortable, and included wonderfol amenities. Susan was the perfect hostess and incredibly generous and caring to ensure we had a comfortable stay. We enjoyed the pool, walking through the fruit trees, and using the BBQ. The property is truly special and we are so grateful we had a chance to stay there and experience it.

Cozy 1850s Windmill with City and River Sunset Views
A great escape from the city with the best view of Lisbon.

Calm sea view pool & lawn. Family & children
The house was perfect for our trip. We had a wedding nearby and we also had family visiting us. It is well equipped with everything we needed. Spacious, beautifully kept. Comfortable beds and nice bath towels. Nice big kitchen. Ana was a pleasure and very responsive. The little village of Praia das Maçãs is adorable, and beautiful beach. Nice restaurants and we loved going to the Mercado to buy food for a big lunch we cooked at the house on our last day. Would highly recommend to anyone looking to visit the area. And I hope to be back again.

Mountain Beach House
Nuno war unheimlich hilfsbereit, freundlich und immer gut zu erreichen und verbindlich! Das Haus ist sehr grosszügig und schön eingerichtet! Auch war Nuno unheimlich hilfsbereit und unterstützend bzlg. Kleinkinder und hat uns Betten und Hochstühle organisiert! Ohne Auto ist es schwierig, weil man zu Fuß weder gut angeschlossen. Einziges Manko ist die Hellhörigkeit zu den Nachbarn. Vielen Dank Nuno, dass wir Euer Haus nutzen durften!
Quick stats about holiday rentals with a pool in Cascais
Total rentals
320 properties
Nightly prices starting at
₹3,462 before taxes and fees
Total number of reviews
9K reviews
Family-friendly rentals
190 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with dedicated workspaces
140 properties have a dedicated workspace
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- Lisbon Cathedral
- Arrábida Natural Park
- Príncipe Real
- Praia da Area Branca
- Parque Florestal de Monsanto
- Carcavelos Beach
- Praia do Guincho
- Altice Arena
- Praia da Adraga
- Praia de Carcavelos
- Praia da Comporta
- Tamariz Beach
- Sintra-Cascais Natural Park
- Lisbon Zoo
- Belém Tower
- Praia D'El Rey Golf Course
- Galapinhos beach
- Beach of São Bernardino - Portugal
- Albarquel Beach
- Cabo da Roca
- Lisbon Oceanarium
- Praia das Maçãs
- Penha Longa Golf Resort
- Foz do Lizandro