
Vacation rentals with a pool in São Simão
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Top-rated rentals with a pool in São Simão
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Popular amenities for São Simão rentals with a pool
House rentals with a pool

Entre Rochas Pool House
The pool house has a wonderful retro charm whilst also being a luxurious place to stay. It's beautifully furnished, thoughtfully prepared for visitors and quite unique, so will be difficult to beat! Sebastian and Kate were great hosts, always ready with recommendations for the local restaurants and area.

Modern villa close to Lisbon
Great place, up to our expectations, very accommodating host and gives us a lot of information about the area to prepare for our stay. I would recommend it 100%.

Beach House - 10 min walk to the beach
We had a wonderful time at Ricardo‘s place. It’s close to the beach, grocery store, restaurants and the house is situated on a large property with a pool in the back. I look forward to coming back in the summer! Ricardo was great as a host and Pedro was incredibly helpful to figure things out and provide local recommendations.

Amazing Pool Pavilion with Private Heated Pool
Pedro and his crew have thought of everything. It really is like a private villa in a luxury resort with extremely attentive service and a house set up perfectly for comfort. The pool is heated and lit at night. There is banana tree next to it. You have a juicer and a pile of fresh oranges at checkin. The bigger of the three TVs is 85 inch. There is a ski light in one of the three bathrooms. The only problem is that it might be hard to go back to your own house after this stay.

Charming Villa w/pool & Soccer field @30min Lisbon
Booked this as a group of 21, the place was amazing and far exceeded my expectations. The hosts were extremely responsive, gave great recommendations and tips re the local area! We had the best time!!

VILLA PINHAL - Aldeia do Meco (Meco Village)
We spent a wonderful time at Cristina's beautiful house. There is a lot to explore in the neighbourhood - very nice beaches, beautiful views at the oceans, close to Sesimbra and Lisabon - a perfect stay for some days. The house was very convenient for a family with two teenagers. They had their own rooms and separate bath. It is very nicely furnished and has very private touch, which we very much liked. Cristina's parents welcomed us and gave us helfpul advices on the area. She was very responsive whenever we had a problem. I can highly recommend Cristina's place and would are considering coming back in summer time.

Outdoor, modern, beach and tranquility
François' house is really wonderful. We spent a week here and enjoyed every moment. The amenities of the house are great, in case of any problems François is always available. We can fully recommend the place and hope to be back soon.

Courtyard villa with fireplace, pool in nature
We had a great time at casa lua at Quinta da Bella vista!! It is very close or walkable to the great attractions like Quinta da regaleira. You may still want to take a tuktuk to the big attractions like Peña palace and regaleira as parking is hard to find there however parking at this airbnb is perfect and included. We stayed in February so the pool was there but chilly. My kids had a blast on the trampoline which we had not expected, so a lovely surprise! The property and property manager Dinesh was very flexible with our late arrival and very helpful during our stay. We would absolutely come back in future!!!
Condo rentals with a pool

Ripple - Pool, AC, secure parking - bus 5min walk
Very responsive host with very detailed instructions, making it easy to check into apartment. The apartment is exactly as described and per the pictures convenient parking, which was also included with very helpful.

Lisbon Relax Pool Apartment: Indoor Parking / AC
Great host, Prez was responsive and a wealth of information. H is apartment was well stocked with everything we needed and he thoughtfully had some snacks and fruit for us to eat. The availability of a free parking spot was so helpful in a city like Lisbon. We ate at two restaurants he recommended within walking distances and both were good. It’s not in the heart of the tourist area, but you couldn’t beat the value and quality of the unit. It’s not big but totally enough space for two. We would stay again!

Super cosy apartment, best location - Cascais
great place and great location

Penthouse Duplex Rooftop Jacuzzi 4 Room 6 bed 8ppl
What an amazing stay we had as a family of four at Daniel’s place. He was willing to meet us there late and go over everything we felt like we would need to know about the home. It’s very spacious with outdoor living spaces as well. Centrally located between Lisbon and Sintra made it easy to get anywhere you want to be within 15 minutes. Daniel was very responsive and extremely friendly. I would absolutely stay there again! Thanks again Daniel for helping us make some wonderful family memories!

Sol ao Castelo - Downtown w/Pool, Terrace, Parking
We had a very comfortable stay at Natacha's place. Joao and Natacha are wonderful hosts, they met us to show us everything when we arrived and provided us with a list of recommendations. They also set up a cot for our baby and had a high chair and some toys for her too.

Lovely flat in Cascaispark with pool
Besides it was a short stay as we were crossing thru Portugal, it was a sweet experience and we simply loved the place. I easily could see myself enjoying a longer staying week or more, comfortable, cozy, good neighborhood. Close to the sea. Diogo is an excellent host.

3 room apt seaside, pool, garden
Fabulous apartment which is very close to amazing restaurants and bars. V close to the beaches and the pool area is also a huge plus point

Sesimbra Cliffs - The Ocean at your feet
we loved our stay at Tiago's property overall. there were minor hiccups (checking in was a little difficult, but luckily our Uber driver was able to translate and help, after that smooth sailing). The apartment has the most incredible view, breathtaking, stunning. it is walkable but not as fun with little kiddos, there is over 140 stairs going up and down to the beach. The apartment was equipped with everything we needed. There was a concern for dresser that fell over, luckily my child was mildly injured, and I do believe they will take care of it soon. we initially planned to stay for 9 months, but we didn't just love Tiago's property, we fell in love with Sesimbra and decided to stay long term (so we had to find a more permanent living arrangement). I have already recommended his property to family and friends and will stay here in the future. Muito obrigada Tiago
Home rentals with a private pool

Colares by Interhome
Great place, with fantastic view of the castle, big clean pool, close to the beach. We had great holidays with friends.

Estoril Luminous Villa Close to the Sea Heated Pool
Great host, great location, great experience, would recommend to a friend

Family-Friendly Villa in Sintra Surrounded by Nature
We had an amazing stay at Teresa and Rui’s beautiful home! The house exceeded our expectations—it’s even more stunning than the photos and came fully equipped with everything we could possibly need. We especially loved the location; it’s nestled in a peaceful, private area, yet just a short drive or Uber ride away from great local restaurants and attractions. Teresa and Rui were wonderful hosts—friendly, welcoming, and incredibly helpful throughout our stay. We wouldn’t hesitate to stay here again and highly recommend this property to anyone visiting the area!

Garden residence in large private property
We had a wonderful stay, the house is just perfect, it has everything you need for a self catering stay. The gardens and pool were so beautiful. Its location is perfect for exploring the beautiful beaches and city. Close to a big mall so all you could need is right there. The two dogs were a delight. Thank you for making our stay such a great one.

Relax on the sunny pool deck. Children friendly
The house is fantastically beautiful, the view is picturesque. The town and the beach also have a very charming character. The house is fully equipped, with children it is wonderful. The whole house is very well maintained and the beds are very comfortable.

Charm & Design in a House with a Pool and Magnificent View of the Sea and Mountains
This is the best house i visited in portugal , i will come back for sure and about the house it’s a very beautiful house and the owner was very friendly and nice .. thank you mr joao for this nice vacation in your house .. and the dogs was soo nice . Best regards

Cozy 1850s Windmill with City and River Sunset Views
The old windmil is a great and quiet location, still close to Lisboa. The ferry makes it extra special. Will definately book again!

Calm sea view pool & lawn. Family & children
We recently spent a week at Ana and Nuno’s house which was stunning! It had everything we needed and was spotlessly clean throughout. Ana was brilliant and responded to messages really quickly - she even took photos of gluten free food for me in the local supermarket! She met us in person upon arrival and showed us around. We felt so at home and just the small touches of having pool inflatables for the kids to enjoy and balls in the garden made a big difference. Brilliant house and fabulous hosts, will definitely stay again in the future, thanks so much! The Houlden family, UK
Quick stats about vacation rentals with a pool in São Simão
Total rentals
80 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Arrábida Natural Park
- Parque Florestal de Monsanto
- Altice Arena
- Praia de Carcavelos
- Sintra-Cascais Natural Park
- Praia da Comporta
- Albarquel Beach
- Lisbon Zoo
- Lisbon Oceanarium
- Lisbon Cathedral
- Praia Grande do Rodízio
- Cabo da Roca
- Belém Tower
- Badoca Safari Park
- Galapinhos beach
- LX Factory
- Eduardo VII Park
- Penha Longa Golf Resort
- Quinta do Peru Golf & Country Club
- Jeronimos Monastery
- Praia das Maçãs
- Miradouro da Senhora do Monte
- Elevador de Santa Justa
- Arco da Rua Augusta