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

Serra da ursa
Fantastic place with amazing views, Carlota was super friendly and helpful. If you are after a perfect place to relax and reset I highly recommend!!

NEW Blue Beach Villa
We can highly recommend this accommodation! The house with the pool, great rooms and bathrooms as well as lounges was just wonderful. Everything has been thought of in the furnishings and equipment. We loved everything about this house! The sunset in the nearby lagoon made the stay perfect. Mafalda is a great host and communication was always friendly and extremely helpful. Thank you for everything, we had the best time! <3

Family house with pool & garden
The house was great everything was great. Very clean house with comfortable beds and located in a very quiet and good neighbourhood. The house had everything you needed for your stay. It’s very easily accessible from the airport. Great stay overall.

Comporta - Wood & Blue
We had a gorgeous stay here with our toddler. The house had everything we needed for traveling with a child and was complete with toys, beach going needs like towels, umbrellas, and beach toys, as well as a crib and high chair. We borrowed their bikes and explored town and loved visiting the gelato place that’s around the corner. At night, we listened to the frogs in the rice paddies behind the house and loved watching the bird life during the day. Getting to the beach was quick and easy and we spent two days there. Thank you for sharing your home with us!
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!

Pool House in Serra Arrábida, Azeitão
Paula was amazing, so helpful, went over and beyond to help us and provide us with lots of info. So friendly, offered to book restaurants for us etc The house is fabulous better than the pictures for location and peacefulness . Swimming pool was lovely all the outside sofas. The view of the mountains was just wonderful. You need a car to drive to village, best village is azetitio, lovely restaurants and shops. Great local cafe and very reasonable compared to london prices. We drove to different places and different beaches. Loved Lisbon 44 mins away. Cascais was a pretty town but too touristy. Comporta was amazing, super special, wonderful place to eat and unusual shops. We drove to it 1hour but you. A get a ferry from Setabul €35 for three people. Thank you Paula for a great stay.

Studio with pool near Meco Beach
Lovey house, pool and surroundings. Pedro is very nice and welcoming - we’d love to go back! See you soon!

VILLA PINHAL - Aldeia do Meco (Meco Village)
Catarina’s place it’s ideal for families or a group of friends. Very calm and peaceful, nice swimming pool, lots of space distributed along the house. I would definitely come back in the future.
Condo rentals with a pool

Super Modern - Pool, AC, secure parking - bus 5min
We had a great time at Rose’s apartment. It is a very nice spot to explore Lisbon from.

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.

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!

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

Cascais Seaside: Relaxing home w/ large pool
This is a lovely well equipped 2 bed apartment in the Bairro do Rosario suburb of Cascais. Communication with the host was excellent and the garden and pool area are a real bonus. It is a 15 min walk to de Inferno and a good 35 min walk into the centre of Cascais. However there are bus stops close by to the apartment which have regular timetables. There are a number of lovely restaurants close by at Casa de Guia, and the Ophelia cafe on the next street is lovely for breakfast whilst the sacolinha bakery at the end of the street is excellent. The small supermarket at the end of the street is good for small amounts, the large Pingo Doce 5 mins walk away has a much larger selection. A very relaxing stay

Central Lisbon Apt. with pool, garden and parking
Very friendly and helpfull host, nice appartement. lovely pool to cool down, we and the kids loved it.
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
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!
Casa Parus, Stylish Villa With a Pool in Comporta
Great house! Beautiful surroundings and lovely interior inside with well equipt kitchen. Great to have the house cleaned everyday. Very helpful recommendations too. Great communication from owner and housekeeper. Would love to come back.

Family-Friendly Villa in Sintra Surrounded by Nature
What a joy it is to stay here in this beautiful corner of Portugal. Pictures do not do justice to the beautiful home and its surrounding property. We were in Sintra for our son’s wedding and our hosts could not have been more flexible and helpful. Your hospitality made this trip complete.

Casa do Telheiro, the tranquility of the countryside so close to Lisbon.
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.

Relax on the sunny pool deck. Children friendly
This place was perfect for what we were looking for. We needed somewhere that could accommodate 9 of us, 6 adults and 3 children under 3. The house itself was beautiful, very tidy and had so much space. The hosts Ana and Nuno had thought of the children and provided us with cots, high chairs, children’s dinnerware, and even things for the children to play with. The swimming pool was gated off as described. The location felt really private and quiet, with beautiful views of the sea. We were able to walk down to the local shops and beach of Praia das Maçãs, so we didn’t need to hire a car. Ana was so friendly and helpful before and during our stay. We had such a lovely time here, and would love to come back one day.

Cozy 1850s Windmill with City and River Sunset Views
We had a wonderful honeymoon in the small windmill, absolutely suitable for couples. After a short panic, because I said no longer get the bathroom door open (you also have to push it when you open it), we were able to absolutely enjoy the sunset from the treehouse:) Especially the garden is really beautiful and enchanted, a bit like in the fairytale. Only the pool area could be made a little more welcoming. We would definitely recommend it and wish we could have spent even more time there, but Lisbon also wanted to be explored.
Quick stats about vacation rentals with a pool in Sesimbra
Total rentals
70 properties
Nightly prices starting at
G$12,545 GYD before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
70 properties include access to wifi
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- Lisbon Cathedral
- Arrábida Natural Park
- Príncipe Real
- 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
- Badoca Safari Park
- Lisbon Zoo
- Belém Tower
- Galapinhos beach
- Albarquel Beach
- Cabo da Roca
- Lisbon Oceanarium
- Praia das Maçãs
- Penha Longa Golf Resort
- Foz do Lizandro
- LX Factory
- Ouro Beach