
Villa vacation rentals in São Simão
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Top-rated villa rentals in São Simão
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Popular amenities for São Simão villa rentals
Private villa rentals

Village and Sea - Country House
Luis & Beatriz are amazing hosts. The home was beautiful and so quiet and peaceful. The grounds were AMAZING and peaceful. We truly enjoyed our time there and will look forward to returning in the future. We highly recommend this property for those visiting the Terrugem/Sintra area. The Oak Cafe was wonderful for brunch and you must have dinner at least 1 night at Azenhas do Mar, for the food and views as well as Mercado Saloio located in Sintra for the nightly music and delicious food and good service. The spa in Cascais is amazing as well. All recommendations of Luis & Beatriz Other places we found were the Marina and shops in Cascais as well as a wonderful little eatery for brunch/ lunch called Mugs Brunch and Cafe in Pedregal. Amazing views and delicious food. Thanks Luis & Beatriz for making our first trip to Portugal amazing. Looking forward to returning.

Comporta pool heated private CasaChicoCrispim
Fantastic place! Location great and very well equipped. And just a short drive to the beach. Fully recommend.

The Cozy House byThe Sea -WCDS - Azenhas do Mar
lovely stay, easy check in and great location. beautiful sunsets and was very quiet and night. i would recommend this place to anyone visiting the area. we really enjoyed the restaurant located at the top of the street.

Luxury Villa with a pool in the city
Amazing host! Met us at the property and explained everything, such an amazing house perfect for a lot of people we were 9 there and it was so so nice! Highly recommend and will for sure come again! We were two couples with kids and we each took our own floor in the house which was amazing! The living room is big and so nice! Just perfect! Clean, tidy, books to read! Just perfect :) Thank you so much

Amazing Family House with Swimming Pool
We had great time there.The area was easy access to almost everywhere and quiet. Very good host and quick answers.The place felt like home. Thanks again

Villa Possanco, Comporta beach villa
Very nice house , nice to live in, well equipped except that it was missing kitchen towels and towels for the pool chairs. It's quiet and relaxing . The decor is beautiful! We will be back!

House next to Praia do Meco. Just 29 km from Lisbon
Carmen is a great host who cares about her guests. We were even allowed to check in earlier which was great for us as it rained on arrival morning. We got lots of excursion tips from her. The house is lovingly decorated and just as hearty as in the photos. It had everything you need. In the sun we could eat in the garden and chill in the hammock. Quiet neighborhood. Many paths through a bright pine forest to the sea, but about 20 min. Walk. Great for us with a dog, but you could certainly also do it with the bikes. I would still recommend a car for excursions and also shopping. All in all, we were very satisfied. Thanks Carmen

Precious House in Comporta
Sofia was a very responsive host and provided support throughout. The house is beautiful, very well located (you need a car to move around in this region) between Carvalhal and Comporta villages giving you access to beaches and village amenities very easily. Very good restaurants and shops a short car drive. We, family of 4, 2 adults and two kids really enjoyed the place. It's got everything you need. There's a Playstation, lots of dvds (children included) and of course you can log-in to your netflix/etc. The internet was very good and reliable. The pool was a bit cold even with the heating, but I guess it has also to do with the weather during our stay. Yes, the pool is shallow, but all the family can have fun. For the kids, it's safer and they loved it, stayed inside the pool and playing around it most of the time. Very good stay, we plan to return. Thank you Sofia.
Luxury villa rentals

Exclusive Noble Villa: Six Suites, Estate Pool
Incredible villa! We absolutely loved our stay. The villa was just as described. It was clean, spacious and had lots of good amenities. The villa was set back off the main road and felt nice and private. The villa was walking distance to the beach, restaurants and shops. If you don’t fancy walking, they have electric scooters and bikes which worked really well. Overall, we had an amazing time and we can’t wait to come back!

Spacious 'Villa Terracotta', beach nearby, pool
We absolutely loved our stay here, it’s clear the host had put a lot of time and love into their house which is why it appealed to us. We were a group of 8 best friends who wanted a relaxing holiday, exploring the local beaches, restaurants, sights and enjoying the pool which is exactly what we got, and more! We particularly loved how spacious the house was and being able to make food together and catch up in the outside dining area and on the rooftop balcony. There was an extensive collection of pans/pots/serving bowls etc which was really useful for a big group. We were only a short taxi ride to the beach where we enjoyed spending time at the beach clubs, and it was also a relatively short taxi journey into Lisbon and Almada. We would definitely recommend!

House of Happiness, a relaxing paradise!
Luis is a wonderful and very contactable host. A few days before our arrival, he asked if we needed to know anything or if we needed anything. He greeted us personally, showed us around the house and explained everything important. He gave us suggestions for restaurants and stores. He himself suggested that we could check out a few hours later than the regulations. Luis' house is very cozy, we felt as at home. The house has everything you need, enough dishes, cleaning products, coffee, tea, oil, spices, fresh herbs in the garden. There is silence all around. We received a bottle of delicious wine and cookies to welcome us. The rooms are spacious, nicely decorated, there is plenty of space to store things. And this wonderful garden, with beautiful vegetation, clean, nicely decorated, with a pool with warm water. With great pleasure I will return there.

Villa with Luxury Garden in Sintra
An idyllic place to spend a week with close friends. The house was made for both relaxing in gorgeous spaces and easy exploration of the area. Meal prep for a large crowd was a breeze in the well equipped kitchen. There is a great market close by and there are several restaurants within a short distance from the house. João was an incredible host, checking in a few times to make sure we were comfortable and well supplied. We felt fortunate to have landed in such a wonderful place. Thank you João!

Cabo Oeste
Fantastic villa, thoroughly enjoyed our stay, we were a group of 8 and teh space was welcome, lovely pool, excellent bedrooms & bathrooms, one for each couple, comms with agents was good & very helful, would recommend this property and glad we stayed in it

4 Suites Villa, Pool Garden Sauna Tennis Cowork
The house is really lovely and with a lot of character. It is great for a bigger group to share and the pool area in particular is fantastic. Rooms are all reasonably comfortable and with their own bathrooms. There are minor things that could easily be fixed to make the space feel more luxurious as the price is quite high - couple of broken/wobbly furniture items, some more kitchen utensils / glasses as usually it would be a big group staying, some general comfort supplies, quality of toiletries etc. But these are small things - overall its a very nice space with lots of privacy and a nice location.

Villa in Comporta Village with heated pool
We had a fantastic stay- a great house in a great location. Paula, the housekeeper, was super nice and helpful and the house had everything we wanted for our holiday (the outdoor kitchen area was particularly lovely). Easy access to some fantastic local restaurants and bars in town and a nice walk to the beach along the boardwalk. Comporta is great and would love to return again.

Stunning Villa: Pool, Golf & Beach near Cascais
The place is beautiful! the best place that we stayed in Portugal! Sandrine is very helpful! Grocery very close.
Villa rentals with a pool

Lagoa Sesimbra House
the house is very nice, peaceful and comfortable. well equipped.

Very Quiet Studio.
Maria and Filipa were so lovely! Both incredibly friendly and kind. The villa is clean, peaceful and relaxing - and Salsa the dog was a lovely bonus! Would highly recommend to anyone looking for a peaceful getaway.

Comporta Beach Villa
Nuno was an extremely helpful and welcoming host, and his home was a great base for us for the week. Some lovely shops and restaurants within walking distance, and an easy drive to the local beaches

4 chambres, piscine Casa Oleias by SesimbraSunSea
We enjoyed our stay in Sesimbra. The house is big and there is a pretty garden around the house. Patrick is a friendly host, who helped us very well with advice for supermarkets, local, good restaurants, markets and beautiful beaches. There is a nice view from the table on the veranda up to the hills and the swimming pool in front of it. A bit of a lack of shadow, as the umbrella can't be used with the wind all the time, but we managed to catch the shadow at the corners of the grass during the day. A wonderful vacation!

Janota Week Pool
Here's a review you might consider: --- **Title: A Serene Oasis!** I recently stayed at this villa, and I can't say enough about how beautiful it is! The garden is absolutely stunning, filled with vibrant night lights and lush furniture that creates a peaceful atmosphere. The pool is the perfect spot to relax and unwind, with a cozy vibe that makes you feel right at home. The view from the bed overlooking the garden and pool is simply breathtaking, providing a lovely backdrop for a restful night's sleep. Overall, this villa is a perfect getaway for anyone looking to enjoy nature and tranquility. Highly recommend! --- Feel free to modify it to better fit your experience!

Verdizela 2 Houses and HOT Pool
We had an amazing family time. The house is perfect for large groups . Very clean . Nice pool and barbecue . Alexandra was very a nice and responsive host . Thank you !!! We will definitly repeat soon !

Casa Nina – Villa with heated pool
Very good experience, the house is in a very good location, quiet environment. Hotel easily reachable. I recommend it.

Lisbon Relax & Luxury Montain
A fantastic villa with pool, much larger than the pictures do it justice. Nelson was extremely helpful and easy to contact he recommended some excellent restaurants and places to explore. A hire car gave us access to beautiful Lisbon and cheap public transport and the many hidden beaches and seaside towns around Sao Lourenco. A lovely place to base yourself, relax by the pool, cook some nice food and chill or go exploring and immerse yourself in what Portugal has to offer.
Quick stats about villa rentals in São Simão
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
560 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Lisbon Cathedral
- Arrábida Natural Park
- Príncipe Real
- Parque Florestal de Monsanto
- Carcavelos Beach
- Praia do Guincho
- Praia da Adraga
- Altice Arena
- Praia de Carcavelos
- Tamariz Beach
- Praia da Comporta
- Sintra-Cascais Natural Park
- Badoca Safari Park
- Lisbon Zoo
- Cabo da Roca
- Galapinhos beach
- Belém Tower
- Albarquel Beach
- Lisbon Oceanarium
- Penha Longa Golf Resort
- Praia das Maçãs
- Foz do Lizandro
- Quinta do Peru Golf & Country Club
- Eduardo VII Park