
Holiday rentals with a pool in São Simão
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Top-rated rentals with a pool in São Simão
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Charm & Design in a House with a Pool and Magnificent View of the Sea and Mountains
Observe the “blackbirds” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique view of the sea and mountain from the private lounge, the infinity pool, the “Serra de Sintra”-the magical mountain, its enchanted woods, convents and palaces. Possibility to include a work desk. There is also the possibility of accepting wedding celebrations, if you are small groups, for an additional fee. For more information contact the host directly. A mountain villa built more than 100 years ago , implanted on an imposing rock with a unique surroundings and a breathtaking view over the sea the city , Cascais and the mountain where it is inserted . The house was recently refurbished and enlarged with a modern and design construction enjoying the view and surroundings . You can see it from the top of the Serra de Sintra, to Guincho to Cabo Espichel. A stone's throw from the pedestrian paths of the Serra de Sintra and its monuments and next to good restaurants , cafes with good atmosphere , the small village has a supermarket and pharmacy for your tranquility. Guests have at their disposal a house with 2 bedrooms, living room and kitchen, totally private and access to a large garden with an infinite pool where they can enjoy the wonderful view. I live on the property and am available to share stories and information about the region. I love cycling and know the Serra like the back of my hand. I can share the secrets of the mountains and advise the best restaurants in the region. Malveira da Serra, picturesque village next to Cascais and Lisbon (20 min), with hiking trails in Serra de Sintra and its monuments. Guincho Beach and its wild dunes with their unique beauty are a paradise for surfing/kite-surfing/windsurfing. I advise you to use your own car.

Palms, pool and pet
This house is not for everyone. This is not your flawless and perfect design villa. This a house full of character and life. There is one cat living on the property who will ask for attention. You may or you may not engage but the cat will be around, as she lives both outside and inside the house. The house has a large living area with an open fire place, a terrace, a pool (6 m X 12 m) and a tropical garden. A car is needed to get there and around, as the house is disconnected from the village.

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.

Charming Apartment inside a Luxury Condominium
Charming apartment inside a luxury condominium, with private parking, security and a rooftop pool, very small . basically its just for the view, not for swimming . Located in Amoreiras, one of the city’s most upscale neighborhoods, and adjacent to Marques de Pombal. In addition to its master bedroom, this magnificent flat features a sunny living area with views of the city and its raging river, Rio Tejo. The apartment also offers one full and one half bathroom such as a fully equipped kitchen.

Suite T1 Sea View Aqualuz Troia Mar & Rio 4****
Suite T1 Premium no 12º piso da Torre TroiaRio, parte do Aqualuz Suite Hotel Apartamentos 4*, com 83 m2 vistas deslumbrantes da península de Tróia, mesmos serviços do Hotel, serviço de limpeza, roupas de cama, toalhas, acesso ás piscinas, toalhas para piscinas, etc Nota: de 1.10.2025 até 1.05.2026, o Hotel Aqualuz Troia Mar & Rio 4* está encerrado Durante este período a sua reserva tem um upgrade gratuito para uma Suite T2 Premium Vista Mar nos últimos pisos do Hotel The Editory by the Sea 5*

Villa with pool and Jacuzzi, 30 km from Lisbon
Welcome to Quinta do Conde, located 30km from Lisbon, 18km from Sesimbra Beach and Portinho da Arrábida! Located minutes from the Motorway for access to Lisbon, Comboios Coina Station, Shopping, Green Spaces and easy access to the Quinta do Perú Golf Course. A 2 minute drive away is the Lidl Supermarket, among others and Pharmacy. A 25-minute drive, there is Setubal, with access to Tróia by ferry, and beaches such as Caparica, Lagoa de Albufeira, Sesimbra and the Cabo Espichel Lighthouse!

Outdoor, modern, beach and tranquility
WINTER MONTHS The house has central heating. A very efficient floor heating system keeps the house warm. You will not be cold, we guarantee it! Modern small house with outdoors, small pool and a 15 minute ride to the beaches. Recently renovated, a sliding door from the kitchen to the outdoor to take full advantage of the country's beautiful weather. Located near walking and bike paths of the Serra da Arrabida. Out of the ordinary. No airbnb services are allowed in our house 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.

Cozy 1850s Windmill with City and River Sunset Views
Discover the charm of staying in a 150-year-old windmill, fully renovated yet rich in original details. Ideal for romantic escapes, families or travelers seeking countryside peace just 10 min from Lisbon. Over 600 guests say we offer the best view of Lisbon — read the reviews! Enjoy sunsets over the Tagus, a pool to refresh in spring and summer, a treehouse, and a functional kitchen. Climb the historic stairs to reach the most stunning views.

Troia Resort Beach Apartment
Em Portugal, na Costa Alentejana, a menos de uma hora de Lisboa, há um lugar perfeito para estar em família, onde poderá aproveitar toda a envolvência com a natureza e praticar inúmeras actividades ao ar livre. Faça passeios de barco ou observe os golfinhos, jogue golfe num dos melhores campos da Europa, visite o maior complexo de produção de salgas de peixe conhecido no mundo romano ou viva um pôr-do-sol numa praia deserta.

Beach home with sea view, garden & heated pool
Located in a nature reserve, our spacious house offers comfortable accommodation and wide ocean views. 5 Bedrooms, 5 WCs, 2 living rooms, fully equipped kitchen, exclusive outdoor area with BBQ, dinning area and heated swimming pool, make it a perfect place to relax. The location is also suited for outdoor activities or simply for spending the day at the beach (Foz, Meco, Sesimbra), all at just an hour distance from Lisbon.

La Galette - The Shelter
Em pleno Parque Natutal Sintra-Cascais, The Miller’s Cottage é o refúgio romântico perfeito para recuperar forças do reboliço da cidade. Inserida na aldeia de Fontanelas, a 4 minutos de carro da praia mais próxima, esta propriedade conta com um jardim e uma piscina privativa, uma cozinha totalmente equipada, bem como todas as comodidades necessárias para umas férias extraordinárias. AC, Wi-Fi, Netflix, TV-Cabo disponíveis;
Popular amenities for São Simão rentals with a pool
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Vacation home in Sesimbra
Home rentals with a private pool

Mar de Prata by Interhome.

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Relax on the sunny pool deck. Children friendly

House with Magnificent Sea View and Heated Pool
When is the best time to visit São Simão?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $336 AUD | $271 AUD | $280 AUD | $354 AUD | $435 AUD | $426 AUD | $529 AUD | $560 AUD | $401 AUD | $327 AUD | $378 AUD | $293 AUD |
| Avg. temp | 9°C | 11°C | 14°C | 16°C | 20°C | 24°C | 27°C | 27°C | 23°C | 19°C | 13°C | 10°C |
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- Jardim do Torel
- Príncipe Real
- Oriente Station
- Belém Tower
- Praia do Guincho
- Carcavelos Beach
- Praia da Adraga
- MEO Arena
- Arrábida Natural Park
- Badoca Safari Park
- Praia das Maçãs
- Galapinhos Beach
- Lisbon Cathedral
- Parque Urbano da Costa da Caparica
- Lisbon Zoo
- Lisbon Oceanarium
- Praia da Comporta
- Parque Eduardo VII
- Figueirinha Beach
- Foz do Lizandro
- Tamariz Beach
- Águas Livres Aqueduct
- Arco da Rua Augusta
- Praia de Ribeira d'Ilhas




