
Vacation rentals with a pool in São Simão
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Top-rated rentals with a pool in São Simão
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Charm & Design in a House with a Pool and Magnificent View of the Sea and Mountains
Observe the “melros” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique sea and mountain view of the private lounge, the infinity pool, the “Serra de Sintra”-a magical mountain, its enchanted woods, convents and palaces. Possibility to include a work desk. There is also the possibility of accepting wedding celebrations, if it is small groups, for additional payment. For more information contact the host directly. A mountain villa built more than 100 years ago , built on an imposing rock with a unique enveloping and breathtaking view over the sea to the city , Cascais and the mountain where it is located . The house has been recently renovated and enlarged with a modern and design building enjoying the view and surroundings . You can see from the top of the Serra de Sintra, to the Guincho to Cabo Espichel. Two steps from the footpaths of the Serra de Sintra and its monuments, and next to good restaurants , from cafes with good surroundings , the small village has a supermarket and pharmacy for its tranquility. Guests have at their disposal a house with 2 bedrooms, living room and kitchen, fully private and access to a large garden with an infinity 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 I know Serra like the back of my hand. I can share the secrets of the mountain and advise the best restaurants in the region. Malveira da Serra, a picturesque village near Cascais and Lisbon (20 min), with walking paths in the Serra de Sintra and its monuments. Guincho Beach and its wild dunes with its unique beauty, are a paradise for Surf/Kite-surf/Windsurf. I advise you to use your own car.

Village of Light - Summer Edition (5/1 - 9/30)
Aldeia De Luz - a warm and friendly welcome awaits you in our unique home. Each bedroom has its own character and the outside space is a delight. Our pool is available to you along with a beautiful patio and bbq area. Aldeia De Luz is a short walk from typical Portuguese restaurants and a short drive from supermarkets. Public transport is infrequent, a car is preferable. Palmela Castle is close-by, as is the Arrábida Natural Park. Beaches, Setúbal, Lisbon and the airport are within easy reach.

Amazing Pool Pavilion with Private Heated Pool
The Pool Pavilion is a cosy and relaxed two suites and kitchen space that overlooks a lush garden and is the ideal choice for a joyful and relaxing getaway. Appointed to a high standard with simple yet sophisticated materials, such as micro cement flooring , stucco walls and linen curtains, and decorated in soothing natural colours, it blends harmoniously with its surroundings. Large patio doors lead out onto a spacious, private garden with wood decking, a heated pool, sun loungers and table.

Ocean View + Peaceful Nature +15 min Walk To Beach
Enjoy a T1 beachfront apartment with scenic Ocean & Mountain views from the comfort of the sofa. Set beside Sintra National Park, the Apt is surrounded by pristine nature and Guincho beach is just a 15 min walk away. Also included: - Underfloor Heating - Vegetable/herb garden - Private Patio w/ sea views - Fast wifi (200+ mbps) - Free 24/7 Parking area - Perfectly located: In peaceful nature yet still restaurants/shops only 2km away - 25 min drive to Lisbon, 10 min drive to Cascais centre

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.

VACATION HOUSE WITH THE POOL 2
This is a rural house if you want to be out of town, 15 km from Setúbal and Sesimbra, 20 km to Lisbon. It is inserted in the particular property. We have two separate apartments in this 1 hectare property and my family lives in the other house as well. We do not accept check in after 21:00 hours. If there is no possibility to check in earlier, please ask if it is possible before making a reservation.

Heart of Sintra - Amazing Views, Pool & Garden
Heart of Sintra is an extraordinary house within an estate located a couple of minutes walking distance from the center of Sintra. The house has every amenity you could possibly need, and the gardens are a wonderful place to wander and feel inspired by Nature. On sunny days you can relax by the pool and enjoy the amazing views over Sintra's landmarks.
Popular amenities for São Simão rentals with a pool
House rentals with a pool

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Condo rentals with a pool

My Summer Home - Aroeira Golf & Beach

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Heavenly Haven In Ancient Heart Of Lisbon

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Sol ao Castelo - Downtown w/Pool, Terrace, Parking

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Breath taking View Beach Apartment 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
Quick stats about vacation rentals with a pool in São Simão
Total rentals
90 properties
Nightly prices starting at
R875 ZAR before taxes and fees
Total number of reviews
1.7K 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
- Príncipe Real
- Carcavelos Beach
- Praia do Guincho
- Altice Arena
- Praia da Adraga
- Belém Tower
- Praia da Comporta
- Badoca Safari Park
- Praia das Maçãs
- Praia de Carcavelos
- Galapinhos beach
- Lisbon Zoo
- Figueirinha Beach
- Lisbon Cathedral
- Lisbon Oceanarium
- Tamariz Beach
- Sintra-Cascais Natural Park
- Foz do Lizandro
- Penha Longa Golf Resort
- Praia Grande do Rodízio
- California beach
- Ouro Beach
- Cabo da Roca