
Villa holiday rentals in São Simão
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Top-rated villa rentals in São Simão
Guests agree: These villas are highly rated for location, cleanliness and more.

Relax on the sunny pool deck. Children friendly
-Start the day with family breakfasts alfresco on the patio overlooking the sea at this stylish, white-walled hideaway with sleek wooden furniture. - Alternate between happy evening barbecues and taking relaxed strolls to local eateries. - The Villa is children safe and the pool is fenced for kids safety. -Trails through the hills, castles, and stunning landscapes are waiting for you! We have 1 more room (king bed and en suite bathroom). If you want to rent this 5th room, the price is €45/night

Charming place, beach + countryside, full privacy
Lovely and magical place, fully equipped and recently renovated. Big property, 1.100 m², with fantastic green areas and a very special and unique ambience at the swimming pool area. 100% privacy and very quiet. 15 km away from some of the most beautiful beaches of Portugal and breathtaking sceneries where nature reigns. Great gastronomy, top quality local products like fish, wine, cheese + many others. Small football pitch, table football + ping-pong. Distances: Lisbon 30 m. Airport 35 m.

Country House Azeitão - Villa 3 Paths
Quinta dos 3 Caminhos is the realization of a dream for any lover of rest, mountains and beach! 3 Bedrooms + Attic (double bed) + 2 annexes (2 bedrooms with bathroom each) + Private Swimming pool (fenced for children) The farm is located 5 minutes from Vila Nogueira de Azeitão, 15 minutes from the fabulous beaches of Arrábida and 40 minutes from Lisbon. Paradise! The property is located near the villa of Azeitão and has a superb view of Serra da Arrábida. -Beach -Golf -Restaurants -Wine

Villa with Luxury Garden in Sintra
Come to our Villa and have the best time of your life with your family, friends or work colleagues! Located in one of the most iconic places of Sintra-Cascais Natural Park, our Amazing Villa with a Pool is surrounded by an astonishing Garden to make your stay truly memorable! YOU WILL LOVE: - The comfort of the house - The authenticity of nature - The local gastronomy - The unbelievable aromas of the sea Find out above who were the illustrious actors that filmed a romantic-mystery drama!

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!

Arrábida Sierra & Beach Villa
New opening 2023! Welcome to the amazing Arrábida Sierra & Beach Villa located between Azeitão and Arrábida beaches, only 35 minutes driving from Lisboa. The Villa, with a fantastic private pool and grass garden, offers full privacy to our guests inside one of the most beautiful spots in Portugal, the Arrábida Natural Park. With 6 rooms with air conditioning, enjoy the pool, the views to the valley and the beaches of the region. Daily cleaning service available on request.

The Cozy House byThe Sea -WCDS - Azenhas do Mar
The West Coast Design and Surf Villas (WCDS #3) allow the visitor to be part of the unique setting of the place, located in the central area of Azenhas do Mar with easy access and front sea views. The houses have been rehabilitated using traditional materials and ancient techniques to provide a unique and memorable experience for the guests. A unique location like Azenhas do Mar deserves unique accommodations like Azenhas do Mar WCDS Villas , where the past meets the future.

Guesthouse Azeitão, Arrabida.Near beaches
The guest house belongs to a 4 hectare farm. The property is located in the Natural Park of Arrábida, which offers magnificent panoramic views over the natural reserve, Sesimbra, Caparica, Lisbon and the Tagus. It is ideal for all those who love nature. Inside there is a bedroom with a double bed, as well as a bathroom with shower, and toilet. A cosy living with sofa. A diningroom with a table for 4, connected with an open kitchen which has all the necessary facilities.

Vila Branca Aroeira
Located just 5 minutes from Aroeira Golf (with two 18-hole courses) and 3 minutes from Fonte da Telha beach (over 10 km of natural coastline), this villa is ideal for a dream holiday. You’re only 25 minutes from the centre of Lisbon and 30 minutes from the Arrábida Natural Park. The house features four luxurious suites, perfect for 6 adults and 2–3 children, with a maximum capacity of 8 adults. Enjoy the heated pool, with adjustable temperature to suit your preferences.

Charming Urban Farmhouse in Sintra
A single-story farmhouse renovated for tourism; it preserves the original charm of a traditional Sintra family farmhouse. Surrounded by nature, it features a spacious garden and a mini forest, offering complete privacy. Ideally located near all that Sintra and the surrounding region have to offer, it is perfect for families seeking proximity to attractions and amenities, and groups of friends who want to enjoy a wonderful vacation together.

Villa w/Pool and Panoramic Seaview
Just 40km away from Lisbon, Casa de Nossa Senhora (4577/AL) is located on the edge of Arrábida's National Park. Standing approximately 200 meters above the sea, it has amazing panoramic sea views across the bay of Sesimbra and towards South. Five of its six bedrooms are sea-facing.

Janota Week Jacuzzi
Modern and spacious house with private jacuzzi 5 minutes from the beach and the Natural Park of Arrábida. Close to the big city of Lisbon, which is 25 minutes away. The villa is ideal for families with children. The city center is a 10-minute walk away.
Popular amenities for São Simão villa rentals
Private villa rentals

Botanica by Caparica Experience

A Capela - Villa with Private Pool

Spacious 'Villa Terracotta', beach nearby, pool

House for 6, 5 min to the beach

Villa in Comporta Village with heated pool

Casa Azul Comporta, A beautiful villa in Possanco

Sunset Villa Meco 10m walk Beach w/private pool

Colares Sintra - heated and fenced pool near beach
Luxury villa rentals

Luxury Villa with a pool in the city

Tranquil villa, heated pool in country estate

Cape West

Pego Beach House - Carvalhal/Comporta

Oasis Beach Villa - Luxury Private House with Pool

Campo de Arroz - Whole Property

Comporta - Beautiful House near Carvalhal Beach

Casa Monda - Comporta - Heated Swimming Pool
Villa rentals with a pool

Stunning villa with pool, 5 mn away from the beach

Beach House, with Swimming Pool, in Lagoa

Lagoa Sesimbra House

Family-Friendly Villa in Sintra Surrounded by Nature

Sea´ya Thoughtful Stays - Villa Areia

Spacious Poolside Beach House, By TimeCooler

Comporta Beach Villa

Pinhão House - Sesimbra
Quick stats about villa rentals in São Simão

Total holiday rentals
Explore 30 holiday rentals in São Simão

Nightly prices starting at
São Simão holiday rentals start at $35 NZD per night before taxes and fees

Verified guest reviews
Over 750 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of São Simão holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across São Simão rentals

4.9 Average rating
São Simão stays are highly rated by guests—averaging 4.9 out of 5!
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- Arrábida Natural Park
- Príncipe Real
- Praia do Guincho
- Altice Arena
- Carcavelos Beach
- Praia da Adraga
- Belém Tower
- Badoca Safari Park
- Praia das Maçãs
- Praia da Comporta
- Praia de Carcavelos
- Galapinhos beach
- Lisbon Zoo
- Figueirinha Beach
- Lisbon Cathedral
- Lisbon Oceanarium
- Penha Longa Golf Resort
- Tamariz Beach
- Foz do Lizandro
- Praia Grande do Rodízio
- Ouro Beach
- California beach
- Cabo da Roca
- Praia de Ribeira d'Ilhas