
Family-friendly holiday rentals in São Simão
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in São Simão
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Charm & Design in a House with a Pool and Magnificent View of the Sea and Mountains
Watch the “blackbirds” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique sea and mountain view from the private lounge, the infinity pool, the “Serra de Sintra” - the magical mountain, its enchanted forests, convents and palaces. Possibility to include a work desk. There is also the possibility of accepting wedding celebrations, if it is for small groups, for an additional fee. For more information, contact the host directly. A mountain Villa built over 100 years ago, set on an imposing rock with a unique setting and a breathtaking view over the sea, the city, Cascais and the mountain where it is located. The house has been recently remodeled and expanded with a modern and design construction enjoying the view and the surroundings. You can see from the top of the Sintra Mountains, to Guincho to Cabo Espichel. A stone's throw from the hiking trails of the Sintra Mountains and its monuments, and next to good restaurants and cafés with a good atmosphere, the small village has a supermarket and pharmacy for your peace of mind. 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 area. I love cycling and I know the Serra like the back of my hand. I can share the secrets of the mountains and advise on the best restaurants in the region. Malveira da Serra, a picturesque village near Cascais and Lisbon (20 min), with hiking trails in the Sintra Mountains and its monuments. Guincho Beach and its wild dunes with their unique beauty are a paradise for Surf/Kite-surf/Windsurf. I advise using your own car.

Troia Resort Beach Apartment
In Portugal, on the Alentejo Coast, less than an hour from Lisbon, there is a perfect place to be with the family, where you can enjoy all the surroundings with nature and practice numerous outdoor activities. Take boat trips or watch dolphins, play golf on one of the best courses in Europe, visit the largest salted fish production complex known in the Roman world, or experience a sunset on a deserted beach. But there's much more in TROIA A marina, hotels, event and entertainment centers, restaurants, shops and a casino. In TROIA you will find Tourist Apartments, beach houses, lots to build villas or a villa ready to live in.

Pool/Jacuzzi/Park | 35' to the airport | 30 km to Lisbon
Welcome to Quinta do Conde, located 30 km from Lisbon, 18 km from Sesimbra Beach and Portinho da Arrábida! Located minutes from the Highway to access Lisbon, Coina Train 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 a Pharmacy. A 25-minute drive away, you have Setúbal, with access to Tróia by ferry boat, and beaches such as Caparica, Lagoa de Albufeira, Sesimbra and the Cabo Espichel Lighthouse!

Panoramic views of ocean, city & São Filipe castle
Arriving at Olival de São Filipe means first stopping to take in the view. The high location of the seven-hectare estate provides rich vistas. “Even more beautiful than in the pictures”, is a frequently heard response. The panorama is varied and changes constantly under the influence of the sun, clouds and water. You look out over the Atlantic Ocean, the Tróia peninsula - with a sandy beach as far as the eye can see - the Fort of São Filipe, the mouth of the Sado river and the city of Setúbal.

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.

Moinho do Marco: the romantic windmill hideaway
Let yourself be carried away by the charm of the Moinho do Marco! Built in 1855, it is one of the few that still retains its original wooden gears. Enjoy the magic of sleeping comfortably in a mill full of history and charm. Located in the Arrábida Natural Park, let yourself be conquered by the tranquillity of nature from the terrace, which offers the best view over the beautiful Setúbal Bay. Enjoy this unusual, romantic and sustainable accommodation at any time of the year.

THE miniPENTHOUSE terrace & SPA
Apartment rebuilt by architect, excellent privacy, sun exposure, with wifi, and beach at 150m. 1 suite with SPA and Turkish bath with aromatherapy. 1 suite with terrace with sea view, cinema projection screen. Room with sea, river, and terrace views, where you can enjoy a seating area and a barbecue with wrought iron grill. Close to restaurants, cafes and supermarket, and train station. Air conditioning and heated flooring in all areas, 4K TV and independent box per suite.

Cozy Private Cottage with Fireplace & Outdoor Tub
Tranquil and secluded cottage in the hills of Sintra, set within a private historic estate once home to Sir Arthur Conan Doyle. Casa Bohemia offers absolute privacy, a light-filled living room with wood-beamed ceiling and fireplace, a queen bedroom with en-suite bathroom, and a private courtyard with an antique stone bath for romantic outdoor bathing. Garden, terrace, parking, and nature all around.

Designed Retreat with Private Pool near Lisbon
Escape to a serene, family-friendly retreat with a private pool! This beautifully renovated home features seamless indoor-outdoor living with a sunny patio, BBQ, and a unique mezzanine lounge net. Located in a peaceful village just a 15-minute drive from stunning beaches and the Serra da Arrábida nature reserve. Perfect for families seeking comfort and relaxation.

Luxury Sailing in Setúbal
The perfect sailboat for your unforgettable vacation in Setúbal Bay. TIRU, 10 meters long, impresses with its unmistakable design and modern and very comfortable interior. Are you up for the sailboat ride challenge, with the possibility of seeing the Sado dolphins? (the cost of the tours is not included in the stay)

Cosy Country House
This house is inserted in a private villa and the place is calm and secure. The house is fully equiped with all kitchen facilities for 2 or 3 people. You can enjoy the country side air, take a bike walk, go to beach, or just relax.

Holiday Villa with Infinity Pool
This unique charming rustic villa was made to provide well-being in all senses and at all seasons: cosy inside atmosphere, relaxing outside spots, either in the balcony or by the pool, a romantic and inspiring view of the mountain…!
Popular amenities for São Simão family-friendly rentals
Family-friendly home rentals with a hot tub

Suite T1 Sea View Aqualuz Troia Mar & Rio 4****

Luxury Villa with Private Pool +Jacuzzi Year-Round

Gated Noble Villa w/ co-working Space

Magoito Villa

Yuka's Terrasse e Jacuzzi

Discover Secrets of a Kings Life

Central Luxury Apartment with terrace and jacuzzi

Aroeira Sunny Villa - Heated Pool (extra cost)
Family- and pet-friendly home rentals

Salty Soul Beach House – Steps from the Sand

Romantic Vintage Cottage with garden

Antiga Casa Pessoa – The Tree Apartment

NEW!Amazing and Unique Penthouse in city center!

Charming Urban Farmhouse in Sintra

Amazing Pool Pavilion with Private Heated Pool

Amazing Beach Cabana Branca, Costa da Caparica

House to relax, 20 min to beach and Lisbon
Family-friendly home rentals with a pool

Tia Emília's House A3

Perfect location with garden & pool

Cozy 1850s Windmill with City and River Sunset Views

Country House Azeitão - Villa 3 Paths

Casa Alzaitun, Azeitão with Heated Pool

Farm in Serra Arrábida

Casas de Azeitão - Private Pool, By Home Match

Villa Vintage: Vineyards & Historic Center Azeitão
Destinations to explore
- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Praia da Comporta
- Belém Tower
- Carcavelos Beach
- MEO Arena
- Estádio da Luz
- Praia do Guincho
- Badoca Safari Park
- Sesimbra Beach
- Praia de Santa Cruz
- Sintra-Cascais Natural Park
- Lisbon Cathedral
- Praia das Maçãs
- Figueirinha Beach
- Galapinhos Beach
- Oriente Station
- Lisbon Zoo
- Parque Eduardo VII
- Praia da Adraga
- Lisbon Oceanarium
- Ribeiro do Cavalo Beach
- Foz do Lizandro





