
Family-friendly holiday rentals in Cascais
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Cascais

Total holiday rentals
Explore 670 holiday rentals in Cascais

Nightly prices starting at
Cascais holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 27,500 verified reviews to help you choose

Pet-friendly holiday rentals
Find 140 rentals that welcome pets

Holiday rentals with a pool
200 properties feature pools

Rentals with dedicated workspaces
300 properties have a dedicated workspace

Wifi availability
660 of Cascais holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cascais rentals

4.8 Average rating
Cascais stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated family-friendly rentals in Cascais
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Charme & Design em Casa com Piscina e Vista Magnífica de Mar e Montanha
Observe os “melros” pela manhã, o pôr do sol, desfrute da calma e tranquilidade. Aproveite a vista única de mar e montanha do lounge privado, a piscina infinita, a “Serra de Sintra”-a montanha mágica, os seus bosques encantados, conventos e palácios. Possibilidade de incluir uma mesa de trabalho. Existe também a possibilidade de aceitar celebrações de casamentos, caso seja de pequenos grupos, mediante pagamento suplementar. Para mais informações contatar diretamente com o anfitrião. Uma Villa de montanha construída à mais de 100 anos , implantada sobre uma imponente rocha com uma envolvente única e uma vista de cortar a respiração sobre o mar a cidade , Cascais e a montanha onde está inserida . A casa foi remodelada recentemente e ampliada com uma construção moderna e de design desfrutando da vista e da envolvente . Vê-se desde o topo da Serra de Sintra, ao Guincho ao Cabo Espichel. A dois passos dos percursos pedestres da Serra de Sintra e dos seus monumentos e junto de bons restaurantes , de cafés com bom ambiente , a pequena aldeia tem supermercado e farmácia para sua tranquilidade. Os hóspedes têm à sua disposição uma casa com 2 quartos, sala e cozinha, totalmente privativa e acesso a um grande jardim com uma piscina infinita onde podem desfrutar da maravilhosa vista. Moro na propriedade e estou disponível para partilhar histórias e informações sobre a região. Adoro ciclismo e conheço a Serra como a palma da minha mão. Posso partilhar os segredos da serra e aconselhar os melhores restaurantes da região. Malveira da Serra, aldeia pitoresca junto a Cascais e Lisboa (20 min), com percursos pedestres na Serra de Sintra e seus monumentos. A Praia do Guincho e as suas dunas selvagens com a sua beleza única, são um paraíso para o Surf/Kite-surf/Windsurf. Aconselho o uso de carro próprio.

THE miniPENTHOUSE terrace & SPA
Apartamento reconstruído por arquitecto, excelente privacidade, exposição solar, com wifi, e praia a 150m. 1 suite com SPA e banho turco com aromaterapia. 1 suíte com terraço com vista mar, tela de projeção de cinema. Sala com vista de mar, rio, e terraço, onde poderá disfrutar de uma zona de estar e de um barbecue com grelha em ferro forjado. Perto de restaurantes, cafés e supermercado, e estação de comboio. Ar condicionado e piso aquecido em todas as áreas, TV 4K e box independente por suíte.

Cozy, modern, steps to main square, 2mins to beach
Located in one of the most iconic houses in the historic center, Casa Rosa. Modern apartment located located at the heart of the historic center of Cascais. Steps away from the main square, 150 meters from the beach. 5 minute walk to parks, museums, restaurants and cafes. 8 minute walk to the Marina and castle. In quiet, mostly pedestrian family friendly area. * Two A/Cs (bedroom & living room) A tourist tax of 4 euros per person per night (up to the first 7 nights) must be paid upon arrival.

Jardim de Cascais
Relax and unwind in this cosy getaway nestled in the heart of Cascais gardens. Wake up to the birdsong and enjoy your morning coffee on the balcony under blue skies, with views of rooftops and the gentle breeze from the ocean. Soak up the afternoon sun and take in the scents of the park at sunset — all just outside your window. You’ll be just a short walk from the lively town centre, beautiful beaches, the marina, restaurants, cafés and bars — everything you need for a perfect stay in Cascais.

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.

Spacious Apartment. Balcony-Historic Cascais House
Spacious 70m² open-space apartment in a late 19th-century heritage villa, 15m² balcony. Bright, warm and quietly set in a noble neighborhood of Cascais. The apartment features wood floors, high ceilings and contemporary art. It includes a bedroom (15m²), a living area with kitchenette (30m²), and a bathroom (10m²). Laundry, heating, Wi-Fi, hot water, weekly cleaning, and fresh linen & towels. Parking: free in the neighborhood from 10pm to 9am. Paid parking at Marechal Carmona (5-minute walk).

Ocean View + 10 min walk Beach + Peaceful Nature
Relax in a Beachfront apartment surrounded by peaceful nature with stunning Ocean/Mountain views. Why you’ll love it: - Ocean/sunset view - Spacious Pool set among lush greenery - Large organic garden with fresh vegetables, herbs, and tea leaves - 12 minute walk to Guincho Beach (1km away) - Private patio with outdoor dining table - Located by a nature reserve with scenic walking trails - Just 2 minutes from top-rated restaurants and authentic, affordable local cuisine - Fast 200Mbps wifi

Beautiful apartment w/ fabulous views!Free Parking
This beautiful apartment is part of the charming house Cerrado dos Pinheiros. Located in an exclusive area close to the historical center of Sintra with only a short walk from everything you need and easy access to Lisbon, beautiful beaches and peaceful countryside. The house was recently renovated offering modern facilities, whilst maintaining the original historical aspect. It's a perfect retreat for families, couples and friends who are looking for a private and peaceful place to stay.

Luxury Beach Villa | Ocean View | Pool & Tennis
Escape to this luxurious 4‑bedroom villa near Guincho Beach, ideal for families and group getaways. Enjoy a big condominum swimming pool with breathtaking ocean views, a tennis court and lush green gardens. The villa features a master suite with private bathroom, three additional bedrooms, a spacious living area, fully equipped kitchen, and BBQ garden. Ideally located near Cascais, Sintra, top restaurants, and wine tours. Book now for an unforgettable stay on the Portuguese coast.

Beautiful Townhouse Roof Top Terrace & Sea View
Welcome to your home away from home! This lovingly restored historic town house tucked away on a quiet cobblestone alley and a stones throw from the main beach in Cascais. The house has an open concept kitchen/dining/living room, lots of comfy seating and dining area for 8, 4 bedrooms, 2.5 bathrooms and the pièce de résistance being the terrace with full sea and rooftop views over Cascais. DEEP CLEANING AND STERILISATION INCLUDED FOR EVERY BOOKING

SEA VIEW 2 mins walk to Beach and Estoril Casino
-SPECTACULAR SEA VIEW -2 MINS WALK TO BEACH -SUPERFAST WIFI -LAUNDRY FACITILITIES -WORK FROM HOME -IDEAL FOR DIGITAL NOMADS ON A BUDGET A luxury apartment suite with sea and garden views located a few minutes away from the beach, train station and Estoril Casino. Next door is the famous Palacio Hotel where Ian Fleming was inspired to create James Bond. This apartment would have been perfect for spies to watch their pursuits back in the old days!

Casa da Esquina 5 by NOOK
CASA DA ESQUINA 5 is a beautiful and modern duplex apartment with two independent spaces, located in the heart of Cascais, perfect to accommodate 4 people. It's stylish furniture and decoration give a designer flare to this unique space. The building is adjacent to the Church of Senhora dos Navegantes, giving it a typical and romantic charm. Perfect terrace for a glass of wine in the sun on comfortable outdoor furniture.
Popular amenities for Cascais family-friendly rentals
Family-friendly home rentals with a hot tub

Marchesa de Bica Luxury Apartment - A safe home

Aroeira Sunny Villa - Heated Pool (extra cost)

Discover Secrets of a Kings Life

Cosy house in the valley & hottub -Casas Rio Verde

Yuka's Terrasse e Jacuzzi

Heart of Ocean Duplex Estoril

Cardal Luxury by SpotOn Apartments

Pool/Jacuzzi/Park | 35' Airport | 30km Lisboa
Family- and pet-friendly home rentals

House Historic Center 5min to beach

Charming Urban Farmhouse in Sintra

Cascais Twin 1A - Daydream Portugal

Boutique Family Retreat: 2 suites+patio

Housy2 between Beach & Mountain

Romantic Vintage Cottage with garden

Feel Cascais Center 2bd

Cascais historic center 50 m from the beach
Family-friendly home rentals with a pool

Aldeia e Mar - Casa de Campo

Lighthouse Cascais - on the ocean

2BR Villa with Stunning Views in Romantic Sintra

Perfect location with garden & pool

Cidadela Deluxe 2BR with Pool and Sea View

Lilac Cascais Villa with Swimming Pool

Heart of Sintra - Amazing Views, Pool & Garden

Villa in eco-resort Sandwoods, Cascais
Destinations to explore
- Rentals with a fireplace Cascais
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- Townhouse rentals Cascais
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- Rentals with outdoor seating Cascais
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- Rentals with an EV charger Cascais
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- Luxury rentals Cascais
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- Rentals with a patio Cascais
- Pet-friendly rentals Cascais
- Rentals with pools Cascais
- Rentals with a firepit Cascais
- Family-friendly rentals Cascais
- Family-friendly rentals Portugal
- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Belém Tower
- Praia da Comporta
- MEO Arena
- Praia D'El Rey Golf Course
- Carcavelos Beach
- Estádio da Luz
- Praia do Guincho
- Praia da Area Branca
- Baleal
- Praia das Maçãs
- Lisbon Cathedral
- Sintra-Cascais Natural Park
- Praia da Adraga
- Figueirinha Beach
- Praia de Santa Cruz
- Sesimbra Beach
- Galapinhos Beach
- Parque Eduardo VII
- Lisbon Zoo
- Oriente Station
- Baleal Island
- Things to do Cascais
- Art and culture Cascais
- Sports activities Cascais
- Tours Cascais
- Food and drink Cascais
- Nature and outdoors Cascais
- Sightseeing Cascais
- Things to do Cascais
- Sports activities Cascais
- Art and culture Cascais
- Entertainment Cascais
- Food and drink Cascais
- Sightseeing Cascais
- Tours Cascais
- Nature and outdoors Cascais
- Things to do Portugal
- Art and culture Portugal
- Food and drink Portugal
- Nature and outdoors Portugal
- Sightseeing Portugal
- Entertainment Portugal
- Wellness Portugal
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