
Family-friendly holiday rentals in Cascais
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Top-rated family-friendly rentals in Cascais
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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.

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.

Historic center, artistic under 2min walk to beach
Located in one of the most iconic building in the historic center, Casa Rosa. Renovated apartment centrally located 150 meters from the beach; steps away from restaurants, cafes, and museums. Located In a quiet low traffic semi-pedestrian street. * Two A/Cs (bedroom & living room) While there is no parking directly in front of the house, there are paid parking options within 3-5 minute walk. A tourist tax of 4 euros per person per night (up to the first 7 nights) must be paid upon arrival.

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).

Historical Cascais Apartment
Welcome to our cosy Studio! In the historical center of Cascais. Very close to the bay, marina, museums and the beach. Completely renovated in a pleasant decorative style that invites you to relax, and stay comfortable, our Studio has a prime location in a quite area of this beautiful Village, in a walking distance to all Cascais attractions. Its the perfect place for couples and baby friendly, to feel immediately on holidays and explore the Portuguese Riviera - Cascais – Estoril- Sintra.

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

Jardim de Cascais
Relax and unwind in this cosy getaway nestled in the heart of Cascais. Wake up to 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 on the terrace 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, beaches, the marina, restaurants, cafés, and bars — everything you need for a perfect stay in Cascais.

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.

MY LX FLAT Charming in Cascais
This is a comfortable and bright 3 bedroom house located in the heart of Cascais, just 1 minute walking from the beach and 5 minutes walking from Marina de Cascais. Please note that there are stairs to reach the bedrooms! From here, you can easily access wonderful cafes, wine bars, restaurants and bakeries in just a few minutes walking. It is also just a few minutes away from several museums and other points of interest in Cascais, such as the Cidadela de Cascais.

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

Apartment at Cascais, 2 bedrooms, 65m2
Large and confortable 65m2 apartment in the heart of Cascais, in a carefully restored 1920 building. Freshly renovated and very well equipped, we've tried to keep the old traces while bringing the comfort of a modern apartment. Fully equipped kitchen integrated into the living room, air conditioning and independent heating for each room. Large comfortable queen size bed, 2 nice and quiet bedrooms.
Popular amenities for Cascais family-friendly rentals
Family-friendly home rentals with a hot tub

Noble Villa w/ Swimming Pool & co-work Space

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

Pool/Jacuzzi/Park | 35' to the airport | 30 km to Lisbon

Luxury Villa with Private Pool +Jacuzzi Year-Round
Family- and pet-friendly home rentals

House Historic Center 5min to beach

Charming Urban Farmhouse in Sintra

Boutique Family Retreat: 2 suites+patio

Cascais Twin 1A - Daydream Portugal

Stylish and Spacious House in Principe Real

Beautiful family Villa with a pool

Cascais Central Charming Duplex

Nice terrace with BBQ, near the beach!
Family-friendly home rentals with a pool

2BR Villa with Stunning Views in Romantic Sintra

GuestReady – Legacy Cascais Getaway

SEA VIEW w/POOL, Terrace & Parking

Costa Guia- Cascais -with Pool - 2BDR-Easy parking

Lilac Cascais Villa with Swimming Pool

Sun-Drenched Workspace + By the Sea & Fast Wi-Fi

Stunning Home w/Private Gardens & Beach Access

Heart of Sintra - Amazing Views, Pool & Garden
Quick stats about holiday rentals that are family-friendly in Cascais

Total holiday rentals
Explore 690 holiday rentals in Cascais

Nightly prices starting at
Cascais holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 26,490 verified reviews to help you choose

Pet-friendly holiday rentals
Find 130 rentals that welcome pets

Holiday rentals with a pool
190 properties feature pools

Rentals with dedicated workspaces
300 properties have a dedicated workspace

Wifi availability
680 of Cascais holiday rentals include wifi access

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

4.7 Average rating
Cascais stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Rentals with pools Cascais
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- Family-friendly rentals Portugal
- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Belém Tower
- Praia da Comporta
- MEO Arena
- Praia do Guincho
- Carcavelos Beach
- Praia D'El Rey Golf Course
- Praia da Area Branca
- Estádio da Luz
- Baleal
- Praia das Maçãs
- Lisbon Cathedral
- Praia da Adraga
- Sintra-Cascais Natural Park
- Sesimbra Beach
- Parque Eduardo VII
- Galapinhos Beach
- Lisbon Zoo
- Figueirinha Beach
- Praia de Santa Cruz
- Lisbon Oceanarium
- Baleal Island
- Things to do Cascais
- Art and culture Cascais
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- Sports activities Cascais
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- Food and drink Cascais
- Sightseeing Cascais
- Things to do Cascais
- Tours Cascais
- Nature and outdoors Cascais
- Sports activities Cascais
- Art and culture Cascais
- Entertainment Cascais
- Food and drink Cascais
- Sightseeing Cascais
- Things to do Portugal
- Art and culture Portugal
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