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

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).

Amazing Ocean view + 1km to Beach +Free Vegetables
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.

Corner House 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.

Boho by the Beach in Old Town
- 30 SECONDS WALK TO THE BEACH - CENTRAL LOCATION IN HISTORIC OLD TOWN - SUPERFAST WIFI - LAUNDRY FACILITIES - WORK FROM HOME - IDEAL FOR LONGER STAYS - STYLISH & SPACIOUS This modern, bright & spacious apartment is in the heart of Cascais. Restaurants, bars, cafés & museums are all within a stone's throw. The train station is across the road taking you on a scenic journey along the coast to Lisbon in 40 mins.

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.

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.

Restored winery on the Atlantic.
Historic late 17th century winery newly restored into home. Situated on the Atlantic Ocean with views of the beautiful Coastal village of Azenhas do Mar, Cabo da Roca and Ericeira. Walking distance to Praia das maçãs and Azenhas do Mar beach. Breathtaking views from either window of the home. More information available upon request. A rare property in a unique location.

An apartment with an amazing terrace
Apartment with an amazing terrace, totally renovated, inserted in a building from the end of the 19th century, on Saboia Avenue, Monte Estoril, a small town situated in the highest and most luxurious area of Cascais and Estoril. It is located 5 minutes walk from the beach and the train station to Lisbon and Cascais. Excellent location, close to all services.
Popular amenities for Cascais family-friendly rentals
Family-friendly home rentals with a hot tub

Noble Villa w/ Swimming Pool & co-work Space

THE miniPENTHOUSE terrace & SPA

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
Family- and pet-friendly home rentals

House Historic Center 5min to beach

Estoril Luminous Villa Close to the Sea Heated Pool

Charming Urban Farmhouse in Sintra

Cascais Twin 1A - Daydream Portugal

Boutique Family Retreat: 2 suites+patio

Romantic Vintage Cottage with garden

Beautiful family Villa with a pool

Old Cascais Central Charming Attic
Family-friendly home rentals with a pool

Perfect location with garden & pool

Cidadela Deluxe 2BR with Pool and Sea View

Papoilas Estoril Oceanview Villa

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

Family Home Near the Beach

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 $51 SGD 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
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- Family-friendly rentals Portugal
- Arrábida Natural Park
- Príncipe Real
- Praia Fonte da Telha
- Belém Tower
- Praia D'El Rey Golf Course
- Praia da Area Branca
- MEO Arena
- Praia do Guincho
- Sesimbra Beach
- Baleal
- Carcavelos Beach
- Praia das Maçãs
- Praia da Adraga
- Estádio da Luz
- Lisbon Cathedral
- Galapinhos Beach
- Parque Eduardo VII
- Lisbon Zoo
- Figueirinha Beach
- Praia da Comporta
- Lisbon Oceanarium
- Baleal Island
- Foz do Lizandro
- Oriente Station
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