Family-friendly vacation rentals in Cascais

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.

Family · Indoor spaces · Walkability

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Guest favorite

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 American writer Paul Auster stay four months at our Villa filming Inner Life Martin Frost

Kitchen · Family · Check-in

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Guest favorite

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.

Indoor spaces · Family · Laundry

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Guest favorite

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.

Indoor spaces · Family · Hospitality

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).

Family · Indoor spaces · Accuracy

Beach/Ocean view + Beautiful Nature + Large Pool

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 terrace 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 wifi 200Mbps

Indoor spaces · Kitchen · Decor

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Guest favorite

Casa dos Cotas - Beautiful Seafront Apartment

My one bedroom apartment is located in one of the most iconic streets of Cascais, near Santini Ice Cream, Praia da Rainha, Jardim Visconde da Luz, Cantinho do Avilez and the Train Station. With a fully equipped kitchen with hob, water heater, refrigerator, microwave oven, toaster, coffee machine, dishwasher and a living room with sofa that can accommodate 2 people, it also includes air conditioning in the bedroom and living room. I bet you will love the magnificent view over the beach.

Family · Kitchen · Accuracy

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Guest favorite

Beachside Cascais Historic Center Apt with Patio

Two bedroom apartment ideally located in the heart of the historic center of Cascais, right by the Citadel. 1 minute away from the beach and a variety of restaurants, but in a very calm and quiet environment. High standard Nordic-designed space with simple yet sophisticated materials. Enjoy the sunny patio, perfect for relaxing and soaking up the sun. Ideal for family escapes, golf or sea lovers and digital nomads. Your ideal blend of central convenience and peaceful retreat awaits!

Indoor spaces · Kitchen · Heating

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.

Family · Kitchen · Layout

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Guest favorite

Casa Navegantes (casa cascais)

Location, location, location!! A unique and stylish holiday rental apartment in the historical centre of Cascais. Prime location only a short walk from the town beaches, train station, coastal path and a large selection of restaurants and cafes. Experience your very own slice of Portuguese life in the heart of Cascais. Light and bright space comprising of 2 air conditioned ensuite bedrooms, living room, fully equipped kitchen, private terrace garden and plunge pool.

Family · Indoor spaces · Quiet

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Guest favorite

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 INCLUDED FOR EVERY BOOKING

Kitchen · Indoor spaces · Laundry

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Guest favorite

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.

Indoor spaces · Family · Getting around