Holiday rentals with a pool 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 · Value · Laundry

House with Magnificent Sea View and Heated Pool

The house is located 700 meters from the beach in a quiet residential neighborhood. It has a large balcony overlooking the valley in front and with a view of the sea. On the lower floor is the living room with 40 m2 with fireplace, a bedroom with bathroom and a kitchen. On the top floor is a suite bedroom with bathroom, a second bedroom with 2 beds and a third bedroom with a single bed and another bed underneath the first. The last two bedrooms have a shared bathroom. The garden is fenced in. The house has a shelter for a car and there are always free parking spots on the street. My place is good for families (with kids). Alternatively, there is a key lockbox The house is located on a green and quiet hill, in one of the most elegant areas of Estoril, a 10-minute walk from the beach.

Family · Location · Quiet

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.

Value · Family · Parks

Sunset Ocean View + Vegetable Garden + 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

Family · Location · Barbecue

Riviera Premium - Pool, Gardens & Private Rooftop

Cascais Riviera Premium will offer you a very unique experience. A warm, calm, private condominium, 24/7 security, with stunning gardens and 2 swimming pools suitable for all family. The apartment is a spacious duplex with a 100 sqm exclusive rooftop terrace to enjoy. It also has 2 indoor parking spots. It's only a 10 min walk to downtown Cascais, beaches and train station directly to Lisbon. An overall experience of comfort, relaxation and a memorable stay in this beautiful coastal town.

Family · Location · Indoor spaces

Beloura Home: direct access to the pool & top view

Our apartment is located in the heart of Quinta da Beloura near Sintra, a World Heritage Site by UNESCO. Surrounded by golf camps, you will be close to historic monuments and the beloved cities of Cascais and Lisbon. Linger in the light-flooded living room or on the large sun terrace with breathtaking views. The area offers all kinds of outdoor activities e.g. tennis, biking, golfing, hiking, surfing, etc. We will be happy to assist you with the planning. Explore, experience and enjoy!

Location · Family · Wi-Fi

Pool house in the coast north of Lisbon

Villa Zambujeiro is a modern guest house in the centre of Parede, in a charming Chalet next to the Estoril coast. Quiet and peaceful area. Overall 80 sqm, fully equipped with sleeping and living area, dining and kitchen, and bathroom. Outside lounge area by the pool with a barbecue and biological vegetable garden. Walking distance to all amenities, the beautiful and natural beaches of Cascais and 5 minutes away from the train station. Only 20 minutes from Lisbon, Sintra and Cascais.

Location · Value · Decor

Cascais Seaside: Fast Wi-Fi + Pool + Work Space

Experience Cascais in Spring! 🌸 Swap gray skies for Atlantic blues in the prestigious Rosário district. Our sun-drenched sanctuary is perfect for a coastal reset or "workation." Why you’ll love it: • The View: 180° ocean vistas from your private balcony. • Work Ready: Fast Wi-Fi & bright, airy living spaces. • Total Comfort: Premium "cloud-like" beds for cozy nights. • Spring Perks: Quiet pool days & crowd-free walks to Boca do Inferno. Book your seaside slice of paradise today!

Value · Family · Walkability

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 · Location · Parking

Casa Navegantes (Cascais house)

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.

Location · Family · Checkout

Oceanfront Lux Condo, 3 bedrooms, Sleeps 9

Kick back and relax in this calm, stylish space with ocean views from every room. Fully renovated apartment with heated floors, air conditioning, as well as three splendid balconies. Enjoy the sunset over the sea after a game of tennis or a swim in the condo's pool. The flat is across the street from Guia, one of Cascais' top attractions for food, shopping and salons. Rent bikes across the street and ride up the coast to famous Guincho beach or to downtown Cascais.

Family · Location · Getting around

Penthouse Duplex Rooftop Jacuzzi 4 Room 6 bed 8ppl

Cascais Penthouse lies in a Private Gated Condominium with 40m Pool for young children & adults, gym, dry sauna and steam sauna, large 80+ sq meters private rooftop with jacuzzi, new 2025 is a professional ice-bath area, parking. The apartment is a lovely private home newly renovated and in a lovely setting. The Penthouse has recently been further upgraded with Smart Home Features: Sonos Music, Smart Lighting, Smart Lock, Smart Fridge, some central home controls.

Value · Location · Nearby