
Holiday rentals with a pool in Cascais
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Cascais
Guests agree: these homes with a pool 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.

Cascais Luxury
Apartment located in one of the best condominiums in Cascais, 2 outdoor swimming pools, 1 heated indoor swimming pool, fitness center, Turkish bath and sauna. Green and well-maintained garden, 24-hour security. The apartment has its own private outdoor space with a dining table and two lounge chairs. High-end apartment with an en-suite bathroom, a living room with a 55-inch Smart TV, well-kept furniture, and a kitchen with all appliances. Apartment with lots of natural light, all rooms have access to the private garden

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.

Lilac Cascais Villa with Swimming Pool
This spacious and modern villa is located in a high-end neighbourhood in Cascais. Perfect for a family vacation or a friends gathering. It has a garden, swimming pool and outdoor sitting area. The villa accommodates up to 8 guests and is well-equipped with everything you need for a memorable vacation. Parking is free and easy to find right in front of the villa. It is within a short distance drive to Guincho beach, downtown, Cascais' main attractions and train station (Cascais - Lisbon).

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

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.

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

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.

Noble Villa w/ Swimming Pool & co-work Space
An absolutely stunning Villa of modern build, wide terraces, with a modern co-working space and private pool, this property welcomes you to the Lisbon Riviera. All rooms are suites, and the Villa is exclusively for you and your group to enjoy. We're very close to the center of Lisbon, making this a great place ti use as a base while you explore the capital! Ask us about workations: we have a large, exclusive office space built inside the property you can use at any time.

Villa Cascais Luxe | Heated Rooftop Pool
Discover the best of Cascais and the surrounding areas in this luxury townhouse with stunning panoramic views from the terrace. Spacious, elegant, and fully equipped, it's ideal for families and large groups seeking comfort, privacy, and a sophisticated touch. Private and heated rooftop pool, free parking with electric charging, and touring bikes are just some of the many reasons you'll love discovering this stunning gem in Cascais.

Super cosy apartment, best location - Cascais
The apartment is nice and cosy, very spacious and confortable for couples, a family or a group of friends. Five minutes away there are several points of interest such as: Boca do Inferno, Casa Paula Rego, Cascais Marina, Cascais bay. The apartment is very close to the sea as well as to the city centre, and only 10 minutes walk from the bus and train station to Lisbon and other main places such as Sintra, Estoril, Guincho, etc.

GuestReady – Legacy Cascais Getaway
This luxurious two-bedroom apartment, set in a private condominium with a pool and just a few minutes from the beach, is perfect for guests looking to relax. It has everything you need for a pleasant stay. The property is close to various attractions, good restaurants, and shops, and it is the perfect base for exploring Cascais and Sintra.
Popular amenities for Cascais rentals with a pool
House rentals with a pool

Enjoy beauty and glamour in Sintra-Cascais!

Casa da Zu Stylish Pool House Near Lisbon & Beach

Estoril Beach House

Charming house in an old fishing village.

Designer Beachfront Living - Oeiras by Lisbon

Casa Gomes

Cascais skyline house

Charming house next to Tasis and Golf Resort
Apartment rentals with a pool

Lux apart. with seaview/front, pool, gym and beach

Penthouse Duplex Rooftop Jacuzzi 4 Room 6 bed 8ppl

Oceanview 4 U - Close to Lisbon!

Oceanfront apartment

3 room apartment, swimming-pool, garden, beach

Beach and Pool by Estoril, São Pedro do Estoril

Cidadela Deluxe 2BR with Pool and Sea View

Cascais Seafront Oasis, Rooftop Bliss & Spa Pool
Other holiday rentals with a pool

Estoril dream

Cascais 3BDR APT Great Sea View

Varandas do Mar - Estoril Atlantic Views

Casa Champagne - A pearl of Estoril

Papoilas Estoril Oceanview Villa

188 Apartments - Petúnia (pool and balcony)

Villa Bicuda by NOOK

Villa Malveira
Destinations to explore
- Motorhome rentals Cascais
- Hotel rooms Cascais
- Pet-friendly rentals Cascais
- Villa rentals Cascais
- Rentals with a patio Cascais
- Townhouse rentals Cascais
- Rentals with beach access Cascais
- Rentals with an accessible-height bed Cascais
- Boat rentals Cascais
- Rentals with breakfast Cascais
- Private suite rentals Cascais
- Rentals with an EV charger Cascais
- Waterfront rentals Cascais
- Rentals with outdoor seating Cascais
- Flat rentals Cascais
- Rentals with a fireplace Cascais
- Family-friendly rentals Cascais
- Serviced apartment rentals Cascais
- Bed and breakfasts Cascais
- Loft rentals Cascais
- Fitness-friendly rentals Cascais
- Rentals with a hot tub Cascais
- Guest house rentals Cascais
- Beachfront rentals Cascais
- Rentals with a firepit Cascais
- Apartment rentals Cascais
- Hostel rentals Cascais
- Smoking-friendly rentals Cascais
- Rentals with a washing machine and dryer Cascais
- House rentals Cascais
- Rentals with pools Portugal
- Arrábida Natural Park
- Príncipe Real
- Praia Fonte da Telha
- Belém Tower
- Praia D'El Rey Golf Course
- Praia da Area Branca
- MEO Arena
- Sesimbra Beach
- Baleal
- Praia do Guincho
- Carcavelos Beach
- Praia das Maçãs
- Estádio da Luz
- Lisbon Cathedral
- Praia da Adraga
- Galapinhos Beach
- Parque Eduardo VII
- Figueirinha Beach
- Praia da Comporta
- Lisbon Zoo
- Lisbon Oceanarium
- Baleal Island
- Oriente Station
- Foz do Lizandro
- Things to do Cascais
- Nature and outdoors Cascais
- Art and culture Cascais
- Tours Cascais
- Entertainment Cascais
- Sightseeing Cascais
- Sports activities Cascais
- Food and drink Cascais
- Things to do Portugal
- Food and drink Portugal
- Art and culture Portugal
- Tours Portugal
- Sightseeing Portugal
- Sports activities Portugal
- Entertainment Portugal
- Nature and outdoors Portugal





