
Vacation rentals with a pool in Cascais
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Cascais

Total vacation rentals
Explore 350 vacation rentals in Cascais

Nightly prices starting at
Cascais vacation rentals start at $40 per night before taxes and fees

Verified guest reviews
Over 10,580 verified reviews to help you choose

Family-friendly vacation rentals
200 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
350 of Cascais vacation rentals include wi-fi access

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

4.8 Average rating
Cascais stays are highly rated by guests—averaging 4.8 out of 5!
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.
ValueFamilyPets

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.
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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
FamilyLocationSleep quality

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.
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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 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
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Charming house in an old fishing village.
Charming house just 5 minutes from the historic center of Cascais, with a unique and welcoming atmosphere, decorated in tribute to the majestic creature of the African steppes. It has an outdoor area with a heated pool, barbecue area and pleasant lighting. It has 2 bedrooms (1 suite), a mezzanine with a double mattress, 2 bathrooms, living and dining rooms, a modern and complete kitchen, a wine cellar and air conditioning. Located on a quiet street, it accommodates up to 6 people.
LocationFamilyBackyard

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.
LocationFamilyParks

Gated Noble Villa w/ co-working 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.
FamilyValueCheck-in

Village and Sea - Country House
Casa de Campo is situated between the stunning Serra de Sintra and the Atlantic, offering the best of both worlds! It is just a few minutes from the most incredible beaches – such as Praia do Magoito, Praia Grande, Praia das Maçãs and Azenhas do Mar (7 Wonders of Portugal - Aldeias award) – and 15 minutes from Ericeira, a surfer's paradise. Lisbon is 35 minutes away, perfect for those who want to explore the city and, at the same time, escape its hustle and bustle.
LocationFamilyKitchen

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.
LocationFamilyCheckout

Cozy 1850s Windmill with City and River Sunset Views
Discover the charm of staying in a 150-year-old windmill, fully renovated yet rich in original details. Ideal for romantic escapes, families or travelers seeking countryside peace just 10 min from Lisbon. Over 600 guests say we offer the best view of Lisbon — read the reviews! Enjoy sunsets over the Tagus, a pool to refresh in spring and summer, a treehouse, and a functional kitchen. Climb the historic stairs to reach the most stunning views.
FamilyLocationRiver

Heart of Sintra - Amazing Views, Pool & Garden
Heart of Sintra is an extraordinary house within an estate located a couple of minutes walking distance from the center of Sintra. The house has every amenity you could possibly need, and the gardens are a wonderful place to wander and feel inspired by Nature. On sunny days you can relax by the pool and enjoy the amazing views over Sintra's landmarks.
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Popular amenities for Cascais rentals with a pool
House rentals with a pool

Villa Bali Lisbon
ValueFamilyNearby

Villa Cintra - Two stunning houses
LocationFamilyPool

Rustic House - Quinta das Heras
LocationValueBeach

Former Wine Press Turned Country House with Pool
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Magoito Villa
ValueLocationBiking

Beautiful family Villa with a pool
LocationValueIndoor spaces

HOME SWEET VIEW
ValueFamilyQuiet

Spacious Traditional Villa Country Sintra w Pool
FamilyValueCheck-in
Condo rentals with a pool

Beloura Home: direct access to the pool & top view
LocationFamilyTV

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

Super cosy apartment, best location - Cascais
FamilyLocationDecor

Luxury, historic “Graça” with great view and pool
FamilyLocationOutdoor spaces

Charming Apartment inside a Luxury Condominium
LocationFamilyKitchen

3-bedroom/Luxury/Beaches/Lisbon Apartment
LocationFamilyTV

AC, pool, garden & parking - Central Lisbon Apt.
ValueLocationQuiet

Pool · Garage · Eduardo VII Park · Central Lisbon
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Home rentals with a private pool

Relax on the sunny pool deck. Children friendly
ValueFamilyHospitality

Quinta da Luz, garden paradise with pool
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Tranquility so close to Lisbon.
ValueLocationOutdoor spaces

Family-Friendly Villa in Sintra Surrounded by Nature
LocationFamilyAmenities

Estoril Luminous Villa Close to the Sea Heated Pool
ValueLocationOutdoor spaces

Calm sea view pool & lawn. Family & children
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- Rentals with pools Portugal
- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Praia da Comporta
- Belém Tower
- Baleal
- Estádio da Luz
- Carcavelos Beach
- MEO Arena
- Praia do Guincho
- Praia da Area Branca
- Praia D'El Rey Golf Course
- Sesimbra Beach
- Praia de Santa Cruz
- Sintra-Cascais Natural Park
- Praia das Maçãs
- Lisbon Cathedral
- Figueirinha Beach
- Galapinhos Beach
- Oriente Station
- Praia da Adraga
- Lisbon Zoo
- Parque Eduardo VII
- Baleal Island
- Things to do Cascais
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- Entertainment Cascais
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- Things to do Portugal
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- Family travel hub Tips and inspiration
- Family budget travel Get there for less
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- Travel Europe on a budget How to take the kids to Europe for less
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- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes







