
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.

SEA VIEW Boutique Penthouse w/ POOL & Parking
- SPECTACULAR SEA VIEWS - FREE STREET PARKING - SWIMMING POOL, SAUNA, GYM - LAUNDRY FACILITIES - FAST WIFI - WORK FROM HOME This beautiful apartment is on the top floor of a well run condominium in a quiet area of Cascais. Modern, bright & airy with a communal rooftop pool, terrace & gym plus wrap around views of the whole of Cascais. (1 floor above). Within 10 mins walking distance, one can cycle or walk along the stunning coast towards the famous Boca do Inferno to the centre of Cascais.

Sunset Pool Ocean View + 10 min walk Beach +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.

Villa Bali Lisbon
Relaxe com toda a família neste alojamento Tranquilo e Silencioso 🌴 Services: - Chef At Villa 👨🍳 - Yoga Classes 🙏🧘 - Catamaran Experience 🛥️ 5 Minutes Car to Caxias Beach 🏖️ We Provide Beach Towels 17 Minutes Lisbon Center 🏢 No Noise Afther 23:00 ⛔️ Police Fine is 400€ No Smoking Inside 🚭 We Charge 190€ From Airbnb Secure Deposit if Not Respect That Rule Unwashed Dishes 🍽️ We Charge 90€ From Airbnb Secure Deposit If Not Respect That Rule 🚷Only For Guests

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.

2BR Villa with Stunning Views in Romantic Sintra
Casa da Lapa is the perfect retreat to disconnect and embrace the magic of Sintra’s mountains, palaces, history, and lush forests. With timeless charm and roots in the 1920s, when it was the summer house of the Governor of India, it blends comfort and authenticity. Set on the path to the Mouros Castle and Pena Palace, with views to the Mafra Convent, and surrounded by nature and the iconic round stones "lapas", it invites you to relax, explore, and feel Sintra’s unique spirit.

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.

Cascais Amazing Pool House With Shared Plunge Pool
The Pool House is located on my plot on the outskirts of Cascais Center, within walking distance to many restaurants, cafés, museums, beaches and a short 35-minute train ride to the center of Lisbon. In the plot there is the main house with direct entrance from the street, and three small Houses, each accessible from the street by the garden entrance: Pool House, Guest House and the Garden House Our 6 Guests in total are welcome to use the heated plunge pool all year round.

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 ensuite bedrooms, living room, fully equipped kitchen, private terrace garden and plunge pool.

VillaTamar - Azenhas do Mar (Sea Mills)
Villa Tamar offers a getaway with stunning ocean views. In the garden you may find an infinity pool, sun lounge and beds. Fully equipped kitchen, free internet, two living rooms, TV, fireplace, air conditioning, bedroom suite with a king-size bed and free parking. Beaches nearby: Azenhas do Mar: short 500m walk Praia das Maçãs: Approximately 1km walk Praia Grande: Approximately 2km walk Local restaurants & markets
Popular amenities for Cascais rentals with a pool
House rentals with a pool

Villa Cintra - Two stunning houses

W house Sintra Retreat

Family house with pool & garden

Cascais skyline house
Sintra Charming Country House

Villa Praia Grande | Private pool + Beach within walking distance

Beautiful family Villa with a pool

Heart of Sintra - Amazing Views, Pool & Garden
Condo rentals with a pool

New Lux Studio w/Pool, Parking, ideal for Congress

Pool · Garage · Eduardo VII Park · Central Lisbon

Heavenly Haven In Ancient Heart Of Lisbon

Super cosy apartment, best location - Cascais

3 room apt seaside, pool, garden

Cidadela Deluxe 2BR with Pool and Sea View

Charming Apartment inside a Luxury Condominium

Cascais Luxury
Home rentals with a private pool

Estoril Luminous Villa Close to the Sea Heated Pool

Family-Friendly Villa in Sintra Surrounded by Nature

Tranquility so close to Lisbon.

Quinta da Luz, garden paradise with pool

Cozy 1850s Windmill with City and River Sunset Views

Calm sea view pool & lawn. Family & children

Relax on the sunny pool deck. Children friendly

House with Magnificent Sea View and Heated Pool
Quick stats about holiday rentals with a pool in Cascais

Total holiday rentals
Explore 350 holiday rentals in Cascais

Nightly prices starting at
Cascais holiday rentals start at $69 NZD per night before taxes and fees

Verified guest reviews
Over 10,200 verified reviews to help you choose

Family-friendly holiday rentals
190 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
350 of Cascais holiday 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!
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- 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
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- Parque Eduardo VII
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