
Holiday rentals with a pool in Cascais
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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 “blacks” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique view of sea and mountain from the private lounge, the infinity pool, the “Serra de Sintra”- the magical mountain, its enchanted woods, convents and palaces. Ability to include a desk. There is also the possibility of accepting wedding celebrations, if small groups, for an additional payment. For more information contact the host directly. A mountain villa built more than 100 years ago , implanted on an imposing rock with a unique surroundings and a breathtaking view over the sea the city , Cascais and the mountain where it is inserted . The house has been recently renovated and enlarged with a modern and design construction enjoying the view and the surroundings . You can see it from the top of the Sintra Mountains, to the Guincho to Cabo Espichel. A stone's throw from the hiking trails of the Sintra Mountains and its monuments and close to good restaurants , 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, totally private and access to a large garden with an infinite pool where they can enjoy the wonderful view. I live on the property and am available to share stories and information about the region. I love cycling and know the mountains like the back of my hand. I can share the secrets of the mountains and advise on the best restaurants in the area. Malveira da Serra, a picturesque village next to Cascais and Lisbon (20 min), with hiking routes in the Serra de Sintra and its monuments. Guincho Beach and its wild dunes with their unique beauty are a paradise for surfing/kite-surfing/windsurfing. I recommend using your own car.

Relax on the sunny pool deck. Children friendly
-Start the day with family breakfasts alfresco on the patio overlooking the sea at this stylish, white-walled hideaway with sleek wooden furniture. - Alternate between happy evening barbecues and taking relaxed strolls to local eateries. - The Villa is children safe and the pool is fenced for kids safety. -Trails through the hills, castles, and stunning landscapes are waiting for you! We have 1 more room (king bed and en suite bathroom). If you want to rent this 5th room, the price is €45/night

Cascais Seaside: Relaxing home w/ large pool
Escape to a serene haven in the prestigious and peaceful Rosário neighborhood, just minutes from the heart of Cascais. Soak in stunning Atlantic Ocean views from your balcony and unwind with a refreshing swim in the pool. Relax in our cozy, home-away-from-home atmosphere, with ultra-comfy beds and a bright, spacious living room. Enjoy warm, attentive guest service that makes you feel pampered throughout your stay. Reserve your slice of paradise now and make unforgettable memories! Book now!

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.

Ocean View + Peaceful Nature +15 min Walk To Beach
Enjoy a T1 beachfront apartment with scenic Ocean & Mountain views from the comfort of the sofa. Set beside Sintra National Park, the Apt is surrounded by pristine nature and Guincho beach is just a 15 min walk away. Also included: - Underfloor Heating - Vegetable/herb garden - Private Patio w/ sea views - Fast wifi (200+ mbps) - Free 24/7 Parking area - Perfectly located: In peaceful nature yet still restaurants/shops only 2km away - 25 min drive to Lisbon, 10 min drive to Cascais centre

Charming flat with amazing sea line view
Modern studio, situated on the 11th floor, with incredible sea views and excellent sun exposure. Located a 20-minute walk from the sea, it is undoubtedly the ideal place to spend a weekend, a vacation or perhaps just relax for a few days. On the 13th floor of the building there is also a swimming pool with panoramic views over the city. Accommodates 4 people. There is a double bed and 2 sofa beds. Public transport 50 meters away and a mini-market in the building next door.

Cascais Amazing GardenHouse With Shared PlungePool
The Garden House is a cosy and secluded studio apartment for two people that overlooks our lush garden and is the ideal choice for a peaceful and relaxing getaway. Appointed to a high standard with natural materials, such as oak parquet ceiling and floors and linen curtains, and decorated in soothing natural colours, it blends harmoniously with its surroundings. Large patio doors lead out onto a spacious and private terrace with a dining table and chairs and a wooden sofa.

Ananás 75 - a lifestyle experience in Cascais
Ananás 75 is inspired by its surroundings and created for the traveller in search of all that is unique and authentic. Surrounded by greenery, this is a spacious (80 sq. mt) 1 bedroom apartment with a shared swimming pool in a peaceful residential neighbourhood of Cascais surrounded by a quiet park and local shops (bakery, supermarket). Ideal for a couple's hideaway, a single traveller, a couple with 1 child seeking a relaxing and peaceful holiday or for a digital nomad.

LUXURIOUS, PRIVATE GARDEN & HEATED SWIMMING POOL
Luxurious and spacious apartment with two bedrooms (each with a private bathroom) and an amazing garden with a private heated and salted water swimming pool, belonging exclusively to the apartment. Located in a historic and charming building, totally refurbished in 2018. With a great location, between the viewpoint of Portas do Sol (Alfama) and Graça viewpoint, 2 minutes walk from the famous tram 28 and 5 minutes walk from the Castle. Great to discover the historic center.

The Pool House - Relax & Swim with stunning view
An authentic hideaway right in the center of Lisbon ... The view is charming, the sun invites you to relax, invites you to dive in the panoramic pool. A barbecue and a table by the pool allow for a perfect afternoon, romantic or in the company of friends or family. When leaving the house, take a walk in one of the most beautiful gardens of Lisbon, Jardim da Estrela. Our pool is not heated in winter, it is treated so that they can take a nice and fresh dip.

Unique beach Villa with ocean view, pool, tennis
Escape to this luxurious 4-bedroom villa near Guincho Beach, perfect for families and group getaways. Enjoy a swimming pool with breathtaking ocean views, a tennis court, playground, and lush green gardens. The master suite features a private bathroom, plus 3 more bedrooms & 2 bathrooms. Relax in the spacious living area, fully equipped kitchen, and BBQ garden. Close to Cascais, Sintra, top restaurants & wine tours. Book now for an unforgettable stay.

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.
Popular amenities for Cascais rentals with a pool
House rentals with a pool

Villa Cintra - Two stunning houses

HOME SWEET VIEW

Marisol Pool & Beach Villa

Villa Praia Grande | Private swimming pool + Walking beach

Holiday Villa with Infinity Pool

Charming house next to Tasis and Golf Resort

Beautiful family Villa with a pool

Spacious Villa w/ Private Pool Sintra Ericeira
Apartment rentals with a pool

Super Modern - Pool, AC, secure parking - bus 5min

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Heavenly Haven In Ancient Heart Of Lisbon

Penthouse Duplex Rooftop Jacuzzi 4 Room 6 bed 8ppl

3 room apt seaside, pool, garden

Cascais-Costa Guia -with Pool - 2Bdr -Easy parking

Cascais Seafront Oasis, Rooftop Bliss & Spa Pool

Beautiful Cascais
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

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

Total holiday rentals
Explore 330 holiday rentals in Cascais

Nightly prices starting at
Cascais holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 10,010 verified reviews to help you choose

Family-friendly holiday rentals
190 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
330 of Cascais holiday rentals include wifi access

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

4.7 Average rating
Cascais stays receive an average rating of 4.7 out of 5 from guests
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- Rentals with pools Portugal
- Arrábida Natural Park
- Príncipe Real
- Praia da Area Branca
- Praia do Guincho
- Altice Arena
- Carcavelos Beach
- Baleal
- Praia da Adraga
- Belém Tower
- Praia D'El Rey Golf Course
- Praia das Maçãs
- Beach of São Bernardino - Portugal
- Praia da Comporta
- Praia de Carcavelos
- Baleal Island
- Galapinhos beach
- Lisbon Zoo
- Figueirinha Beach
- Lisbon Cathedral
- Lisbon Oceanarium
- Penha Longa Golf Resort
- Tamariz Beach
- Foz do Lizandro
- Praia Grande do Rodízio
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- Things to do Portugal
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