Vacation rentals with a pool in Cascais e Estoril

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Top-rated rentals with a pool in Cascais e Estoril

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Guest favorite

Windmill in Caparica

4.96 out of 5 average rating, 513 reviews

Cozy 1850s Windmill with City and River Sunset Views

Climb the curving staircase in a historic windmill to admire sunsets from a vantage point like no other. The interior has been updated to provide modern comforts, but there are plenty of quirky original details to make this a unique romantic getaway. Enjoy a delicious breakfast from a tree house with views to the city and river (optional — €20 for 2 people). For little ones', or the grown-ups', fun we do have an small swimming pool during spring and summer. Here you'll find a great getaway from the city buzz, but only 10min away by walking to the ferry that takes you to Lisbon. 5 min walking distance to the Fluvial station of Porto Brandão from which a 10min boat trip will take you directly to Belém. The Windmill was totally refurbished but kept the original feel, with practically no alterations to the original structure preserving all stones, windows and iron pieces as initially found when the property was purchased. This accommodation offers the unique experience of sleeping on a building with more than 150 years of history, originally used for grinding flour to be sent to feed the inhabitants of Lisboa. In the kitchen on the ground floor you’ll find 5 millstones that will bring you closer to this past time. This cozy Windmill is equipped with a very comfortable bed for well-rested nights and a lounge area that provides a great spot to chill at sunset, enjoy a glass of wine or even to have a meal, but that can also accommodate 2 additional people on a double mattress. Adding to the character and comfort found in this Windmill you'll find stunning views from here. You’ll be able to see several sights along the river such as the 25 de Abril bridge, MAAT, Museu da Electricidade, Padrão dos Descobrimentos, Mosteiro dos Jerónimos and as far as the Sintra’s Palácio da Pena goes. Depending on the time of the year you will also be presented with blossoming trees, be able to pick fruits directly from them, or even enjoy a meal on top of an olive tree treehouse. Ideal for slow-paced tourism, nature lovers, romantic escapes, or family trips this accommodation offers plenty of opportunities due to its characteristics, vicinity to cosmopolitan Lisboa and a bunch of interesting sites. Don’t miss: - Beaches - 8Km -> Beginning of the longest continuous beach in the country, with an extension of approximately 30Km - Serra da Arrábida – 32Km - Sintra – 37Km - Cascais – 39Km - Mafra – 52Km - Óbidos – 96Km Please note the following: - Kitchen equipped with coffee machine, toaster, electric kettle, small electric stove and fridge. - Windmill with 3 floors. Stairs may not be suitable for kids under 6. Bikes can be arranged upon request for an extra fee of 10eur (whole day). Inflatable Kayak 3p - 40€ (whole day) Kitesurf equipment -150€ (whole day) I really like to receive my guests personally and share my favorite places in Lisboa and on the surroundings. The windmill is on the south bank of the Tejo River, just across from Belém. It's in the quiet of the countryside, and is just 10 minutes from Lisbon by ferry boat and many beaches by car. 5 min walking distance to the Fluvial station of Porto Brandão from which a 10min boat trip will take you directly to Lisbon (Belém). From Belém to city center there are plenty trains (10min). Please check the time schedule for the ferrys at Transtejo website. Connection between Belem and Porto Brandão. A taxi/uber drive from Lisbon city center to the windmill usually it's about 20eur.

Dec 31 – Jan 7

G$30,188 GYD per night

Guest favorite

Home in Estoril

4.89 out of 5 average rating, 120 reviews

House with Magnificent Sea View and Heated Pool

A casa está situada a 700 m da praia num bairro residencial sossegado. Tem uma grande varanda sobre o vale em frente e com vista para o mar. No piso inferior encontra-se a sala de estar com 40 m2 com lareira, um quarto com casa de banho e uma cozinha. No piso superior um quarto em suite com casa de banho, um segundo quarto com 2 camas e um terceiro quarto com uma cama individual e outra cama por baixo da primeira. Os dois últimos quartos dispõem de uma casa de banho comum. O jardim é vedado A casa tem um abrigo para um carro e há sempre lugares para parqueamento grátis na rua. O meu espaço é bom para famílias (com crianças). Em alternativa existe um cofre para recolha das chaves A casa situa-se numa colina verdejante e sossegada, numa das zonas mais elegantes do Estoril, a 10 minutos a pé da praia.

Feb 9 – 16

G$118,359 GYD per night

Guest favorite

Condo in Cascais

4.97 out of 5 average rating, 134 reviews

SEA VIEW Boutique Penthouse w/ POOL & Parking

FAST WIFI & LAUNDRY FACILITIES WORK FROM HOME Ideal for LONGER STAYS! FREE PARKING SEA VIEWS in ALL ROOMS This beautiful apartment is on the top floor of a well run condominium in a quiet area of Cascais. The apartment is 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.

Oct 23 – 30

G$45,899 GYD per night

Guest favorite

Guesthouse in Colares

4.97 out of 5 average rating, 118 reviews

Charming 1 bedroom Guesthouse - Pool and Jacuzzi

Kick back and enjoy a relaxing stay in this calm, stylish guesthouse, Casa Do Flores. "A hidden paradise". Situated in a beautiful garden with dining terrace, sun terrace, relaxing daybeds, large pool and jacuzzi. We accommodate 2 guests only at any time with exclusive use of the covered jacuzzi. Located within 5 mins from stunning beaches and restaurants and bars. You can even cycle to the beach using on site bicycles! This is the perfect choice for couples to enjoy a break in the sun.

Jun 26 – Jul 3

G$52,824 GYD per night

Guest favorite

Villa in Sintra

4.93 out of 5 average rating, 162 reviews

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 Find out above who were the illustrious actors that filmed a romantic-mystery drama!

Jan 23 – 30

G$133,885 GYD per night

Guest favorite

Home in Alcabideche

4.87 out of 5 average rating, 114 reviews

Rustic Villa in Alcabideche, Cascais - 38396/AL

My house is located in Alcabideche (Cascais). This small and quiet town has all the necessary services and public transport for an excellent stay. The house comprises a kitchen, pantry, two bedrooms, living room with flat-screen TV, bathroom with shower base and a closet, is fully equipped and has large gardens and private parking. It also has a swimming pool raised above the ground. Close to Cascais/Estoril, Sintra and Lisbon has easy access and is ideal for couples, travelers and families.

Feb 12 – 19

G$33,518 GYD per night

Superhost

Home in 2705-277 Colares

4.81 out of 5 average rating, 196 reviews

The Orange House, peaceful, cosy, Penedo

Cosy genuine countryhouse in my quinta Casal do Chafariz with access to amazing walks in the Sintra mountain. Just relax and enjoy the beauty and the peace. Bedroom on the top floor with two single beds and ocean view. Living room with sofa bed for two persons and dining table. Fully equipped kitchen. Sunny terrace and more sitting areas in the lush garden. HIGH SPEED INTERNET! Easy to park outside the gate. Pets allowed. Book a massage. Small pool available. Welcome to my magical place. 💛

Oct 13 – 20

G$25,603 GYD per night

Guest favorite

Apartment in Cascais

4.94 out of 5 average rating, 109 reviews

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 family with 1 or 2 children seeking a relaxing and peaceful holiday or for a digital nomad.

Feb 24 – Mar 3

G$28,222 GYD per night

Guest favorite

Apartment in Cascais

4.92 out of 5 average rating, 106 reviews

Charming Cozy Studio with Garden & Pool

Charming studio with everything you need to relax and have a great vacation, perfect for a couple with children that wants to escape from the city but still close to Cascais Center and the great beaches, that are only at 2,5 km driving distance. It has a comfortable and large bedroom and a nice and cozy living room with sofa-bed and kitchenette for small meals. The outside has a beautiful garden and a fantastic swimming pool where you can have real good swims or relax in the sun.

Feb 16 – 23

G$26,007 GYD per night

Guest favorite

Loft in Cascais

4.87 out of 5 average rating, 105 reviews

Charming flat with amazing sea line view

Completely NEW and RESTORED modern studio on a 11th floor, with an incredible sea view and excellent sun exposure. Located 15 minutes walk from the sea, it is undoubtedly the ideal place to spend a weekend, a holiday or perhaps just relax for a few days. It also has available on the 13th floor of the building, a swimming pool with panoramic views over the city. Accommodates 4 adults with comfortably and safely. Public transport at 50 meters and mini market next to the building.

Sep 10 – 17

G$44,114 GYD per night

Guest favorite

Guest suite in Cascais

5.0 out of 5 average rating, 204 reviews

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.

Sep 28 – Oct 5

G$60,369 GYD per night

Guest favorite

Apartment in Lisbon

4.99 out of 5 average rating, 119 reviews

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.

Oct 18 – 25

G$126,142 GYD per night