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Holiday rentals with a pool in Sesimbra

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Sesimbra

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A spacious garden area is visible, featuring a serene infinity pool bordered by sun loungers and palm trees. Lush greenery surrounds the pool, while ocean views extend in the background under a clear sky.
Home
4.86 out of 5 average rating, 279 reviews

Charm & Design in a House with a Pool and Magnificent View of the Sea and Mountains

Observe the “blackbirds” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique view of the sea and mountain from the private lounge, the infinity pool, the “Serra de Sintra”-the magical mountain, its enchanted woods, convents and palaces. Possibility to include a work desk. There is also the possibility of accepting wedding celebrations, if you are small groups, for an additional fee. 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 was recently refurbished and enlarged with a modern and design construction enjoying the view and surroundings . You can see it from the top of the Serra de Sintra, to Guincho to Cabo Espichel. A stone's throw from the pedestrian paths of the Serra de Sintra and its monuments and next to good restaurants , cafes with good atmosphere , the small village has a supermarket and pharmacy for your tranquility. 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 Serra like the back of my hand. I can share the secrets of the mountains and advise the best restaurants in the region. Malveira da Serra, picturesque village next to Cascais and Lisbon (20 min), with hiking trails in 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 advise you to use your own car.

Superhost
A serene pool area is framed by lush palm trees and vibrant greenery. The inviting pool, set against a backdrop of a two-story house, reflects the clear blue sky. A wooden deck with seating is positioned beside the pool, enhancing the outdoor space.
Home
4.92 out of 5 average rating, 118 reviews

Palms, pool and pet

This house is not for everyone. This is not your flawless and perfect design villa. This a house full of character and life. There is one cat living on the property who will ask for attention. You may or you may not engage but the cat will be around, as she lives both outside and inside the house. The house has a large living area with an open fire place, a terrace, a pool (6 m X 12 m) and a tropical garden. A car is needed to get there and around, as the house is disconnected from the village.

Guest favourite
An aerial view captures the expansive layout of the Troia resort area, showcasing the Hotel Aqualuz Troia Lagoa 4*, adjacent buildings, and the nearby marina. The surrounding landscapes blend lush greenery with sandy shores, highlighting the serene coastal environment and the river leading towards Setúbal.
Flat
4.9 out of 5 average rating, 868 reviews

Suite T1 Sea View Aqualuz Troia Mar & Rio 4****

Suite T1 Premium no 12º piso da Torre TroiaRio, parte do Aqualuz Suite Hotel Apartamentos 4*, com 83 m2 vistas deslumbrantes da península de Tróia, mesmos serviços do Hotel, serviço de limpeza, roupas de cama, toalhas, acesso ás piscinas, toalhas para piscinas, etc Nota: de 1.10.2025 até 1.05.2026, o Hotel Aqualuz Troia Mar & Rio 4* está encerrado Durante este período a sua reserva tem um upgrade gratuito para uma Suite T2 Premium Vista Mar nos últimos pisos do Hotel The Editory by the Sea 5*

Guest favourite
A spacious pool is surrounded by lush greenery, with a wooden deck enhancing its natural setting. The stunning sunset casts vibrant colors over the sky, creating a serene backdrop against the tranquil water.
Flat
4.94 out of 5 average rating, 172 reviews

Floor heated Apt - Vegetable Garden - 1km to Beach

Escape to this bright and cozy T1 apartment with amazing ocean and mountain views, perfectly nestled in nature. Located by Sintra-Cascais Natural Park, the apartment offers peace, privacy, and easy access to Guincho Beach (15-minute walk). Also included: - Underfloor Heating in all rooms - Fast wifi (200+ mbps)
 - Perfectly located: In nature yet restaurants/supermarkets only 2km away - Large Pool and garden area - Free parking onsite
 - 25 min drive to Lisbon, 10 min drive to Cascais centre

Guest favourite
An outdoor area is showcased, featuring a small pool and a lush olive tree. Two colorful hammocks are draped between the tree and the house, which has large sliding doors leading to the kitchen. A dining table and chairs are visible, creating a casual atmosphere.
Home
4.99 out of 5 average rating, 134 reviews

Outdoor, modern, beach and tranquility

WINTER MONTHS The house has central heating. A very efficient floor heating system keeps the house warm. You will not be cold, we guarantee it! Modern small house with outdoors, small pool and a 15 minute ride to the beaches. Recently renovated, a sliding door from the kitchen to the outdoor to take full advantage of the country's beautiful weather. Located near walking and bike paths of the Serra da Arrabida. Out of the ordinary. No airbnb services are allowed in our house at any time.

Top guest favourite
A serene outdoor space features a heated plunge pool surrounded by lush greenery. Comfortable lounge chairs are positioned beneath a large umbrella, while a spacious seating area offers a cozy setting. Natural stone elements and wooden decking contribute to the inviting atmosphere.
Guest house
4.99 out of 5 average rating, 355 reviews

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.

Top guest favourite
An indoor swimming pool is enclosed by a transparent, vaulted roof, allowing for natural light to illuminate the water. Lush greenery is visible through the walls, providing a serene backdrop to the well-maintained pool area.
Guest house
4.97 out of 5 average rating, 151 reviews

Luxury garden villa, pool, great views, near beach

This is a beautiful villa with many amenities and sleeps up to 6 guests. The property has lovely views, in a 3.5-hectares nature reserve of pine trees, orchards and gardens. The space is very romantic, quiet and gated. Have access to a large swimming pool that is well-maintained and heated (maximum 30º) with a removable roof. Playground for kids with swings, basketball, ping pong and football table areas. 7-min near Aldeia do Meco beaches and Cabo Espichel.

Guest favourite
The view from the windmill offers a panoramic perspective of the coastline, dotted with greenery. The city skyline stretches in the distance, with the river gently flowing nearby. Various trees and shrubs create a natural border, framing the serene landscape.
Windmill
4.96 out of 5 average rating, 621 reviews

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.

Guest favourite
A private horizon pool is visible in the foreground, surrounded by tropical plants and wooden decking. The ocean is seen in the background, with a clear blue sky and distant hills enhancing the serene outdoor experience.
Apartment
4.9 out of 5 average rating, 230 reviews

Troia Resort Beach Apartment

Em Portugal, na Costa Alentejana, a menos de uma hora de Lisboa, há um lugar perfeito para estar em família, onde poderá aproveitar toda a envolvência com a natureza e praticar inúmeras actividades ao ar livre. Faça passeios de barco ou observe os golfinhos, jogue golfe num dos melhores campos da Europa, visite o maior complexo de produção de salgas de peixe conhecido no mundo romano ou viva um pôr-do-sol numa praia deserta.

Top guest favourite
An outdoor space is shown with a heated swimming pool surrounded by a well-maintained lawn. Several lounge chairs are positioned near the pool, with a backdrop of rolling hills and a sunset casting a warm glow over the landscape.
Home
4.87 out of 5 average rating, 145 reviews

Beach home with sea view, garden & heated pool

Located in a nature reserve, our spacious house offers comfortable accommodation and wide ocean views. 5 Bedrooms, 5 WCs, 2 living rooms, fully equipped kitchen, exclusive outdoor area with BBQ, dinning area and heated swimming pool, make it a perfect place to relax. The location is also suited for outdoor activities or simply for spending the day at the beach (Foz, Meco, Sesimbra), all at just an hour distance from Lisbon.

Superhost
A spacious sleeping area features a large bed with soft linens, flanked by modern bedside lamps. Two cozy chairs with yellow cushions provide a seating area. Subtle wooden beams and natural light contribute to a comfortable environment.
Loft
4.84 out of 5 average rating, 118 reviews

Vila Maria Heated Pool Loft by HOST-POINT

A VILA MARIA LOFT by HOST-POINT é uma antiga casa totalmente recuperada e adaptada às exigências atuais de conforto. Pequena mas confortável e romântica, não faltando a cozinha totalmente equipada, a casa de banho refinada e um espaço exterior para pequenos-almoços como mesas para dois partilhado. O quarto, no primeiro andar e com AC, tem vista para a piscina comum e jardim, bem como para o pátio compartilhado.

Guest favourite
Flat
4.92 out of 5 average rating, 358 reviews

Lapa garden III @ Pool / Balcony / Elevator / AC

Welcome to Lapa Garden! This stylish apartment is located in a noble neighbourhood of Lisbon, surrounded by parks, local cafes and cosy restaurants. Here you can easily experience the city as a “Lisboeta” (Lisboner) in a charming and calm atmosphere, while still having the Time Out Market, the marina docks, along with many other attractions at walking distance!

Popular amenities for Sesimbra rentals with a pool

Quick stats about holiday rentals with a pool in Sesimbra

  • Total holiday rentals

    Explore 90 holiday rentals in Sesimbra

  • Nightly prices starting at

    Sesimbra holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 2,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    80 of Sesimbra holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Sesimbra rentals

  • 4.8 Average rating

    Sesimbra stays are highly rated by guests – averaging 4.8 out of 5!

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