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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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Top 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 in Cascais
4.86 out of 5 average rating, 293 reviews

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.

Guest favourite
A serene outdoor space features a spacious swimming pool, surrounded by well-maintained grass and shrubbery. A modern, textured building stands in the background, contrasting with the clear blue sky. The pool area includes comfortably tiled flooring, enhancing the overall aesthetic.
Home in Sesimbra (Castelo)
5 out of 5 average rating, 34 reviews

Sesimbra White Lux Residence

Kick back and relax in this calm, stylish space. Beautifully decorated 3 bedroom house in a private condominium with a shared pool. Fully equipped kitchen where you will feel just at home. 10min drive to the amazing Sesimbra beach and 40min from Lisbon, close to all amenities, free street parking. All rooms with tv, Netflix and air conditioning for your comfort. You will sleep nicely in the finest mattresses. Perfect house for an amazing holiday in sunny Sesimbra. Enjoy your stay!

Top guest favourite
Large patio doors open to reveal a cozy studio apartment with an orange-accented bed and a small wooden table. Lush greenery frames the entrance, blending the interior with the outdoor terrace.
Guest suite in Cascais
4.98 out of 5 average rating, 386 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.

Top guest favourite
A private garden is featured with a heated swimming pool, surrounded by lush greenery and blooming flowers. Outdoor seating areas with lounge chairs and a small table are positioned near the pool, providing a serene space for relaxation and enjoying the warm Lisbon sun.
Flat in Graça
4.99 out of 5 average rating, 189 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.

Top guest favourite
The image captures a modern architectural layout with a view of all-white structures and a circular pool at the center. The wooden slats cast intriguing shadows on the rooftops, while soft ambient lighting highlights the space as evening falls.
Home in Aldeia do Meco
5 out of 5 average rating, 74 reviews

Meco - patio

In the center of Aldeia do Meco, you'll find the Courtyard of Meco. A project to reflect the well-being of guests. The main building accommodates the common spaces (kitchen, dining room and living room), 4 fully independent suites with outdoor space make up the entire Courtyard. In the center, a swimming pool with a water mirror The entire space provides a unique privacy. The Pátio do Meco will be reserved exclusively for the number of guests specified in the reservation.

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 in Aldeia do Meco
4.97 out of 5 average rating, 153 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 29º) 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.

Superhost
Villa in Setúbal
4.85 out of 5 average rating, 88 reviews

Villa Zenith (heated swimming pool)

Kick back and relax in this calm and stylish villa. With an ocean oriented garden where you may enjoy the rays of sun all year along and an heated swimming pool (an addition of 30€ per day), this house can host up to 8 people in complete comfort. The large living room with a pleasant fireplace, a fully equipped kitchen, four bedrooms and four bathrooms and a 10 meters pool offer a very relaxing experience. Peaceful setting, no parties or loud noise.

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 in Caparica
4.96 out of 5 average rating, 630 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
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 in Setúbal
4.87 out of 5 average rating, 151 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.

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 in Setúbal
4.99 out of 5 average rating, 135 reviews

Designed Retreat with Private Pool near Arrábida

Escape to a beautifully renovated home with a private pool, just a 15-min drive from stunning beaches. This family-friendly retreat features an open-plan living space, a fully equipped kitchen, and a seamless indoor-outdoor flow to a sunny patio. Perfect for families or couples seeking a serene getaway near the Serra da Arrábida nature reserve. Enjoy complete privacy and comfort.

Guest favourite
A covered outdoor seating area features comfortable white couches arranged around a coffee table. Lush vegetation lines the property, creating privacy. A saltwater pool is visible in the background, surrounded by landscaping that includes grassy areas and potted plants.
Home in Sesimbra
4.83 out of 5 average rating, 147 reviews

Father's House Beach House

Enjoy views out into the garden from the huge windows and spend the day sunbathing by the salt water pool Chemical-free that could be heated at an extra cost (please confirm not all date) From the home's peaceful location it's an easy 12-minute walk to the glistening beaches where surfing and other water activities await. License/registration number: 56045/AL - All house

Guest favourite
A lush green landscape unfolds under a clear blue sky, dotted with historic buildings, including a prominent structure atop a hill. Verdant trees create a beautiful backdrop, enhancing the picturesque aura of the surroundings.
Home in Sintra
4.97 out of 5 average rating, 116 reviews

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.

Popular amenities for Sesimbra rentals with a pool

Quick stats about holiday rentals with a pool in Sesimbra

  • Total holiday rentals

    Explore 590 holiday rentals in Sesimbra

  • Nightly prices starting at

    Sesimbra holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 13,210 verified reviews to help you choose

  • Family-friendly holiday rentals

    470 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wifi availability

    580 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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