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Holiday rentals with a pool in Sesimbra (Santiago)

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Sesimbra (Santiago)

  • Total holiday rentals

    Explore 90 holiday rentals in Sesimbra (Santiago)

  • Nightly prices starting at

    Sesimbra (Santiago) holiday rentals start at $86 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,480 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Sesimbra (Santiago) holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Sesimbra (Santiago) rentals

  • 4.8 Average rating

    Sesimbra (Santiago) stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in Sesimbra (Santiago)

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

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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 in Sesimbra
4.92 out of 5 average rating, 126 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.

Top Guest favourite
An aerial view captures a heated plunge pool nestled in a wooden deck area, surrounded by lush greenery. Comfortable sun loungers and wicker chairs invite relaxation, while vibrant pink flowers enhance the serene atmosphere of the private space.
Home in União das freguesias de Cascais e Estoril
4.98 out of 5 average rating, 181 reviews

Amazing Pool Pavilion with Private Heated Pool

The Pool Pavilion is a cosy and relaxed two suites and kitchen space that overlooks a lush garden and is the ideal choice for a joyful and relaxing getaway. Appointed to a high standard with simple yet sophisticated materials, such as micro cement flooring , stucco walls and linen curtains, and decorated in soothing natural colours, it blends harmoniously with its surroundings. Large patio doors lead out onto a spacious, private garden with wood decking, a heated pool, sun loungers and table.

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.
Apartment in Graça
4.99 out of 5 average rating, 199 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.

Guest favourite
Villa in Sesimbra
4.86 out of 5 average rating, 93 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
Villa in Setúbal
4.88 out of 5 average rating, 205 reviews

Luxury Villa with Private Pool +Jacuzzi Year-Round

Year-round hot jacuzzi + private solar-heated pool. A romantic and modern villa in Setúbal, only 25 minutes from Lisbon and beside Arrábida Natural Park. Ideal for couples or small families (up to 5 guests) seeking complete privacy, peace, and comfort all year round. • 5 minutes by car to the beaches and Arrábida Natural Park • 10 minutes walk to Setúbal city center and Livramento Market Come and enjoy the tranquility and beauty of Setúbal! 😊🌊

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, 652 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.

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 in Sesimbra
4.88 out of 5 average rating, 156 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
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, 149 reviews

Casa do Pai 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
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 União das freguesias de Azeitão (São Lourenço e São Simão)
4.99 out of 5 average rating, 139 reviews

Designed Retreat with Private Pool near Lisbon

Escape to a serene, family-friendly retreat with a private pool! This beautifully renovated home features seamless indoor-outdoor living with a sunny patio, BBQ, and a unique mezzanine lounge net. Located in a peaceful village just a 15-minute drive from stunning beaches and the Serra da Arrábida nature reserve. Perfect for families seeking comfort and relaxation.

Guest favourite
The exterior of the house is framed by lush greenery and vibrant flowers. A circular pool is situated on the lawn, surrounded by sun loungers. The clear blue sky emphasizes the serene sea views, with the house's Mediterranean architecture complementing the landscape.
Villa in Sesimbra (Santiago)
4.89 out of 5 average rating, 240 reviews

Villa w/Pool and Panoramic Seaview

Just 40km away from Lisbon, Casa de Nossa Senhora (4577/AL) is located on the edge of Arrábida's National Park. Standing approximately 200 meters above the sea, it has amazing panoramic sea views across the bay of Sesimbra and towards South. Five of its six bedrooms are sea-facing.

Top Guest favourite
The exterior of the cottage showcases a charming design with a terracotta roof and whitewashed walls. A vivid blue door leads into the home. Stone steps approach the entrance, surrounded by greenery and colorful flowers, creating a tranquil outdoor space with several inviting seating options.
Cottage in Sintra
4.99 out of 5 average rating, 583 reviews

Vintage chic romantic cosy cottage

"Bijou, cute, amazing, lovers' retreat, honeymoon hideaway" - these are just some of the words used by recent guests to describe our lovely stone cottage. Set in a private garden with access to a private pool, it's the perfect romantic setting.

Guest favourite
The outdoor area features a private swimming pool, surrounded by wooden decking and shaded by a fabric canopy. Lush greenery and a landscape of hills are visible in the background, creating a serene environment for relaxation. Sun loungers are positioned by the pool for comfort.
Home in Palmela
4.89 out of 5 average rating, 250 reviews

Holiday Villa with Infinity Pool

This unique charming rustic villa was made to provide well-being in all senses and at all seasons: cosy inside atmosphere, relaxing outside spots, either in the balcony or by the pool, a romantic and inspiring view of the mountain…!

Popular amenities for Sesimbra (Santiago) rentals with a pool

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