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Holiday rentals with a pool in Sesimbra (Santiago)

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

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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 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.

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 Aldeia do Meco
4.92 out of 5 average rating, 121 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 Cascais
4.98 out of 5 average rating, 176 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
Apartment in Sesimbra
5 out of 5 average rating, 25 reviews

Dream of Sesimbra

Imagine waking up to the sound of waves and the fresh sea breeze coming through the window. This magnificent house in Sesimbra, just a few steps from the sea, offers you a setting of incomparable beauty and a unique quality of life. With a stunning view of the sea, a balcony overlooking the beach for unforgettable ends of the day, this is the ideal house for those looking for peace, comfort and a relaxed lifestyle by the beach. Come and discover this paradise and let yourself fall in love!

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
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.

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
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
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
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 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
4.9 out of 5 average rating, 234 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
Condo in Sesimbra
4.97 out of 5 average rating, 60 reviews

Vacation home in Sesimbra

Two-bedroom apartment located in a private, highly regarded condominium, with swimming pool, fitness center, parking and security. Fully furnished, 250 meters from California beach, with good access to restaurants and services. Superb view of the bay.

Popular amenities for Sesimbra (Santiago) rentals with a pool

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 $103 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,430 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

    80 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!

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