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Vacation rentals with a pool in Sesimbra

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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 favorite
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, 284 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.

Top guest favorite
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, 167 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 favorite
Apartment in Sesimbra (Santiago)
5 out of 5 average rating, 20 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 favorite
The exterior of a two-story house is shown, featuring a clean facade with cream-colored walls and a terracotta tiled roof. Dark green shutters adorn the windows, and a tall tree provides shade to the front yard, which is enclosed by a green fence.
Home in São Domingos de Rana
4.95 out of 5 average rating, 63 reviews

Lisboa Vila Hermosa perfecta para familias

New Pool with cover and saline water (3,5M * 7 meters ) Our house is completely renovated with new furniture in a modern vintage style. The house is surrounded by a beautiful garden with many different areas including eating area with Grill & garden furniture. 4 comfy rooms in total 3 with balconies, 3 wc, and one terrace of 30m2 prepared for sun-bathing, garage. You have shops, rest, and bus stop less then 5 m walking distance. Train to connect you with Lisbon and Cascais is 1200 m away.

Guest favorite
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, 33 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 favorite
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 Setúbal
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, 85 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.

Top guest favorite
Home in Colares
4.95 out of 5 average rating, 57 reviews

Cliff-Front Ocean View Retreat – Casa Condessa

Located in the prestigious front-ocean row, Casa da Condessa offers unrestricted, breathtaking views of the vast Atlantic Ocean, ensuring an unforgettable stay. Experience the allure of history and the tranquility of the sea at this charming retreat perched on a cliff in Azenhas do Mar. Nestled within the Sintra-Cascais National Park, a UNESCO World Heritage site, this 1832-built house is a testament to timeless beauty and authentic Portuguese heritage.

Guest favorite
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, 624 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 favorite
The villa features a private pool set within a wooden deck, surrounded by lush greenery. Two sun loungers are positioned for relaxation, with large glass doors inviting natural light into the spacious interior. The modern architecture presents a clean and bright aesthetic.
Villa in Sesimbra
5 out of 5 average rating, 17 reviews

LV Premier LA2 Heated Pool, AC, Garden, Sea View

Lv Premier Meco/Albufeira Villas - La2 is a 4 bedroom/4.5 bathroom villa built in 2021, very spacious and modern. Located approximately 45 min from Lisbon, in the coastal village of Lagoa de Albufeira, it is surrounded by beautiful beaches (lagoon and sea) and pine forests. The property has a beautiful pool and lush garden. Fully equipped with a high level of detail, it has air conditioning, heating, barbecue, fireplace and much more.

Guest favorite
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, 147 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.

Top guest favorite
Cabin in Castelo
5 out of 5 average rating, 10 reviews

Arrávida

Relax with the whole family in this wooden house surrounded by nature, just a 10-minute drive from Sesimbra beach. With 2 bedrooms, 1 bathroom, an equipped kitchen and outdoor space, it is the ideal retreat for those seeking tranquility between the mountains and the sea. Perfect for couples, families or friends. Discover this little paradise just 35 km from Lisbon.

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