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Holiday 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 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, 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 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
4.98 out of 5 average rating, 165 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.

Guest favourite
A serene view showcases a large swimming pool surrounded by lush greenery, overlooking the ocean. Bright blue water meets the horizon under a clear sky, creating a tranquil atmosphere. Pathways and gardens are visible along the coastline, enhancing the scenic landscape.
Flat
4.94 out of 5 average rating, 207 reviews

SEA VIEW w/POOL, Terrace & Parking

- HUGE POOL - FAST WIFI - LAUNDRY FACILITIES - WORK FROM HOME - FREE PARKING - SEA VIEWS - SPACIOUS & STYLISH INTERIOR This modern 2 bedroom apartment with sea views has 2 balconies and is steps away from the Atlantic Ocean. A huge swimming pool is available to cool down in hot Summers in Cascais. There are many outdoor activities available a stones throw away from the apartment, including a running and cycling track along the ocean, and outdoor gym . 20minute walk or 5 min drive to centre

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, 178 reviews

Ocean View + 10 min walk Beach + Large Pool/Garden

Relax in a floor-heated T1 apartment with amazing ocean/mountain views, perfectly nestled in nature. Located by Sintra-Cascais Natural Park, the space offers peace, privacy, and a 12 minute walk to Guincho Beach Also included: - Large Organic Vegetable Garden - Beautiful hiking trails outside front door - Fast wifi (200+ mbps)
 - Ideal location: In nature yet restaurants/supermarkets only 2km away - Very Spacious Pool - Free parking onsite
 - 25 min drive to Lisbon, 10 min to Cascais centre

Guest favourite
An inviting view of a heated jacuzzi and a saltwater pool surrounded by sleek glass panels. Comfortable lounge chairs are positioned nearby, complemented by potted plants that enhance the space. Clear blue skies reflect on the water's surface, creating a serene outdoor environment.
Villa
4.88 out of 5 average rating, 194 reviews

Villa with Private Pool and Jacuzzi - Arrábida

Welcome to our modern and spacious villa in Setúbal! Relax in the private hot jacuzzi all year round (perfect for chilly winter days!) and in the private pool heated by solar panels (ideal in summer). Perfect for families or romantic getaways: • 5 min drive from the beaches and Arrábida Natural Park • 10 min walk from Setúbal city centre and Mercado do Livramento • Just 25 min from Lisbon! Come enjoy the peace and beauty of Setúbal in any season! 😊🌊"

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, 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 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, 233 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.

Guest favourite
A private heated pool is surrounded by well-maintained grass and sun loungers, offering space for relaxation. Towering pine trees and a modern villa serve as a backdrop, highlighting the serene outdoor environment. An umbrella provides shade over the dining area adjacent to the pool.
Home
4.84 out of 5 average rating, 25 reviews

BelArt Luxury Golf Villa

BelArt Golf Village is located on one of the main streets of Herdade da Aroeira, with a wonderful view of the golf courses and just a few meters from the shopping area. This villa is cozy, modern, peaceful and ideal for those looking to rest and have an incredible experience close to nature. It is located close to the beaches and is just 25km from the center of Lisbon.

Top guest favourite
Cabin
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.

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
4.97 out of 5 average rating, 115 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.

Top guest favourite
A charming outdoor space includes a small table and a decorative chair, surrounded by vibrant flowers and greenery. Stone arches frame the view of the countryside and distant town, creating a serene atmosphere for relaxation.
Guest suite
4.96 out of 5 average rating, 330 reviews

Perfect location with garden & pool

Cinco is a private home on the edge of the historic centre, set into the hillside with quiet gardens, pool and amazing views across the countryside to the sea. Breakfast and maid service are included. All Sintra attractions are within walking distance yet the location is quiet and secluded.

Guest favourite
A private swimming pool is set in a well-maintained garden, featuring clear blue water surrounded by a modern stone border. The house is visible in the background, showcasing a light-colored exterior and a patio area with lounge chairs under a clear sky.
Home
5 out of 5 average rating, 8 reviews

Casa Soldoré

Spacious and quiet house 10 min from the beaches of Sesimbra. 4 bedrooms (3 double beds, 1 single bed), ideal for families or groups. Large garden, private pool and barbecue for relaxing moments outdoors. Peaceful and intimate environment, perfect for a relaxing vacation near the sea.

Popular amenities for Sesimbra rentals with a pool

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