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Vacation rentals with a pool in Alentejo

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Top-rated rentals with a pool in Alentejo

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, 270 reviews

Charm & Design in a House with a Pool and Magnificent View of the Sea and Mountains

Observe the “melros” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique sea and mountain view of the private lounge, the infinity pool, the “Serra de Sintra”-a magical mountain, its enchanted woods, convents and palaces. Possibility to include a work desk. There is also the possibility of accepting wedding celebrations, if it is small groups, for additional payment. For more information contact the host directly. A mountain villa built more than 100 years ago , built on an imposing rock with a unique enveloping and breathtaking view over the sea to the city , Cascais and the mountain where it is located . The house has been recently renovated and enlarged with a modern and design building enjoying the view and surroundings . You can see from the top of the Serra de Sintra, to the Guincho to Cabo Espichel. Two steps from the footpaths of the Serra de Sintra and its monuments, and next to good restaurants , from cafes with good surroundings , the small village has a supermarket and pharmacy for its tranquility. 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 region. I love cycling and I know Serra like the back of my hand. I can share the secrets of the mountain and advise the best restaurants in the region. Malveira da Serra, a picturesque village near Cascais and Lisbon (20 min), with walking paths in the Serra de Sintra and its monuments. Guincho Beach and its wild dunes with its unique beauty, are a paradise for Surf/Kite-surf/Windsurf. I advise you to use your own car.

Top guest favorite
A quaint exterior of a small cottage is shown, featuring a light blue and white color scheme. A vibrant flowering shrub is positioned beside the entrance, while a dog rests comfortably on the grass, highlighting the tranquil surroundings and connection to nature.
Cottage in Odemira
4.94 out of 5 average rating, 184 reviews

Casita in Monte Rural with adventure pack option

The Casita da Piscina is a rustic retreat in a quiet area, close to the wonderful landscape of the Costa Vicentina, filled with beautiful beaches. Casita has a small bedroom with a toilet and shower and a living room with a sofa with a fully equipped kitchenette. Outside, there is a private area with a barbecue and a swimming pool (shared). Breakfast included between June and September The accommodation is not suitable for babies or small children -5 years of age. Important: read the house rules

Guest favorite
An outdoor dining area is set with a table displaying plates and cups, accompanied by a bowl of oranges. Black chairs surround the table, while a small pool is visible in the background. The space is bordered by a wooden lattice, creating a private ambiance.
Home in Vimieiro
4.86 out of 5 average rating, 137 reviews

"Laranja Limão House - Alentejo"

private pool. On the route of castles and wineries , ideal for a few days in the Alentejo plains. Perto do Castelo de Estremoz, Evoramonte, Arraiolos e Évora, Museu do Tapete, Centro interpretativo do Mundo Rural e saborear a boa comida alentejana. with private pool. In the route of the castles and the route of the caves of the Alentejo wines, ideal to enjoy a few days well spent in the Alentejo plains. Close to Castles of Estremoz, Evoramonte, Arraiolos and Évora https://youtu.be/bQ2q_CAOMlg

Guest favorite
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.
Apartment in Cascais
4.93 out of 5 average rating, 162 reviews

Ocean View + Peaceful Nature +15 min Walk To Beach

Enjoy a T1 beachfront apartment with scenic Ocean & Mountain views from the comfort of the sofa. Set beside Sintra National Park, the Apt is surrounded by pristine nature and Guincho beach is just a 15 min walk away. Also included: - Underfloor Heating - Vegetable/herb garden - Private Patio w/ sea views - Fast wifi (200+ mbps)
 - Free 24/7 Parking area
 - Perfectly located: In peaceful nature yet still restaurants/shops only 2km away


 - 25 min drive to Lisbon, 10 min drive to Cascais centre

Guest favorite
A serene courtyard features a square wooden table surrounded by four white chairs, illuminated by natural light. A single tree stands in the center, with smooth white walls reflecting around a flooded area resembling a pool, enhancing the tranquil environment.
Home in Lisbon
4.95 out of 5 average rating, 179 reviews

Casa da Amendoeira

Resulting from the recent rehabilitation of a small medieval building in Alfama, the Casa da Amendoeira is structured around a series of courtyards and sunny balconies, interspersed with cozy interior spaces. The sound of running water from a fountain and a hammock are enticing prospects on warm summer nights in Lisbon. One of the courtyards is flooded with water, forming a pool. On the last floor, a balcony overlooking the river and the rooftops of the city is the ideal spot for a glass.

Top guest favorite
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
4.99 out of 5 average rating, 347 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.

Guest favorite
A modern villa is shown at twilight, featuring large glass doors that open to a spacious living area. A heated pool lies in front, reflecting the sky's pink and blue hues. A staircase leads to the rooftop, showcasing the seamless connection to outdoor spaces.
Condo in Santa Bárbara de Nexe
4.89 out of 5 average rating, 110 reviews

New Sea View Villa, Heated Pool, Rooftop Jacuzzi

Discover modern Mediterranean-inspired living at this exquisite villa in Santa Bárbara de Nexe. Minutes from Faro Airport and Almancil, this serene retreat offers a heated pool, rooftop jacuzzi, seamless indoor-outdoor living, an outdoor kitchen, and elegant Mediterranean-style interiors. Perfect for families, couples, or groups seeking a memorable getaway with hiking trails, countryside views, and access to beaches, golf courses, shopping, and dining.” Send us a message !

Top guest favorite
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 Lisbon
4.99 out of 5 average rating, 170 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 favorite
The exterior of the guesthouse is softly lit at night, showcasing large glass doors that open to a spacious deck. A cozy outdoor dining set is visible alongside a wood-burning hot tub on the deck, inviting relaxation under the stars.
Home in Alvaiázere
5 out of 5 average rating, 156 reviews

Casa Do Vale - Secluded Luxury

The perfect blend of comfort, luxury, and seclusion: Casa Do Vale, or "House Of The Valley" is a luxury 1 bedroom home in the heart of Central Portugal. Located at an altitude of 470m, the house boasts stunning views of up to 50 miles on a clear day. Recently restored to a high standard, the guesthouse comes complete with a private wood-burning hot tub (October-May) that can be a plunge pool in summer and a larger shared swimming pool that can be private upon request.

Top guest favorite
An outdoor seating area features wooden chairs and a coffee table under a large umbrella, overlooking a private pool. Lush plants add greenery, while a stunning view of the lake and surrounding nature is visible in the background under a clear blue sky.
Villa in Montargil
4.94 out of 5 average rating, 152 reviews

Casa Chão de Ourém, Charm in Montargil.

Casa Chão de Ourém is located on the outskirts of the rural village of Montargil, offering exceptional views of the lake and its activities. Ideally positioned on 3 hectares of land for a quiet stay in the great outdoors. Total privacy offered not overlooked, no neighbors, surrounded by nature. The highlight... You have access to all the shops and restaurants in the village just a 3-minute walk from the house and a 5-minute drive you are on Lake Montargil.

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, 610 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
An infinity pool offers unobstructed views of the sky and surrounding landscape, enhancing the serene atmosphere. Flower pots are positioned at the edges, complementing the clear water that reflects the blue sky.
Home in Monchique
4.98 out of 5 average rating, 171 reviews

CASA JACARANDA in the mountain

Casa Jacaranda is a beautiful rustic home tucked away in the Monchique mountains. South facing with the most awe inspiring view of the whole of the Algarve and its own private infinity pool and extensive gardens. It's only 20min away from the beach!

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