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Holiday rentals with a pool in Alto Alentejo

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Top-rated rentals with a pool in Alto Alentejo

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

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Top 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, 294 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.

Guest favourite
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
4.87 out of 5 average rating, 151 reviews

"Laranja Limão House - Alentejo"

private pool. On the route of castles and wineries , ideal for a few days on the Alentejo plains. Close to the Castle of Estremoz, Evoramonte, Arraiolos and Évora, Carpet Museum, Interpretive Center of the Rural World and taste the good Alentejo food. 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

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, 177 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.
Flat in Lisbon
4.99 out of 5 average rating, 192 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 favourite
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
4.99 out of 5 average rating, 170 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.

Guest favourite
The exterior features a modern structure with large glass windows, illuminated by soft interior lighting. A serene private pool is accentuated with glowing turquoise water. Comfortable seating arrangements and lounge cushions are placed on the wooden decking, surrounded by greenery in the evening light.
Villa in Montargil
4.93 out of 5 average rating, 162 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 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, 640 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
The image features a serene pool area, surrounded by lush greenery and wildflowers. The still water reflects the clear blue sky, while orange trees and olive groves provide a natural backdrop in the distance.
Farm stay in Elvas
4.93 out of 5 average rating, 162 reviews

The Bread-Oven Cottage

Perched on a hill looking out to Spain on a quinta that was once a monastic farm, the cottage is a tranquil base for many delightful day-trip destinations or an experience in itself. Closer to home, relax by the pool, stroll among figs and oranges or in our enchanting organic olive grove, grill on the patio, or explore the nearby World Heritage town of Elvas, home to the world's largest preserved bastion fortifications.

Top guest favourite
A rural street is lined with traditional stone and whitewashed houses, featuring red-tiled roofs. Lush greenery is visible in the background, and a gravel path leads through the scene. Flowering shrubs add color to the area, creating a serene countryside atmosphere.
Home in Alqueidão
4.99 out of 5 average rating, 195 reviews

The picturesque little corner

The Cantinho Pitoresco is a space conceived from a century-old house, totally remodeled, maintaining the original features and rustic characteristics of the buildings of this region (namely the display of much of the original stone) associated with the most modern equipment, so that comfort and functionality are words that remain in the memory of those who pass through our house.

Guest favourite
Villa in Reguengo
4.91 out of 5 average rating, 103 reviews

Casa do Lado

New! Heated outdoor Jacuzzi – comfort and relaxation all year round! Rustic and restored house, very comfortable, located in a village (Reguengo) in the Serra de São Mamede Natural Park. Ideal for families, groups of friends or for a couple's getaway. House with garden, shed and tank (swimming pool). It is located 10 minutes from Portalegre.

Top guest favourite
A green camping bus is positioned on a wooden deck surrounded by lush foliage. A seating area featuring a large table and benches is visible alongside a circular wooden structure, possibly a water feature, with blooming yellow flowers enhancing the natural setting.
Camper van/Motorhome in Arrabal
5 out of 5 average rating, 422 reviews

Vintage Bus · Jacuzzi & Pool · Quinta Mágica

Imagina dormir dentro de um autêntico autocarro de dois andares dos anos 60, restaurado com as nossas próprias mãos, rodeado de laranjeiras, oliveiras e figueiras, com o jacuzzi de madeira a lenha à tua espera sob as estrelas. Isto não é apenas um alojamento — é uma experiência que não vais esquecer.

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, 576 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.

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