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Holiday rentals with a pool in Alentejo

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Top-rated rentals with a pool in Alentejo

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Guest favourite
A charming entrance features a stone pathway leading to a white cottage framed by vibrant pink bougainvillea. The outdoor terrace includes a wooden table and chairs, with lush greenery providing a natural backdrop under clear blue skies.
Earthen home in Redondo
4.82 out of 5 average rating, 114 reviews

Cottage in Traditional Cork Forest

Converted Shepherds Cottage in Traditional Cork Forest, with 2 bedrooms, 2 bathrooms, living room, kitchen & private terrace and a family shared swimming pool is available. Situated in beautiful countryside of cork trees, olive groves and vineyards, on the foothills of the Serra D’ Ossa 20 km south of Estremoz. Ideal for sight seeing in a scenic and historic part of Portugal and within easy reach by motorway of Lisbon (2 hours) and Spain (1 hour). There are a myriad of activities to enjoy on the farm. For the walkers or mountain bikers there are kilometers of footpaths around the 540 hectare farm for you to explore and for those wishing to venture further afield, the nearby peaks offer unrivalled views of the surrounding countryside. Serra d’Ossa lies at 500 metres above sea level and boasting one of the driest climates in Europe. The absence of light pollution makes this an astronomers’ paradise. Twitchers can enjoy seeking out over 70 species of birds in the unique habitat provided by the cork forest, several of our past guests are members of the RSPB and have made lists of the birds they have seen / heard. Here is a list of a few: White Stork, Booted Eagle, Red Kite, Kestrel, Cuckoo, Tawny Owl, Hoopoe, Red-Rumped Swallow, Great Bustard, Little Bustard and Bee Eater. Visitors to the local damn include black winged stilts and the occasional avocet. Very occasionally, bustards can be seen in the lower plains. Within a one-hour drive from the farm, you can also explore nearby towns including Evora (a UNESCO World Heritage site), Estremoz famed for its Saturday morning market, Vila Viçosa with its two royal palaces, Reguengos and even neighbouring Spain. Historical tours of Evora can also be arranged through a private guide. Vineyards : While predominantly a hilly cork forest , a vineyard has recently been planted in an open valley producing Alicante Bouschet, Aragonêz, Touriga Nactional and Syrah quality grapes. Most of the grapes are sold; however a selection of the best quality grapes are retained for the production of a high quality red wine sold in Portugal under the Cem Reis label, and in the Netherlands under the Het Tientje name. This wine has been awarded silver medals in Wine Masters Challenge (Portugal), Mundus Vini (Germany), and Challenge Du Vin (France). Next year a white wine will also be produced from viognier grapes. Our wine and some products are available for purchase onsite.

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Guest favourite
A modest white house with a red-tiled roof is set against a backdrop of green hills covered in blooming wildflowers. The exterior features vibrant blue trim around the windows and door, while a satellite dish is mounted on the roof.
Cottage in Cercal do Alentejo
4.87 out of 5 average rating, 107 reviews

Monte do Canavial

Main house with three bedrooms (one single + drawer bed + one with two single beds + double with suite) 2 full bathrooms, living room with fireplace, equipped kitchen, outdoor terrace with access to a grassy garden, with flowers and swimming pool. Annex with 2 bedrooms (double bed + two single beds), full bathroom, kitchen and living room support. Terrace. Autonomy between the two houses. 5 minutes from the village center, 10/15 minutes from beautiful beaches and the entire Alentejo coast to discover. A must-see!

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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
4.88 out of 5 average rating, 170 reviews

"Laranja Limão House - Alentejo"

private pool. On the route of castles and wineries , ideal for a few days in the Alentejo plains. Close to the Castle of Estremoz, Evoramonte, Arraiolos and Évora, Museu do Carete, 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

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Top Guest favourite
Cabin in Grândola
5.0 out of 5 average rating, 37 reviews

Casola just for 2 - A place to reconnect

Monte das Casolas is a rural retreat nestled amid an unspoiled oak forest (Montado) in the countryside near Grândola. Surrounded by rolling hills and lush green or yellow landscapes, this enchanting destination offers an authentic experience where you will immerse yourself in peace and nature. The houses have a kitchen and a spacious living room and a lounge area with a wood-burning stove. There is one ensuite bedroom with double beds. You will have access to a common swimming pool.

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Top Guest favourite
Villa in Couço
4.97 out of 5 average rating, 149 reviews

Forest Retreat with Private Pool

Peaceful retreat in the Ribatejo forest, with a private pool and complete privacy, just one hour from Lisbon. Ideal for those seeking rest, nature, and a getaway away from the hustle and bustle of the city. A cozy space surrounded by forest, perfect for relaxing, enjoying the private pool, dining outdoors, walking in nature, and experiencing peaceful nights under a starry sky. The property is part of Terra das Abelhas, a project dedicated to nature, biodiversity, and beekeeping.

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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, 169 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.

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Top Guest favourite
A cozy corner showcases a traditional fireplace surrounded by colorful chairs. Outside, two blue chairs are positioned beneath a wooden pergola, set on a well-maintained lawn. In the background, the vibrant scenery includes a pool and other leisure areas.
Cottage in Mora
4.99 out of 5 average rating, 100 reviews

Quinta Alentejana

Farm with 4,000 m2, fully fenced. It has a house measuring about 100 m2 and a barbecue area measuring 25 m2, with a barbecue grill and a wood-burning oven. It has a storage room with a half bathroom and a large lawn. The garden also has a wooden shelter as a playhouse, a trampoline and a swing, which will delight the children. It has a 6 m/4 m surface pool and 1.2 m deep, with a salt-based water treatment system and a 5-action chlorine tablet.

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Top Guest favourite
The modern tiny house features a cork façade and large glass windows, allowing abundant natural light to filter into the interior. A gentle slope of gravel leads up to the entrance, framed by lush greenery and trees, emphasizing the serene natural surroundings.
Tiny home in São Luís
5.0 out of 5 average rating, 154 reviews

MOBA vida - Eco Tiny House in cork oak forest

Enjoy the tranquillity of nature, the fantastic views and the serenity for which the Alentejo is so well known. MOBA is a sustainable holiday accommodation surrounded by nature, yet within walking distance of the very traditional little village of São Luís – and only 15 km from the beautiful beaches of the Costa Vicentina. There is a pool and you will receive a breakfast basket every morning so that you can start the day relaxed on your terrace.

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Guest favourite
Villa in Messejana
4.97 out of 5 average rating, 59 reviews

Casa Da Fonte Nova, Messejana, Portugal

A little paradise in the typical Alentejo countryside, surrounded by olive and fruit trees, with a saltwater swimming pool open from April to November. As it’s an extremely quiet spot, the WiFi isn’t very powerful, but it works (a great opportunity to disconnect!). Ideal for nature lovers, with stunning sunrises, sunsets and wildlife all around. Access to the property is via a rural dirt road, typical for the area and accessible to all vehicles.

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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 Costa da Caparica
4.96 out of 5 average rating, 662 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.

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Guest favourite
A modern house is depicted with a sloped roof and white walls, framed by greenery and a lawn. Large windows provide natural light, while a swimming pool in the foreground reflects the clear blue sky. Outdoor seating is visible on the terrace.
Cottage in Garvão
4.99 out of 5 average rating, 106 reviews

Monte Carpe Diem

Monte Carpe Diem is a property with 2.5 hectares (6 acres) located in Baixo Alentejo with a distance of 1km (0.6 miles) from Garvão and 13km (8 miles) from Ourique. As the name implies, we seize the day by enjoying the calmness of the countryside, the landscape, superb sunsets and amazing starry skies. To the west you can enjoy the Alentejo coast, and to the south the Algarve where we find the most magnificent beaches.

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Guest favourite
A private swimming pool is surrounded by palm trees and two thatched umbrellas. Sun loungers are positioned beside the pool, inviting relaxation. The clear blue sky complements the serene atmosphere of the outdoor space.
Cottage in Grândola
4.98 out of 5 average rating, 123 reviews

Monte Sossego By Estilo Lusitano, private pool

We are in the middle of the Alentejo plain, where tranquility emerges. Monte Lusitano is your starting point to discover all the beauty of this area. Stroll through the Monte and visit the Swans Lake, the Duck Lake, the pedagogical farm where you can see Dwarf Goats, Sheep, Peacocks, Pheasants, Chickens, Guinea Fowl, Pigeons and Lusitanian Horses.

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