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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

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.

FamilyLocationPool

4.82 out of 5 average rating, 114 reviews
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

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!

LocationValueCondition

4.87 out of 5 average rating, 107 reviews
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

"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

FamilyLocationBarbecue

4.88 out of 5 average rating, 169 reviews
Top Guest favourite
A spacious swimming pool is surrounded by a lawn with several sun loungers arranged neatly along its edge. Tall trees provide shade in the background, creating a serene outdoor setting. The villa is visible in the distance, complementing the lush greenery.
Villa in Colares

Villa with Luxury Garden in Sintra

Come to our Villa and have the best time of your life with your family, friends or work colleagues! Located in one of the most iconic places of Sintra-Cascais Natural Park, our Amazing Villa with a Pool is surrounded by an astonishing Garden to make your stay truly memorable! YOU WILL LOVE: - The comfort of the house - The authenticity of nature - The local gastronomy - The unbelievable aromas of the sea American writer Paul Auster stay four months at our Villa filming Inner Life Martin Frost

ValueLocationAccess

4.95 out of 5 average rating, 247 reviews
Top Guest favourite
Guest suite in Alcarias

Alentejo Zen | Private Pool, Brunch & Retreat for2

Escape to a fully private retreat in the heart of the Alentejo 🌾, designed exclusively for two guests. As the only guest accommodation on the property, Alentejo Zen offers complete privacy, a private pool, a homemade brunch included every day, daily housekeeping and thoughtful hospitality throughout your stay. Nestled in a peaceful village surrounded by nature and birdsong, it’s a place to slow down, reconnect & truly relax. Ideally located halfway between Lisbon/Algarve & 50 mn west coast

LocationValueQuiet

4.99 out of 5 average rating, 129 reviews
Top Guest favourite
Villa in Couço

Forest retreat with private pool

Quiet Refuge in the Ribatejo Forest, with private swimming pool and total privacy, just one hour from Lisbon. Ideal for those looking for rest, nature, and a getaway away from the pace of the city. A cozy space surrounded by forest, perfect for relaxing, enjoying the private pool, dining outdoors, walking in the wild and living quiet nights under a starry sky. The property is part of the Land of Bees, a project dedicated to nature, biodiversity and beekeeping.

LocationFamilyWalkability

4.97 out of 5 average rating, 147 reviews
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

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.

FamilyLocationPool

4.93 out of 5 average rating, 169 reviews
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

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.

ValueFamilyKitchen

5.0 out of 5 average rating, 154 reviews
Top 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

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.

LocationValueNearby

4.96 out of 5 average rating, 661 reviews
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

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.

ValueFamilyLong stay

4.99 out of 5 average rating, 106 reviews
Guest favourite
Home in Melides

CASAVADIA melides II

CASAVADIA is a nature lodge project consisting of 3 small houses located on the same hill/property. The houses are 150 meters apart, ensuring total privacy and exclusivity, with no common or shared spaces. Guests seeking contact with nature, privacy, silence and an idyllic landscape just 15 minutes from the beach will love our space. We look forward to hosting your visit.

FamilyLocationLong stay

4.93 out of 5 average rating, 162 reviews
Guest favourite
A serene outdoor space features a modern salt-water pool surrounded by lush greenery. A landscaped area includes palm trees and a stone barbecue area, providing a relaxing view of the expansive natural landscape beyond.
Villa in Grândola

Monte Calmaria By Estilo Lusitano, Private Pool

Monte Calmaria is the new Estilo Lusitano unit, with a private saltwater pool and Jacuzzi, which adds modern lines to the possibility of enjoying the fantastic surrounding nature and the calm that characterizes the Alentejo. Now that we've installed a heat pump, you can enjoy the heated water Jacuzzi at any time of the year.

LocationValueSleep quality

4.94 out of 5 average rating, 141 reviews

Popular amenities for Alentejo rentals with a pool

Home rentals with a private pool

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 Alcabideche

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

FamilyLocationWalkability

4.87 out of 5 average rating, 306 reviews
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.
Campervan/RV in Arrabal

Vintage bus · Jacuzzi & pool · Quinta Mágica

ValueFamilyBathroom

4.99 out of 5 average rating, 440 reviews
Superhost
A charming white house is set against a backdrop of greenery, featuring a red-tiled roof and blue window frames. A spacious outdoor patio area with steps leads up to the entrance, providing a welcoming access point amidst the natural surroundings.
Home in Lousa

Tranquility so close to Lisbon.

LocationFamilyComfort

4.88 out of 5 average rating, 241 reviews
Superhost
A light-filled living area features a soft blue sofa paired with two floral armchairs. A glass coffee table sits at the center, with a stone fireplace positioned to one side. Light-colored walls and bookshelves enhance the serene ambiance of the space.
Home in Union of the parishes of Cascais and Estoril

House with Magnificent Sea View and Heated Pool

LocationFamilyBreakfast

4.86 out of 5 average rating, 160 reviews
Top Guest favourite
A warm living area features a wooden bookshelf display filled with books and decorative items, alongside a modern fireplace. Soft sofas are positioned for comfort, with a neutral colour palette that complements the natural wood accents throughout the room.
Villa in Colares

Relax on the sunny pool deck. Children friendly

ValueFamilyLong stay

4.98 out of 5 average rating, 179 reviews
Top Guest favourite
The villa presents a modern design with a spacious terrace leading to a private pool, framed by lush greenery. Large glass doors offer views of the interior, while sun loungers are placed on the lawn, inviting relaxation in the outdoor setting.
Guesthouse in Lagos

Relaxing Villa With a Lush Garden Near Beach Porto de Mós

LocationFamilyComfort

4.94 out of 5 average rating, 155 reviews
Top Guest favourite
A private pool is framed by a textured stone wall, with rustic wooden shutters and decorative potted plants above. Clear water reflects the serene surroundings, creating a peaceful atmosphere for relaxation.
Home in Lagos

Casa Alfazema | Beyond Ordinary Living

FamilyLocationSleep quality

4.99 out of 5 average rating, 410 reviews
Guest favourite
The exterior of the guest house showcases a spacious facade with a mix of light-colored walls and natural stone accents. Flower beds with colorful plants adorn the entrance, while large windows allow for ample natural light. A neatly paved path leads to the main entrance.
Home in Rio de Mouro

Quinta da Luz, garden paradise with pool

ValueLocationShared spaces

4.81 out of 5 average rating, 104 reviews

Destinations to explore