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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, 109 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.

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, 293 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
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
4.98 out of 5 average rating, 390 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.

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, 191 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
An inviting wooden deck surrounds a natural pool, reflecting the surrounding greenery. Two white lounge chairs with light green cushions are situated gracefully on the deck, offering a serene spot to relax and enjoy the tranquil environment.
Guest suite in Loulé
5 out of 5 average rating, 255 reviews

The Old Donkey – Terrace Suite, Garden View

CASA BRAVA is an eco Guest House set in an old farmhouse, 5 minutes from the historic center of Loulé and 20 minutes from the coast and Faro airport. A place where tranquility and accessibility meet. Three independent suites with private gardens and terraces. Stay in the former donkey dormitory, renovated in stone with private facilities. In 2026, breakfast is replaced by a gourmet welcome basket. Wild nature and a natural pool for a unique Algarve experience.

Top guest favourite
A large glass door offers a view of an outdoor terrace featuring a small pool. Seating is arranged around the pool area, with sun loungers and a dining set. Lush greenery borders the space, while city rooftops are visible in the background under a clear sky.
Flat in Lisbon
4.93 out of 5 average rating, 261 reviews

The Pool House with view by Local

An authentic hideaway right in the center of Lisbon ... The view is charming, the sun invites you to relax, invites you to dive in the panoramic pool. A barbecue and a table by the pool allow for a perfect afternoon, romantic or in the company of friends or family. When leaving the house, take a walk in one of the most beautiful gardens of Lisbon, Jardim da Estrela. Our pool is not heated in winter, it is treated so that they can take a nice and fresh dip.

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 out of 5 average rating, 144 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.

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, 636 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
An exterior view of a white stone house showcases a spacious covered patio, furnished with a wooden table and chairs. Natural stone flooring extends throughout the area, complemented by surrounding trees and a scenic landscape visible in the background.
Tiny home in Loulé
4.91 out of 5 average rating, 212 reviews

Moinho Da Eira House

Casa Moinho Da Eira offers a unique experience for its construction details, with a super cozy interior space that recalls in many details, objects and amenities that only very old houses had and an extremely well located outdoor space where you can find privacy, tranquility, silence, peace, nature and an incredible view over the mountains of Serra Do Caldeirão. Undoubtedly the ideal place to rest on vacation or for a weekend.

Guest favourite
Farm stay in Odemira
4.93 out of 5 average rating, 165 reviews

Country house near the sea – Adventure Pack

Casa situado num monte muito sossegado, na Costa Vicentina, com praias lindas por perto. Rés de chão com a sala e cozinha em open space + WC. Espaço bem iluminado e funcional, com área para relaxar, cozinhar e fazer refeições. O primeiro andar também em open space ( com cama, sofa, uma secretária para trabalhar e a cabine de duche) + WC. No exterior existe barbecue privado e coberto, com mesa e cadeiras.

Guest favourite
A terrace overlooks the ocean, featuring a relaxing seating area with soft cushions and a round coffee table. A mini pool is integrated into the terrace design, surrounded by smooth white walls and a clear glass railing that enhances the coastal view.
Flat in Albufeira
4.97 out of 5 average rating, 274 reviews

SEA FRONT- Luxe & Private Pool- Villa Rossi Garden

Villa Rossi Garden Élégance en front de mer – panorama d’exception à Albufeira Suspendu au sommet d’une falaise, ce lieu rare offre un tête-à-tête inoubliable avec l’océan. Sa vaste terrasse, comme flottant au-dessus des flots, s’ouvre sur une piscine privée face à l’horizon. Un refuge intime, baigné de calme et de beauté, à 50m de la plage et du cœur historique.

Guest favourite
An outdoor area is showcased, featuring a small pool and a lush olive tree. Two colorful hammocks are draped between the tree and the house, which has large sliding doors leading to the kitchen. A dining table and chairs are visible, creating a casual atmosphere.
Home in Setúbal
4.99 out of 5 average rating, 136 reviews

Designed Retreat with Private Pool near Lisbon

Escape to a serene, family-friendly retreat with a private pool! This beautifully renovated home features seamless indoor-outdoor living with a sunny patio, BBQ, and a unique mezzanine lounge net. Located in a peaceful village just a 15-minute drive from stunning beaches and the Serra da Arrábida nature reserve. Perfect for families seeking comfort and relaxation.

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