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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

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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.

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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, 296 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.

ValueFamilyLong stay

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, 179 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.

ValueFamilyBeach

Guest favourite
A spacious pool is situated amidst lush greenery, offering a serene view of the beach and ocean in the background. Various tropical plants are present around the pool area, enhancing the natural setting and providing a sense of tranquility.
Apartment in Cascais
4.94 out of 5 average rating, 186 reviews

Ocean View + 10 min walk Beach + Peaceful Nature

Relax in a Beachfront apartment surrounded by peaceful nature with stunning Ocean/Mountain views. Why you’ll love it: - Ocean/sunset view - Spacious Pool set among lush greenery - Large organic garden with fresh vegetables, herbs, and tea leaves - 12 minute walk to Guincho Beach (1km away) - Private patio with outdoor dining table - Located by a nature reserve with scenic walking trails - Just 2 minutes from top-rated restaurants and authentic, affordable local cuisine - Fast 200Mbps wifi

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Top Guest favourite
A single-story country house is set against a fading twilight sky. The structure features a tiled roof and light blue accents on the whitewashed walls. An outdoor patio area is surrounded by gravel and shaded by mature trees, offering a peaceful setting.
Home in Arieiro
4.97 out of 5 average rating, 118 reviews

Monte Da Rocha

Escape to a charming traditional Alentejo house in the middle of nature. Just 15 minutes from the beaches of Porto Covo, and 30 minutes from the golden sands of Vila Nova de Milfontes and Comporta, all known for their natural beauty and serenity. Although secluded, the house is only a 5-minute drive from Santiago do Cacém, where you’ll find supermarkets, restaurants, and a historic center with a castle. The perfect base for a relaxing getaway with easy access to the best of the Alentejo.

FamilyValueHospitality

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, 174 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.

ValueFamilyWi-Fi

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, 163 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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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, 642 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.

ValueFamilyTV

Guest favourite
An outdoor area showcases a private pool surrounded by lush greenery. A spacious lounge area with soft cushions provides ample relaxation space, while vibrant tropical plants create a serene setting. Bright sunlight illuminates the space, enhancing the inviting atmosphere.
Cottage in São João das Lampas
4.97 out of 5 average rating, 192 reviews

La Galette - The Shelter

Em pleno Parque Natutal Sintra-Cascais, The Miller’s Cottage é o refúgio romântico perfeito para recuperar forças do reboliço da cidade. Inserida na aldeia de Fontanelas, a 4 minutos de carro da praia mais próxima, esta propriedade conta com um jardim e uma piscina privativa, uma cozinha totalmente equipada, bem como todas as comodidades necessárias para umas férias extraordinárias. AC, Wi-Fi, Netflix, TV-Cabo disponíveis;

ValueLocationGetting around

Guest favourite
A bright, modern tiny house features an open wooden deck with a private pool. The structure has a unique angular design with large glass doors, allowing sunlight to illuminate the interior. Outdoor seating is arranged beside the pool, creating a relaxing environment.
Campervan/RV in Melides
4.97 out of 5 average rating, 100 reviews

Tinyhouse Hostage I - Melides

A wooden tiny house, located in Melides, where the magic of nature blends with modern and minimalist comfort. Our guests can count on a cozy room that includes an irresistible double bed, positioned under a window overlooking the sky, giving them the opportunity to gaze at the stars until they fall asleep. This accommodation has a private pool on the porch and is just a 5-minute drive from the stunning Melides Beach.

LocationFamilyQuiet

Superhost
Home in Castelo de Vide
5 out of 5 average rating, 3 reviews

View Natural Park and Garden

Desfrute de magníficas vistas num local central, que combina harmonia com o ambiente, em completa privacidade. A cobertura verde, alinhada com propósitos ambientais e de comportamento térmico, contribui para essa integração na paisagem, realçando as muralhas históricas da Vila de Castelo de Vide.

LocationPoolView

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.
Campervan/RV in Arrabal
5 out of 5 average rating, 425 reviews

Vintage bus · Jacuzzi & pool · Quinta Mágica

Imagine sleeping inside an authentic 1960s double-decker bus, restored with our own hands, surrounded by orange, olive and fig trees, with a wood-fired Jacuzzi waiting for you under the stars. This isn't just accommodation — it's an experience you won't forget.

ValueFamilyParking

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