
Vacation rentals with a pool in Alentejo
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Top-rated rentals with a pool in Alentejo
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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.

"Laranja Limão House - Alentejo"
private pool. On the route of castles and wineries , ideal for a few days in the Alentejo plains. Perto do Castelo de Estremoz, Evoramonte, Arraiolos e Évora, Museu do Tapete, Centro interpretativo do Mundo Rural e saborear a boa comida alentejana. 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

100% Private : Suite+Sw pool-Breakfast-Room servic
Escape to your own little paradise 100% Private (suite & terrace with pool & fire pit) in a lovely village, 📍Half way between Lisbon & Faro. Whether you’re itching to explore or just want to chill , this is the perfect spot! ☺️ Ideal for any season, whether you’re looking for a romantic getaway or a relaxing retreat with your bff 😎 Included : • Daily homemade breakfast • Room cleaning On request (extra $): • Homemade meals with fresh ingredients for a gourmet stay & Movie Night 📽️🍿

Forest Getaway 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.

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.

Comfortable restored stone house
Disconnect from the routine, from stress, come to our little house and you will find tranquility and connection with nature! Adapted so guests can enjoy all the amenities. Located in the natural park, in an environment where you can walk with family or friends through a forest of century-old chestnut trees, breathe fresh air, sunbathe or hike. Built with stone, hydraulic floors and chestnut wood beam ceilings, all restored while maintaining the rural essence!

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.

La Galette - The Windmill
Located in the heart of Sintra-Cascais National Park, The Windmill features 1 double bedroom, 1 living area with television, 1 fully equipped kitchen, 1 bathroom and a garden with private swimming pool (3m x 2m), lounge area, barbecue, eating area & hammock. The beach is located in a 3 min drive, while Sintra historic center is reachable in a 12 min drive. Lisbon airport is located in a 35 min drive. The property was fully renovated, opening on May 2023

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.

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.

Choupana Abilardo, all comfort and yet outdoors
Escape the hustle and bustle of everyday life and enjoy our eco-friendly cabin, built with wood and cork. Comfortable year-round, it's the perfect base to explore the surrounding area. The wooden terrace is a lovely spot to relax, read a book, or enjoy the stunning starry sky at night. Located on our o-vale-da-mudança estate, you'll have a view of a valley. After a day of exploring, you can cool off in the shared pool with a cabana.

CASAVADIA melides II
CASAVADIA é um projeto de alojamento na natureza composto por 3 pequenas casas situadas no mesmo monte/propriedade. As casas distam 150 metros umas das outras garantindo total privacidade e exclusividade, não havendo espaços comuns ou partilhados. Adorarão o nosso espaço os hóspedes que procuram contacto com a natureza, privacidade, silêncio e uma paisagem idílica apenas a 15 minutos da praia. Será um prazer receber a sua visita.
Popular amenities for Alentejo rentals with a pool
House rentals with a pool

Alqueva Escape: Peaceful Rustic & Design Home

Sunrise Villa - Private pool and Sea view

Casas da Gralha - Corvo Studio

Courela do Poço Novo, country house.

Holiday house in Alentejo

Design & nature in traditional hilltop house

Monte do Galo - 2 bedroom cottage - Casa Nascente [Rising Sun House]

Casa dos Manos at Comporta [House of the Hands at Comporta]
Condo rentals with a pool

Heavenly Haven In Ancient Heart Of Lisbon

Luxury sea view apartment Carvoeiro centre

Large terrace over the ocean (Pool/WI-FI/AC)

BEAUTIFUL apartment

Charming Apartment inside a Luxury Condominium

Penthouse 300 sq.m. roof pool only yours.

Stylish Apartment - Pool & Parking

BELO SOL luxury apartment with sea view
Home rentals with a private pool

Camping Bus

Do Pinheiros by Interhome

Beachfront Villa with Private Pool in Manta Rota

Family-Friendly Villa in Sintra Surrounded by Nature

Tranquility so close to Lisbon.

Relax on the sunny pool deck. Children friendly

Villa Vida Mar

Relaxing Villa With a Lush Garden Near Beach Porto de Mós
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