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Vacation rentals in Alentejo

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Top-rated vacation rentals in Alentejo

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Top guest favorite
A spacious living area features large windows offering expansive views of the sea and city. Soft natural light floods the room, highlighting a comfortable sofa and a contemporary television. A cozy armchair adds to the inviting atmosphere, while a wood-paneled accent wall provides texture.
Apartment in Paço de Arcos
5 out of 5 average rating, 204 reviews

THE miniPENTHOUSE terrace & SPA

Apartamento reconstruído por arquitecto, excelente privacidade, exposição solar, com wifi, e praia a 150m. 1 suite com SPA e banho turco com aromaterapia. 1 suíte com terraço com vista mar, tela de projeção de cinema. Sala com vista de mar, rio, e terraço, onde poderá disfrutar de uma zona de estar e de um barbecue com grelha em ferro forjado. Perto de restaurantes, cafés e supermercado, e estação de comboio. Ar condicionado e piso aquecido em todas as áreas, TV 4K e box independente por suíte.

Guest favorite
A spacious pool is surrounded by lush greenery, with a wooden deck enhancing its natural setting. The stunning sunset casts vibrant colors over the sky, creating a serene backdrop against the tranquil water.
Apartment in Cascais
4.93 out of 5 average rating, 166 reviews

Ocean View + Underfloor heating + Vegetable garden

Enjoy a T1 beachfront apartment with scenic Ocean & Mountain views from the comfort of the sofa. Immersed in Sintra National Park, the Apt is surrounded by pristine nature and Guincho beach is just a 15 min walk away. Also included: - Underfloor Heating - Vegetable/herb garden - Private Patio w/ sea views - Fast wifi (200+ mbps)
 - Free 24/7 Parking area
 - Perfectly located: In peaceful nature yet still restaurants/shops only 2km away


 - 25 min drive to Lisbon, 10 min drive to Cascais centre

Top guest favorite
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, 155 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.

Guest favorite
A living area features a comfortable sofa adorned with cushions, a coffee table, and a television on a shelf. Natural light enters through a window with a partially open shutter. Decorative elements include artwork on the wall and a light hanging above the seating area.
Home in Melides
4.96 out of 5 average rating, 192 reviews

Pinheiro da Chave Hill

Small, rustic Alentejo house, renovated, with the essential comforts to enjoy the tranquility of the countryside, but also close to the immensity of the sea. Private, fenced space, with 2 houses nearby, belonging to the owner, with little movement and absolute discretion. It has a barbecue and a covered space for outdoor dining. Access: 2.5 km from the village of Melides, where you can buy all the necessary consumer goods at the Market and Minimarkets, as well as shops, cafes and restaurants.

Top guest favorite
A spacious living area features a large, soft sofa and colorful chairs, creating a comfortable seating arrangement. Floor-to-ceiling glass windows provide natural light and views of the garden. Decorative art pieces and plants add a touch of warmth to the modern design.
Loft in Alcabideche
4.97 out of 5 average rating, 126 reviews

Sunny Garden Studio with Ocean View

Fully equipped, sunny (south-west location) and quiet Garden Loft of about 40 sqm with unobstructed ocean view. Located at the foothills of the Sintra mountain range right at the border of the Sintra National Parque. Driving distance of about 5 minutes to Gunicho beach which is one of the most popular and spectacular beaches in the region. Walking distance to the centre of Malveria da Serra with Supermarket etc. and some restaurants. 10 minutes drive to the charming harbour town of Cascais.

Top guest favorite
The living area features large glass doors that open to a private terrace, allowing natural light to fill the space. A round dining table sits beside a wooden chair, while a lounging chair is positioned on the terrace, surrounded by planters with greenery.
Apartment in Lisbon
4.95 out of 5 average rating, 824 reviews

Lisbon rooftop with terrace and stunning views

A stylish 1-bedroom rooftop apartment with a private terrace and stunning views of the Sao Jorge Castle and Tagus river. Located in the heart of Lisbon, in Marques de Pombal close to the emblematic Eduardo VII park and Avenida da Liberdade. ⚠️PLEASE NOTE there is construction work next door and may be noisy during the day** The rooftop apartment is accessible via an outdoor spiral staircase. Due to the stairs, please note that this apartment is not suitable for people with reduced mobility.

Top guest favorite
The exterior of a historic windmill is showcased, featuring a circular white structure with a blue base. Lush greenery surrounds the base, with palm trees and shrubs visible. A clear blue sky offers a background to the picturesque setting, while the ocean can be seen in the distance.
Windmill in Setúbal
4.98 out of 5 average rating, 258 reviews

Moinho do Marco: the romantic windmill hideaway

Let yourself be carried away by the romanticism of the Moinho do Marco! Built in 1855, it is one of the few that still retains its original wooden gears. Enjoy the magic of sleeping comfortably in a mill full of history and charm. Located in the Serra da Arrábida, let yourself be conquered by the tranquillity of nature from the terrace, which offers the best view over the beautiful Bay of Setúbal. Enjoy this unusual, romantic and sustainable accommodation at any time of the year.

Top guest favorite
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.
Apartment in Lisbon
4.99 out of 5 average rating, 175 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 favorite
An outdoor seating area features wooden chairs and a coffee table under a large umbrella, overlooking a private pool. Lush plants add greenery, while a stunning view of the lake and surrounding nature is visible in the background under a clear blue sky.
Villa in Montargil
4.94 out of 5 average rating, 154 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.

Top guest favorite
A clear blue pool is surrounded by well-kept gardens and lounge chairs. Lush greenery frames the area, with vibrant flowers lining the pathway. A relaxing atmosphere is provided by the shady trees and a glimpse of dining spaces under the sun.
Home in PT
4.94 out of 5 average rating, 159 reviews

Casa dos Centenários - Blue Accommodation

The blue consists of a living room with an equipped kitchenette, double sofa bed, TV, Wi-Fi, air-conditioning, 1 bedroom with a double bed and 1 bathroom. Maximum accommodation for 4 people. Garden with swimming pool, barbecue, sun loungers, hammocks, garden dining areas and two small lakes. Pets are not allowed. PLEASE NOTE: WE HAVE 7 CATS. The garden and pool are shared by the two accommodations. The garden has 2 surveillance cameras.

Top guest favorite
A cabin is nestled among lush greenery in a forested area, surrounded by various trees. A dirt path leads to the cabin, with a vehicle parked nearby. The setting is peaceful, showcasing the natural landscape of the region.
Hut in Cercal
4.98 out of 5 average rating, 209 reviews

wooden house in silence

This refuge is in the middle of a large forest of cork oaks, with more than 30 hectares, with many paths for pleasant walks, watching many varieties of birds, several places to practice Yoga, or simply contemplating the cork oak forest or the horizon. Here you will certainly be happy during your stay !!! If you want a long stay and need to work, I can provide an internet router.

Top guest favorite
A coastal terrace is viewed from the stone-paved area, showcasing lush greenery, terracotta planters, and an expansive view of the ocean. A red sailboat can be seen gently moving across the water, while the sky above is clear and bright.
Home in Colares
4.96 out of 5 average rating, 146 reviews

Restored winery on the Atlantic.

Historic late 17th century winery newly restored into home. Situated on the Atlantic Ocean with views of the beautiful Coastal village of Azenhas do Mar, Cabo da Roca and Ericeira. Walking distance to Praia das maçãs and Azenhas do Mar beach. Breathtaking views from either window of the home. More information available upon request. A rare property in a unique location.

Popular amenities for Alentejo vacation rentals

Frequently Asked Questions

  • What are the best places to stay in Alentejo?

    Visitors to Alentejo often stay in the historic centers of towns like Évora, Beja, or the coastal village of Vila Nova de Milfontes. Rural farm stays and converted manor houses are frequently suggested for those seeking a locally rooted experience.

  • What are the best things to do in Alentejo with kids?

    Families can explore castle ruins, stroll through walled villages, or visit nature reserves for birdwatching and gentle walks. The region also has outdoor swimming spots, interactive museums, and sandy beaches along the coast.

  • What are some of the best things to do in Alentejo?

    Explore the UNESCO-listed city of Évora, roam the megalithic monuments near Monsaraz, or walk through cobbled streets in villages like Marvão. Alentejo has local wineries, traditional markets, and extensive cork oak landscapes.

  • How is the weather in Alentejo?

    Alentejo has mild, wetter winters with temperatures from 40–59°F (5–15°C), and hot, dry summers ranging from 65–96°F (18–35°C). Bring light clothing for summer, layers for cooler months, and a rain jacket for spring and fall.

  • What are the best places to visit in Alentejo?

    Frequently suggested spots include the historic city of Évora, the whitewashed village of Monsaraz, and the Alqueva Lake area. The coastline around Vila Nova de Milfontes is also known for sandy beaches and relaxed towns.

  • What are some hiking trails in Alentejo?

    Alentejo has marked trails through the Serra de São Mamede Natural Park, the cork forests near Grândola, and along the Rota Vicentina on the coast. Walkers often enjoy routes with rolling hills and views of rural villages.

  • What are some family activities we can do in Alentejo?

    Families can join guided nature walks, explore interactive history museums, or picnic by Alqueva Lake. Sandy beaches, local festivals, and wildlife spotting in nature reserves are also popular.

  • What are some of the best day trip ideas from Alentejo?

    Visitors often plan day trips to the UNESCO-listed Évora, the fortified village of Marvão, or the vineyards near Redondo for wine tastings. Coastal escapes to the beaches around Zambujeira do Mar are also frequently suggested.

  • Are there any pet friendly accommodations available in Alentejo?

    Many accommodations across Alentejo welcome pets, especially in rural areas and coastal towns. Check individual listings for pet policies and nearby outdoor spaces for walks.

  • What are some local tips for visiting Alentejo?

    Pack sun protection and refillable water bottles, as summers are warm and dry. Try local olive oil and wines, and consider a rental car to reach small villages and countryside markets.

  • What is Alentejo known for?

    Alentejo is known for sweeping cork oak woodlands, olive groves, and distinct whitewashed villages. The region has rich Roman, Moorish, and medieval heritage, along with celebrated cuisine and local wines.

  • What are the best hidden gems to explore in Alentejo?

    Travelers often mention the pottery town of São Pedro do Corval and the quiet medieval village of Castelo de Vide. Serpa, known for its cheese and historic streets, is also frequently suggested for those looking to explore less-visited places.

  • What are the best foods to try in Alentejo?

    Traditional dishes include pork with clams, slow-cooked lamb stews, and bread-based açorda soup. Local cheeses and olive oils, as well as regional wines, are enjoyed throughout Alentejo.

  • What should I bring for a trip to Alentejo?

    Pack comfortable shoes for walking on cobbled streets or country trails, sunscreen, and a reusable water bottle. Bring light clothing for summer, layers for cooler evenings, and a rain jacket in spring or fall.

  • What is the nightlife in Alentejo like?

    Nightlife in Alentejo is laid-back, with local bars, wine cellars, and live music in town centers. During summer, open-air festivals, local celebrations, and traditional music events often bring communities together in public squares.

  • What are the most popular events or festivals in Alentejo?

    Frequent events include summer music festivals, regional food fairs, and cultural celebrations that showcase traditional singing and crafts. Carnival festivities and harvest fairs in late summer or early fall are often highlighted.

  • Are there family friendly vacation rentals in Alentejo?

    Alentejo has a range of family-friendly vacation rentals, including countryside cottages, village homes, and apartments in towns like Évora or Vila Nova de Milfontes. Many have outdoor spaces and offer easy access to nature and cultural sites.

  • When is the best time to visit Alentejo?

    Late spring and early fall are often recommended for their warm, pleasant weather, lower rainfall, and blooming fields. Summers can be very hot, while winters are milder and quieter.

Destinations to explore

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