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Vacation rentals in Alentejo

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Top-rated vacation rentals in Alentejo

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Guest favorite
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, 273 reviews

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

Observe the “melros” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique sea and mountain view of the private lounge, the infinity pool, the “Serra de Sintra”-a magical mountain, its enchanted woods, convents and palaces. Possibility to include a work desk. There is also the possibility of accepting wedding celebrations, if it is small groups, for additional payment. For more information contact the host directly. A mountain villa built more than 100 years ago , built on an imposing rock with a unique enveloping and breathtaking view over the sea to the city , Cascais and the mountain where it is located . The house has been recently renovated and enlarged with a modern and design building enjoying the view and surroundings . You can see from the top of the Serra de Sintra, to the Guincho to Cabo Espichel. Two steps from the footpaths of the Serra de Sintra and its monuments, and next to good restaurants , from cafes with good surroundings , the small village has a supermarket and pharmacy for its tranquility. 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 region. I love cycling and I know Serra like the back of my hand. I can share the secrets of the mountain and advise the best restaurants in the region. Malveira da Serra, a picturesque village near Cascais and Lisbon (20 min), with walking paths in the Serra de Sintra and its monuments. Guincho Beach and its wild dunes with its unique beauty, are a paradise for Surf/Kite-surf/Windsurf. I advise you to use your own car.

Guest favorite
A penthouse terrace features comfortable seating on a light-colored surface, surrounded by potted plants. A large round rug anchors the seating area, with a view of the city skyline and river visible in the background.
Apartment in Lisbon
4.9 out of 5 average rating, 126 reviews

Lisbon Lux Penthouse

Enjoy a unique experience in this luxurious penthouse located in the Chiado district. With a breathtaking view of the city and the river, it has a loft and terrace with a 180 degree unique view. The open kitchen is designed with high quality appliances and dining space which leads to the living room. For evening, 2 king size beds and 3 bathrooms with fitted wardrobes provide relaxation, comfort and welcome organization. The top floor loft has a bar area, tv and a comfortable sofa for quiet time.

Top guest favorite
The private terrace features wicker seating with a table, complemented by potted plants along the walls. The view includes a neighboring building with ornate architecture and a flag hanging from the balcony. The flooring is a warm terracotta tile, enhancing the bright outdoor space.
Place to stay in Lisbon
4.98 out of 5 average rating, 305 reviews

DAZZLING LOFT WITH TERRACE IN TRENDY CHIADO

This dazzling loft with roof top terrace is definitely the place to be, the place to stay for its privileged location. On the 3rd floor, with no elevator, the presence of beams in the sitting area add charm but can be inconvenient for very tall persons! A bright open space with air conditioning, dining, sitting, sleeping areas, ensuite dressing room, full bathroom and kitchenette. Sleeps 2 guests. Just picture yourself chilling out on the terrace while sipping a delicious local cocktail...

Top guest favorite
A rustic dining area is positioned under a covered terrace, featuring a wooden table surrounded by chairs. Lush greenery frames the space, with a serene view of the lake and hills visible in the background. Sunlight gently illuminates the scene, creating a calming ambiance.
Guest suite in Barragem de Santa Clara-a-Velha
5 out of 5 average rating, 214 reviews

Lake View at Cabanas do Lago

Take a moment, come to a quiet place, let yourself wonder. Concealed in the majestic scenery of “Cabanas do Lago” making an honest claim to be a walk away from the pure waters of Santa Clara Dam where if one so chooses can lose themselves in the beauty of this place. Here nature dances with the senses. The sights and sounds that surround this lovely setting will be etched to your memory. To wake up here, can be an amazing experience. Where the soft light of the morning gently wakes you up.

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, 124 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, 820 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, 257 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
Home in Reguengos de Monsaraz
4.98 out of 5 average rating, 113 reviews

Alentejo Heart House - Houses with Charm

Located in the Heart ❤️ of Alentejo, 90 minutes from the Capital and three minutes from the Center, surrounded by vineyards, this charming modern vintage style Village House offers magnificent views of the Alentejo plains, providing you with a peaceful and comfortable stay with access to cable channels and free Hi-Fi, bedroom and living room with air conditioning and wood-burning stove. Cozy kitchen in a private and refined environment with recovered furniture and accessories.

Top guest favorite
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
4.99 out of 5 average rating, 353 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 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, 208 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.

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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