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Vacation rentals in Castelonchio

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Top-rated vacation rentals in Castelonchio

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A spacious outdoor pool is surrounded by neatly arranged lounge chairs and framed by lush greenery and tall cypress trees. The inviting blue water reflects the clear sky and the structure of the residence sits elegantly in the background.
Home in Asciano
4.96 out of 5 average rating, 130 reviews

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Top guest favorite
Guesthouse in Macciano
4.97 out of 5 average rating, 221 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Top guest favorite
A scenic view of a hilltop village, characterized by its historic buildings and lush greenery. The landscape features a blend of trees framing the village, with a prominent structure atop the hill surrounded by cypress trees, creating a peaceful and rustic atmosphere.
Home in Cetona
4.99 out of 5 average rating, 155 reviews

Casa Dolce Toscana | Panoramic Suite with a View

CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

Top guest favorite
The villa is surrounded by a winter landscape, with snow covering the garden and steps leading to the entrance. Large windows reveal warm interiors, while snowflakes fall softly, creating a serene atmosphere. Nearby, greenery is dusted with snow, enhancing the tranquil scene.
Villa in Montepulciano
4.93 out of 5 average rating, 300 reviews

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Top guest favorite
An arched entrance covered in vibrant greenery leads to a sparkling pool area framed by sun loungers and lush gardens. The pathway is lined with stepping stones, inviting guests towards a serene outdoor oasis, perfectly suited for relaxation.
Farm stay in Montepulciano
4.97 out of 5 average rating, 106 reviews

Rural Tuscany | Family farmstay with restaurant

Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.

Guest favorite
The image features a well-maintained garden surrounding a private pool. Sun loungers are arranged near the water, and a tall tree provides shade. The villa's stone wall adds texture, while vibrant greenery enhances the tranquil atmosphere. Sunlight filters through the clouds above.
Villa in La Cima
4.9 out of 5 average rating, 41 reviews

Lake View Private Villa w Pool

Charming independent private-use stone villa with pool, al fresco living & lush gardens, enjoys stunning views over the enchanting Trasimeno paradise. Immersed in idyllic beauty & tranquillity by a hillside nature reserve, with driving proximity to the lakeshore, historic villages, local shops & restaurants. An ideal sanctuary for blissful R&R, (&/or smart working) in complete privacy, and exploring/savouring the Umbro-Tuscan jewels, rich in cultural, enogastronomic & natural heritage.

Guest favorite
Home in Tuoro sul Trasimeno
4.93 out of 5 average rating, 70 reviews

Villa with panoramic lakeview "RenzosOlivengarten"

A house all to yourself. Surrounded by an old olive grove, the green hills of Umbria, and with a panoramic view of Lake Trasimeno in a beautiful secluded location. And even though you are here completely on your own: The nearest small town with a supermarket, bakery, and weekly market is just a few minutes away by car. Fully equipped & lovingly furnished with attention to detail. A dreamy, romantic house with a view of the lake. An ideal place for families, couples, or pet owners.

Guest favorite
An outdoor seating area is framed by a brick archway, featuring a round table and four chairs set on a gravel surface. Lush greenery and a tall palm tree are prominent, with a scenic view of the countryside and distant hills visible in the background.
Home in Tuoro sul Trasimeno
4.97 out of 5 average rating, 39 reviews

Bellavista:relax among the hills of Trasimeno lake

Apartment in a typical Umbrian farmhouse (composed by three apartments). The apartment is on the ground floor, on the first floor live the owners. It is for 5 people and had got 3 bedrooms: 1 double bed and private bathroom with nice lake view 2 double bed and private bathroom and and terrace 3- single bed and private bathroom Living room and a tiny kitchen. The apartment has also a nice veranda with beautiful lake view. We have a nice swimming pool we like to share with our guests.

Top guest favorite
Condo in Tuoro sul Trasimeno
4.97 out of 5 average rating, 110 reviews

Foscolo's Apartment

The apartment is on the second floor of a two-story single-family home, surrounded by land, children's playground and lots of greenery, It is very comfortable, quiet and the rooster of the house wakes you up. Apartment near many strategic points, two km from the Siena-Perugia junction, 30 km from Perugia and 40 km from Siena, 20 from nearby Cortona and also very convenient to reach islands and beautiful Assisi. Relax with the whole family in this quiet accommodation.

Guest favorite
A small wooden table set for two is adorned with fine china cups and a delicate flower vase. The balcony offers a panoramic view of the rolling hills, as the sun sets, casting warm hues over the landscape.
Apartment in Montepulciano
4.92 out of 5 average rating, 277 reviews

I Tramonti di Eramo, Montepulciano city center.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

Top guest favorite
A clear, turquoise pool is set against a backdrop of natural stone, with wooden lounge chairs visible nearby. A shaded terrace extends from the house, offering a relaxing outdoor space surrounded by trees.
Home in La Cima
4.98 out of 5 average rating, 44 reviews

House on the Meadow

Charming rustic-style vacation home on a hill above Lake Trasimeno (border of Umbria/Tuscany). The natural stone house is located above Tuoro amidst rustic stone oaks and olive trees with a magnificent view of the lake. All rooms have a ceiling height of 3 m and convey a comfortable feeling of space. All windows have fly screens and shutters. Various terraces with seating and lounging options as well as a barbecue are provided.

Guest favorite
A charming villa is visible beside a pristine swimming pool, bordered by a manicured lawn. The property is surrounded by rolling hills with lush greenery. The exterior features stone walls and wooden beams, reflecting a rustic design. Clear skies and gentle sunlight enhance the serene atmosphere.
Farm stay in Tuoro sul Trasimeno
4.98 out of 5 average rating, 47 reviews

Country House – From Hill to Hill

Discover the privacy of an exclusive villa in the Umbrian hills, with views of Lake Trasimeno and a private infinity pool. In this oasis of tranquility surrounded by six hectares of olive groves, everything is exclusively for you, guaranteeing maximum privacy. The fully fenced garden is the ideal environment to accommodate your pets, allowing them to fully enjoy the beauty and peace of this charming location.

Popular amenities for Castelonchio vacation rentals

  1. Airbnb
  2. Italy
  3. Umbria
  4. Perugia
  5. Castelonchio