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Vacation rentals in Castelonchio

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Top-rated vacation rentals in Castelonchio

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Guest favorite
Home in Asciano
4.96 out of 5 average rating, 129 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
A panoramic view of rolling hills is bathed in soft morning light, with mist gently resting over the landscape. Silhouettes of trees and distant structures emerge from the fog, creating a serene and tranquil atmosphere in the Val d'Orcia.
Farm stay in San Quirico d'Orcia
4.99 out of 5 average rating, 82 reviews

Wine Loft in the vineyards

Feel the magic of sleeping in the amazing landscape of Val d'Orcia in Tuscany ! You will be enchanted by the colors of the vineyards, enveloped by the scents of the grapes. Wine Loft is a unique home of relaxation and silence in nature. You will be welcomed by the team of Tenuta Sanoner winery, and you will discover delicious organic wine and olive oil . You will visit the cellar and taste the organic wines. Every morning you will receive a breakfast basket and enjoy a delicious local products

Top guest favorite
A small balcony is featured with two black woven chairs flanking a round table. On the table, a bottle and two glasses are set against a backdrop of panoramic views of rolling hills and terracotta rooftops under a partly cloudy sky.
Apartment in Cortona
4.99 out of 5 average rating, 174 reviews

Cortona’s Rooftop Nest

L’appartamento è sito in pieno centro storico proprio di fronte alla meravigliosa chiesa di San Francesco e a pochi passi dalla piazza principale.Arredato in stile country chic e dotato di tutti i comfort.Ospita 4 persone.Ventilatori nelle camer The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can host up to 4 people. Fan in the rooms.

Top guest favorite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano
4.97 out of 5 average rating, 218 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.

Guest favorite
A serene landscape features rolling green hills under a vibrant sunset sky, casting soft colors across the horizon. A stone wall is adorned with lush greenery and flowers, providing a tranquil viewpoint for someone contemplating the picturesque view of the valley and distant hills.
Home in Cetona
4.99 out of 5 average rating, 152 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's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa in Montepulciano
4.93 out of 5 average rating, 297 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
Aerial view of a scenic agriturismo surrounded by vineyards and rolling hills. The property features a pool and is framed by tall cypress trees, enhancing the natural landscape of lush green and golden fields under a partly cloudy sky.
Farm stay in Montepulciano
4.97 out of 5 average rating, 104 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
A shaded outdoor seating area features a white sofa and black wicker chairs, facing a view of Lake Trasimeno. A small table holds drinks, while vibrant sunflowers are arranged nearby. The pool is visible in the background, surrounded by lush greenery.
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
A wooden dining table is set outdoors, accompanied by four folding chairs. Glasses are placed on the table, with a scenic view of the olive grove and distant hills visible in the background, providing a serene atmosphere for outdoor dining.
Home in Tuoro sul Trasimeno
4.93 out of 5 average rating, 69 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, 38 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
A spacious living area is adorned with a vintage-style sofa and a decorative wooden armchair. Natural light floods the space through large windows covered with light curtains. A brick fireplace adds warmth, and a patterned rug enhances the room's character.
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.

Top guest favorite
A charming stone house is framed by vibrant flower pots filled with pink blooms. Sun loungers are positioned nearby, leading to a spacious pool area surrounded by lush greenery. Natural stone pathways enhance the outdoor setting under clear blue skies.
Villa in La Cima
4.98 out of 5 average rating, 61 reviews

Charming stone house with pool

This lovely house enjoys a special location, with breathtaking views of Lake Trasimeno, in the heart of the Montecastelluccio park, surrounded by woods, allowing you to stay in a dimension of great tranquility. Strategic because it is an hour or less from the main gems of Umbria and Tuscany, just to name a few: Perugia, Arezzo, Siena, Gubbio, Assisi, Spello, Montepulciano, Pienza, Cortona, San Gimignano and Città della Pieve. A unique experience

Popular amenities for Castelonchio vacation rentals

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