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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, 132 reviews

Palazzo Monaci - Piscina nelle crete Senesi

Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

Top guest favorite
Guesthouse in Macciano
4.97 out of 5 average rating, 225 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 charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay in Ruscello
4.99 out of 5 average rating, 498 reviews

Agriturismo Fattoria La Parita

Appartamento in stile provenzale immerso tra il vigneto e gli olivi. Godrete della tranquillità della campagna a 10 km dalla città e 4 dall'autostrada. Il canto di ghiandaie e cucù faranno da colonna sonora al soggiorno mentre i caprioli brucano tra gli olivi. E' inclusa una colazione base all'italiana (caffè, tè, latte, biscotti ecc.), se invece preferite una colazione più ricca e servita al tavolo il costo è 15€ a persona (10€ da 5 a 15 anni, gratis meno di 5 anni). Disponibile wallbox EV.

Top guest favorite
The villa is illuminated at night, showcasing its modern wooden façade and large glass windows. The well-maintained garden features various plants and trees. Soft lighting highlights the entrance, creating an inviting atmosphere for guests arriving in the evening.
Villa in Montepulciano
4.93 out of 5 average rating, 308 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
A charming outdoor seating area is set against a backdrop of rolling green hills. Two green metal chairs and a matching table are surrounded by flowering plants, with cypress trees rising in the distance under a partly cloudy sky.
Condo in Pienza
5 out of 5 average rating, 148 reviews

Mascagni Farmhouse in Val d'Orcia Pienza

Risali le iconiche colline toscane fino a Mascagni Organic Farm, un'azienda biologica dove ti aspetta la tua nuova casa: un fienile del 1500 finemente ristrutturato immerso tra olivi e campi di grano. Rilassati prendendo una tazza di tè, raccogli rosmarini e lavande nel giardino con vista mozzafiato sulla Val d'Orcia. Riscopri la tua vera natura tra i campi incontaminati e gli olivi: qui le passeggiate e i giri in bici non hanno confini! Pronto a creare ricordi che dureranno tutta la vita?

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, 163 reviews

Casa Dolce Toscana | Panoramic Suite & View

CASA DOLCE TOSCANA 🖼️ Ciao! Sono Jolanta 😊 Benvenuti nel nostro amato alloggio toscano ,con vista panoramica,immerso nelle colline della Toscana.Un’oasi di pace perfetta per chi desidera rilassarsi e vivere un’esperienza autentica. Situato a pochi chilometri da Siena e Firenze,il nostro alloggio combina il fascino rustico con tutti i comfort moderni. si trova nel cuore del centro storico del famoso borgo di Cetona,sottostante al castello ,con vista sulla valle e il profumo della Toscana.

Top guest favorite
A medieval stone tower stands tall against a clear blue sky, showcasing its historic architecture. The narrow road lined with greenery leads to the entrance, with the texture of the stonework and windows highlighted, inviting guests to explore its unique charm.
Tower in San Quirico d'Orcia
5 out of 5 average rating, 111 reviews

Luxurious Medieval Tower & Private Concierge

It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

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, 108 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
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.

Top guest favorite
An ancient stone building is showcased, featuring arched doorways and multiple windows. The façade is adorned with climbing greenery, creating a blend of natural and architectural beauty. Cobblestones form the ground, contributing to a rustic and historic ambiance.
Apartment in Civita
4.94 out of 5 average rating, 278 reviews

La Cava (Palazzo Pallotti)

L'appartamento é due piani sotto la piazza, interamente scavato nel tufo. Con vista sulla valle, é isolato dai rumori della strada, tranquillo, privato e molto accogliente. Le pareti in tufo gli donano un'aria antica, per trasportavi altrove nel tempo. Si raggiunge a piedi, attraverso un ponte pedonale che vi porta direttamente nella piazza dove c'é l'immobile. É perfetto per brevi soggiorni di completo relax, ma con la cucina totalmente attrezzata si sfrutta al massimo.

Top guest favorite
Condo in Tuoro sul Trasimeno
4.97 out of 5 average rating, 112 reviews

L'Appartamento di Foscolo

L'appartamento è al primo piano di una casa singola di due piani, circondata da terreno, spazio giochi per bambini e tanto verde, è molto comodo, tranquillo e il risveglio è dato dal gallo di casa. Appartamento vicino a molti punti strategici, due km dal raccordo Siena- Perugia, 30 km da Perugia e 40 km da Siena, 20 dalla vicina Cortona e anche molto comoda per raggiungere isole e la bellissima Assisi. Rilassati con tutta la famiglia in questo alloggio tranquillo.

Top guest favorite
Vacation home in Petrignano del Lago
4.98 out of 5 average rating, 146 reviews

Fontarcella, H&R- mediterranean home with jacuzzi

Located in the hills between Montepulciano, Castiglione del Lago, and Cortona, Fontarcella is a detached villa surrounded by greenery, offering a private jacuzzi and parking. You'll discover a timeless place to share precious moments. The property, furnished in Mediterranean style, features air conditioning and free Wi-Fi. The fully fenced garden offers a variety of amenities. Just minutes from the highways, Fontarcella is easily accessible for travelers.

Popular amenities for Castelonchio vacation rentals

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