Vacation rentals in Castiglion Fiorentino

4.99 out of 5 average rating, 155 reviews

Apartment in Cortona

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.

4.98 out of 5 average rating, 56 reviews

"Borgo Sant'Andrea al Pozzo" in Ancient Abbey

Residenza completamente ristrutturata all'interno di un'antica Abbazia, già citata nel 1114 d.C. e proprietà dei frati Camaldolesi nel XII secolo. A pochi metri le mura storiche di Castiglion Fiorentino risalenti al 1200 d.C. e Porta Romana. Dista 500 mt a piedi dal centro storico di Castiglion Fiorentino e 15 min in auto da Cortona. Un soggiorno unico, tra storia e natura, in un contesto rilassante e riservato. Punto strategico per poter visitare Siena, Pienza, Anghiari, Arezzo, Cortona.....

4.96 out of 5 average rating, 165 reviews

Guesthouse in Macciano

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.

4.99 out of 5 average rating, 422 reviews

Farm stay in Ruscello

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 10€ a persona (6€ da 5 a 15 anni, gratis meno di 5 anni). Disponibile wallbox EV.

Villa in Castiglion Fiorentino

4.91 out of 5 average rating, 211 reviews

Tuscan charm of villa - countryside

Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

Home in Castiglion Fiorentino

4.94 out of 5 average rating, 81 reviews

La piccola torretta

Il casale proposto è un tipico terratetto realizzato in caratteristica pietra toscana, ideale per chi vuole trascorrere vacanze rilassanti immersi nel verde delle colline castiglionesi che cingono la piccola valle di Chio. L’alloggio, a torretta, è disposto su tre livelli: la porzione di fabbricato utilizzabile è posta al piano primo con soggiorno/pranzo e cucina attrezzata ed al piano secondo con camera matrimoniale, camera doppia e bagno con doccia, il tutto arredato con mobili in stile.

4.92 out of 5 average rating, 127 reviews

Condo in Montepulciano

"Dimora Valinda" Montepulciano Piazza Grande +A/C

🏠 Ideal location: within walking distance of stores, restaurants and attractions in the historic center. ❄️ Air conditioning for maximum comfort during hot days. 🛁 Washing machine for extended stays or simply for traveling light. 🌅 Private terrace for relaxing moments outdoors. 🍴 Full kitchen with dishwasher, perfect for those who love to cook even on vacation. 🌐 Ultra-fast 150 Mb/s Wi-Fi, ideal for smart working ☕ Well-stocked coffee station for a perfect start to the day.

4.92 out of 5 average rating, 65 reviews

Modern apartment in the heart of Tuscany

A few steps from Castiglion Fiorentino train station. Ideal for exploring not only this charming medieval city but also other beautiful Tuscan cities, such as Arezzo, Cortona and Siena. The apartment has 1 bathroom and 5 beds, ideal for families or groups of friends. There is also an additional sofa bed for extra guests. It also has a small loggia for relaxing. Its central location allows you to easily find services such as shops, restaurants and bars nearby.

4.98 out of 5 average rating, 133 reviews

Home in Prato

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

4.99 out of 5 average rating, 275 reviews

Apartment in Sinalunga

Resort Panoramic view - Free parking

Appartamento nuovo , potente Wi-Fi, SMART TV, bagno privato , Aria Condizionata, cucina privata , lavanderia , parcheggio privato gratuito . Sala da tea ad uso gratuito . Vista panoramica mozzafiato . Tra le Crete Senesi e la Val D’Orcia , a 800metri dal centro del paese , con ristoranti , bar e supermercati . Posto strategico per visitare le principali località in Toscana : Montalcino , Pienza , Siena , Arezzo , Rapolano Terme , Montepulciano .

Farm stay in San Fatucchio

4.92 out of 5 average rating, 213 reviews

1 room apartments in farmhouse whit pool

At Borgo Solario we have 4 apartments of this type, with 1 bedroom. Those 4 apartments are on ground floor, in rustic tuscany style living room with furnished kitchenet, 1 bedroom, bathroom with shower and private and independent entry. The property has a 360° view over the valley and down to the Trasimeno lake. Garden with common pool in summer and play ground. MAX people 2, no kids under 12 years old.

5 out of 5 average rating, 13 reviews

Happy Nest Tuscany Between Florence and Rome

We are Eurosian young couples, we love traveling, we have been to more than 20 countries! We speak Italian, English, Vietnamese, Chinese, Polish. We offer a modern and elegant accommodation to every traveling lover all around the world, to help you find a comfortable and home-feeling place in the heart of Tuscany!!! Have fun and enjoy your time in this beautiful landscape ^^

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Popular amenities for Castiglion Fiorentino vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Castiglion Fiorentino

Cottage in Castiglion Fiorentino

4.96 out of 5 average rating, 28 reviews

Charming Cottage with Pool

YaoRating, 5 stars1 month ago

We stayed a week at the cottage and had a wonderful time. The surroundings were so beautiful. There are quite a few beautiful towns nearby, perfect for day trips, but you’ll need a car, even to go to Castiglion Fiorentino, the nearest village. Fausto and Flavia were very welcoming and checked in us several times. The cottage was very clean and had everything we needed during our stay.

Villa in Castiglion Fiorentino

5 out of 5 average rating, 10 reviews

COPPA DI SOPRA Beautiful villa with superb view

SteffiRating, 5 stars8 months ago

Wir hatten tolle Tage am Berg im schönen Haus von Emanuele. Der Blick ist super, das Haus liegt ganz allein am Hang und man fährt ca. 15 Minuten in einen unaufgeregten aber netten toskanischen Ort. Beachten sollte man allein, dass natürlich mal ein Insekt reinkommen kann, aber es sind Fliegengitter vorhanden. Wir kommen gern wieder!

Villa in Castiglion Fiorentino

4.83 out of 5 average rating, 18 reviews

Suite Apartment ~ B&B Palazzo Robicci

SusanRating, 5 stars1 week ago

I just can’t say enough about how much we enjoyed our stay at Francesca’s. The massive and ancient masonry walls and window openings make for a magical atmosphere - and consistent indoor temperature. The garden and views are absolutely wonderful. There’s a fabulous restaurant on the same square and many great coffee shops nearby. And Francesca is delightful and knowledgeable. I highly recommend visiting Castiglion Fiorentino, and staying in this marvelous AirBnB!!

4.88 out of 5 average rating, 33 reviews

[Residenza Colle Secco] Villetta di campagna

DarioRating, 5 stars2 months ago

Posto magnifico, sulle colline di castiglion fiorentino a pochi km dal centro , accoglienza super, la dimora e' splendida, tutto curatissimo e al suo posto , cucina attrezzatissima , letti comodissimi , bagno pulitissimo e grande doccia . area relax e divani ampia e coccola :-) tutto travato in legno .... Gentilissimo Michele e la sua famiglia , nell'accoglienza e nel servizio . Assolutamente consiglio un we in questo paradiso , di bellezza tranquillita' , e relax :-) Merita !!!

5 out of 5 average rating, 5 reviews

casa Sonia

SilviaRating, 5 stars1 month ago

Casa perfetta, pulita silenzioso e dotata di tutto il necessario

4.54 out of 5 average rating, 26 reviews

trilocale wallbox inclusa

MassimilianoRating, 5 stars1 week ago

Ottimo alloggio a prezzo veramente conveniente. Camere spaziose, pulite, cucina ottimamente sistemata, bagno pulito comodo nuovo, sanitari ottimimente puliti. È stata esperienza piacevole da Daniel e quando tornerò a Castiglion Fiorentino ci ritorno sicuro