Vacation rentals in Castiglione d&#x27;Orcia

4.98 out of 5 average rating, 51 reviews

Villa in Petrignano

Restored Farmhouse & Cottage with AC, Pool & WIFI

JeffreyRating, 5 stars8 months ago

For our family vacation, three couples and a 1-year old, the place was perfect. The ability to spend the heat of the day in the huge pool or inside the refreshing lodging made the stay excellent. The place is close to groceries, pharmaceuticals, restaurants, local sites, cities, etc. Ken was always responsive to whatever issue we brought up and his quick replies were greatly appreciated.

Villa in Figline Valdarno

4.98 out of 5 average rating, 45 reviews

Il Castellaccio di Figline

JenniferRating, 5 stars6 months ago

There are not words for our wonderful stay at Daniele and Barbara's house. It's a whole family affair, with both parents taking care of us and the house. You can tell they all have the kindest souls and did their best to make us feel welcome and at home even with the language barrier! The house was very clean and had a beautiful view - I've never seen a more beautiful sunrise, honestly. The driveway is steep but we made it up just fine in our 9 passenger van. It is easy to find and it is very easy to access the downtown area. There are a lot of grocery options nearby and restaurants, as well. We tried to take the train one day but couldn't find parking - just a warning if you plan to do the same (though with a smaller car, you might be fine). The house is very close to some good wineries and easy to access Greve in Chianti, which was a nice visit. The house itself had very comfortable beds, clean bathrooms and nice water pressure in the showers. I would recommend this stay to anyone!

4.98 out of 5 average rating, 130 reviews

Home in Prato

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

CarterRating, 5 stars1 week ago

An incredible home, beautifully designed and restored. Rob and Illonka were both friendly, fun, and very caring for us. They came to help us when we had car trouble and always gave us fantastic recommendations for everything from parking lots to wonderful restaurants. The property is beautiful and so peaceful. There are plenty of towns and cities close by to visit, our favorites being Assisi, Gubbio, and Perugia. A car is a must, and this home has cylindrical stairs, so not good for anyone wobbly on their feet.

5 out of 5 average rating, 54 reviews

Home in Bolsena

Bolsena House

SophiaRating, 5 stars7 months ago

We had a lovely stay in Bolsena. The house is in a great location with excellent views from the multiple balconies and roof terrace. It was very clean and check-in/check-out experience was very simple. Communication with Oystein was very good and plenty of useful information provided. Would highly recommend staying here!

4.98 out of 5 average rating, 108 reviews

Loft in Scandicci

Meraviglioso Loft in Villa con Piscina nel Chianti

ElaineRating, 5 stars2 days ago

Chiara has a beautiful establishment and is a super host. She was welcoming, provided us with useful information, gave us clear and concise information when we required assistance. I would recommend her establishment and will definitely stay there again if ever I am in Florence again.

5 out of 5 average rating, 32 reviews

Villa in Allerona

Vakantievilla Casale Colline Dolci

StavRating, 5 stars2 weeks ago

Very nice and classic villa. Great for big family or group of friends who want to spend time together and also have privacy. The yard is amazing. The hot tub is great for cold days. The location is in the middle of the hills wineries which is beautiful but do take in mind every ride to any town is at least 20-30 minutes down and up the hills.

Home in Castiglione della Pescaia

4.86 out of 5 average rating, 7 reviews

Casa vacanze a Castiglione

CamillaRating, 5 stars9 months ago

Susanna ci ha riservato una eccellente accoglienza. La casa immersa nella natura è bellissima e provvista di tutto il necessario per sentirsi a proprio agio. Il giardino ampio e recintato è perfetto per gli amici a quattro zampe che possono giocare liberi e senza preoccupazioni. La zona tranquilla e riparata dal traffico concede agli ospiti il giusto relax. Il centro è a meno di 5 minuti di macchina oppure si può raggiungere a piedi facendo una bella passeggiata nel verde della Maremma. I servizi - quali supermercati e locali - sono anch’essi a meno di 5 minuti. Eccellente.

4.91 out of 5 average rating, 23 reviews

Villa in Loro Ciuffenna

Villa with pool & view near Florence and Arezzo

WilliamRating, 5 stars7 months ago

I’m a frequent Airbnb guest, in different locations around the world, and I don’t think I’ve had a better experience than here. Simone was spectacularly helpful and friendly , and the meal he made us all on one of our evenings was Michelin star standard. The villa itself was incredibly well equipped, with everything that you could ever wish for, especially in the kitchen which was so well equipped ( and I speak as someone who booked a villa in Sicily in June this year, where the kitchen was quite the opposite) The location was ideal, with a view of the Tuscan hills and the Arno valley to die for. I can’t recommend this villa, and especially Simone, more highly

4.98 out of 5 average rating, 107 reviews

Apartment in Perugia

Francamente accoglienti per un magnifico soggiorno

AnitaRating, 5 stars1 week ago

Abbiamo soggiornato da Vinci e sua figlia durante le ferie pasquali. Ci siamo trovati benissimo, posizione strategica per visitare Perugia e Assisi. L'accoglienza è stata calorosa, addirittura ci hanno offerto due torte fatte in casa durante il nostro soggiorno. Le due host sono state anche molto disponibili a darci consigli per i ristoranti tipici in cui cenare. L'appartamento è nuovo, luminoso, pulito e rispecchia bene le foto. Alla nostra partenza ci è stata anche regalata una marmellata buonissima fatta in casa. Soggiorno consigliatissimo

4.8 out of 5 average rating, 167 reviews

Farm stay in Pienza

Vacanze a Piandimaggio in Val d'Orcia.

DavideRating, 5 stars6 days ago

Bell'agriturismo in una posizione tranquilla e molto comoda per raggiungere facilmente i punti di interesse della zona, abbiamo girato per la Val D'Orcia soggiornando qui e ci siamo trovati davvero molto bene, come a casa. Paolo e la sua compagna gentilissimi, super disponibili e sempre al lavoro per garantire il massimo ordine e pulizia della struttura. Consigliatissimo.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Castiglione d'Orcia vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Castiglione d'Orcia's top sights

Rocca d'Orcia11 locals recommend

Osteria Perillà4 locals recommend

Il Cerchio Delle Streghe4 locals recommend

Other great vacation rentals in Castiglione d'Orcia

4.88 out of 5 average rating, 50 reviews

Home in Volterra

Tuscan Villa with Privacy,Pool,near towncentre

GaiaRating, 5 stars1 week ago

Ambiente paradisiaco, in uno scenario spettacolare, vicinissimo al centro. Casa piena di tutti i comfort, elegante, perfetta per un totale soggiorno di relax. Antonio sempre pronto a soddisfare ogni tua richiesta, gentile, cordiale ed ospitale. Da ritornare sicuramente!!

4.8 out of 5 average rating, 5 reviews

Villa in Poppi

Villa for 22 people w/private pool

Marie-ClaireRating, 5 stars7 months ago

This little hamlet was ideal for a group of several families wanting a Tuscan holiday. Christina was a very responsive host, always available for help and suggestions. One down side was the distance from many of the Tuscan attractions such as Florence and Sienna. The hamlet is reasonably remote so is ideal for those who want a secluded holiday rather than those who want to see the sights of Tuscany.

Apartment in Mercatale Valdarno

4.98 out of 5 average rating, 80 reviews

Panoramic view from stone Apartment- Pool and A/C

ClaireRating, 5 stars7 months ago

While looking for a place to stay it’s often difficult to choose. If we had known how fabulous this place was it would have been a no brainer! We all agreed that this is the best Airbnb we have ever stayed in on all of our travels. Massimiliano was a delight and so personable. He made excellent suggestions one being having a cooking lesson. If you have a chance ask for Francesca! The BEST! One last thing…we left with amazing recommendations for the next part of our trip. Thank you so much for a wonderful stay! Good luck with the harvest!

4.9 out of 5 average rating, 179 reviews

Cottage in Volterra

Podere Grignano, beautiful Tuscany

MarkRating, 5 stars2 months ago

Stefano and Roberta are two of the most absolute intrepid souls you will ever encounter. Their hospitality and generosity is without equal. Smartly appointed and expertly renovated, this exquisite example of an ancient farmhouse sits atop a stunning ridge line with vast views and expansive mountain scenery inspiring and enchanting at every turn. Right in the heart of Tuscany, this spectacular piece of the Italian wonderland does not disappoint!

5 out of 5 average rating, 8 reviews

Farm stay in Camucia

Il Giardino degli Ulivi | Casa Ippocastano

EwelinaRating, 5 stars7 months ago

Polecam! Czysty, klimatyczny dom. Piękny ogród. Świetna lokalizacja do zwiedzania Toskanii!

4.95 out of 5 average rating, 76 reviews

Villa in Asciano

Podere on the Crete Senesi

ChulaRating, 5 stars6 months ago

We spent a glorious and relaxing week at Sarchianello and could not recommend it more. The location was perfect for day trips to local places like Siena and Montalcino, and it was the ideal place to return to for an evening of eating and drinking. We loved our stay and were sorry to leave! It truly felt like a home away from home.

Farm stay in Roccatederighi

4.92 out of 5 average rating, 129 reviews

Holiday in antique farm, Belvedere

JessicaRating, 5 stars1 month ago

This place is an absolute gem! It was so breathtakingly beautiful, that we tried to delay our flights and stay longer! Every single family member was lovely! It truly did feel like home. My husband and I cannot wait to come back and bring family with us too. There simply aren't any words to describe how much we loved our time at Peruzzo!