Vitiano Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Vitiano vacation rentals

Lobby
Villa Cassia di Baccano

Townhouse in Loro Ciuffenna

Villa Cassia di Baccano
9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is ￥22,232
￥24,455 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Villa Cassia di Baccano
Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub
DormiVeglia B&B

Townhouse in Monte San Savino

DormiVeglia B&B
10.0 out of 10, Exceptional, (27)
"This was our favourite B&B. The owner Simona was absolutely wonderful. The hot tub in our room was out of this world. If you have the chance to visite this gem…DO IT!!"
Canada
Claude
DormiVeglia B&B
Terrace/patio
Abbadia Sicille Relais

Residence in Trequanda

Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ￥11,907
￥13,645 total
includes taxes & fees
Dec 14 - Dec 15
Abbadia Sicille Relais
Exterior
San Michele al Borgo

Townhouse in Castiglion Fiorentino

San Michele al Borgo
9.8 out of 10, Exceptional, (9)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is ￥20,370
￥23,136 total
includes taxes & fees
Jan 11 - Jan 12, 2026
San Michele al Borgo
Interior
Cortona Shabby Chic House<br>(Independent & balcony)

Apartment in Cortona Old Town

Cortona Shabby Chic House<br>(Independent & balcony)
10.0 out of 10, Exceptional, (3)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
The price is ￥17,232
￥21,061 total
includes taxes & fees
Dec 12 - Dec 13
Cortona Shabby Chic House<br>(Independent & balcony)
Dining
Montecchio di Cortona

Vacation Home in Montecchio

Montecchio di Cortona
9.0 out of 10, Wonderful, (2)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is ￥10,882
￥14,147 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Montecchio di Cortona
Property grounds
City / Village Apartment in Cortona with 1 bedrooms sleeps 2

Apartment in Cortona Old Town

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
10.0 out of 10, Exceptional, (6)
"This place was such a great find! So central and easily reachable. We really enjoyed our stay!"
United States
Julie R.
The price is ￥17,050
￥17,779 total
includes taxes & fees
Dec 12 - Dec 13
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Interior
La casa di Laura

Apartment in Cortona Old Town

La casa di Laura
10.0 out of 10, Exceptional, (1)
"Best sleep I’ve had in a long time. Very quiet area. Beautiful views. Absolutely gorgeous. Water and coffee were provided. Clean. Bruno was very patient with us with the language barrier. We also had trouble getting to the place because we were not getting service on our phone till we connected to WiFi. Bruno met us and showed us where to park after showing us the way to the apartment. Very steep climb up to the apartment from the parking area, but Cortona is overall steep. You will climb up...
United States
Angie F.
The price is ￥16,411
￥31,363 total
includes taxes & fees
Jan 7 - Jan 8, 2026
La casa di Laura
Lunch and dinner served, local cuisine
Castello di Gargonza

Residence in Monte San Savino

Castello di Gargonza
3.0 star property
9.2 out of 10, Wonderful, (39)
"All of the hotel staff did an outstanding job. Our room had everything we needed and the restaurant was great. Breakfast was exceptional. Special shoutout to Neri, the owner, for taking such good care of us. "
United States
Diane
Castello di Gargonza
Porch
Cameracaffè Centro

Townhouse in Arezzo Centro Storico

Cameracaffè Centro
8.6 out of 10, Excellent, (179)
"Great room and wonderful staff. Loved the breakfast from the veranda with both a view of the mountains and the city center. "
United States
Keith
The price is ￥13,295
￥15,718 total
includes taxes & fees
Dec 17 - Dec 18
Cameracaffè Centro
Outdoor dining
Holiday home with panoramic terrace ideal for families and couples

Vacation Home in Cortona

Holiday home with panoramic terrace ideal for families and couples
The price is ￥12,695
￥16,685 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Holiday home with panoramic terrace ideal for families and couples
Front of property
Podere La Chiusella

Aparthotel in Rapolano Terme

Podere La Chiusella
9.4 out of 10, Exceptional, (30)
"Et sjarmerende lite B&B. Har nok vært utrolig vakkert i sine glansdager, men områdene rundt bærer preg av lite vedlikehold. Leiligheten var helt grei for en overnatting. Gulvet på badet var ikke rent. Når vi tørket opp etter oss ble håndkleet møkkete. Men overnattingen var helt grei alt i alt. Når vi skulle sjekke ut var det ikke et menneske å se, resepsjonen var stengt. Endte med å sette nøklene i døra og dra da alt var betalt ved bestilling."
Norway
Elisabeth
Podere La Chiusella
1 bedroom, iron/ironing board, free WiFi, bed sheets
House in the Cortona countryside

Vacation Home in Fratticciola

House in the Cortona countryside
10.0 out of 10, Exceptional, (1)
"Host was extremely welcoming. Met us when we arrived and explained usage of all the amenities, including the clothes washer. Cottage was quintessential Rural Italian home. The hostess even provided us with some local wine and homemade biscotti. "
United States
Nancy F.
The price is ￥16,323
￥19,588 total
includes taxes & fees
Jan 10 - Jan 11, 2026
House in the Cortona countryside
Exterior
THE MONNA LISA RESORT

Townhouse in Arezzo

THE MONNA LISA RESORT
9.6 out of 10, Exceptional, (8)
"Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. "
United States
Bart
The price is ￥19,395
￥22,429 total
includes taxes & fees
Dec 19 - Dec 20
THE MONNA LISA RESORT
Exterior
Artisti del Cavallo Tourism

Villa in Foiano della Chiana

Artisti del Cavallo Tourism
8.4 out of 10, Very Good, (24)
"Good house for one night. "
Germany
Heiner
The price is ￥12,833
￥14,481 total
includes taxes & fees
Dec 18 - Dec 19
Artisti del Cavallo Tourism
Property grounds
Il Poggio dell'Eremita

Villa in Sinalunga

Il Poggio dell'Eremita
10.0 out of 10, Exceptional, (59)
"Amazing property! Could not recommend more."
United States
Annika P.
The price is ￥22,155
￥25,802 total
includes taxes & fees
Dec 12 - Dec 13
Il Poggio dell'Eremita
Daily local cuisine breakfast for a fee
Locanda del Viandante

Townhouse in Anghiari

Locanda del Viandante
9.0 out of 10, Wonderful, (6)
"Smuk beliggenhed - meget autentisk på den gode måde"
Denmark
tina
The price is ￥22,259
￥24,484 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Locanda del Viandante
Property grounds
La Murata

Aparthotel in Rapolano Terme

La Murata
9.0 out of 10, Wonderful, (11)
"Amazingly beautiful place! Wish i could have stayed longer to enjoy the view but was just passing through. The apartment was so cute and clean. Any family would enjoy staying here. I would stay here again if i were in the area."
United States
Elizabeth
The price is ￥21,180
￥24,026 total
includes taxes & fees
Dec 25 - Dec 26
La Murata
Outdoor dining
Apartment "La Finestra sul Fiume" with Private Terrace

Apartment in Subbiano

Apartment "La Finestra sul Fiume" with Private Terrace
10.0 out of 10, Exceptional, (3)
"Pros: Tutto molto pulito, il proprietario si è rivelata una persona gentilissima e molto disponibile"
Italy
Anonymous traveler
The price is ￥15,567
￥15,567 total
includes taxes & fees
Dec 12 - Dec 13
Apartment "La Finestra sul Fiume" with Private Terrace
Property grounds
Romantic farm in the Sienese hills

Vacation Home in Trequanda, Siena

Romantic farm in the Sienese hills
"Gemischt.Sehr gut: Zentrale Lage, viele Ausflugsmöglichkeiten (Siena, Cortona, Arezzo Pienza). Gepflegt, schöner Pool. Antonio ist die gute Seele des Hauses, freundlich, hilfsbereit und scheinbar immer fröhlich.Gut: Ausstattung des Hauses (wir haben im kleineren Poggiolino) gewohnt.Nicht gut: Zentrale Lage, direkt an einer wichtigen Regionalstraße. Also Ruhe in den Hügeln der Toskana hatten wir uns anders vorgestellt... Und:Im Schlafzimmer (UG) war es sehr warm (bei hohen Außentemperaturen)....
Germany
Heike K.
The price is ￥14,690
￥31,738 total
includes taxes & fees
Dec 21 - Dec 22
Romantic farm in the Sienese hills
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Vitiano Hotel Reviews

Abbadia Sicille Relais

Abbadia Sicille Relais

10/10 Excellent
"Room was beyond expectations. Helpful staff and overall great experience. "
Robert 1-night trip
Posted 3 days ago
Abbadia Sicille Relais

Find out more about Vitiano

Search for holiday rentals in Vitiano on Expedia! You can easily find your home rentals, villas, holiday apartments in Vitiano using one of the methods below:

  • View our selection of featured holiday rentals in Vitiano
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  • Enter your travel dates to view the best deals on holiday rentals in Vitiano while they last

Look no further and take a look at our great range of rental properties in Vitiano!

Frequently asked questions

Can I find a vacation rental in Vitiano?

Yes, there are vacation rentals close to popular attractions in Vitiano, or you can choose a more remote option if you're looking for a relaxing stay. Visitors to Vitiano speak positively about the countryside and wineries in this destination. Make sure you have time to check out the churches and musical theater during your trip.

What's the top vacation rental in Vitiano?

Farmhouse in the hills with panoramic view and swimming pool: Visitors like this Vitiano vacation home rental. It is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

What’s there to see and do in Vitiano?

Enjoy the area's cultural attractions such as Basilica of San Francesco, or get outdoors into nature at a spot like Piazza Guido Monaco. In the larger area, you’ll find Tennis Club Castiglionese and Agricola Buccelletti Winery.

What’s a vacation rental in Vitiano like?

Vacation rentals are private properties you can stay in for a long or short time in Vitiano. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for family gatherings.