Holiday Rentals in Chitignano

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Our top choices for Chitignano holiday rentals

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is €113
includes taxes & fees
6 Jan - 7 Jan 2026
Villa Cassia di Baccano

Elegant Countryside Retreat

Elegant Countryside Retreat
Città di Castello
The price is €176
includes taxes & fees
24 Jan - 25 Jan 2026
Elegant Countryside Retreat

Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
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 €92
includes taxes & fees
18 Jan - 19 Jan 2026
Cameracaffè Centro

Dolce Rosa Centro Storico

Dolce Rosa Centro Storico
Sansepolcro
9.6 out of 10, Exceptional, (13)
"Ottimo rapporto qualità prezzo camera carina... un unico neo mancavano i tappi di vasca e bidet..."
Italy
Sergio
Dolce Rosa Centro Storico

THE MONNA LISA RESORT

THE MONNA LISA RESORT
Arezzo
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 €146
includes taxes & fees
1 Jan - 2 Jan 2026
THE MONNA LISA RESORT

Locanda Guidi

Locanda Guidi
Sansepolcro
9.0 out of 10, Wonderful, (2)
"No one in reception on arrival or departure. Only one small bottle of water in the room. ID cards left in the entry hall with no supervision. Very nice room, excellent location, very clean but totally lacking in "accoglienza"."
Ireland
Michael
Locanda Guidi

B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.0 out of 10, Very good, (73)
"Exactly how it is described and very near the train station. Walkable distance to all the things to do around there. I really enjoyed my stay there. "
United States
Maria de Lourdes
The price is €82
includes taxes & fees
8 Jan - 9 Jan 2026
B&B 52cento

B&B da Ronald...a Pian del Papa

B&B da Ronald...a Pian del Papa
Pratovecchio Stia
8.0 out of 10, Very good, (11)
"La struttura è facilmente raggiungibile. Supersilenziosa e in una zona tranquilla, con un fantastico panorama. Proprietari gentilissimi!"
Italy
Tatiana
B&B da Ronald...a Pian del Papa

Cennano Suite - enter apartment

Cennano Suite - enter apartment
Montevarchi
10.0 out of 10, Exceptional, (3)
"After and before the tourist rushes of Florence. I enjoyed a few very quiet and relaxing days in a beautiful and spacious place. "
Germany
Judith T.
The price is €117
includes taxes & fees
27 Dec - 28 Dec
Cennano Suite - enter apartment

Allegra Toscana - Affittacamere Guest house

Allegra Toscana - Affittacamere Guest house
Arezzo Centro Storico
7.0 out of 10, Good, (16)
"Great location in Arezzo, easy and simple to find and access. Everything was exactly as we needed although we did not need to stay long."
United Kingdom
Justin
Allegra Toscana - Affittacamere Guest house

Elegant Tuscan Retreat Near Florence

Elegant Tuscan Retreat Near Florence
Figline e Incisa Valdarno
The price is €102
includes taxes & fees
15 Jan - 16 Jan 2026
Elegant Tuscan Retreat Near Florence

Villa La Ginestra

Villa La Ginestra
Subbiano
9.6 out of 10, Exceptional, (5)
"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."
Canada
Philippe
Villa La Ginestra

Casa Da Vinci for two

Casa Da Vinci for two
Castiglion fibocchi
8.0 out of 10, Very good, (1)
"Sauber gemütlich, nette Atmosphäre Einrichtung ist ausreichend."
Germany
Perdita I.
The price is €72
includes taxes & fees
31 Dec - 1 Jan 2026
Casa Da Vinci for two

Deluxe room Cartazucchero in the heart of Arezzo

Deluxe room Cartazucchero in the heart of Arezzo
Arezzo Centro Storico
10.0 out of 10, Exceptional, (2)
"From all the places we stayed during our 13-day trip to Italy, this was by far our favorite. Fabio was incredibly communicative and friendly right from the start, sending us clear instructions on how to get there. He greeted us at the door with such warmth that it truly felt like we were staying with family. The room was spotless, beautifully decorated, and generously stocked with water, cookies, pastries, and other treats. It had the comfort and attention to detail of a hotel, yet the warmth of...
United States
Hector
The price is €71
includes taxes & fees
7 Jan - 8 Jan 2026
Deluxe room Cartazucchero in the heart of Arezzo

Zero Point

Zero Point
San Giovanni Valdarno
8.0 out of 10, Very good, (3)
"Sehr freundliche Vermieter, hat alles super funktioniert."
Germany
Familie K.
The price is €189
includes taxes & fees
25 Jan - 26 Jan 2026
Zero Point

Apartment "Marco"

Apartment "Marco"
Firenze
10.0 out of 10, Exceptional, (1)
"really big appartment with kitchen and everything what is neccessary. a little bit difficult to find but marco work on this. if you like nature and looking for silence offsinde the typical touris path, go to Londa. it is nice!"
Germany
Thomas M.
The price is €114
includes taxes & fees
8 Jan - 9 Jan 2026
Apartment "Marco"

LE ORTENSIE Independent mini-apartment outdoor space and small garden

LE ORTENSIE Independent mini-apartment outdoor space and small garden
Arezzo
10.0 out of 10, Exceptional, (1)
"From the moment we checked in, Giacinta was a gem to talk to, even with her broken English :). The apartment was very clean and the A/C worked great, specially after a busy day outside. Just a short drive to the historic district and also to some wineries and vineyards. Overall I will rate this place a 10 and recommend to anyone visiting Arezzo in the Tuscany region of Italy."
United States
Jose P.
The price is €155
includes taxes & fees
2 Jan - 3 Jan 2026
LE ORTENSIE Independent mini-apartment outdoor space and small garden

Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1)
" La casa pulitissima è molto bella, l’host molto disponibile e gentile, risponde sempre e anche subito. La posizione ottimale per fare il giro dei mercatini e di tutta la città. Consigliatissima "
Italy
Maria Gemma
The price is €153
includes taxes & fees
12 Jan - 13 Jan 2026
Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Locanda del Viandante

Locanda del Viandante
Anghiari
9.0 out of 10, Wonderful, (6)
"Smuk beliggenhed - meget autentisk på den gode måde"
Denmark
tina
The price is €135
includes taxes & fees
3 Jan - 4 Jan 2026
Locanda del Viandante

Sanniccolo'20 - Historic Residence

Sanniccolo'20 - Historic Residence
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1)
"We stayed in the apartment for two nights with a family of four. The apartment is in a great location that is walkable to all the main areas of Arezzo. Close to shops and restaurants and the main piazza. The apartment was clean and plenty of room for a family of four. The communication was great and very easy to locate the apartment from the train station and enter the building. We loved our stay and would definitely stay again."
United States
Tony V.
The price is €145
includes taxes & fees
28 Dec - 29 Dec
Sanniccolo'20 - Historic Residence
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 Chitignano Hotel Reviews

Find out more about Chitignano

Everything you need to know about Chitignano holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chitignano holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chitignano holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chitignano holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chitignano. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chitignano holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chitignano holiday rentals we have selected for you start as low as €127 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chitignano rentals

At Expedia, we put the best Chitignano holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chitignano rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chitignano holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chitignano. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Chitignano?

Yes, there are holiday rentals close to the most popular sights in Chitignano, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chitignano has to offer?

Tuscan villa with infinity salt private pool and jacuzzi on breathtaking view: This holiday home rental outside of Chitignano is located in a rural location, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

What’s there to see and do in Chitignano?

Explore the area and family-friendly sights such as Poppi Zoo, or get out into nature at a spot like Piazza Guido Monaco. ExpArt and Sanctuary of La Verna are a couple of places you'll find in the wider area.

What’s a holiday rental in Chitignano like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chitignano. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips or small group gatherings.