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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Chiassa Superiore holiday rentals

Front of property

1. Villa La Ginestra

Villa La Ginestra
Subbiano
9.6 out of 10, Exceptional, (5 reviews)
"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."
Canada
Philippe
The price is ฿6,104
฿6,715 total
includes taxes & fees
13 Sept - 14 Sept
Villa La Ginestra
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, pool loungers

2. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (39 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is ฿4,289
฿4,947 total
includes taxes & fees
10 Sept - 11 Sept
iConic Wellness Resort
Porch

3. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (192 reviews)
"Very convenient and a beautifull terrasse to have breakfast with an amazing vue on Arezzo!"
France
Alexandre
The price is ฿3,026
฿3,558 total
includes taxes & fees
23 Aug - 24 Aug
Cameracaffè Centro
Luxury Double or Twin Room, 1 Bedroom, Jetted Tub, City View | View from room

4. B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.0 out of 10, Very good, (81 reviews)
"Very accessible and easy accommodation. Very pleasant room and reasonable breakfast. Within walking distance of train station and city centre."
Australia
Tina
The price is ฿2,706
฿3,206 total
includes taxes & fees
7 Sept - 8 Sept
B&B 52cento
Reception

5. Allegra Toscana - Affittacamere Guest house

Allegra Toscana - Affittacamere Guest house
Arezzo Centro Storico
7.0 out of 10, Good, (17 reviews)
"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
The price is ฿3,667
฿4,416 total
includes taxes & fees
17 Aug - 18 Aug
Allegra Toscana - Affittacamere Guest house
Lobby

6. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (24 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is ฿6,783
฿7,461 total
includes taxes & fees
6 Sept - 7 Sept
Villa Cassia di Baccano
Lunch and dinner served

7. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (43 reviews)
"Beautiful historic fortress / castle with tastefully updated rooms, great amenities that maintains the old character "
Canada
Ariel
The price is ฿8,239
฿9,216 total
includes taxes & fees
15 Aug - 16 Aug
Castello di Gargonza
Daily local cuisine breakfast for a fee

8. Locanda del Viandante

Locanda del Viandante
Anghiari
9.0 out of 10, Wonderful, (6 reviews)
"客室は清潔で、とても可愛いかったです。宿泊場所からの眺望は感動します。 朝食が人生でベスト朝食でした！"
Japan
Tatsuya
The price is ฿4,163
฿4,579 total
includes taxes & fees
25 Aug - 26 Aug
Locanda del Viandante
Exterior

9. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (20 reviews)
"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "
United Kingdom
Mr Andy
The price is ฿3,920
฿4,312 total
includes taxes & fees
16 Aug - 17 Aug
Locanda Antico Borgo
Family Apartment, 2 Bedrooms, Hill View, Tower | View from room

10. Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.8 out of 10, Exceptional, (6 reviews)
"We absolutely loved our stay at this hotel. The suite was perfect and the restaurant had probably the best food I have had in Tuscany. We definitely plan to stay there again."
United States
Gregory
The price is ฿5,495
฿6,159 total
includes taxes & fees
2 Sept - 3 Sept
Casa Vacanze Le Fornaci
Room, 1 Bedroom, Accessible, Smoking | 1 bedroom

11. Room-two-room Apartment

Room-two-room Apartment
Arezzo
10.0 out of 10, Exceptional, (1 review)
"A little tricky to locate but friendly staff and very walkable to see the sites."
Canada
Thelma
The price is ฿4,017
฿4,649 total
includes taxes & fees
17 Aug - 18 Aug
Room-two-room Apartment
Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub

12. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (29 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is ฿4,252
฿4,829 total
includes taxes & fees
16 Aug - 17 Aug
DormiVeglia B&B
Property entrance

13. Palazzo Tarlati Residenza d'Epoca

Palazzo Tarlati Residenza d'Epoca
Civitella in Val di Chiana
8.0 out of 10, Very good, (3 reviews)
"Small family-owned inn located in center of Civitella in Val di Chiana. Room was comfortable and included all we needed. It was cold upon check-in which the co-owner tried to remedy with a space heater. It took a while. The room warmed up after the first night. The other co-owner kindly offered me our first night complimentary. (Thank you again.). The breakfast was simple and included fruit, juice, yogurt, sliced cheese and cold cut, packages sweets, tea, coffee and water. The owners were...
United States
Marco
The price is ฿4,163
฿4,579 total
includes taxes & fees
16 Aug - 17 Aug
Palazzo Tarlati Residenza d'Epoca
Exterior

14. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is ฿4,788
฿5,419 total
includes taxes & fees
6 Sept - 7 Sept
San Michele al Borgo
Front of property

15. Relais Villa Belpoggio - Residenza d'Epoca

Relais Villa Belpoggio - Residenza d'Epoca
Loro Ciuffenna
9.8 out of 10, Exceptional, (35 reviews)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
United Kingdom
Mona
The price is ฿5,878
฿6,466 total
includes taxes & fees
2 Sept - 3 Sept
Relais Villa Belpoggio - Residenza d'Epoca
Classic Apartment, 3 Bedrooms | Exterior

16. Rustic Holiday Home in Citta di Castello With Swimming Pool

Rustic Holiday Home in Citta di Castello With Swimming Pool
Città di Castello
The price is ฿8,526
฿9,378 total
includes taxes & fees
13 Sept - 14 Sept
Rustic Holiday Home in Citta di Castello With Swimming Pool
Courtyard

17. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (7 reviews)
"We loved our stay here! The hosts and staff were super warm and friendly. Breakfast had a wide choice and we liked the evening drinks set up too! The hotel doggies were definitely a highlight ☺️ we’d love to come back!"
United Kingdom
Shelby
The price is ฿8,071
฿9,031 total
includes taxes & fees
17 Aug - 18 Aug
Fontelunga Hotel & Villas
Lobby

18. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (23 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is ฿4,846
฿5,484 total
includes taxes & fees
16 Aug - 17 Aug
B&B Piccolo Hotel
Apartment (1 Bedroom) | Front of property

19. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is ฿3,406
฿3,899 total
includes taxes & fees
22 Aug - 23 Aug
Vicolo Della Scala Rooms - La Luna
Apartment, 1 Bedroom, Smoking, Balcony | 1 bedroom

20. Two-room Apartment for 3 People With Kitchen and Private Bathroom

Two-room Apartment for 3 People With Kitchen and Private Bathroom
Arezzo
8.0 out of 10, Very good, (1 review)
"The property is in a great location in Arezzo and the owner communicated clearly, thoroughly with us and this was much appreciated since we are still novice VRBO users. Not having a designated parking spot caused some frustration when we ended up finding an open spot a block away. "
United States
Robert
The price is ฿4,591
฿5,280 total
includes taxes & fees
17 Aug - 18 Aug
Two-room Apartment for 3 People With Kitchen and Private Bathroom
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 Chiassa Superiore Hotel Reviews

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"Beautiful property and location."
Gary 1-night trip
Posted 7 hours ago
Il Falconiere - Relais e Chateaux

Find out more about Chiassa Superiore

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

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Frequently asked questions

Can I find a holiday rental in Chiassa Superiore?

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

What’s there to see and do in Chiassa Superiore?

While exploring the area, visit family-friendly sights like Aboca Museum, or get outside and enjoy nature at Piazza Guido Monaco. In the wider area, you’ll find Vasari's House and Cathedral of Saints Peter and Donato.

What’s a holiday rental in Chiassa Superiore like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chiassa Superiore. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a family trip or a small group gathering.