Default HTG hotel image

Chiassa Superiore Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Chiassa Superiore vacation 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 P11,286
P12,415 total
includes taxes & fees
Sep 13 - Sep 14
Villa La Ginestra
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun 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 P7,930
P9,147 total
includes taxes & fees
Sep 10 - Sep 11
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 P5,580
P6,562 total
includes taxes & fees
Aug 24 - Aug 25
Cameracaffè Centro
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 P5,004
P5,928 total
includes taxes & fees
Sep 8 - Sep 9
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 P6,762
P8,143 total
includes taxes & fees
Aug 18 - Aug 19
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 P12,540
P13,794 total
includes taxes & fees
Sep 6 - Sep 7
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 P15,234
P17,040 total
includes taxes & fees
Aug 17 - Aug 18
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 P7,697
P8,467 total
includes taxes & fees
Aug 21 - Aug 22
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 P7,267
P7,994 total
includes taxes & fees
Aug 15 - Aug 16
Locanda Antico Borgo
View from room

10. Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.8 out of 10, Exceptional, (7 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 P10,186
P11,417 total
includes taxes & fees
Aug 31 - Sep 1
Casa Vacanze Le Fornaci
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 P7,428
P8,595 total
includes taxes & fees
Aug 17 - Aug 18
Room-two-room Apartment
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 P7,861
P8,929 total
includes taxes & fees
Aug 23 - Aug 24
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 P7,717
P8,489 total
includes taxes & fees
Aug 15 - Aug 16
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 P8,852
P10,019 total
includes taxes & fees
Sep 12 - Sep 13
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 P10,841
P11,924 total
includes taxes & fees
Sep 2 - Sep 3
Relais Villa Belpoggio - Residenza d'Epoca
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 P15,763
P17,339 total
includes taxes & fees
Sep 13 - Sep 14
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 P14,923
P16,698 total
includes taxes & fees
Aug 17 - Aug 18
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 P8,959
P10,138 total
includes taxes & fees
Aug 16 - Aug 17
B&B Piccolo Hotel
Front of property

19. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is P6,314
P7,228 total
includes taxes & fees
Aug 22 - Aug 23
Vicolo Della Scala Rooms - La Luna
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 P8,489
P9,762 total
includes taxes & fees
Aug 17 - Aug 18
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 8 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:

  • View our selection of featured holiday rentals in Chiassa Superiore
  • Use the map to find apartments and other holiday homes in the Chiassa Superiore neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chiassa Superiore while they last

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

Frequently asked questions

Can I find a vacation rental in Chiassa Superiore?

Yes, there are vacation rentals near popular sights in Chiassa Superiore, or you can go with a more remote option if you're looking for relaxation.

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 larger area, you’ll find Vasari's House and Cathedral of Saints Peter and Donato.

What’s a vacation rental in Chiassa Superiore like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Chiassa Superiore. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for families.