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Chiassa Superiore Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Chiassa Superiore vacation rentals

Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub

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
$93 nightly
The price is $107
Jul 19 - Jul 20
Total with taxes and fees
DormiVeglia B&B
Lobby

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
$177 nightly
The price is $195
Jul 19 - Jul 20
Total with taxes and fees
Villa Cassia di Baccano
Outdoor dining

Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
$122 nightly
The price is $122
Jul 16 - Jul 17
Total with taxes and fees
Dolce Casa 2 by Tiny Away
1 bedroom, WiFi, bed sheets

Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Rigutino
$128 nightly
The price is $128
Jul 20 - Jul 21
Total with taxes and fees
Dolce Casa 1 by Tiny Away
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers

iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (38 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
$136 nightly
The price is $157
Jul 20 - Jul 21
Total with taxes and fees
iConic Wellness Resort
Outdoor dining

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, (3 reviews)
"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
$88 nightly
The price is $96
Jul 19 - Jul 20
Total with taxes and fees
Deluxe room Cartazucchero in the heart of Arezzo
Porch

Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (189 reviews)
"This property met all our needs for a one night stay. It is conveniently located near the train station and near the old town area. The people we encountered were friendly and helpful. The breakfast choices were plentiful and the breakfast area on the rooftop patio was beautiful. The only negative was that the walks of the room were thin and we could hear neighbors quite a bit. "
United States
Roger
$81 nightly
The price is $96
Jul 17 - Jul 18
Total with taxes and fees
Cameracaffè Centro
Property entrance

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
$124 nightly
The price is $137
Jul 17 - Jul 18
Total with taxes and fees
Palazzo Tarlati Residenza d'Epoca
Outdoor dining

Living suite Rosafragola in the heart of Arezzo

Living suite Rosafragola in the heart of Arezzo
Arezzo Centro Storico
$122 nightly
The price is $134
Jul 20 - Jul 21
Total with taxes and fees
Living suite Rosafragola in the heart of Arezzo
Private kitchen

Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
$113 nightly
The price is $117
Jul 17 - Jul 18
Total with taxes and fees
Happy Nest Tuscany Between Florence and Rome
1 bedroom, WiFi, bed sheets

Deluxe room Chocolate in the heart of Arezzo

Deluxe room Chocolate in the heart of Arezzo
Arezzo Centro Storico
$104 nightly
The price is $115
Jul 20 - Jul 21
Total with taxes and fees
Deluxe room Chocolate in the heart of Arezzo
Apartment (1 Bedroom) | Front of property

Vicolo Della Scala Rooms - Il Sole

Vicolo Della Scala Rooms - Il Sole
Cortona Old Town
$101 nightly
The price is $116
Jul 20 - Jul 21
Total with taxes and fees
Vicolo Della Scala Rooms - Il Sole
Lunch and dinner served

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
$238 nightly
The price is $267
Jul 19 - Jul 20
Total with taxes and fees
Castello di Gargonza
1 bedroom, iron/ironing board, free WiFi, bed sheets

Alò - One Bedroom Apartment, Sleeps 2

Alò - One Bedroom Apartment, Sleeps 2
Arezzo
$155 nightly
The price is $155
Jul 20 - Jul 21
Total with taxes and fees
Alò - One Bedroom Apartment, Sleeps 2
Exterior

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 review)
" 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
$181 nightly
The price is $181
Jul 20 - Jul 21
Total with taxes and fees
Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Outdoor dining

Living suite Verdeconiglio in the heart of Arezzo

Living suite Verdeconiglio in the heart of Arezzo
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1 review)
"It was a beautiful and quiet part of town and was very close to everything. The property manager spoke pretty good English which made everything much easier. It is a beautiful comforting and clean stay in the heart of Arezzo. Thank you. Era una zona bellissima e tranquilla della città, vicinissima a tutto. Il gestore parlava un ottimo inglese, il che ha reso tutto molto più semplice. È stato un soggiorno splendido, confortevole e pulito nel cuore di Arezzo. Grazie."
United States
Andrew T.
$100 nightly
The price is $110
Jul 20 - Jul 21
Total with taxes and fees
Living suite Verdeconiglio in the heart of Arezzo
Interior

Little cozy house

Little cozy house
Loro Ciuffenna
$91 nightly
The price is $91
Jul 17 - Jul 18
Total with taxes and fees
Little cozy house
Interior

Holiday Home 'La Casina All'angolo'

Holiday Home 'La Casina All'angolo'
Civitella in Val di Chiana
$160 nightly
The price is $167
Jul 20 - Jul 21
Total with taxes and fees
Holiday Home 'La Casina All'angolo'
Family Apartment, 2 Bedrooms, Hill View, Tower | View from room

Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.6 out of 10, Exceptional, (5 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
$173 nightly
The price is $194
Jul 17 - Jul 18
Total with taxes and fees
Casa Vacanze Le Fornaci
Lobby

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
$130 nightly
The price is $147
Jul 23 - Jul 24
Total with taxes and fees
B&B Piccolo Hotel
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"The food was amazing in the hotel. Staff was amazing. We felt at home from the moment we walked in. The amenities were wonderful."
Darren 2-night trip
Posted 1 day ago
Monastero di Cortona Hotel & Spa

Find out more about Chiassa Superiore

Everything you need to know about Chiassa Superiore vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chiassa Superiore vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Chiassa Superiore vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chiassa Superiore vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $194 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chiassa Superiore rentals

At Expedia, we put the best Chiassa Superiore vacation 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 Chiassa Superiore 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 Chiassa Superiore vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chiassa Superiore. 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

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 are some of the best vacation rentals that Chiassa Superiore has to offer?

Typical Tuscan Residence near the farm la Vialla: You might like this vacation home rental near Chiassa Superiore. It is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You can relax into your vacation with a garden and a hot tub.

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 Cathedral of Saints Peter and Donato and Piazza Grande.

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.