Citta della Pieve Vacation Rentals

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Dec 10 - Dec 11
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Dec 12 - Dec 14
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Dec 19 - Dec 21

Our top choices for Citta della Pieve vacation rentals

Property grounds
Farmhouse in a medieval village between Umbria and Tuscany

Farmhouse in a medieval village between Umbria and Tuscany

Farmhouse in a medieval village between Umbria and Tuscany
Casaltondo
9.0 out of 10, Wonderful, (2)
"This apartment is located in a calm and charming little village, a good starting point to discover Umbria. The 3 bedrooms and 2 bathrooms make the place ideal for a family's comfortable stay. The apartment is well-equipped but we missed the air conditioning in the hot summer days and a microwave for easy cooking. The host were very nice and friendly. We can recommend this apartment for everyone who prefers a calm holiday."
United States
Edit K.
$126 nightly
The price is $126
Jan 3 - Jan 4, 2026
Total with taxes and fees
Farmhouse in a medieval village between Umbria and Tuscany
Interior
Bufalari Palace apartment in the historic center

Bufalari Palace apartment in the historic center

Bufalari Palace apartment in the historic center
Città della Pieve
$186 nightly
The price is $186
Dec 11 - Dec 12
Total with taxes and fees
Bufalari Palace apartment in the historic center
Exterior
Holiday Home 'Il Loft di Pieve' with Wi-Fi

Holiday Home 'Il Loft di Pieve' with Wi-Fi

Holiday Home 'Il Loft di Pieve' with Wi-Fi
Citta della Pieve
10.0 out of 10, Exceptional, (1)
"Pros: La casa veramente bella, pulita ...la posizione ottimale per visitare altri borghi nelle vicinanze...Montepulciano ...Castiglione ..abbiamo passato tre giorni fantastici ..grande la cordialità la simpatia dei proprietari Cons: È stata una bella vacanza"
Italy
Anonymous traveler
$156 nightly
The price is $156
Jan 7 - Jan 8, 2026
Total with taxes and fees
Holiday Home 'Il Loft di Pieve' with Wi-Fi
Terrace/patio
Room 'La Malva - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi

Room 'La Malva - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi

Room 'La Malva - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi
Città della Pieve
Room 'La Malva - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi
Property grounds
Room 'Vista Lago' with Wi-Fi and Air Conditioning

Room 'Vista Lago' with Wi-Fi and Air Conditioning

Room 'Vista Lago' with Wi-Fi and Air Conditioning
Città della Pieve
$137 nightly
The price is $142
Dec 14 - Dec 15
Total with taxes and fees
Room 'Vista Lago' with Wi-Fi and Air Conditioning
Outdoor dining
A farmhouse in a large forest on a mountain with an immense view around it.

A farmhouse in a large forest on a mountain with an immense view around it.

A farmhouse in a large forest on a mountain with an immense view around it.
Città della Pieve
$355 nightly
The price is $355
Dec 11 - Dec 12
Total with taxes and fees
A farmhouse in a large forest on a mountain with an immense view around it.
Exterior detail
Romantic two-room apartment within the medieval walls ask for special price 3 -4 bed

Romantic two-room apartment within the medieval walls ask for special price 3 -4 bed

Romantic two-room apartment within the medieval walls ask for special price 3 -4 bed
città della pieve
6.0 out of 10, (1)
"A fine small apartment in the middle of town . How ever we had problems of noise from building works close to and next to our building. This continued also at week ends. David Morgan"
United States
David M.
$160 nightly
The price is $160
Dec 13 - Dec 14
Total with taxes and fees
Romantic two-room apartment within the medieval walls ask for special price 3 -4 bed
Terrace/patio
Apartment 'Lo Stagno - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi

Apartment 'Lo Stagno - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi

Apartment 'Lo Stagno - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi
Città della Pieve
Apartment 'Lo Stagno - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi
Terrace/patio
Apartment 'Cotogno - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi

Apartment 'Cotogno - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi

Apartment 'Cotogno - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi
Città della Pieve
Apartment 'Cotogno - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi
Terrace/patio
Apartment 'Il Rovo - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi

Apartment 'Il Rovo - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi

Apartment 'Il Rovo - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi
Città della Pieve
Apartment 'Il Rovo - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi
Pillowtop beds, minibar, in-room safe, individually decorated
La Locanda Di Cetona

La Locanda Di Cetona

La Locanda Di Cetona
Cetona
9.2 out of 10, Wonderful, (5)
"A lovely hotel and very welcoming staff. Cetona is a delight. "
Australia
Julian
La Locanda Di Cetona
Deluxe Double Room | View from room
Affitacamere Maria Gabriella

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (51)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
$135 nightly
The price is $153
Dec 11 - Dec 12
Total with taxes and fees
Affitacamere Maria Gabriella
Garden
Misia Country Resort

Misia Country Resort

Misia Country Resort
Orvieto
9.4 out of 10, Exceptional, (140)
"Very clean. Great service. "
United States
David
Misia Country Resort
Exterior
Agriturismo San Filippo

Agriturismo San Filippo

Agriturismo San Filippo
Acquapendente
9.0 out of 10, Wonderful, (13)
"Excellent experience!"
United States
Richard
Agriturismo San Filippo
View from room
Abbadia Sicille Relais

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
$74 nightly
The price is $85
Dec 16 - Dec 17
Total with taxes and fees
Abbadia Sicille Relais
Seasonal outdoor pool, open 8:30 AM to 8:00 PM, pool umbrellas
Villaggio Le Querce

Villaggio Le Querce

Villaggio Le Querce
4.0 star property
Sorano
9.0 out of 10, Wonderful, (57)
"Nice neighborhood with Sorano close by. No restaurant or bar open. Lack of bedsheets and towels for 3 people. The shower head was too heavy to stay in the shower head holder"
Finland
Åsa
$93 nightly
The price is $108
Dec 24 - Dec 25
Total with taxes and fees
Villaggio Le Querce
Exterior
Meublé Il Riccio

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (86)
"Staff is great and many good restaurants in short walking distance."
United States
Mark
$151 nightly
The price is $171
Dec 11 - Dec 12
Total with taxes and fees
Meublé Il Riccio
Seasonal outdoor pool, an infinity pool, pool umbrellas, sun loungers
FonteLiving

FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (5)
"Comfortable apartment in quiet block. Nicely furnished excellent housekeeping nice spacious bathrooms great view from the terrace."
United Kingdom
R
$74 nightly
The price is $84
Dec 17 - Dec 18
Total with taxes and fees
FonteLiving
Bar (on property)
La Piccola Locanda

La Piccola Locanda

La Piccola Locanda
Chiusi
8.8 out of 10, Excellent, (8)
"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "
United States
Jeffery
La Piccola Locanda
Suite Bernardo, Panoramica al terzo piano senza ascensore | 1 bedroom, desk, laptop workspace, iron/ironing board
PienzaLettings Suites

PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
$81 nightly
The price is $94
Dec 11 - Dec 12
Total with taxes and fees
PienzaLettings Suites
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 Citta della Pieve Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!"
Pedro 1-night trip
Posted 5 days ago
Relais Villa Grazianella - UNA Esperienze

Find out more about Citta della Pieve

Everything you need to know about Citta della Pieve 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 Citta della Pieve 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 Citta della Pieve vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Citta della Pieve vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Citta della Pieve. 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 Citta della Pieve 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 $84 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 Citta della Pieve rentals

At Expedia, we put the best Citta della Pieve 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 Citta della Pieve 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 Citta della Pieve 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 Citta della Pieve. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Citta della Pieve?

Yes, we have vacation rentals in Citta della Pieve near Centro Servizi Turistici Citta della Pieve, or you can go with a more remote option if you're looking for extra privacy while you relax. Citta della Pieve is known for its cathedral and musical theater. Make sure you have time to check out the art and local tours during your trip.

What are some of the best vacation home rentals in Citta della Pieve?

Farmhouse, private garden and fenced swimming pool on Tuscany-Umbria border: This highly rated vacation home rental in Citta della Pieve is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of books so you can immerse yourself in your vacation.

How many vacation rentals are there in Citta della Pieve?

Choose from 32 Expedia vacation rentals in Citta della Pieve for a memorable vacation.

What can I see and do in Citta della Pieve?

Family-friendly attractions include Centro Servizi Turistici Citta della Pieve, whereas Val di Chiana is a spot to enjoy the outdoors. Other places in town to visit include Fontesecca and Santa Maria dei Bianchi Oratory.

What are vacation rentals like in Citta della Pieve?

Vacation rentals are private properties you can stay in for a few days or a quick weekend in Citta della Pieve. Vacation rentals offer amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.