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San Pietro a Cegliolo Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for San Pietro a Cegliolo vacation rentals

A building entrance with a number '10' sign, a stone staircase, and a potted plant with pink flowers.

1. City / Village Apartment in Cortona with 1 bedrooms sleeps 2

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Cortona Old Town
9.8 out of 10, Exceptional, (9 reviews)
"Nice property"
United States
Joseph
The price is CA $147
CA $153 total
includes taxes & fees
Nov 16 - Nov 17
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
A stone building with a green door, a window with shutters, and a small window with bars.

2. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is CA $290
CA $321 total
includes taxes & fees
Nov 16 - Nov 17
CASA AMBRA
A stone building with a wooden door and a small window above it.

3. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is CA $138
CA $154 total
includes taxes & fees
Nov 18 - Nov 19
Vicolo Della Scala Rooms - La Luna
A dining area with a wooden table, chairs, and a mirror. There is a clock on the wall and a window with a view.

4. Cortona Shabby Chic House<br>(Detached & Balcony)

Cortona Shabby Chic House<br>(Detached & Balcony)
Cortona Old Town
10.0 out of 10, Exceptional, (3 reviews)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
The price is CA $194
CA $216 total
includes taxes & fees
Nov 16 - Nov 17
Cortona Shabby Chic House<br>(Detached & Balcony)
A view from a window overlooking a courtyard with stone buildings and a tower.

5. La Finestra sul Teatro

La Finestra sul Teatro
Cortona Old Town
9.8 out of 10, Exceptional, (39 reviews)
"we loved the rooms—especially"
United States
Jean V. A.
The price is CA $204
CA $294 total
includes taxes & fees
Dec 8 - Dec 9
La Finestra sul Teatro
A house number 102, a security keypad, and a plaque with a floral design.

6. Vacation home with a panoramic terrace, ideal for families and couples

Vacation home with a panoramic terrace, ideal for families and couples
Cortona
The price is CA $99
CA $116 total
includes taxes & fees
Nov 16 - Nov 17
Vacation home with a panoramic terrace, ideal for families and couples
A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

7. 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 CA $187
CA $213 total
includes taxes & fees
Nov 16 - Nov 17
San Michele al Borgo
Outdoor pool

8. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (45 reviews)
"It was wonderful!"
United States
Wade
The price is CA $118
CA $140 total
includes taxes & fees
Nov 16 - Nov 17
iConic Wellness Resort
A window view of a town at sunset with buildings and a clear sky.

9. Cortonas Rooftop Nest

Cortonas Rooftop Nest
Cortona Old Town
10.0 out of 10, Exceptional, (12 reviews)
"Absolute gem of a property. Margherita is an excellent host as well!"
United States
Robin F.
The price is CA $211
CA $224 total
includes taxes & fees
Nov 27 - Nov 28
Cortonas Rooftop Nest
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

10. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is CA $113
CA $131 total
includes taxes & fees
Nov 17 - Nov 18
Artisti del Cavallo Tourism
Property grounds

11. Montecchio di Cortona

Montecchio di Cortona
Montecchio
9.0 out of 10, Wonderful, (2 reviews)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is CA $124
CA $142 total
includes taxes & fees
Nov 17 - Nov 18
Montecchio di Cortona
Terrace/patio

12. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
9.0 out of 10, Wonderful, (2 reviews)
"Super søde værter. Og rigtig fint værelse. Vi kommer igen"
Denmark
Emma
The price is CA $151
CA $173 total
includes taxes & fees
Nov 20 - Nov 21
Casale dell'Assiolo
A person sitting on a wooden chair in a garden with a table and chairs in the background.

13. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is CA $107
CA $154 total
includes taxes & fees
Nov 16 - Nov 17
Dolce Casa 2 by Tiny Away
Outdoor dining

14. Casa Lèon: Relaxation, Nature, and Comfort in the Heart of Valdichiana.

Casa Lèon: Relaxation, Nature, and Comfort in the Heart of Valdichiana.
Toscana
The price is CA $236
CA $261 total
includes taxes & fees
Dec 12 - Dec 13
Casa Lèon: Relaxation, Nature, and Comfort in the Heart of Valdichiana.
Property grounds

15. Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Rigutino
The price is CA $115
CA $162 total
includes taxes & fees
Nov 16 - Nov 17
Dolce Casa 1 by Tiny Away
A stone building with a balcony, an archway, and potted plants.

16. Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi

Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi
Cortona
8.8 out of 10, Excellent, (3 reviews)
"Angelo was so friendly. He met us at the property and showed us around. The house is beautiful and peaceful. Thank you for a lovely stay."
United States
Bonnie B.
The price is CA $173
CA $179 total
includes taxes & fees
Nov 22 - Nov 23
Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi
A historic building with a tower, a courtyard, and a well-lit entrance.

17. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
The price is CA $91
CA $105 total
includes taxes & fees
Nov 26 - Nov 27
Abbadia Sicille Relais
A rustic brick building with a mural, a clock, and various potted plants.

18. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
Casamaggiore
10.0 out of 10, Exceptional, (1 review)
"Stayed 2 nights in June 2026. Beautiful place with garden and private parking and outdoor terrace - all you can need in quite spacious studio condo. Comfy big bed, aircon and a ceiling fan, dining table with 4 chairs and a kitchenette if you want to cook your own dinners (full with cutlery and crockery, fridge and coffee machine). Clean private bathroom with shower, toilet and bidet. Host was very lovely too, we need an iron and we could borrow it with no fuss alongside ironing board. Very...
United Kingdom
Anna
The price is CA $116
CA $151 total
includes taxes & fees
Nov 19 - Nov 20
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
A stone archway leading to a building with a tiled roof, surrounded by gravel and potted plants.

19. Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi

Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi
Cortona
10.0 out of 10, Exceptional, (1 review)
"Pros: il luogo che ci circondava rilassante ottimo. Cons: nulla come dicevo luogo ottimo."
Italy
Anonymous traveller
The price is CA $345
CA $411 total
includes taxes & fees
Nov 30 - Dec 1
Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi
A spa area with a stone-walled arch, a hot tub, and a small window.

20. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (31 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is CA $164
CA $187 total
includes taxes & fees
Nov 16 - Nov 17
DormiVeglia B&B
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 San Pietro a Cegliolo Hotel Reviews

An outdoor seating area with tables and chairs, potted plants, and a view of the sea.
Villa Santa Margherita

Villa Santa Margherita

Villa Santa Margherita
Cortona Old Town

10/10 Excellent

Perfect place
Canada
jean-paul
Reviewed June 12, 2026
Villa Santa Margherita

Find out more about San Pietro a Cegliolo

Everything you need to know about San Pietro a Cegliolo 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 San Pietro a Cegliolo vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, 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 San Pietro a Cegliolo vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Pietro a Cegliolo vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Pietro a Cegliolo. 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 San Pietro a Cegliolo vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Pietro a Cegliolo vacation rentals we have selected for you start as low as CA $91 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Pietro a Cegliolo rentals

At Expedia, we put the best San Pietro a Cegliolo 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 San Pietro a Cegliolo 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 San Pietro a Cegliolo 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 San Pietro a Cegliolo. 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 San Pietro a Cegliolo?

Yes, there are vacation rentals close to the most popular sights in San Pietro a Cegliolo, or you can go with a secluded option if you'd like a relaxing place to stay. San Pietro a Cegliolo is known for its wineries and gardens. Make sure you have time to check out the local tours and spas during your trip.

What's the top vacation rental that San Pietro a Cegliolo has to offer?

Villa Banditello, secluded, panoramic view over Montepulciano valley.: This vacation home rental near San Pietro a Cegliolo is located in a rural location and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

How many vacation rentals will I find in San Pietro a Cegliolo?

Choose from 6 Expedia vacation rentals in San Pietro a Cegliolo for a memorable vacation.

What’s there to see and do in San Pietro a Cegliolo?

While you're exploring the area, Isola Maggiore and Piazza Guido Monaco are a couple of picturesque spots to get outside and enjoy nature. Cortona Cathedral and Piazza della Repubblica are a couple of places you'll find in the larger area.

What’s a vacation rental in San Pietro a Cegliolo like?

Vacation rentals are privately owned accommodations you can reserve for a couple days or more in San Pietro a Cegliolo. Vacation rentals provide amenities like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for small groups.