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Pietraia Vacation Rentals

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Our top choices for Pietraia vacation rentals

1. 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 $168
CA $191 total
includes taxes & fees
Nov 8 - Nov 9
Casale dell'Assiolo

2. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.4 out of 10, Exceptional, (26 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
B&B Piccolo Hotel

3. 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 $88
CA $101 total
includes taxes & fees
Dec 8 - Dec 9
Abbadia Sicille Relais

4. 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 $117
CA $153 total
includes taxes & fees
Nov 19 - Nov 20
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

5. 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 8 - Nov 9
Artisti del Cavallo Tourism

6. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (74 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is CA $145
CA $199 total
includes taxes & fees
Nov 9 - Nov 10
Affitacamere Maria Gabriella

7. 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 8 - Nov 9
Vacation home with a panoramic terrace, ideal for families and couples

8. 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 10 - Nov 11
Montecchio di Cortona

9. 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 9 - Nov 10
City / Village Apartment in Cortona with 1 bedrooms sleeps 2

10. La Piccola Locanda

La Piccola Locanda
Chiusi
8.0 out of 10, Very good, (14 reviews)
"Very homey and wonderful people! We loved the restaurant below."
United States
autumn
The price is CA $167
CA $187 total
includes taxes & fees
Nov 8 - Nov 9
La Piccola Locanda

11. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (44 reviews)
"It was wonderful!"
United States
Wade
The price is CA $104
CA $124 total
includes taxes & fees
Nov 8 - Nov 9
iConic Wellness Resort

12. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (30 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is CA $153
CA $175 total
includes taxes & fees
Nov 8 - Nov 9
DormiVeglia B&B

13. 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 $188
CA $213 total
includes taxes & fees
Nov 8 - Nov 9
San Michele al Borgo

14. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (152 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
The price is CA $212
CA $239 total
includes taxes & fees
Nov 25 - Nov 26
La Locanda di San Francesco

15. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is CA $138
CA $155 total
includes taxes & fees
Nov 12 - Nov 13
Vicolo Della Scala Rooms - La Luna

16. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (11 reviews)
"Amazing location, beautiful property"
United States
Joseph
The price is CA $169
CA $192 total
includes taxes & fees
Nov 8 - Nov 9
montorio

17. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (145 reviews)
"We really enjoyed the room. Comfortable bed. Great location."
United States
Melissa
The price is CA $136
CA $156 total
includes taxes & fees
Nov 8 - Nov 9
Bed & Breakfast Vicolo dell'Oste

18. Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Foiano della Chiana
The price is CA $121
CA $127 total
includes taxes & fees
Nov 9 - Nov 10
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

19. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (121 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
The price is CA $200
CA $226 total
includes taxes & fees
Nov 15 - Nov 16
Meublé Il Riccio

20. Double room with private bathroom in the countryside, 5 minutes from Montepulciano

Double room with private bathroom in the countryside, 5 minutes from Montepulciano
Toscana
The price is CA $170
CA $241 total
includes taxes & fees
Nov 12 - Nov 13
Double room with private bathroom in the countryside, 5 minutes from Montepulciano
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 Pietraia Hotel Reviews

Find out more about Pietraia

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pietraia. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Pietraia?

Yes, we offer vacation rentals near top sights in Pietraia, or you can choose a secluded option if you're looking for a relaxing stay.

What's the top vacation rental in Pietraia?

Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome: Visitors like this Pietraia vacation home rental. It 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 4 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 games so you can immerse yourself in your vacation.

How many vacation rentals are there in Pietraia?

Expedia has 5 vacation rentals for your stay in Pietraia.

What’s there to see and do in Pietraia?

While exploring the area, visit family-friendly sights like Tavernelle Aquatic Park, or get outside and enjoy nature at Isola Maggiore. In the larger area, you’ll find Piazza della Repubblica and Villa Bramasole.

What’s a vacation rental in Pietraia like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Pietraia. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can provide a sense of security 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 standard hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.