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Piana Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Piana vacation rentals

A bakery display with various pastries and desserts.

1. 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
$109 nightly
The price is $122
Oct 24 - Oct 25
Total with taxes and fees
La Piccola Locanda
A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

2. Borgo Dolciano

Borgo Dolciano
Chiusi
9.0 out of 10, Wonderful, (26 reviews)
"Lovely restored Tuscan villa and farmhouse. Very comfortable stay. Felt that the people who run it do so with a lot of heart and style. Great value too. "
Canada
Carla
$158 nightly
The price is $176
Oct 18 - Oct 19
Total with taxes and fees
Borgo Dolciano
A patio area with outdoor seating, potted plants, and a view of the landscape.

3. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (73 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
$117 nightly
The price is $133
Oct 19 - Oct 20
Total with taxes and fees
Affitacamere Maria Gabriella
A view through a glass door into a patio area with a white chair, a table, and a banner advertising a boutique hotel.

4. Boutique Apartment Eleganza

Boutique Apartment Eleganza
Chiusi Scalo
9.6 out of 10, Exceptional, (5 reviews)
"Amazing apartment!So close to the train!"
United States
Ryan W.
$94 nightly
The price is $114
Oct 22 - Oct 23
Total with taxes and fees
Boutique Apartment Eleganza
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

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
$78 nightly
The price is $90
Oct 22 - Oct 23
Total with taxes and fees
Artisti del Cavallo Tourism
An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

6. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (25 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
$142 nightly
The price is $158
Nov 2 - Nov 3
Total with taxes and fees
B&B Piccolo Hotel
A park with picnic tables, a playground, and a gravel path.

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

Vacation home with a panoramic terrace, ideal for families and couples
Cortona
$91 nightly
The price is $91
Oct 17 - Oct 18
Total with taxes and fees
Vacation home with a panoramic terrace, ideal for families and couples
A bedroom with a bed, a TV, a wardrobe, and a view of a garden.

8. Boutique Apartment Natura

Boutique Apartment Natura
Chiusi
10.0 out of 10, Exceptional, (1 review)
"Great location and very clean!"
Canada
Shelley
$89 nightly
The price is $109
Oct 21 - Oct 22
Total with taxes and fees
Boutique Apartment Natura
An arched doorway leading to a building with a wooden door and a staircase.

9. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (114 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
$80 nightly
The price is $93
Oct 22 - Oct 23
Total with taxes and fees
Residenza Fabroni
A stone building with a balcony and a small garden area with plants.

10. L'Antica Sosta

L'Antica Sosta
Corciano
9.4 out of 10, Exceptional, (3 reviews)
"Molto accoglienti e gentili "
Italy
Valentina
$60 nightly
The price is $66
Oct 21 - Oct 22
Total with taxes and fees
L'Antica Sosta
A historic building with a tower, a courtyard, and a well-lit entrance.

11. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (184 reviews)
"Great Historical location."
Canada
Robert
$91 nightly
The price is $104
Nov 16 - Nov 17
Total with taxes and fees
Abbadia Sicille Relais
A brick building with a covered porch, steps leading up to a seating area with two chairs.

12. Macadamia Tuscany House - Studio apartment in the green, bordering Val d'Orcia

Macadamia Tuscany House - Studio apartment in the green, bordering Val d'Orcia
Sarteano
$130 nightly
The price is $134
Oct 25 - Oct 26
Total with taxes and fees
Macadamia Tuscany House - Studio apartment in the green, bordering Val d'Orcia
A gazebo structure with a metal frame and a gravel ground.

13. La Perla on Lake Trasimeno: relaxation and nature.

La Perla on Lake Trasimeno: relaxation and nature.
San Feliciano
$131 nightly
The price is $131
Oct 19 - Oct 20
Total with taxes and fees
La Perla on Lake Trasimeno: relaxation and nature.
A narrow stone staircase leading up to a building with a red door, flanked by buildings with balconies and hanging laundry.

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

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Cortona Old Town
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful location. Can't wait to go back."
United States
Dawn H.
$104 nightly
The price is $109
Oct 21 - Oct 22
Total with taxes and fees
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
A narrow street with old brick buildings, a wooden door, and potted plants.

15. The Corner of the Walls—Panicale's Historic Center

The Corner of the Walls—Panicale's Historic Center
Panicale
$106 nightly
The price is $106
Oct 25 - Oct 26
Total with taxes and fees
The Corner of the Walls—Panicale's Historic Center
Front of property

16. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful place, view and city."
United States
Federico
$112 nightly
The price is $128
Oct 20 - Oct 21
Total with taxes and fees
montorio
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

17. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (143 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
$105 nightly
The price is $120
Nov 5 - Nov 6
Total with taxes and fees
Bed & Breakfast Vicolo dell'Oste
Dining

18. 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.
$108 nightly
The price is $108
Oct 21 - Oct 22
Total with taxes and fees
Montecchio di Cortona
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

19. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
$94 nightly
The price is $108
Oct 20 - Oct 21
Total with taxes and fees
Vicolo Della Scala Rooms - La Luna
A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

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
$175 nightly
The price is $180
Oct 29 - Oct 30
Total with taxes and fees
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 Piana Hotel Reviews

Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent
"Get"
Taisa 1-night trip
Posted 10 hours ago
Hotel San Gregorio

Find out more about Piana

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

Piana vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Piana. 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 Piana 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 $63 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 Piana rentals

At Expedia, we put the best Piana 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 Piana 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 Piana 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 Piana. 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 vacation rentals in Piana?

Yes, we have vacation rentals near popular points of interest in Piana, or you can select a more remote option if you're looking for a relaxing stay.

What's the top vacation rental that Piana has to offer?

Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome: Visitors like this Piana 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.

What’s there to see and do in Piana?

Explore the area and family-friendly sights such as Tavernelle Aquatic Park, or get out into nature at a spot like Lake Trasimeno. Isola Maggiore and Chiusi Lake are a couple of places you'll find in the larger area.

What’s a vacation rental in Piana like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Piana. Vacation rentals feature extras like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for families.