Piancastagnaio Vacation Rentals

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Sep 26 - Sep 28
In one month
Oct 10 - Oct 12
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Nov 7 - Nov 9
In three months
Dec 5 - Dec 7

Vacation Rentals in Piancastagnaio

Our top choices for Piancastagnaio vacation rentals

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
Property grounds

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi

10.0 out of 10, Exceptional, (1)
"Bellissime camere, dotate di ogni confort, immerse nel verde della campagna toscana. Camere spaziose, comode, luminose e attrezzate di tutto. Proprietari ospitali e gentili, sempre pronti a fornire indicazioni. Grazie di tutto , torneremo senz'altro!"
$1,195 nightly
The price is $1,195
Sep 14 - Sep 15
Total with taxes and fees
Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
Casanova - Panoramic Rooms and Suites
Front of property - evening/night

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (66)
"My fiancée and I enjoyed ourselves! It’s a beautiful place and I adored walking around in the nearby town. "
Casanova - Panoramic Rooms and Suites
Hotel San Gregorio
Breakfast, lunch, dinner served; local cuisine

Hotel San Gregorio

3.0 star property
9.4 out of 10, Exceptional, (125)
"Such friendly staff, loved Pienza and the property was such a good location! "
Hotel San Gregorio
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Pool

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

9.4 out of 10, Exceptional, (62)
"If you like a 360-degree view from the top of the hill, this is the place. Amazing views, out in the country with little traffic (more tractors than cars). Very private. We wanted to sit on the patio all day.The house is very comfortable and a good home base for sampling Brunello and visiting the Montalcino vineyards.Camilla was easy to communicate with before and during our stay."
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Residenza Fabroni
Lobby

Residenza Fabroni

8.8 out of 10, Excellent, (89)
"We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep."
$91 nightly
The price is $104
Sep 15 - Sep 16
Total with taxes and fees
Residenza Fabroni
Delcorto Suites
Interior

Delcorto Suites

10.0 out of 10, Exceptional, (25)
"Exceptional service great building felt like a Medici!"
$209 nightly
The price is $235
Oct 7 - Oct 8
Total with taxes and fees
Delcorto Suites
Villaggio Le Querce
Seasonal outdoor pool, open 8:30 AM to 8:00 PM, pool umbrellas

Villaggio Le Querce

4.0 star property
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"
$88 nightly
The price is $103
Oct 4 - Oct 5
Total with taxes and fees
Villaggio Le Querce
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Outdoor dining

PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

10.0 out of 10, Exceptional, (53)
"we had a amazing time staying at this beautiful Villla. I highly recommend it to anyone!"
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
The House of Alice, charm and relaxation
Exterior detail

The House of Alice, charm and relaxation

9.6 out of 10, Exceptional, (62)
"Unbelievable ambience and beauty of the region and the house. Francesco was super helpful. "
$247 nightly
The price is $252
Oct 9 - Oct 10
Total with taxes and fees
The House of Alice, charm and relaxation
Il Tosco
Property entrance

Il Tosco

10.0 out of 10, Exceptional, (112)
"The people here are authentic and welcoming! The building, rooms and facilities are gorgeous! One of our most beautiful stays in our many trips to Italy "
$304 nightly
The price is $340
Sep 14 - Sep 15
Total with taxes and fees
Il Tosco
Tuscany romance. Rural charm between Montalcino and sea. Relax pur
Exterior

Tuscany romance. Rural charm between Montalcino and sea. Relax pur

9.6 out of 10, Exceptional, (38)
"The stay was very nice. It's a beautiful property and very photogenic! We all loved it, wish we had more time to spend and enjoy the house."
Tuscany romance. Rural charm between Montalcino and sea. Relax pur
Borgo Dolciano
Outdoor pool, sun loungers

Borgo Dolciano

9.0 out of 10, Wonderful, (24)
"We had five wonderful days in beautiful Toscana! Great atmosphere, wonderful location of the hotel and very reasonably priced. Eating at their restaurant was quite pricy however. Breakfast ok but excellent croissants and coffee! One of the reasons we picked this hotel was the laundry service which was advertised on hotels.com. No laundry service was available. "
$101 nightly
The price is $114
Sep 22 - Sep 23
Total with taxes and fees
Borgo Dolciano
House in Val d'Orcia perfect for relaxation CIN IT052024C2APXZK7PD
Property grounds

House in Val d'Orcia perfect for relaxation CIN IT052024C2APXZK7PD

9.6 out of 10, Exceptional, (49)
"Beautiful home and location. Silvano is excellent host."
House in Val d'Orcia perfect for relaxation CIN IT052024C2APXZK7PD
PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI
Terrace/patio

PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI

10.0 out of 10, Exceptional, (199)
"Overall a terrific stay, Alice was very responsive to our groups needs. Beautiful placeto stay. Would definitely consider a return trip. 5 starsThank you Alice"
PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI
Il Casale Di Manuele 12, Emma Villas
Pool

Il Casale Di Manuele 12, Emma Villas

10.0 out of 10, Exceptional, (3)
"We loved this home - everything was perfect and it was easy to find and enjoy. I highly recommend the next time you are wanting to stay in Tuscany! "
Il Casale Di Manuele 12, Emma Villas
Corte Francigena
Deluxe Condo | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher

Corte Francigena

9.8 out of 10, Exceptional, (6)
"Loved everything about my stay"
$169 nightly
The price is $197
Sep 28 - Sep 29
Total with taxes and fees
Corte Francigena
Borgo Lucignanello Bandini
Outdoor pool, pool umbrellas, sun loungers

Borgo Lucignanello Bandini

9.4 out of 10, Exceptional, (11)
"An incredible stay! The village was charming, the hotel was incredible and so hospitable - everything was amazing. We loved our stay! "
$261 nightly
The price is $297
Oct 2 - Oct 3
Total with taxes and fees
Borgo Lucignanello Bandini
Charming Villa with private pool between Pienza and Montepulciano
Pool

Charming Villa with private pool between Pienza and Montepulciano

10.0 out of 10, Exceptional, (47)
"I have rented many villas and this stay was up there among the best. Wonderful villa, everything was clean and worked properly and I can’t emphasize enough how great the location was. When you stay there go to Casa Newton for cocktails, beautiful boutique hotel a six minute drive away. "
Charming Villa with private pool between Pienza and Montepulciano
Agriturismo San Filippo
Exterior

Agriturismo San Filippo

9.0 out of 10, Wonderful, (13)
"Excellent experience!"
Agriturismo San Filippo
Eco house with pool and fantastic views
Pool

Eco house with pool and fantastic views

8.6 out of 10, Excellent, (7)
"Ci siamo trovati molto bene in questa struttura, spaziosa, ed accogliente. Abbiamo usata anche la piscina perfetta"
Eco house with pool and fantastic views
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 Piancastagnaio Hotel Reviews

Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Very convenient for Pienza, Monteriggioni and Montalcino"
Nigel 3-night trip
Posted 3 days ago
Hotel Corsignano

Find out more about Piancastagnaio

Find out more about Piancastagnaio

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

Piancastagnaio vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Piancastagnaio. 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 Piancastagnaio 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 $103 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 Piancastagnaio rentals

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

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Explore a world of travel with Expedia