San Rocco a Pilli Vacation Rentals

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Vacation Rentals in San Rocco a Pilli

Royal Apartment | View from room
Tuscasì Aparthotel

Aparthotel in Sovicille

9.0 out of 10, Wonderful, (24)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
$58 nightly
The price is $68
Dec 10 - Dec 11
Total with taxes and fees
Tuscasì Aparthotel
Terrace/patio
Casa di Campagna in Toscana

Townhouse in Sovicille

9.4 out of 10, Exceptional, (18)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
$72 nightly
The price is $83
Dec 21 - Dec 22
Total with taxes and fees
Casa di Campagna in Toscana
Property grounds
Il Pozzo di Sant'Andrea

Townhouse in Siena

9.8 out of 10, Exceptional, (16)
"Great host, lovely place near Siena"
United Kingdom
Prem
Il Pozzo di Sant'Andrea
Birthday party area
Siena Vip

Townhouse in Siena City Centre

9.2 out of 10, Wonderful, (419)
"A great location!"
Canada
Cheryl
$93 nightly
The price is $107
Dec 5 - Dec 6
Total with taxes and fees
Siena Vip
32-inch Smart TV with digital channels, TV, streaming services
B&B Il Corso

Townhouse in Siena City Centre

9.8 out of 10, Exceptional, (190)
"Safe, clean, close to all attractions"
Canada
Carlo
$112 nightly
The price is $128
Jan 4 - Jan 5, 2026
Total with taxes and fees
B&B Il Corso
Seasonal outdoor pool, pool umbrellas, sun loungers
Country House il Ciliegio

Apartment in Roccastrada

9.2 out of 10, Wonderful, (7)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
$88 nightly
The price is $97
Dec 8 - Dec 9
Total with taxes and fees
Country House il Ciliegio
Pool
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

Villa in Montalcino

$7,500 nightly
The price is $7,500
Dec 6 - Dec 7
Total with taxes and fees
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Standard Double Room (La Piazza) | Desk, soundproofing, free WiFi, bed sheets
B&B Le Scalette di Piazza

Townhouse in Montalcino

9.4 out of 10, Exceptional, (90)
"Great location and excellent staff. "
Canada
Jacek
B&B Le Scalette di Piazza
Front of property
Idolina Guest House

Townhouse in Montalcino

9.4 out of 10, Exceptional, (105)
"The room met our expectations. Fulvia welcomed us and provided all info we needed. She was lovely and the room spacious and cosy. The location was perfect for our needs and we were very pleased."
United Kingdom
Kathrin
Idolina Guest House
Gazebo
Domus il Palio B&B

Townhouse in Ravacciano

9.2 out of 10, Wonderful, (81)
"Convenient for parking, clean and relatively easy access to the town. The rooms were functional, getting into the place after hours was easy ( check in). No breakfast but a supermarket was 300 meters away"
Canada
Marcus
$65 nightly
The price is $77
Dec 8 - Dec 9
Total with taxes and fees
Domus il Palio B&B
Daily cooked-to-order breakfast (EUR 15 per person)
La Coroncina Lodging

Aparthotel in Siena

10.0 out of 10, Exceptional, (42)
"Fantastic place, and I highly recommend it."
United States
Hassan
$93 nightly
The price is $107
Dec 19 - Dec 20
Total with taxes and fees
La Coroncina Lodging
Dining
Comfort, relaxation and nature

Vacation Home in Monticiano

10.0 out of 10, Exceptional, (1)
"Appartamento perfetto non manca nulla e proprietari accoglienti, e gentilissimi. Da tornare"
Italy
Sandra V.
$116 nightly
The price is $119
Dec 8 - Dec 9
Total with taxes and fees
Comfort, relaxation and nature
Exterior
Sportland

Townhouse in Colle di Val d'Elsa

7.2 out of 10, Good, (5)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland
Restaurant
B&B Dei Rossi

Townhouse in Siena City Centre

8.2 out of 10, Very Good, (18)
"Wonderful stay. Large room, shared kitchen and great location to shops and restaurants. A lot of stairs, but it comes with a beautiful view. "
Canada
Alana
$77 nightly
The price is $89
Dec 10 - Dec 11
Total with taxes and fees
B&B Dei Rossi
Lobby lounge
ApartHotel Anghel

Apartment in Siena

8.4 out of 10, Very Good, (333)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
$71 nightly
The price is $82
Dec 10 - Dec 11
Total with taxes and fees
ApartHotel Anghel
Balcony
Palazzo al Torrione 2

Townhouse in San Gimignano City Centre

9.2 out of 10, Wonderful, (107)
"Truly a gem! Our room was beautiful with a lovely view. It is very close to the main road and restaurants. Definitely opt in for the breakfast it was absolutely delicious. "
United States
Leasly
$120 nightly
The price is $138
Dec 15 - Dec 16
Total with taxes and fees
Palazzo al Torrione 2
Quadruple Room, City View | Desk, iron/ironing board, free WiFi, bed sheets
Al Mercato B&B

Townhouse in Siena City Centre

9.0 out of 10, Wonderful, (95)
"Hotel is a one block from main square of the city also have a good restaurant around the corner "
United States
Guillermo
$74 nightly
The price is $86
Dec 14 - Dec 15
Total with taxes and fees
Al Mercato B&B
Bar (on property)
Exclusive Stone Tower.

Vacation Home in Casciano

9.8 out of 10, Exceptional, (7)
"The tower was a perfect place for our trip to Tuscany! It had a ton of space with a full kitchen and living room. The town it is located in is fantastic. There is a small grocery store, a pizza place, and a fantastic restaurant where two people can get a delicious meal and drinks for about €30 all within walking distance. You can easily drive from the tower to Siena, Florence, Montalcino, Montepulciano, and I'm sure many other places that we didn't have time to get to. Sauro was a great host and...
United States
Michael G.
$171 nightly
The price is $173
Jan 4 - Jan 5, 2026
Total with taxes and fees
Exclusive Stone Tower.
Garden
Fullino Nero

Cottage in Siena

9.6 out of 10, Exceptional, (49)
"The view of vineyards and olive trees."
Canada
Sunil
$97 nightly
The price is $112
Dec 13 - Dec 14
Total with taxes and fees
Fullino Nero
Property entrance
Palazzo Pacini

Residence in Colle di Val d'Elsa

9.8 out of 10, Exceptional, (98)
"Such a beautiful gem of a hotel. Steeped in Florentine style. Comfortable and classy. Definitely would recommend "
United States
George
Palazzo Pacini
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 Rocco a Pilli Hotel Reviews

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent
"La habitación muy amplia, teníamos armario vestidor, sala, habitación amplia y un gran baño. Excelente la atención del personal. El lugar mágico maravilloso de epoca"
ROGERIO 5-night trip
Posted 4 days ago
Hotel Certosa Di Maggiano

Find out more about San Rocco a Pilli

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

San Rocco a Pilli vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Rocco a Pilli. 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 San Rocco a Pilli 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 $68 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 San Rocco a Pilli rentals

At Expedia, we put the best San Rocco a Pilli 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 Rocco a Pilli 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 Rocco a Pilli 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 Rocco a Pilli. 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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Frequently asked questions

Are there vacation rentals in San Rocco a Pilli?

Yes, we offer vacation rentals close to well known points of interest in San Rocco a Pilli, or you can go with a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in San Rocco a Pilli?

Borgo Argiano: You might like this vacation home rental near San Rocco a Pilli. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a coffee maker. You can relax into your vacation with a garden and a library.

What can I see and do in San Rocco a Pilli?

Explore the area and family-friendly sights such as Siena Circuit, or get out into nature at a spot like Val di Merse. Santa Maria della Scala and Siena Cathedral are a couple of places you'll find in the larger area.

What are vacation rentals like in San Rocco a Pilli?

Vacation rentals are private properties you can book for several days or longer in San Rocco a Pilli. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.