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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Villas in San Rocco a Pilli

Green oasis of peace! Tuscan country house 10 pers. Panoramic view pool
Pool

Green oasis of peace! Tuscan country house 10 pers. Panoramic view pool

9.0 out of 10, Wonderful, (2)
Green oasis of peace! Tuscan country house 10 pers. Panoramic view pool
Private villa in the heart of chianti with view of siena
Pool

Private villa in the heart of chianti with view of siena

10.0 out of 10, Exceptional, (3)
"Beautiful villa and stunning location. The host was very responsive and helpful. I would love to return someday. "
Private villa in the heart of chianti with view of siena
Villa in Poggiarello-ripa with 3 bedrooms sleeps 5
Terrace/patio

Villa in Poggiarello-ripa with 3 bedrooms sleeps 5

10.0 out of 10, Exceptional, (111)
"We loved our stay, it was beautiful and relaxing beyond words! Francesca and her team were amazing, providing so many memorable experiences and great support! We will be back! What a wonderful time all around. "
Villa in Poggiarello-ripa with 3 bedrooms sleeps 5
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Property grounds

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

9.4 out of 10, Exceptional, (66)
"What a lovely place, I will recommend this fabulous home to friends and family and will be returning sometime soon."
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Outdoor pool

Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

10.0 out of 10, Exceptional, (8)
"Fabulous place to stay with a big group of family and friends. Very easy walk to town and the beautiful treasures of Siena."
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Exterior

BEAUTIFUL VILLA with private Pool in the heart of Chianti

10.0 out of 10, Exceptional, (26)
"Great villa great view fantastic hostage "
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Outdoor dining

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

10.0 out of 10, Exceptional, (104)
"We had a wonderful time visiting Siena and other towns within a one hour drive.The service from Simone and Francesca was outstanding. The pool was great and helped entertain our 7 year old grandson. Would definitely stay again!!!"
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool
Exterior

Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool

10.0 out of 10, Exceptional, (55)
"We had the trip of a lifetime at this wonderful home. Sherri, the property manager, made sure we had everything we needed upon arrival and organized a truffle hunt and wine tasting with her lovely local connections. She also introduced us to her favorite restaurants nearby (they were amazing) and told us where to shop. And the house itself is stunning- it should be in a movie about Tuscany. Cannot wait to go back!"
Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool
Villa Costa, Stunning Villa in the heart of Tuscany.
Exterior

Villa Costa, Stunning Villa in the heart of Tuscany.

10.0 out of 10, Exceptional, (36)
"Our stay at Villa Costa was magical! The setting is so picturesque, peaceful & serene. Even though the hosts did not speak English, they went out of their way to make sure all of our questions were answered (bless Google Translate). Definitely the high point of our trip to Tuscany! Highly recommend."
Villa Costa, Stunning Villa in the heart of Tuscany.
Luxury Villa Basilio Chianti
Seasonal outdoor pool

Luxury Villa Basilio Chianti

Luxury Villa Basilio Chianti
Stunning private villa for 4 guests with A/C, WIFI, pool, TV and terrace
Exterior

Stunning private villa for 4 guests with A/C, WIFI, pool, TV and terrace

9.8 out of 10, Exceptional, (30)
"Mooie woning met een grote tuin en fijn zwembad. [English translation courtesy of Easy Reserve] Beautiful home with a large garden and lovely pool."
Stunning private villa for 4 guests with A/C, WIFI, pool, TV and terrace
Villa in Montalcino, exclusive for you, stunning view!!!
Outdoor pool

Villa in Montalcino, exclusive for you, stunning view!!!

10.0 out of 10, Exceptional, (84)
"Lovely villa in a beautiful location. "
Villa in Montalcino, exclusive for you, stunning view!!!
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Exterior

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

10.0 out of 10, Exceptional, (64)
"We had booked the villa for our wedding week to host 23 of our closest friends and family. It exceeded expectations in everyway, the views are breathtaking, the outside living areas are perfect for hosting large lunches and dinners, all the rooms are beautiful, and Raffaella and her team made sure we had everything we needed and more during our stay. It is so peaceful and quiet to enjoy the true beauty of Tuscany but also so close to the local town for dinners and shopping. The list of...
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Hilltop house in the heart of Tuscany with private pool
Outdoor dining

Hilltop house in the heart of Tuscany with private pool

9.8 out of 10, Exceptional, (92)
"Wonderful, quiet, beautiful. Everything you could want in country stay near a small village."
Hilltop house in the heart of Tuscany with private pool
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI
Outdoor pool, a heated pool

FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI

10.0 out of 10, Exceptional, (65)
"The property was magical. Every morning coffee overlooking the rolling hills, sitting at the patios or by the pool. The house was full of paintings made by one of the hosts. These added to the beauty!!Gaia was wonderful . So helpful and kind. She went the extra miles. Her husband, a capable chef, cooked an incredible Italian dinner at the Villa. We recommend using him for an Italian dinner.I would recommend this Villa with the highest recommendation. "
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI
Quiet and Beautiful Property, Large Pool, Airco in bedrooms
Exterior

Quiet and Beautiful Property, Large Pool, Airco in bedrooms

10.0 out of 10, Exceptional, (56)
"The house was fantastic and had more than enough space for our large family. What was particularly great was the large table where we always ate before we went to the very large swimming pool."
Quiet and Beautiful Property, Large Pool, Airco in bedrooms
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
Pool

Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany

10.0 out of 10, Exceptional, (81)
"Great place. Great host Driveway….needs work "
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
Stunning Villa: 24 guests, private SwimmingPool
Exterior

Stunning Villa: 24 guests, private SwimmingPool

9.8 out of 10, Exceptional, (30)
"Relaxing 14 days stay with family (20 persons)Great kitchen for own cocking, excellent rooms with AC and restroom Several relaxing areas on the property.Helpful property manager (Fabio)No view more than open area and forest sourounding Pool needs easier access for handicapped.Im total 8 out of 10"
Stunning Villa: 24 guests, private SwimmingPool
Villa in Siena with 4 bedrooms sleeps 8
Outdoor spa tub

Villa in Siena with 4 bedrooms sleeps 8

10.0 out of 10, Exceptional, (43)
"Beautiful location! Owners very friendly and helpful. Would suggest this place for anyone visiting Sienna."
Villa in Siena with 4 bedrooms sleeps 8
Villa with unique view of Siena with private pool
Property grounds

Villa with unique view of Siena with private pool

9.8 out of 10, Exceptional, (7)
"Property was big with fantastic views of siena. The host was wonderful and very accommodating. She gave us a lot of information and recommendations"
Villa with unique view of Siena with private pool
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 Italia

Hotel Italia

10/10 Excellent
"A very nice Continental breakfast with a wide variety of items. Also hot options (eggs and bacon). "
Erwin 1-night trip
Posted 1 day ago
Hotel Italia

Frequently asked questions

How much do villas in San Rocco a Pilli cost?
Villas in San Rocco a Pilli cost between and per night. These escapes give you the privacy to enjoy your own space at a price that's easy on your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in San Rocco a Pilli?
Claim your vacation time and pick from 921 villas in San Rocco a Pilli. For a family vacation, a romantic break and everything in between, Expedia will help you find an ideal stay in a few simple clicks.
Why book your villa in San Rocco a Pilli with Expedia?
With Expedia, you'll have no trouble finding your ideal villa in San Rocco a Pilli. Vacationing with the kids? Use our handy filters to search for stays with amenities like WiFi and a pool. If you have a budget in mind, decide on how much you're willing to spend and your preferred star rating. We'll help you find the perfect stay that suits your taste and style.