Title: San Rocco a Pilli Vacation Rentals from $72: Search Short-Term Rentals | Expedia.com

[San Rocco a Pilli Travel Guide](https://expedia.com/San-Rocco-A-Pilli.dx6285685)[Hotels in San Rocco a Pilli](https://expedia.com/San-Rocco-A-Pilli-Hotels.d6285685.Travel-Guide-Hotels)[Flights to San Rocco a Pilli](https://expedia.com/Cheap-Flights-To-San-Rocco-A-Pilli.d6285685.Travel-Guide-Flights)[Car Rentals in San Rocco a Pilli](https://expedia.com/Car-Rentals-In-San-Rocco-A-Pilli.d6285685.Car-Rental-Guide)[San Rocco a Pilli Vacation Packages](https://expedia.com/San-Rocco-A-Pilli.d6285685.Destination-Travel-Guides)

![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium)

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg)  
###  
Bundle & Save  
Get more, spend less whenever you see Bundle & Save deals
- ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg)  
###  
OneKeyCash  
Earn OneKeyCash on all your eligible bookings
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg)  
###  
Upfront pricing  
We are not like the others - we include taxes and fees

## Check prices for these dates

In two weeks

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6285685&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=6285685&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=6285685&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=6285685&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for San Rocco a Pilli vacation rentals

![Premium bedding, down comforters, pillowtop beds, minibar](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/7fe98579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/65f6d95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Royal Apartment | Private kitchen | Oven, stovetop, electric kettle](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/53d9424a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/a763977c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Sovicille

[](https://www.expedia.com/Sovicille-Hotels-Tuscasi-Aparthotel.h105570206.Hotel-Information)

9.0/10

Wonderful

(26 reviews)

"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sergey

$77 nightly

$88 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Sovicille-Hotels-Tuscasi-Aparthotel.h105570206.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/13000000/12650000/12642600/12642590/eab05df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/13000000/12650000/12642600/12642590/d37077fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Double Room, 1 Double Bed | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/13000000/12650000/12642600/12642590/c7b333e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Concierge desk](https://images.trvl-media.com/lodging/13000000/12650000/12642600/12642590/bdf789e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Sovicille

[](https://www.expedia.com/Sovicille-Hotels-Casa-Di-Campagna-In-Toscana.h12642590.Hotel-Information)

9.4/10

Exceptional

(21 reviews)

"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Alasdair

$97 nightly

$110 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Sovicille-Hotels-Casa-Di-Campagna-In-Toscana.h12642590.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/19ef0175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/4efc6252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room (Gli Orti) | Desk, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/75e7bce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room (La Piazza) | Desk, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/8121f492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Montalcino

[](https://www.expedia.com/Montalcino-Hotels-BB-Le-Scalette-Di-Piazza.h15872262.Hotel-Information)

9.4/10

Exceptional

(91 reviews)

"Great location, nice room, and great host!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chris

[](https://www.expedia.com/Montalcino-Hotels-BB-Le-Scalette-Di-Piazza.h15872262.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/96000000/95250000/95247500/95247428/265e303f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/96000000/95250000/95247500/95247428/8275ba4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/96000000/95250000/95247500/95247428/a1551d86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Double or Twin Room | Premium bedding, memory foam beds, desk](https://images.trvl-media.com/lodging/96000000/95250000/95247500/95247428/93abe2d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Colle di Val d'Elsa

[](https://www.expedia.com/Colle-Di-Val-DElsa-Hotels-Sportland.h95247428.Hotel-Information)

7.2/10

Good

(5 reviews)

"Struttura essenziale ed economica "

![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg)

Giorgio

[](https://www.expedia.com/Colle-Di-Val-DElsa-Hotels-Sportland.h95247428.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11040000/11031400/11031336/782fdb3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11040000/11031400/11031336/8b91ef4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/12000000/11040000/11031400/11031336/dc2ef8b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms, Garden View (Maria) | Living room | Flat-screen TV, fireplace](https://images.trvl-media.com/lodging/12000000/11040000/11031400/11031336/667a06a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence in Montalcino

[](https://www.expedia.com/Montalcino-Hotels-Borgo-Lucignanello-Bandini.h11031336.Hotel-Information)

9.4/10

Exceptional

(12 reviews)

"Beautiful stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marc

$296 nightly

$335 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Montalcino-Hotels-Borgo-Lucignanello-Bandini.h11031336.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/6a6edf2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/aaeb9549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo, printers](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/6788761b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/92c73dd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Montalcino

[](https://www.expedia.com/Montalcino-Hotels-Palazzo-Tamanti-Historic-4-Bedroom-Villa-In-Montalcino-Center.h106548573.Hotel-Information)

10/10

Exceptional

(2 reviews)

"Absolutely the most stunning VRBO we have ever stayed at. Majestic In both stature and comfort. Every need anticipated and met. Communication with host and Valentina perfect. The standard of luxury located in a fairy tale setting! A must visit - we did not want to leave!! Cannot say enough about this special villa."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert K.

$1,062 nightly

$1,071 total

Mar 20 - Mar 21

Total with taxes and fees

[](https://www.expedia.com/Montalcino-Hotels-Palazzo-Tamanti-Historic-4-Bedroom-Villa-In-Montalcino-Center.h106548573.Hotel-Information)

![La casa di Jakin | Terrace/patio](https://images.trvl-media.com/lodging/101000000/100140000/100139800/100139702/48f6b5b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sundeck](https://images.trvl-media.com/lodging/101000000/100140000/100139800/100139702/b501e181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![La casa dell'Architetto | Living area | 43-inch flat-screen TV with digital channels](https://images.trvl-media.com/lodging/101000000/100140000/100139800/100139702/0f87b43a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![La casa di Donna Lisa | View from room](https://images.trvl-media.com/lodging/101000000/100140000/100139800/100139702/f5ed0303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence in Casole d'Elsa

[](https://www.expedia.com/Casole-DElsa-Hotels-Tenuta-Cantona.h100139702.Hotel-Information)

$169 nightly

$188 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Casole-DElsa-Hotels-Tenuta-Cantona.h100139702.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/001e488b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/824e4462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Economy Double Room, 1 Double Bed, Private Bathroom | Individually furnished, free WiFi, bed sheets](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/ba266d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room | Individually furnished, free WiFi, bed sheets](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/708e241e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Montalcino

[](https://www.expedia.com/Montalcino-Hotels-Idolina-Guest-House.h9754480.Hotel-Information)

9.4/10

Exceptional

(105 reviews)

"Excellent service, ideal location"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Nigel

$94 nightly

$113 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Montalcino-Hotels-Idolina-Guest-House.h9754480.Hotel-Information)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/7e336ded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/35e78bb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/3c123570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/a00997c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Monteaperti

[](https://www.expedia.com/Castelnuovo-Berardenga-Hotels-Cosy-Double-Room-In-Pretty-Cottage-With-WiFi-And-AC-In-Enchanting-Monteaperti.h116957378.Hotel-Information)

10/10

Exceptional

(2 reviews)

"We loved this place. Modern cabin set in a rustic Tuscan setting. Beautiful property, very comfortable stay, and very attentive staff. Family owned and operated. Amazing restaurant just steps away. A perfect place for respite"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ian F.

$210 nightly

$215 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Castelnuovo-Berardenga-Hotels-Cosy-Double-Room-In-Pretty-Cottage-With-WiFi-And-AC-In-Enchanting-Monteaperti.h116957378.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/f910598d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/b68fa7ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/04a72517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/1858bc78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Gaiole in Chianti

[](https://www.expedia.com/Gaiole-In-Chianti-Hotels-Casa-Vacanze-Chianti-Summer-With-Pool.h83354864.Hotel-Information)

$626 nightly

$631 total

Mar 26 - Mar 27

Total with taxes and fees

[](https://www.expedia.com/Gaiole-In-Chianti-Hotels-Casa-Vacanze-Chianti-Summer-With-Pool.h83354864.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/33000000/32270000/32260100/32260093/cadfe8c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Apartment, 1 Bedroom, Patio, Valley View | View from room](https://images.trvl-media.com/lodging/33000000/32270000/32260100/32260093/b681ea01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/33000000/32270000/32260100/32260093/35587295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Desk, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/33000000/32270000/32260100/32260093/b0dfc22f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Roccastrada

[](https://www.expedia.com/Roccastrada-Hotels-Country-House-Il-Ciliegio.h32260093.Hotel-Information)

9.2/10

Wonderful

(7 reviews)

"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."

![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg)

Maaike

$73 nightly

$81 total

Apr 18 - Apr 19

Total with taxes and fees

[](https://www.expedia.com/Roccastrada-Hotels-Country-House-Il-Ciliegio.h32260093.Hotel-Information)

![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2440000/2432300/2432264/258f72ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; local cuisine, garden views ](https://images.trvl-media.com/lodging/3000000/2440000/2432300/2432264/c755ff2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Condo (Casa Palei B) | Premium bedding, down comforters, individually furnished, desk](https://images.trvl-media.com/lodging/3000000/2440000/2432300/2432264/c8b78159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room (Camera 2) | Premium bedding, down comforters, individually furnished, desk](https://images.trvl-media.com/lodging/3000000/2440000/2432300/2432264/38f4bf63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Castelnuovo Berardenga

[](https://www.expedia.com/Castelnuovo-Berardenga-Hotels-Villa-Di-Sotto.h2432264.Hotel-Information)

9.4/10

Exceptional

(28 reviews)

"Lovely relaxation options and wonderful restaurant attached to the property! Great for a stay where you are travelling through Tuscany by car! Do not recommend travelling by public transport or taxi as it is very expensive."

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

Amelia

$155 nightly

$171 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Castelnuovo-Berardenga-Hotels-Villa-Di-Sotto.h2432264.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/2000000/1210000/1206200/1206161/46c3ab32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/2000000/1210000/1206200/1206161/946f4e9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Egyptian cotton sheets, premium bedding, individually decorated](https://images.trvl-media.com/lodging/2000000/1210000/1206200/1206161/7dd80bf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1210000/1206200/1206161/f58a3308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence in Murlo

[](https://www.expedia.com/Murlo-Hotels-Bosco-Della-Spina.h1206161.Hotel-Information)

9.6/10

Exceptional

(169 reviews)

"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Lizl

$74 nightly

$91 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Murlo-Hotels-Bosco-Della-Spina.h1206161.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/190e02d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/b53ae9f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/a47cb16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/64c8d4c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Siena

[](https://www.expedia.com/Siena-Hotels-Il-Pozzo-Di-SantAndrea.h24941118.Hotel-Information)

9.8/10

Exceptional

(16 reviews)

"Great host, lovely place near Siena"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Prem

[](https://www.expedia.com/Siena-Hotels-Il-Pozzo-Di-SantAndrea.h24941118.Hotel-Information)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/97000000/96940000/96934300/96934275/8dbfb990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96940000/96934300/96934275/236bbc19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Elite Apartment | Egyptian cotton sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/97000000/96940000/96934300/96934275/c7f9cf0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Elite Apartment | Egyptian cotton sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/97000000/96940000/96934300/96934275/fbb1db35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Asciano

[](https://www.expedia.com/Asciano-Hotels-Albergo-Diffuso-Borgo-Santo.h96934275.Hotel-Information)

$219 nightly

$247 total

Mar 26 - Mar 27

Total with taxes and fees

[](https://www.expedia.com/Asciano-Hotels-Albergo-Diffuso-Borgo-Santo.h96934275.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/21000000/20150000/20140700/20140609/d72b3a9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/21000000/20150000/20140700/20140609/7785950f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/21000000/20150000/20140700/20140609/5a73c489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, free toiletries, hair dryer, bidet](https://images.trvl-media.com/lodging/21000000/20150000/20140700/20140609/66079b3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Ravacciano

[](https://www.expedia.com/Siena-Hotels-Domus-Il-Palio-BB.h20140609.Hotel-Information)

9.2/10

Wonderful

(83 reviews)

"Hotel clean comfortable. No elevator, no reception desk. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karin

$60 nightly

$70 total

Mar 27 - Mar 28

Total with taxes and fees

[](https://www.expedia.com/Siena-Hotels-Domus-Il-Palio-BB.h20140609.Hotel-Information)

![Food court](https://images.trvl-media.com/lodging/4000000/3630000/3620800/3620800/cb376ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (for 2 - 4 People) | 1 bedroom, hypo-allergenic bedding, down comforters, Select Comfort beds](https://images.trvl-media.com/lodging/4000000/3630000/3620800/3620800/53451d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (for 4 - 6 People) | Terrace/patio](https://images.trvl-media.com/lodging/4000000/3630000/3620800/3620800/4cdc2384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Food and drink](https://images.trvl-media.com/lodging/4000000/3630000/3620800/3620800/97797fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence in Monteriggioni

[](https://www.expedia.com/Monteriggioni-Hotels-Antico-Borgo-Poggiarello.h3620800.Hotel-Information)

9.0/10

Wonderful

(20 reviews)

"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James Bakley

$243 nightly

$271 total

Mar 28 - Mar 29

Total with taxes and fees

[](https://www.expedia.com/Monteriggioni-Hotels-Antico-Borgo-Poggiarello.h3620800.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90220000/90216000/90215991/c22fa979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90220000/90216000/90215991/9ff41417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/91000000/90220000/90216000/90215991/a4f66582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90220000/90216000/90215991/984f316d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in San Rocco A Pilli

[](https://www.expedia.com/Sovicille-Hotels-Tuscany-12-Km-From-Siena.h90215991.Hotel-Information)

9.8/10

Exceptional

(59 reviews)

"Excellent home and location. Would highly recommend!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Vincent S.

$448 nightly

$448 total

Mar 20 - Mar 21

Total with taxes and fees

[](https://www.expedia.com/Sovicille-Hotels-Tuscany-12-Km-From-Siena.h90215991.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/2000000/1700000/1694200/1694108/f97320e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily cooked-to-order breakfast](https://images.trvl-media.com/lodging/2000000/1700000/1694200/1694108/a582c407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1700000/1694200/1694108/b803f231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1700000/1694200/1694108/84e39543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Castelnuovo Berardenga

[](https://www.expedia.com/Castelnuovo-Berardenga-Hotels-Villa-Curina-Resort.h1694108.Hotel-Information)

9.6/10

Exceptional

(64 reviews)

"This was our second stay. The property is beautiful and our room was lovely. The breakfast was one of the best on our trip in Italy."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Dr Anne

[](https://www.expedia.com/Castelnuovo-Berardenga-Hotels-Villa-Curina-Resort.h1694108.Hotel-Information)

![Breakfast meal](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/da164cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/95016d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/7aa0755c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/a07ebcd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Siena City Centre

[](https://www.expedia.com/Siena-Hotels-BB-Il-Corso.h5218707.Hotel-Information)

9.8/10

Exceptional

(194 reviews)

"Great location"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Mina

$94 nightly

$108 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Siena-Hotels-BB-Il-Corso.h5218707.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-02&endDate=2026-04-03&regionId=6285685&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=San+Rocco+a+Pilli%2C+Sovicille%2C+Tuscany%2C+Italy&regionId=6285685&latLong=43.257287%2C11.285452&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=San+Rocco+a+Pilli%2C+Sovicille%2C+Tuscany%2C+Italy&regionId=6285685&latLong=43.257287%2C11.285452&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=San+Rocco+a+Pilli%2C+Sovicille%2C+Tuscany%2C+Italy&regionId=6285685&latLong=43.257287%2C11.285452&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=San+Rocco+a+Pilli%2C+Sovicille%2C+Tuscany%2C+Italy&regionId=6285685&latLong=43.257287%2C11.285452&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=COTTAGE)

Villas

[](https://www.expedia.com/Hotel-Search?destination=San+Rocco+a+Pilli%2C+Sovicille%2C+Tuscany%2C+Italy&regionId=6285685&latLong=43.257287%2C11.285452&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=VILLA)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=San+Rocco+a+Pilli%2C+Sovicille%2C+Tuscany%2C+Italy&regionId=6285685&latLong=43.257287%2C11.285452&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=CHALET)

Residences

[](https://www.expedia.com/Hotel-Search?destination=San+Rocco+a+Pilli%2C+Sovicille%2C+Tuscany%2C+Italy&regionId=6285685&latLong=43.257287%2C11.285452&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=RESIDENCE)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSan-Rocco-A-Pilli-Vacation-Rentals.d6285685.Travel-Guide-VacationRentals)[

Sign up, it's free

](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSan-Rocco-A-Pilli-Vacation-Rentals.d6285685.Travel-Guide-VacationRentals)

## Top San Rocco a Pilli Hotel Reviews

![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/f43eb5fd_y.jpg)

### Hotel Chiusarelli

8/10 Good

"Nice staff, very good breakfast and the hotel is located near of the main attractions. "

[](https://expedia.com/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information)

![Villa Scacciapensieri Boutique Hotel](https://images.trvl-media.com/lodging/3000000/2700000/2693500/2693499/7ece5a56_y.jpg)

### Villa Scacciapensieri Boutique Hotel

8/10 Good

"Stayed in this villa for a couple of nights. It’s a great option if you’re looking to escape the hustle and bustle of the city center. The location is lovely, with birds chirping in the background. The rooms were small, but they had all the necessary amenities for travelers. I had dinner and breakfast once each day. While the food was sufficient, I think it would be better to have more options given the 4-star rating of the property. The staff members were helpful and friendly."

[](https://expedia.com/Siena-Hotels-Villa-Scacciapensieri-Boutique-Hotel.h2693499.Hotel-Information)

![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/5eddd92b_y.jpg)

###  Palazzo Ravizza

10/10 Excellent

"Beautiful building. Clean and safe. Great breakfast buffet. Everything is in walking distance to hotel. One front desk staff member was not polite or welcoming but overall it was a lovely stay. "

[](https://expedia.com/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information)

![Hotel Leon Bianco](https://images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/6c69e565_y.jpg)

### Hotel Leon Bianco

10/10 Excellent

"The best hotel we stayed during this trip. I recommend it to anyone."

[](https://expedia.com/San-Gimignano-Hotels-Hotel-Leon-Bianco.h1314959.Hotel-Information)

![NH Siena](https://images.trvl-media.com/lodging/1000000/20000/15800/15716/w3840h2562x0y0-25695984_y.jpg)

### NH Siena

10/10 Excellent

"I didn't use it. I only stayed one night."

[](https://expedia.com/Siena-Hotels-NH-Siena.h15716.Hotel-Information)

![Hotel Italia](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/e3da527a_y.jpg)

### Hotel Italia

10/10 Excellent

"Very close to the bus and train station, lovely staff, clean room but a bit too warm even in February and no water kettle in the room, which was a bit surprising. "

[](https://expedia.com/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information)

![Hotel Minerva](https://images.trvl-media.com/lodging/1000000/800000/800000/799995/bc9bd928_y.jpg)

### Hotel Minerva

8/10 Good

"Property was clean a tidy, was a little dated but still nice, view over Siena from the terrace was stunning. Staff were helpful and friendly giving us a map and guide of places of interest in the town. Included breakfast had great options and car park was convenient and safe."

[](https://expedia.com/Siena-Hotels-Hotel-Minerva.h799995.Hotel-Information)

![La Certosa di Pontignano](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/8b3eb5da_y.jpg)

### La Certosa di Pontignano

6/10 Okay

"Here is a polished version of your review with improved grammar and structure, keeping your message clear and balanced: --- Great and beautiful place. The food is also very good, and the overall atmosphere is charming. However, the bed was terrible. The mattress was old, and the springs made it very uncomfortable, so I couldn’t sleep well. I’ve stayed in many different hotels and have never experienced such a bad bed. I understand that the concept and vibe of the place are meant to feel historic or classic, but for a property of this level, the bed should match the quality of the rest of the experience. Upgrading the mattresses would make a big difference."

[](https://expedia.com/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information)

![Four Points by Sheraton Siena](https://images.trvl-media.com/lodging/1000000/860000/852400/852305/e65a78e2_y.jpg)

### Four Points by Sheraton Siena

6/10 Okay

"The air conditioning was bad. I was perspiring during my bed time. Other things were ok. Ample parking. "

[](https://expedia.com/Siena-Hotels-Four-Points-By-Sheraton-Siena.h852305.Hotel-Information)

## 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 $72 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.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in San Rocco a Pilli

### Trending destinations on Expedia.com

- [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals)
- [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals)
- [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals)
- [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals)
- [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)
- [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals)
- [Maui Vacation Rentals ](https://www.expedia.com/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals)
- [Orlando Vacation Rentals ](https://www.expedia.com/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals)
- [Myrtle Beach Vacation Rentals ](https://www.expedia.com/Myrtle-Beach-Vacation-Rentals.d601685.Travel-Guide-VacationRentals)
- [Orange Beach Vacation Rentals ](https://www.expedia.com/Orange-Beach-Vacation-Rentals.d9136.Travel-Guide-VacationRentals)
- [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals)
- [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals)
- [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals)
- [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals)
- [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)
- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Apartments in San Rocco a Pilli ](https://expedia.com/San-Rocco-A-Pilli-Apartments.d6285685-aaApartments.Travel-Guide-Accommodation)
- [Vacation Homes in San Rocco a Pilli ](https://expedia.com/San-Rocco-A-Pilli-Private-Vacation-Homes.d6285685-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [B&B in San Rocco a Pilli ](https://expedia.com/San-Rocco-A-Pilli-Bed-And-Breakfast.d6285685-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [RV Parks in San Rocco a Pilli ](https://expedia.com/San-Rocco-A-Pilli-RV-Parks.d6285685-aaRVParks.Travel-Guide-Accommodation)
- [Lodges in San Rocco a Pilli ](https://expedia.com/San-Rocco-A-Pilli-Lodges.d6285685-aaLodges.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in San Rocco a Pilli?

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

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

### What are vacation rentals like in San Rocco a Pilli?

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app