Title: Pienza Vacation Rentals from $80: Search Short-Term Rentals | Expedia.com

[Pienza Travel Guide](https://expedia.com/Pienza.dx6023645)[Hotels in Pienza](https://expedia.com/Pienza-Hotels.d6023645.Travel-Guide-Hotels)[Flights to Pienza](https://expedia.com/Cheap-Flights-To-Pienza.d6023645.Travel-Guide-Flights)[Things to do in Pienza](https://expedia.com/Things-To-Do-In-Pienza.d6023645.Travel-Guide-Activities)[Car Rentals in Pienza](https://expedia.com/Car-Rentals-In-Pienza.d6023645.Car-Rental-Guide)[Pienza Vacation Packages](https://expedia.com/Pienza.d6023645.Destination-Travel-Guides)

![Pienza showing a small town or village, a monument and heritage architecture](https://images.trvl-media.com/place/6023645/9d678ea5-9752-4000-8f7c-af307fb65e61.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6023645/9d678ea5-9752-4000-8f7c-af307fb65e61.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6023645&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=6023645&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=6023645&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=6023645&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Pienza vacation rentals

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/9000000/8200000/8195100/8195080/2f7e4438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/9000000/8200000/8195100/8195080/29e7195d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/9000000/8200000/8195100/8195080/94cc9724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/9000000/8200000/8195100/8195080/58ae2bce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Pienza

[](https://www.expedia.com/Pienza-Hotels-Relais-La-Saracina.h8195080.Hotel-Information)

$354 nightly

$394 total

Mar 28 - Mar 29

Total with taxes and fees

[](https://www.expedia.com/Pienza-Hotels-Relais-La-Saracina.h8195080.Hotel-Information)

![Panoramic Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/020483c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/e878f092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Cottage, 1 Bedroom | Premium bedding, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/83ad69a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/6e2ad2c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Pienza

[](https://www.expedia.com/Pienza-Hotels-Affitacamere-Maria-Gabriella.h22938763.Hotel-Information)

9.8/10

Exceptional

(51 reviews)

"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "

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

Lenise

$134 nightly

$152 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Pienza-Hotels-Affitacamere-Maria-Gabriella.h22938763.Hotel-Information)

![Food and drink](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/0e5f89fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double or Twin Room, 1 Bedroom | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/47a2d1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast buffet](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/cd7670ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/882d4e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence in Pienza

[](https://www.expedia.com/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information)

9.4/10

Exceptional

(134 reviews)

"Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!"

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

Mark

$149 nightly

$171 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information)

![Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/4f1f04f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite Silvio al secondo piano senza ascensore | 1 bedroom, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/884c0781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite Bernardo, Panoramica al terzo piano senza ascensore | 1 bedroom, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/8ce91a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite Enea al primo piano senza ascensore | Living area](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/04ed7e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Pienza

[](https://www.expedia.com/Pienza-Hotels-PienzaLettings-Suites.h112327681.Hotel-Information)

10/10

Exceptional

(2 reviews)

"Fantastic room in the city center, close to everything in Pienza"

![Norway](https://a.travel-assets.com/egds/marks/flags/no.svg)

Tom

$95 nightly

$109 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Pienza-Hotels-PienzaLettings-Suites.h112327681.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/w1068h1589x0y0-ab9335e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Casa Olivieri, vista città, 1 piano senza ascensore | Laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/61781dd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/5ded1ab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Casa Olivieri, vista città, 1 piano senza ascensore | Private kitchen | Fridge, microwave, stovetop, electric kettle](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/f32e69c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Pienza

[](https://www.expedia.com/Pienza-Hotels-Casa-Gioia-Casa-Olivieri.h115077012.Hotel-Information)

$95 nightly

$110 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Pienza-Hotels-Casa-Gioia-Casa-Olivieri.h115077012.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/77000000/76520000/76518700/76518607/w1916h1080x0y0-92b826d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76520000/76518700/76518607/w1917h1080x0y0-168d7d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76520000/76518700/76518607/w1917h1080x0y0-65a55cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/77000000/76520000/76518700/76518607/w1917h1080x0y0-d2639e03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Pienza

[](https://www.expedia.com/Pienza-Hotels-Splendid-Farmhouse-In-The-Heart-Of-The-Val-DOrcia.h76518607.Hotel-Information)

10/10

Exceptional

(1 review)

"What a beautiful villa! There are incredible views from the house and gardens across to Pienza. The house itself is wonderfully spacious and clean, and the host is extremely helpful without being in any way obtrusive. Perfectly peaceful!"

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

Lydia D.

$831 nightly

$1,013 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Pienza-Hotels-Splendid-Farmhouse-In-The-Heart-Of-The-Val-DOrcia.h76518607.Hotel-Information)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124120000/124117300/124117240/0c33efbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/125000000/124120000/124117300/124117240/c07b4937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124120000/124117300/124117240/6349a215.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/125000000/124120000/124117300/124117240/d13d4ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Pienza

[](https://www.expedia.com/Pienza-Hotels-Apartment-La-Dimora-Di-Pienza-In-Val-DOrcia-With-Wi-Fi.h124117240.Hotel-Information)

$109 nightly

$113 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Pienza-Hotels-Apartment-La-Dimora-Di-Pienza-In-Val-DOrcia-With-Wi-Fi.h124117240.Hotel-Information)

![Monolocale Exclusive, vista città, secondo piano senza ascensore | Laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/f7106947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Camera Superior, vista città, primo piano senza ascensore | Laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/e4f61737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/cc713796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Monolocale Exclusive, vista città, secondo piano senza ascensore | Private kitchen](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/4381c139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Pienza

[](https://www.expedia.com/Pienza-Hotels-TuscanyLettings-StudioRoom.h114863278.Hotel-Information)

10/10

Exceptional

(1 review)

"メイン通りの好立地。 客室は豪華でエレガント。 ウェルカムキットも良く、アメニティも良好。 次回も必ず利用したい。 スタッフの方、いろいろありがとうございました。"

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

keita

$95 nightly

$110 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Pienza-Hotels-TuscanyLettings-StudioRoom.h114863278.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103830000/103821200/103821142/23bc7f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/104000000/103830000/103821200/103821142/81a6e134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103830000/103821200/103821142/2035a69b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103830000/103821200/103821142/aba65f5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Pienza

[](https://www.expedia.com/Pienza-Hotels-Il-Podere-Di-Casa-Rossa-Pienza.h103821142.Hotel-Information)

10/10

Exceptional

(3 reviews)

"Wonderful views, accommodating hosts"

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

Pete and Alison C.

$300 nightly

$305 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Pienza-Hotels-Il-Podere-Di-Casa-Rossa-Pienza.h103821142.Hotel-Information)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/49000000/48840000/48837200/48837118/e139d884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/49000000/48840000/48837200/48837118/9a24ba4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/49000000/48840000/48837200/48837118/da956da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/49000000/48840000/48837200/48837118/68f580ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Monticchiello

[](https://www.expedia.com/Pienza-Hotels-The-House-In-The-Village-Angelica-Apartment-ValdOrcia.h48837118.Hotel-Information)

10/10

Exceptional

(11 reviews)

"Marco was great to work with, was easily available for any of our questions and the stay was wonderful. The apartment is in a great location and had all we needed for our stay."

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

Melissa B.

$127 nightly

$129 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Pienza-Hotels-The-House-In-The-Village-Angelica-Apartment-ValdOrcia.h48837118.Hotel-Information)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/6e91d9be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/5d93306f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/824ca8c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/49bf4281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Monticchiello

[](https://www.expedia.com/Pienza-Hotels-Il-Focolare-Superior-Apartment-In-Monticchiello.h36364803.Hotel-Information)

10/10

Exceptional

(8 reviews)

"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "

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

Dan

$133 nightly

$138 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Pienza-Hotels-Il-Focolare-Superior-Apartment-In-Monticchiello.h36364803.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/100000000/99310000/99306800/99306800/fea7e2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/100000000/99310000/99306800/99306800/039ce75b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven](https://images.trvl-media.com/lodging/100000000/99310000/99306800/99306800/e153e8bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99310000/99306800/99306800/52200cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Monticchiello

[](https://www.expedia.com/Pienza-Hotels-Pienza-C-Monticchiello.h99306800.Hotel-Information)

[](https://www.expedia.com/Pienza-Hotels-Pienza-C-Monticchiello.h99306800.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/125000000/124120000/124117300/124117285/w2400h1799x0y0-de5fdc44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/125000000/124120000/124117300/124117285/w2400h1799x0y0-1b5eec48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/125000000/124120000/124117300/124117285/9bef289d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124120000/124117300/124117285/fccd5ea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Pienza

[](https://www.expedia.com/Pienza-Hotels-Finestra-DellAngelo-In-Pienza-Elegant-Apartment-With-Stunning-Views.h124117285.Hotel-Information)

$115 nightly

$119 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Pienza-Hotels-Finestra-DellAngelo-In-Pienza-Elegant-Apartment-With-Stunning-Views.h124117285.Hotel-Information)

![Food court](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/0263d307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch, dinner served; local cuisine, alfresco dining ](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/0ce3602b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, minibar, in-room safe](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/f4cb97cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Food and drink](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/26e5f82d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Montepulciano

[](https://www.expedia.com/Montepulciano-Hotels-La-Locanda-Di-San-Francesco.h7272465.Hotel-Information)

9.8/10

Exceptional

(133 reviews)

"Spotless, clean. Staff were friendly. Location and view was spectacular"

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

Kim

$149 nightly

$169 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Montepulciano-Hotels-La-Locanda-Di-San-Francesco.h7272465.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

$98 nightly

$113 total

Mar 16 - Mar 17

Total with taxes and fees

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

![Bar (on property)](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/d732a716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room | Bathroom | Free toiletries, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/8842009b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/9d10099d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/a8e96dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Chiusi

[](https://www.expedia.com/Chiusi-Hotels-La-Piccola-Locanda.h42001140.Hotel-Information)

8.6/10

Excellent

(9 reviews)

"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "

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

Jeffery

[](https://www.expedia.com/Chiusi-Hotels-La-Piccola-Locanda.h42001140.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100900000/100896100/100896059/f0bca152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/101000000/100900000/100896100/100896059/08c45c27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100900000/100896100/100896059/5c9c109c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa | Living area | 24-inch flat-screen TV with satellite channels, DVD player](https://images.trvl-media.com/lodging/101000000/100900000/100896100/100896059/58622732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo resort in Trequanda

[](https://www.expedia.com/Trequanda-Hotels-Luxury-Resort-In-The-Tuscan-Countryside.h100896059.Hotel-Information)

[](https://www.expedia.com/Trequanda-Hotels-Luxury-Resort-In-The-Tuscan-Countryside.h100896059.Hotel-Information)

![1 treatment room, massages](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/9867dcf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/ba51ed0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/7dd03bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/ce312570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence in San Quirico d'Orcia

[](https://www.expedia.com/San-Quirico-DOrcia-Hotels-Resort-Casanova-Panoramic-Rooms-And-Suites.h51828901.Hotel-Information)

9.2/10

Wonderful

(79 reviews)

"Fantastic place"

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

Clifford

$186 nightly

$209 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/San-Quirico-DOrcia-Hotels-Resort-Casanova-Panoramic-Rooms-And-Suites.h51828901.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)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/12000000/11040000/11031400/11031336/cdd9a264.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)

![Exterior](https://images.trvl-media.com/lodging/12000000/11040000/11031400/11031336/8b91ef4e.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

$330 nightly

$373 total

Mar 9 - Mar 10

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)

![Interior](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/92c73dd4.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)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/ff10e0c0.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.

$1,090 nightly

$1,100 total

Mar 3 - Mar 4

Total with taxes and fees

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

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## Find vacation rentals that suit your style

Villas

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Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy&regionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy&regionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=APARTMENT)

Residences

[](https://www.expedia.com/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy&regionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=RESIDENCE)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy&regionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=COTTAGE)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy&regionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=APART_HOTEL)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy&regionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=CONDO)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Pienza%2C+Tuscany%2C+Italy&regionId=6023645&latLong=43.076766%2C11.678764&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=CHALET)

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## Top Pienza Hotel Reviews

![Fonteverde Lifestyle & Thermal Retreat](https://images.trvl-media.com/lodging/1000000/910000/909000/908918/f6fb188e_y.jpg)

### Fonteverde Lifestyle & Thermal Retreat

10/10 Excellent

"Great place! Excellent service by everyone we encountered. "

[](https://expedia.com/San-Casciano-Dei-Bagni-Hotels-Fonteverde.h908918.Hotel-Information)

![Albergo San Biagio](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/c85acee6_y.jpg)

### Albergo San Biagio

10/10 Excellent

"Muy amable "

[](https://expedia.com/Montepulciano-Hotels-Albergo-San-Biagio.h3224141.Hotel-Information)

![Monastero di Cortona Hotel & Spa](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/cea3a0e9_y.jpg)

### Monastero di Cortona Hotel & Spa

10/10 Excellent

"Everything was great! Lovely hotel "

[](https://expedia.com/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information)

![Hotel Relais II Chiostro di Pienza](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/ef61d192_y.jpg)

### Hotel Relais II Chiostro di Pienza

10/10 Excellent

"A little tired, extremely clean, with an amazing staff"

[](https://expedia.com/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information)

![Hotel Certosa Di Maggiano](https://images.trvl-media.com/lodging/1000000/530000/528500/528470/edea64a5_y.jpg)

### Hotel Certosa Di Maggiano

10/10 Excellent

"The best in Siena."

[](https://expedia.com/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information)

![Relais Villa Grazianella - UNA Esperienze](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/8b3fbbcc_y.jpg)

### Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!"

[](https://expedia.com/Montepulciano-Hotels-Relais-Villa-Grazianella-UNA-Esperienze.h4310479.Hotel-Information)

![Hotel Corsignano](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/e0c5b2be_y.jpg)

### Hotel Corsignano

10/10 Excellent

"Wonderful stay. Very welcoming staff and check in was quick and simple. Very convenient as parking provided. Room was spacious especially bathroom with great bathtub Breakfast was perfect"

[](https://expedia.com/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information)

![Hotel Santa Caterina](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540753/3b315dde_y.jpg)

### Hotel Santa Caterina

10/10 Excellent

"Amazing staff, great food and an even better view from the garden. "

[](https://expedia.com/Siena-Hotels-Hotel-Santa-Caterina.h2540753.Hotel-Information)

![Castello di Velona Resort Thermal SPA & Winery](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/87359911_y.jpg)

### Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing."

[](https://expedia.com/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information)

## Find out more about Pienza

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

**Pienza vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Pienza. 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 Pienza 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 $80 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 Pienza rentals**

At Expedia, we put the best Pienza 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 Pienza 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 Pienza 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 Pienza. 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
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- [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 Pienza ](https://expedia.com/Pienza-Apartments.d6023645-aaApartments.Travel-Guide-Accommodation)
- [Villas in Pienza ](https://expedia.com/Pienza-Villas.d6023645-aaVillas.Travel-Guide-Accommodation)
- [Vacation Homes in Pienza ](https://expedia.com/Pienza-Private-Vacation-Homes.d6023645-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Farmstay in Pienza ](https://expedia.com/Pienza-Agritourism.d6023645-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Pienza ](https://expedia.com/Pienza-Bed-And-Breakfast.d6023645-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Town Houses in Pienza ](https://expedia.com/Pienza-Town-Houses.d6023645-aaTownHouses.Travel-Guide-Accommodation)
- [Country Houses in Pienza ](https://expedia.com/Pienza-Country-House.d6023645-aaCountryHouse.Travel-Guide-Accommodation)
- [Guest Houses in Pienza ](https://expedia.com/Pienza-Guest-Houses.d6023645-aaGuestHouses.Travel-Guide-Accommodation)
- [Residences in Pienza ](https://expedia.com/Pienza-Residences.d6023645-aaResidences.Travel-Guide-Accommodation)
- [Aparthotels in Pienza ](https://expedia.com/Pienza-Apart-Hotels.d6023645-aaApartHotels.Travel-Guide-Accommodation)
- [Chalets in Pienza ](https://expedia.com/Pienza-Chalets.d6023645-aaChalets.Travel-Guide-Accommodation)
- [Lodges in Pienza ](https://expedia.com/Pienza-Lodges.d6023645-aaLodges.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Pienza?

### What are some of the best vacation home rentals in Pienza?

### How many vacation rentals are there in Pienza?

### What’s there to see and do in Pienza?

### What’s a vacation rental in Pienza like?

### Expedia's Latest Trends

Hotels

- [Florence Hotels](https://expedia.com/Florence-Hotels.d1222.Travel-Guide-Hotels)
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- [Montepulciano Hotels](https://expedia.com/Montepulciano-Hotels.d601351.Travel-Guide-Hotels)
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- [Florence 5 Star Hotels](https://expedia.com/5Star-Florence-Hotels.s50-0-d1222.Travel-Guide-Filter-Hotels)
- [Siena Hotels](https://expedia.com/Siena-Hotels.d9821.Travel-Guide-Hotels)

Flights

- [Flights to Pisa](https://expedia.com/Cheap-Flights-To-Pisa.d2877.Travel-Guide-Flights)
- [Flights to Montecarlo](https://expedia.com/Cheap-Flights-To-Montecarlo.d6123159.Travel-Guide-Flights)
- [Flights to Florence](https://expedia.com/Cheap-Flights-To-Florence.d1222.Travel-Guide-Flights)

Cars

- [Car rentals in Pisa](https://expedia.com/Car-Rentals-In-Pisa.d2877.Car-Rental-Guide)
- [Car rentals in Florence](https://expedia.com/Car-Rentals-In-Florence.d1222.Car-Rental-Guide)
- [van Car Rentals in Florence](https://expedia.com/Van-Car-Rentals-In-Florence.d1222-tVan.Car-Rental-Guide-Class)
- [Car rentals in Siena](https://expedia.com/Car-Rentals-In-Siena.d9821.Car-Rental-Guide)

Activities

- [Things to do in Florence](https://expedia.com/Things-To-Do-In-Florence.d1222.Travel-Guide-Activities)
- [Things to do in Pisa](https://expedia.com/Things-To-Do-In-Pisa.d2877.Travel-Guide-Activities)
- [Things to do in Viareggio](https://expedia.com/Things-To-Do-In-Viareggio.d4894.Travel-Guide-Activities)
- [Things to do in Cecina](https://expedia.com/Things-To-Do-In-Cecina.d6123192.Travel-Guide-Activities)
- [Things to do in Montecatini Terme](https://expedia.com/Things-To-Do-In-Montecatini-Terme.d4956.Travel-Guide-Activities)

Packages

- [Florence Vacation Packages](https://expedia.com/Florence.d1222.Destination-Travel-Guides)

Vacation Rentals

- [Vacation Rentals Florence](https://expedia.com/Florence-Vacation-Rentals.d1222.Travel-Guide-VacationRentals)

General

- [Visit Follonica](https://expedia.com/Follonica.dx6123914)
- [Visit San Gimignano](https://expedia.com/San-Gimignano.dx11091)
- [Visit Florence](https://expedia.com/Florence.dx1222)
- [Visit Viareggio](https://expedia.com/Viareggio.dx4894)
- [Visit Portoferraio](https://expedia.com/Portoferraio.dx4876)
- [Visit Monte Argentario](https://expedia.com/Monte-Argentario.dx602888)
- [Visit Siena](https://expedia.com/Siena.dx9821)