Title: Montecastelli Vacation Rentals from CA $125: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6285665&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6285665&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=6285665&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 four months

[Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=6285665&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)

## Our top choices for Montecastelli vacation rentals

![Pool](https://images.trvl-media.com/lodging/113000000/112710000/112700100/112700036/f4bc046d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/113000000/112710000/112700100/112700036/f7f780dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/113000000/112710000/112700100/112700036/4c3b3d46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112710000/112700100/112700036/167c2faf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Legible Butterfly

[](https://www.expedia.ca/Castelnuovo-Di-Val-Di-Cecina-Hotels-Legible-Butterfly.h112700036.Hotel-Information)

Montecastelli Pisano

CA $679

CA $853 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Castelnuovo-Di-Val-Di-Cecina-Hotels-Legible-Butterfly.h112700036.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)

![Single Room](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/914c3e6e.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)

### Il Pozzo di Sant'Andrea

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

Siena

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.ca/Siena-Hotels-Il-Pozzo-Di-SantAndrea.h24941118.Hotel-Information)

![Romantic Double Room, 1 Bedroom, Non Smoking | View from room](https://images.trvl-media.com/lodging/25000000/24130000/24124100/24124035/43bf3cbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Romantic Double Room, 1 Bedroom, Non Smoking | Living area](https://images.trvl-media.com/lodging/25000000/24130000/24124100/24124035/68007f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/25000000/24130000/24124100/24124035/b9eedc7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Apartment, 2 Bedrooms | View from room](https://images.trvl-media.com/lodging/25000000/24130000/24124100/24124035/3afcffb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### B&B Palazzo Tortoli

[](https://www.expedia.ca/San-Gimignano-Hotels-BB-Palazzo-Tortoli.h24124035.Hotel-Information)

San Gimignano City Centre

9.2/10

Wonderful

(60 reviews)

"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "

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

April

[](https://www.expedia.ca/San-Gimignano-Hotels-BB-Palazzo-Tortoli.h24124035.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)

![Classic Double or Twin Room](https://images.trvl-media.com/lodging/96000000/95250000/95247500/95247428/93abe2d8.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)

### Sportland

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

Colle di Val d'Elsa

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.ca/Colle-Di-Val-DElsa-Hotels-Sportland.h95247428.Hotel-Information)

![Apartment, 1 Bedroom, Ground Floor (Garden) | Exterior](https://images.trvl-media.com/lodging/18000000/17810000/17803000/17802932/1f5db71c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/18000000/17810000/17803000/17802932/b7782698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/18000000/17810000/17803000/17802932/9689fc89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/18000000/17810000/17803000/17802932/4e41fc52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Il Paradiso

[](https://www.expedia.ca/Guardistallo-Hotels-Residence-Il-Paradiso.h17802932.Hotel-Information)

Guardistallo

8.4/10

Very good

(26 reviews)

"Absolutely beautiful property among the pine trees. Nice little restaurant, ideal pools and play area for little kids. Location is perfect for exploring the region. Great beaches only 10-15 minutes away. The apartment was very clean and everything necessary for our stay was available. Would gladly visit again. Thank you Il Paradiso!"

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

Jason

CA $123

CA $144 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Guardistallo-Hotels-Residence-Il-Paradiso.h17802932.Hotel-Information)

![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)

![Royal Apartment | Private kitchen](https://images.trvl-media.com/lodging/106000000/105580000/105570300/105570206/53d9424a.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)

![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)

### Tuscasì Aparthotel

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

Sovicille

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

CA $94

CA $125 total

includes taxes & fees

Feb 20 - Feb 21

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

![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)

![Apartment (for 2 - 4 People)](https://images.trvl-media.com/lodging/4000000/3630000/3620800/3620800/53451d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, 1 Bedroom, Terrace | Terrace/patio](https://images.trvl-media.com/lodging/4000000/3630000/3620800/3620800/ccba610a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Antico Borgo Poggiarello

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

Monteriggioni

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

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

![Exterior detail](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/12ea27d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/f7bc825c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/96a7251a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/c5858744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Casa di Ines

[](https://www.expedia.ca/San-Gimignano-Hotels-La-Casa-Di-Ines.h117149866.Hotel-Information)

San Gimignano City Centre

9.6/10

Exceptional

(8 reviews)

"Love this town. Location is great "

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

William

CA $106

CA $125 total

includes taxes & fees

Mar 20 - Mar 21

[](https://www.expedia.ca/San-Gimignano-Hotels-La-Casa-Di-Ines.h117149866.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/0d96bb47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/b2177890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/3b470c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/5468a801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palazzo Pacini

[](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Palazzo-Pacini.h11807517.Hotel-Information)

Colle di Val d'Elsa

9.8/10

Exceptional

(98 reviews)

"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "

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

John

CA $166

CA $186 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Palazzo-Pacini.h11807517.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/121000000/120370000/120362600/120362567/bd0ebf61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120370000/120362600/120362567/094d468d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120370000/120362600/120362567/f9e1cfb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120370000/120362600/120362567/3c6be7ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'Leonardo' with Private Terrace, Wi-Fi and Air Conditioning

[](https://www.expedia.ca/Suvereto-Hotels-Apartment-Leonardo-With-Private-Terrace.h120362567.Hotel-Information)

suvereto

CA $102

CA $228 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Suvereto-Hotels-Apartment-Leonardo-With-Private-Terrace.h120362567.Hotel-Information)

![Daily self-serve breakfast (EUR 6 per person)](https://images.trvl-media.com/lodging/90000000/89040000/89032900/89032845/4c2ffbd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/90000000/89040000/89032900/89032845/bd143c99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/90000000/89040000/89032900/89032845/46e45b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Quadruple Room](https://images.trvl-media.com/lodging/90000000/89040000/89032900/89032845/dddc5e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beatabb

[](https://www.expedia.ca/Guardistallo-Hotels-Beatabb.h89032845.Hotel-Information)

Guardistallo

9.0/10

Wonderful

(8 reviews)

"The host was lovely and this was the most beautiful place to stay and wish we had stayed longer "

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

Sheena

[](https://www.expedia.ca/Guardistallo-Hotels-Beatabb.h89032845.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95800000/95795200/95795175/49be4fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95800000/95795200/95795175/3774205d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/96000000/95800000/95795200/95795175/cef626c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95800000/95795200/95795175/530afecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi

[](https://www.expedia.ca/Roccastrada-Hotels-Holiday-Home-Querciagrossa-Da-Dora-With-Private-Pool.h95795175.Hotel-Information)

Roccastrada

CA $479

CA $538 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Roccastrada-Hotels-Holiday-Home-Querciagrossa-Da-Dora-With-Private-Pool.h95795175.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/72000000/71650000/71640200/71640110/26f23d7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71650000/71640200/71640110/bbc22256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71650000/71640200/71640110/522a6a97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71650000/71640200/71640110/2e9c1311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely and typical farmhouse in the heart of Chianti

[](https://www.expedia.ca/Monteriggioni-Hotels-Vrbo-Property.h71640110.Hotel-Information)

Monteriggioni, Siena, Toskana

10/10

Exceptional

(2 reviews)

"I was concerned when I first booked this spot because it was a little removed from Siena or Florence. It was the BEST decision I made on our journey through Italy. The family was amazing! The weee extremely pleasant and helpful. They gave us great ideas on where to eat, cities to visit and excursions to do. Ettore set us up with reservations at a local restaurant that was amazing! It was a true Tuscan local experience. He also recommended seeing specifics parts of Siena and other local cities...

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

Chris H.

CA $246

CA $372 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Monteriggioni-Hotels-Vrbo-Property.h71640110.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763249/4857caec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763249/d201cdc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763249/e3cda133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763249/51b8f646.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment "Radicondoli House" with Balcony & Wi-Fi

[](https://www.expedia.ca/Radicondoli-Hotels-Apartment-Radicondoli-House-With-Balcony-Wi-Fi.h76763249.Hotel-Information)

Radicondoli Siena

10/10

Exceptional

(6 reviews)

"Beautiful apartment that is well decorated and comfortable with everything you could need Walkable to grocery store and restaurants Parking is free and close by Giovanna was so helpful and excellent communication Can't say enough about this place! "

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

Corey

CA $680

CA $828 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Radicondoli-Hotels-Apartment-Radicondoli-House-With-Balcony-Wi-Fi.h76763249.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/124000000/123080000/123075800/123075794/a59cfc66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123080000/123075800/123075794/918abf7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123080000/123075800/123075794/39b0bbc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, highchair](https://images.trvl-media.com/lodging/124000000/123080000/123075800/123075794/9fff7aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casale Torricella: Relax Among Woods with Sea View

[](https://www.expedia.ca/Montieri-Hotels-Casale-Torricella-Relax-Among-Woods-With-Sea-View.h123075794.Hotel-Information)

Montieri

CA $303

CA $351 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Montieri-Hotels-Casale-Torricella-Relax-Among-Woods-With-Sea-View.h123075794.Hotel-Information)

![Studio, Patio, Ground Floor | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/291b1398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/d64344d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/2fe340cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, Patio, Ground Floor | Private kitchen](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/04effc95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fullino Nero

[](https://www.expedia.ca/Siena-Hotels-Fullino-Nero.h2524503.Hotel-Information)

Siena

9.6/10

Exceptional

(50 reviews)

"Great stay! Clean rooms with air conditioning. Beautiful grounds "

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

Christian

CA $135

CA $156 total

includes taxes & fees

Feb 21 - Feb 22

[](https://www.expedia.ca/Siena-Hotels-Fullino-Nero.h2524503.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)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90220000/90216000/90215991/984f316d.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)

![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90220000/90216000/90215991/w3682h2464x0y0-cc879c2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning

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

San Rocco A Pilli

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.

CA $339

CA $478 total

includes taxes & fees

Feb 24 - Feb 25

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

![TV](https://images.trvl-media.com/lodging/124000000/123090000/123081100/123081040/18a5af85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123090000/123081100/123081040/8ed83f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123090000/123081100/123081040/1179a69b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123090000/123081100/123081040/a8e5cb70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa di Via del Corallo Gerfalco – Charming Apartment in Medieval Village

[](https://www.expedia.ca/Montieri-Hotels-Casa-Di-Via-Del-Corallo-Gerfalco-Charming-Apartment-In-Medieval-Village.h123081040.Hotel-Information)

Località Gerfalco Montieri

CA $291

CA $339 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Montieri-Hotels-Casa-Di-Via-Del-Corallo-Gerfalco-Charming-Apartment-In-Medieval-Village.h123081040.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/39997d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/a67674df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/4734ab61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/29000000/28410000/28401500/28401463/260b4111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Vacanze Le Case

[](https://www.expedia.ca/San-Gimignano-Hotels-Casa-Vacanze-Le-Case.h28401463.Hotel-Information)

San Gimignano

9.0/10

Wonderful

(8 reviews)

"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10\. "

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

Jackie

CA $149

CA $173 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/San-Gimignano-Hotels-Casa-Vacanze-Le-Case.h28401463.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/126000000/125540000/125534300/125534218/4c3db146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125540000/125534300/125534218/8fb3a36d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/126000000/125540000/125534300/125534218/de8a3152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125540000/125534300/125534218/2b18e314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Room 'Castagno' – Agriturismo la Taverna di Celsa with Shared Pool

[](https://www.expedia.ca/Sovicille-Hotels-Room-Castagno-Agriturismo-La-Taverna-Di-Celsa-With-Shared-Pool.h125534218.Hotel-Information)

Sovicille

CA $310

CA $315 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Sovicille-Hotels-Room-Castagno-Agriturismo-La-Taverna-Di-Celsa-With-Shared-Pool.h125534218.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

Aparthotels

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Apartments

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Villas

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Condos

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Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Montecastelli%2C+Castelnuovo+di+Val+di+Cecina%2C+Tuscany%2C+Italy&regionId=6285665&latLong=43.266965%2C10.957131&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=COTTAGE)

Private vacation homes

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Chalets

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Residences

[](https://www.expedia.ca/Hotel-Search?destination=Montecastelli%2C+Castelnuovo+di+Val+di+Cecina%2C+Tuscany%2C+Italy&regionId=6285665&latLong=43.266965%2C10.957131&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=RESIDENCE)

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## Top Montecastelli Hotel Reviews

![Hotel Palazzo San Lorenzo & SPA](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/1af45070_y.jpg)

### Hotel Palazzo San Lorenzo & SPA

10/10 Excellent

"Very good place, clean, good service, great food, the rooms were amazing."

[](https://expedia.ca/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information)

![Hotel Italia](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53_y.jpg)

### Hotel Italia

10/10 Excellent

"Nice clean room. Close to train/bus station. Very good breakfast "

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

![Villa Sabolini](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/72cf22f3_y.jpg)

### Villa Sabolini

10/10 Excellent

"Lovely Villa. Amazing staff. Real countryside experience."

[](https://expedia.ca/Colle-Di-Val-DElsa-Hotels-Villa-Sabolini.h3763111.Hotel-Information)

![Hotel Leon Bianco](https://images.trvl-media.com/lodging/2000000/1320000/1315000/1314959/f531fd35_y.jpg)

### Hotel Leon Bianco

10/10 Excellent

"Clean and surprisingly large room, with a spacious closet and bathroom. My room happened to have a window to the inside courtyard. Front desk staff/owner is exceptionally friendly, helpful, and generous. Property located right at the central plaza - cannot be more convenient!"

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

![Hotel Borgo San Luigi](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/69a3ac66_y.jpg)

### Hotel Borgo San Luigi

10/10 Excellent

"Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! "

[](https://expedia.ca/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.Hotel-Information)

![Hotel Toscana Ambassador](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/7717f75b_y.jpg)

### Hotel Toscana Ambassador

10/10 Excellent

"We recommend the Toscana Ambassador to everyone, as we had a great experience with its cleanliness, hospitality, friendliness, and an extraordinary breakfast, with excellent service from Ada & Julia and the rest of the crew, from the front desk to room service. If you ever visit Poggibonsi, Tuscany, stay here with no hesitation. "

[](https://expedia.ca/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.Hotel-Information)

![Hotel Sovestro](https://images.trvl-media.com/lodging/2000000/1530000/1521600/1521591/3fc35bbb_y.jpg)

### Hotel Sovestro

10/10 Excellent

"Great Hotel"

[](https://expedia.ca/San-Gimignano-Hotels-Hotel-Sovestro.h1521591.Hotel-Information)

![Castello di Casole, A Belmond Hotel, Tuscany](https://images.trvl-media.com/lodging/6000000/5060000/5059000/5058985/4de54dac_y.jpg)

### Castello di Casole, A Belmond Hotel, Tuscany

10/10 Excellent

"Amazing hotel - friendly staff - top of hotel world "

[](https://expedia.ca/Casole-DElsa-Hotels-Castello-Di-Casole.h5058985.Hotel-Information)

![RELAIS SANTA CHIARA - TUSCANY CHARME](https://images.trvl-media.com/lodging/1000000/900000/897600/897561/98a56ee9_y.jpg)

### RELAIS SANTA CHIARA - TUSCANY CHARME

10/10 Excellent

"Wonderful everything ! Love to back again !"

[](https://expedia.ca/San-Gimignano-Hotels-Relais-Santa-Chiara-Hotel.h897561.Hotel-Information)

## Find out more about Montecastelli

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Montecastelli. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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## Frequently asked questions

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