Title: San Cipriano Vacation Rentals from CA $69: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248635975860256&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.ca/Hotel-Search?regionId=553248635975860256&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.ca/Hotel-Search?regionId=553248635975860256&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.ca/Hotel-Search?regionId=553248635975860256&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 Cipriano vacation rentals

![Daily self-serve breakfast (EUR 15 per person)](https://images.trvl-media.com/lodging/31000000/30540000/30533800/30533736/119435b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/31000000/30540000/30533800/30533736/b44dabb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/31000000/30540000/30533800/30533736/690a5e80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/31000000/30540000/30533800/30533736/22dc74c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Antico Podere San Francesco Hotel

[](https://www.expedia.ca/Rosignano-Marittimo-Hotels-Antico-Podere-San-Francesco-Hotel.h30533736.Hotel-Information)

Rosignano Marittimo

9.8/10

Exceptional

(42 reviews)

"Very nice property, lovely breakfast and friendly staff!"

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

David

CA $89

CA $98 total

includes taxes & fees

Apr 16 - Apr 17

[](https://www.expedia.ca/Rosignano-Marittimo-Hotels-Antico-Podere-San-Francesco-Hotel.h30533736.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/90000000/89160000/89158800/89158779/541efb93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/90000000/89160000/89158800/89158779/efd40551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand Suite](https://images.trvl-media.com/lodging/90000000/89160000/89158800/89158779/f1fd482c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Suite | View from room](https://images.trvl-media.com/lodging/90000000/89160000/89158800/89158779/cd8a95eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Laqua Vineyard

[](https://www.expedia.ca/Terricciola-Hotels-Laqua-Vineyard.h89158779.Hotel-Information)

Terricciola

10/10

Exceptional

(12 reviews)

"Love it here. Food was amazing as well! 2 bedroom apartment was perfect. "

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

Eisaivan

CA $319

CA $351 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Terricciola-Hotels-Laqua-Vineyard.h89158779.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)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/18000000/17810000/17803000/17802932/4db1ab72.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 $103

CA $121 total

includes taxes & fees

Apr 2 - Apr 3

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

![La casa di Bohaz | View from room](https://images.trvl-media.com/lodging/101000000/100140000/100139800/100139702/630eb39a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![La casa dell'Architetto | Living area](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)

### Tenuta Cantona

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

Casole d'Elsa

CA $153

CA $258 total

includes taxes & fees

Apr 1 - Apr 2

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

![Front of property](https://images.trvl-media.com/lodging/123000000/122410000/122403800/122403742/bf3c29c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms](https://images.trvl-media.com/lodging/123000000/122410000/122403800/122403742/375f9bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/123000000/122410000/122403800/122403742/240e48fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/123000000/122410000/122403800/122403742/039edb4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotiday Relais Costa degli Etruschi

[](https://www.expedia.ca/Rosignano-Marittimo-Hotels-Hotiday-Relais-Costa-Degli-Etruschi.h122403742.Hotel-Information)

Rosignano Marittimo

CA $63

CA $69 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Rosignano-Marittimo-Hotels-Hotiday-Relais-Costa-Degli-Etruschi.h122403742.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)

![Free self parking](https://images.trvl-media.com/lodging/96000000/95250000/95247500/95247428/b0f5db83.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](https://images.trvl-media.com/lodging/96000000/95250000/95247500/95247428/93abe2d8.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)

![Food court](https://images.trvl-media.com/lodging/4000000/3630000/3620800/3620800/cb376ef4.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)

![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)

![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)

### 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

CA $237

CA $265 total

includes taxes & fees

Mar 26 - Mar 27

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

![Triple Room | Room service - dining](https://images.trvl-media.com/lodging/5000000/4980000/4974800/4974764/e4244c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/5000000/4980000/4974800/4974764/841015cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4980000/4974800/4974764/c38574d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Triple Room](https://images.trvl-media.com/lodging/5000000/4980000/4974800/4974764/45c80254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### B&B Il Moscondoro

[](https://www.expedia.ca/Montopoli-In-Val-DArno-Hotels-BB-Il-Moscondoro.h4974764.Hotel-Information)

Montopoli in Val d'Arno

8.0/10

Very good

(8 reviews)

"B&b nella campagna toscana, esperienza piacevole, il plus è il silezio totale che ha accompagnato il mio sonno"

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

Davide

CA $120

CA $133 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Montopoli-In-Val-DArno-Hotels-BB-Il-Moscondoro.h4974764.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/98000000/97050000/97045900/97045856/6994eb96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/98000000/97050000/97045900/97045856/d83cbb51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Twin Room](https://images.trvl-media.com/lodging/98000000/97050000/97045900/97045856/afed5be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shared fridge, electric kettle](https://images.trvl-media.com/lodging/98000000/97050000/97045900/97045856/e1706bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Antica Dimora Leones

[](https://www.expedia.ca/Palaia-Hotels-Antica-Dimora-Leones.h97045856.Hotel-Information)

Palaia

9.0/10

Wonderful

(16 reviews)

"Wonderful and unique place to stay. Staff were terrific. The church bells ring through the night so bring earplugs if you’re a light sleeper!"

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

Brendan

CA $152

CA $173 total

includes taxes & fees

Apr 17 - Apr 18

[](https://www.expedia.ca/Palaia-Hotels-Antica-Dimora-Leones.h97045856.Hotel-Information)

![Apartment, Patio | Living area](https://images.trvl-media.com/lodging/126000000/125450000/125441900/125441878/48468a5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125450000/125441900/125441878/52a4a5bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/126000000/125450000/125441900/125441878/6d3f0462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Patio | Private kitchen](https://images.trvl-media.com/lodging/126000000/125450000/125441900/125441878/49ac23f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Ripadoro

[](https://www.expedia.ca/Chianni-Hotels-La-Ripadoro.h125441878.Hotel-Information)

Chianni

CA $177

CA $242 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Chianni-Hotels-La-Ripadoro.h125441878.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)

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

![Comfort Double Room, City View](https://images.trvl-media.com/lodging/118000000/117150000/117149900/117149866/f7c15fe5.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 $112

CA $132 total

includes taxes & fees

Mar 18 - Mar 19

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

![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/123000000/122910000/122907600/122907533/e85a8726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122910000/122907600/122907533/fb3f31f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Villa, 1 Bedroom, Patio, Valley View | Living area](https://images.trvl-media.com/lodging/123000000/122910000/122907600/122907533/e66dbf95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Villa, 1 Bedroom, Patio, Mountain View | Living area](https://images.trvl-media.com/lodging/123000000/122910000/122907600/122907533/26a997df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Lunaria di Lajatico

[](https://www.expedia.ca/Lajatico-Hotels-La-Lunaria-Di-Lajatico.h122907533.Hotel-Information)

Lajatico

CA $132

CA $243 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Lajatico-Hotels-La-Lunaria-Di-Lajatico.h122907533.Hotel-Information)

![Villa, Air conditioning, Courtyard View | Exterior](https://images.trvl-media.com/lodging/127000000/126450000/126444900/126444856/6b3321e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/127000000/126450000/126444900/126444856/405723b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, Air conditioning, Courtyard View | Property grounds](https://images.trvl-media.com/lodging/127000000/126450000/126444900/126444856/1f2094c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126450000/126444900/126444856/fee64891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Montecastello

[](https://www.expedia.ca/Monteriggioni-Hotels-Villa-Montecastello.h126444856.Hotel-Information)

Monteriggioni

CA $232

CA $260 total

includes taxes & fees

Apr 3 - Apr 4

[](https://www.expedia.ca/Monteriggioni-Hotels-Villa-Montecastello.h126444856.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)

![Quadruple Room](https://images.trvl-media.com/lodging/90000000/89040000/89032900/89032845/dddc5e5d.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)

![Front of property](https://images.trvl-media.com/lodging/90000000/89040000/89032900/89032845/bb2a0dee.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)

![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)

![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)

![Romantic Double Room, 1 Bedroom, Non Smoking](https://images.trvl-media.com/lodging/25000000/24130000/24124100/24124035/410d45f0.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)

### 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

(61 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)

![Marina](https://images.trvl-media.com/lodging/76000000/75190000/75182600/75182568/8bb4c94a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/76000000/75190000/75182600/75182568/6c9741af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/76000000/75190000/75182600/75182568/52193249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/76000000/75190000/75182600/75182568/83e5281a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Michelangelo: entire space in the heart of Tuscany

[](https://www.expedia.ca/Peccioli-Hotels-Michelangelo-Entire-Space-In-The-Heart-Of-Tuscany.h75182568.Hotel-Information)

Peccioli

10/10

Exceptional

(5 reviews)

"Wir haben einen wunderschönen Urlaub in dem niedlichen kleinen Bergdorf Peccioli verbracht. Für Ausflüge zu den gefragten Orten der Toskana ist die Ferienwohnung wirklich ideal gelegen und dazu bestens ausgestattet, so dass man auch gut "zu Hause" kochen kann. Die Housekeeper Francesca und Lorenzo haben uns mit allerlei hilfreichen und interessanten Tipps versorgt und waren immer erreichbar - vielen Dank! Das Parkhaus lässt sich wunderbar über den Fahrstuhl erreichen und hier ein Wochenticket...

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

Corinna U.

CA $1,102

CA $1,349 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Peccioli-Hotels-Michelangelo-Entire-Space-In-The-Heart-Of-Tuscany.h75182568.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/34000000/33590000/33580700/33580667/ce60d7cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33590000/33580700/33580667/e58d8be2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/34000000/33590000/33580700/33580667/d0303c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33590000/33580700/33580667/0fa37597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!

[](https://www.expedia.ca/Casole-DElsa-Hotels-La-Casetta.h33580667.Hotel-Information)

casole d'elsa siena

10/10

Exceptional

(43 reviews)

"We stayed in this beautiful clean, fully airconditioned apartment for 12 days, perfect location for trips to the surrounding area like Siena, Florence, Monteriggioni, Volterra & San Gimignano. The apartment is situated in a peaceful Agriturismo with lots of privacy and a great swimming pool. The owners are really hospitable and you feel welcome right away. Highly recommendable."

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

Linda T.

CA $260

CA $452 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Casole-DElsa-Hotels-La-Casetta.h33580667.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/93000000/92440000/92436200/92436167/7a17809e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/93000000/92440000/92436200/92436167/ff519dca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/93000000/92440000/92436200/92436167/26dfd588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92440000/92436200/92436167/5fda5bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home 'Villa Adelmo' with Private Pool, Terrace and Wi-Fi

[](https://www.expedia.ca/Pomarance-Hotels-Holiday-Home-Villa-Adelmo-With-Private-Pool.h92436167.Hotel-Information)

Pomarance

10/10

Exceptional

(7 reviews)

"Pros: Just everything, nothing was left. The house is in a quite location with beautiful view. The host is so friendly and helpful, we could really relax and enjoy the pool, and we’ve seen many tuscayan highlights like Siena, San Gimignano, Elba Island. Cons: Time was to short!"

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

Anonymous traveller

CA $1,135

CA $1,333 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Pomarance-Hotels-Holiday-Home-Villa-Adelmo-With-Private-Pool.h92436167.Hotel-Information)

![Deluxe Room, Patio](https://images.trvl-media.com/lodging/5000000/4800000/4796600/4796574/bf1f8b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/5000000/4800000/4796600/4796574/b9af1c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/5000000/4800000/4796600/4796574/c7f38568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner served, Italian cuisine, pool views ](https://images.trvl-media.com/lodging/5000000/4800000/4796600/4796574/2bafccd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tenuta Sant'Ilario

[](https://www.expedia.ca/Gambassi-Terme-Hotels-Tenuta-SantIlario.h4796574.Hotel-Information)

Gambassi Terme

9.4/10

Exceptional

(34 reviews)

"Amazing location and property! Owner and staff super nice! I am sure we will be back!"

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

Ilaria

CA $141

CA $160 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Gambassi-Terme-Hotels-Tenuta-SantIlario.h4796574.Hotel-Information)

![Comfort Room](https://images.trvl-media.com/lodging/94000000/93060000/93056200/93056173/d2798d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/94000000/93060000/93056200/93056173/d2a92ab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Room](https://images.trvl-media.com/lodging/94000000/93060000/93056200/93056173/6c6bdd8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Room](https://images.trvl-media.com/lodging/94000000/93060000/93056200/93056173/6d621467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Room Rent Morrona

[](https://www.expedia.ca/Terricciola-Hotels-Room-Rent-Morrona.h93056173.Hotel-Information)

Terricciola

9.0/10

Wonderful

(6 reviews)

"Ottima struttura "

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

Marzia

[](https://www.expedia.ca/Terricciola-Hotels-Room-Rent-Morrona.h93056173.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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Private vacation homes

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Cottages

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Chalets

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Residences

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## Top San Cipriano Hotel Reviews

![Villa Sabolini](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/0cec1f91_y.jpg)

### Villa Sabolini

10/10 Excellent

"Beautiful Tuscan estate, lovely room, excellent breakfast "

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

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

### Hotel Leon Bianco

10/10 Excellent

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

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

![Poderi Arcangelo](https://images.trvl-media.com/lodging/2000000/1500000/1492200/1492186/b49b61ae_y.jpg)

### Poderi Arcangelo

10/10 Excellent

"Great one bedroom apartment. Fantastic view ofSan Gimignano from front door. Very peaceful."

[](https://expedia.ca/San-Gimignano-Hotels-Poderi-Arcangelo.h1492186.Hotel-Information)

![Hotel Palazzo San Lorenzo & SPA](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/db2128b8_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 Toscana Ambassador](https://images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/2f9ea910_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/2000000/1530000/1521600/1521591/1ab1512c_y.jpg)

### Hotel Sovestro

10/10 Excellent

"Great Hotel"

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

![Mormoraia](https://images.trvl-media.com/lodging/6000000/5130000/5126300/5126300/0f16f384_y.jpg)

### Mormoraia

10/10 Excellent

"This resort is gorgeous and every single staff member was so gracious and friendly! It was a short drive away from San Gimignano which was nice to explore. The restaurant was delicious and their spa was very nice! "

[](https://expedia.ca/San-Gimignano-Hotels-La-Mormoraia.h5126300.Hotel-Information)

![Antico Podere San Francesco Hotel](https://images.trvl-media.com/lodging/31000000/30540000/30533800/30533736/cc3e0592_y.jpg)

### Antico Podere San Francesco Hotel

10/10 Excellent

"Very nice property, lovely breakfast and friendly staff!"

[](https://expedia.ca/Rosignano-Marittimo-Hotels-Antico-Podere-San-Francesco-Hotel.h30533736.Hotel-Information)

![La Cisterna](https://images.trvl-media.com/lodging/3000000/2530000/2520300/2520221/7e39f74a_y.jpg)

### La Cisterna

10/10 Excellent

"The room was spacious and the hotel is in a great location right in the middle of town. The balcony looked out over the town and landscape. It could not have been prettier. Also the staff was very friendly."

[](https://expedia.ca/San-Gimignano-Hotels-La-Cisterna.h2520221.Hotel-Information)

## Find out more about San Cipriano

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 San Cipriano. 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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