Title: San Gimignano Villas from CA $229 | Expedia.ca

  

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# Search San Gimignano Villa Rentals from CA $229

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## Check prices for these dates

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=11091&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=11091&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=11091&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=11091&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select San Gimignano Villas

![Pool](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/6112d62c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/23903394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/28509faf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33070000/33066500/33066451/afb73a16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

Gaiole in Chianti

CA $9,648

CA $10,458 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-CHIANTIGAIO-Fourteen-Bedroom-Villa.h33066451.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/109000000/108050000/108044000/108043978/b8f65e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108050000/108044000/108043978/e16e4ba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108050000/108044000/108043978/ce82673e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108050000/108044000/108043978/2b8374a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Cattleya

Casciana Terme

10/10

Exceptional

(1)

"Tout était impeccable. "

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

Stéphane S.

CA $171

CA $229 total

includes taxes & fees

Nov 8 - Nov 9

[](https://www.expedia.ca/Casciana-Terme-Lari-Hotels-Vrbo-Property.h108043978.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/1e6c21a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/6703c11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/dd7d2145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, table tennis](https://images.trvl-media.com/lodging/79000000/78170000/78165700/78165677/fb904e73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Montespertoli

10/10

Exceptional

(1)

"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"

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

Scott M.

CA $2,481

CA $2,484 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Montespertoli-Hotels-Villa-Milani-With-Shared-Pool.h78165677.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/28000000/27130000/27125200/27125149/d88438f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27130000/27125200/27125149/cc6f8d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27130000/27125200/27125149/6b4bd921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/28000000/27130000/27125200/27125149/w745h499x12y7-5d6f59fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### panoramica casa con piscina privata

siena

7.0/10

Good

(10)

"Ich kann nur jeden warnen. Die Unterkunft ist ein Dreckloch. Alles total versift, nichts funktioniert wir haben trotz intensiver Reinigung und und dem vorherigen Kauf von Lappen, Eimer, Tücher abgebrochen. Einfach nur Eckelhaft. Entgegenkommen des Vermieter nicht möglich. An Tag 2 gab es auch kein Gas mehr, Duschen/ Kochen nicht mehr möglich.(Versorgerproblem). Das war nach allem übel das kleinste Ereignis.Hier ein paar Bilder, leider können nur 8 Stück hochgeladen werden. Ich versuche jetzt...

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

Ingo B.

CA $131

CA $243 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Chiusdino-Hotels-Panoramica-Casa-Con-Piscina-Privata.h27125149.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/5d1ad91c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/03ae69bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/513cbcf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/100000000/99440000/99430700/99430681/c44dc7fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Radda in Chianti

10/10

Exceptional

(1)

"Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania."

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

Anonymous traveller

CA $1,819

CA $2,855 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Radda-In-Chianti-Hotels-Villa-La-Petrosa-With-Private-Pool.h99430681.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/c9dc3be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/1f150e3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/bd7589fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/87000000/86500000/86496800/86496746/824f3d1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Tuscan home between Florence & Siena

Florence

10/10

Exceptional

(6)

"We enjoyed this well equipped home and kitchen. The views out of every window and door just keep amazing us. The sunsets just took our breath away! The scent of jasmine in the air accompanied by birds songs, and the hum of bees among the flowers… almost a sensory overload really… even the family dogs who visited us every day contributed to our fantastic time in the country!!"

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

Barbara K.

CA $2,187

CA $3,243 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Beautiful-Tuscan-Home-Between-Florence-Siena.h86496746.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/33000000/32590000/32584300/32584249/w2189h1640x4y5-0fbf58c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![9 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/33000000/32590000/32584300/32584249/e3cae5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32590000/32584300/32584249/9937dca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/33000000/32590000/32584300/32584249/495a2b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Montespertoli

10/10

Exceptional

(12)

"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"

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

Elise D.

CA $2,027

CA $2,322 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Montespertoli-Hotels-Luxury.h32584249.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/111000000/110140000/110132300/110132299/7f0bb06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/111000000/110140000/110132300/110132299/7b221345.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Spa](https://images.trvl-media.com/lodging/111000000/110140000/110132300/110132299/63f2ab21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/111000000/110140000/110132300/110132299/7c521815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Dei Pavoni - Luxury Villa on top of hills in Florence

Toscana

10/10

Exceptional

(1)

"The host was amazing! The property was beautiful. All was seamless! All of our needs were met. Highly recommend! "

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

Leopard I.

CA $2,889

CA $3,301 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Bagno-A-Ripoli-Hotels-Villa-Dei-Pavoni-Luxury-Villa-On-Top-Of-Hills-In-Florence.h110132299.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18780000/18773500/18773430/47b129c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18780000/18773500/18773430/afd50901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18780000/18773500/18773430/564262ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/19000000/18780000/18773500/18773430/3d6f9205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Villa in the Florentine hills

Florence

9.8/10

Exceptional

(143)

"Beautiful property and great experience "

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

edward p.

CA $570

CA $820 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Florence-Hotels-Luxury-Villa-In-The-Florentine-Hills.h18773430.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/106000000/105350000/105347600/105347550/792b75e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105350000/105347600/105347550/2a6c678e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105350000/105347600/105347550/b218ff39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105350000/105347600/105347550/20d8811a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### "A Casa di Franca Villa con piscina"

Gambassi Terme

10/10

Exceptional

(1)

"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...

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

Anonymous traveller

CA $596

CA $1,197 total

includes taxes & fees

Nov 8 - Nov 9

[](https://www.expedia.ca/Gambassi-Terme-Hotels-A-Casa-Di-Franca-Villa-Nel-Chianti-With-Private-Pool.h105347550.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73050000/73047700/73047684/d861b7ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/74000000/73050000/73047700/73047684/55da7b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73050000/73047700/73047684/73330787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/74000000/73050000/73047700/73047684/be62a299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amazing Villa in the Tuscan countryside

Vinci

10/10

Exceptional

(1)

"Overall, great experience, clean house, beautiful views!"

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

Marianna K.

[](https://www.expedia.ca/Vinci-Hotels-Amazing-Villa-In-The-Tuscan-Countryside.h73047684.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/116000000/115910000/115909300/115909202/129066f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Villa, Hill View | Terrace/patio](https://images.trvl-media.com/lodging/116000000/115910000/115909300/115909202/81accbdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115910000/115909300/115909202/a408caff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Villa, Hill View | Living area](https://images.trvl-media.com/lodging/116000000/115910000/115909300/115909202/9a3a96a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wine Apartments Florence Lawrence

Scandicci

CA $63

CA $441 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Scandicci-Hotels-Wine-Apartments-Florence-Lawrence.h115909202.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106400000/106395500/106395493/bee6bf59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106400000/106395500/106395493/7d23d3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106400000/106395500/106395493/1689c219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106400000/106395500/106395493/bd4b3a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa dei Renai by Rentbeat

Signa

CA $77

CA $397 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Signa-Hotels-Casa-Dei-Renai-By-Rentbeat.h106395493.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/f2af4ebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/34f96c14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/ce9ebbee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83210000/83207300/83207211/61b3ffc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### "Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi

Gaiole in Chianti

10/10

Exceptional

(7)

"Country location but easy access to a great local winery/restaurant and the town of Gaiole."

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

russ h.

CA $846

CA $885 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Villa-Erbolino-With-Private-Garden.h83207211.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108280000/108275300/108275238/w1166h830x2y0-085ca741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/109000000/108280000/108275300/108275238/w1166h857x2y0-a94584e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/109000000/108280000/108275300/108275238/w1166h863x2y0-ddee714e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108280000/108275300/108275238/w1166h835x2y0-8d015ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Impruneta

10/10

Exceptional

(3)

"Our stay in Florence at this villa was absolutely delightful. Chiara was incredibly welcoming, making us feel welcome from the moment we arrived. The location just above the city offers the perfect balance of tranquility, beauty, and comfort. The house is immaculately maintained with sophisticated design touches and very clean. The views of the hills are breathtaking! It's a shame we didn't have time to take advantage of the breakfast and dinner menu or a cooking class, but it will definitely be...

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

Cristiano T.

CA $485

CA $647 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Impruneta-Hotels-Vrbo-Property.h108275238.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88370000/88367900/88367834/05d5a40a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88370000/88367900/88367834/9c7ec270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/89000000/88370000/88367900/88367834/843e4d4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88370000/88367900/88367834/7f703119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tenuta le Viste - beautiful Villa overlooking Florence

scandicci

9.6/10

Exceptional

(4)

"We had a lovely stay and thoroughly enjoyed the quiet and serenity of the villa located outside of Florence. Easy access to travel. Visited Siena, Lucca, Florence and Venice. Alexandra was a wonderful hostess and the property was stunning. A great time was had by all!"

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

Richard V.

[](https://www.expedia.ca/Scandicci-Hotels-Tenuta-Le-Viste-Beautiful-Villa-Overlooking-Florence.h88367834.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956712/a34e800d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956712/c21fb006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956712/73cc2cee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, Netflix, DVD player](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956712/361cf923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa with concierge service & heated pool at 20 minute from Florence center

impruneta

10/10

Exceptional

(105)

"The villa is absolutely stunning & our stay was an amazing experience. We had a small wedding ceremony with our guests followed by a home cooked Italian dinner which was the most perfect evening. Cate & her family were very accommodating and made us feel very welcome. Cate made our stay stress-free and was more than happy to help organise anything we may have needed for our stay. I can’t wait to stay again "

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

Ashleigh R.

CA $1,905

CA $2,184 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Impruneta-Hotels-Tailored-To-YouVilla-Wheated-Pool-And-Concierge-Only-8-Mile-To-Florence-Center.h33956712.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/71000000/70370000/70364400/70364390/fb472dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70370000/70364400/70364390/a8a01909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70370000/70364400/70364390/b0d35dfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/71000000/70370000/70364400/70364390/d6bd4f69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa con Piscina, Sauna, Jacuzzi

Toscana

6.0/10

(2)

"We received almost no assistance from the the host. Road to property was washed out and bearly passable. Property was dirty, moldy and spider infested. The mold caused breathing issues to my wife who has an allergy to mold, as well as with 3 others of our traveling companions. There was no possible way we could safely stay there. Electrical items did not function, lights, television, and inoperable outlets. These and other issues made it impossible for us to stay. We had to book other...

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

Charlie S.

CA $449

CA $968 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Greve-In-Chianti-Hotels-Villa-Con-Piscina.h70364390.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/40000000/39170000/39164700/39164647/78c0d977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/40000000/39170000/39164700/39164647/ac546859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39170000/39164700/39164647/4844b00a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/40000000/39170000/39164700/39164647/884babbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Sunset, in the heart of Chianti

Greve in Chianti

8.0/10

Very good

(1)

"La casa é spaziosa ed accogliente e molto pulita in una posizione e strategica e comoda per visitare Firenze e i borghi della zona. "

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

elisa b.

[](https://www.expedia.ca/Greve-In-Chianti-Hotels-Villa-Sunset.h39164647.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/102000000/101520000/101518500/101518460/49dac994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101520000/101518500/101518460/eb9c2d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/102000000/101520000/101518500/101518460/2fe48870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101520000/101518500/101518460/2510d333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Rosanna - wonderful villa with swimming pool

Siena

[](https://www.expedia.ca/Siena-Hotels-Villa-Rosanna-Wonderful-Villa-With-Swimming-Pool.h101518460.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-21&endDate=2025-11-22&regionId=11091&adults=2&lodging=VILLA&sort=RECOMMENDED&openPlayBack=true)

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## Top San Gimignano Hotel Reviews

![La Cisterna](//images.trvl-media.com/lodging/3000000/2530000/2520300/2520221/0063883f_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)

![Villasanpaolo](//images.trvl-media.com/lodging/1000000/920000/916100/916031/2ff21fdc_y.jpg)

### Villasanpaolo

10/10 Excellent

"Spa and massage is heavenly, breakfast is amazing!! The property it self is very beautiful and relaxing. The views you get from the property are spectacular, and very close 10 min drive to San Gimignano. "

[](https://expedia.ca/San-Gimignano-Hotels-Villasanpaolo.h916031.Hotel-Information)

![Mormoraia](//images.trvl-media.com/lodging/6000000/5130000/5126300/5126300/1db616da_y.jpg)

### Mormoraia

10/10 Excellent

"I fell in love with Mormoraia the moment I arrived. Such a beautiful property surrounded by Tus"

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

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

### Hotel Leon Bianco

10/10 Excellent

"excellent"

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

![San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view](//images.trvl-media.com/lodging/34000000/33600000/33595600/33595546/52700ac2_y.jpg)

### San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

10/10 Excellent

"Five girlfriends 60 and the house was absolutely perfect! We each had our own bedroom and bathroom, spacious accommodations, very clean and the views were spectacular. Alessandro, our host, lives on the property and was available to us whenever we had questions about anything but was never intrusive - completely respectful of our privacy. We also used Bellini Bruno Executive Services for transportation and tours & they were THE BEST! Overall, an amazing vacation!"

[](https://expedia.ca/San-Gimignano-Hotels-San-Gimignano-Villa-With-Pool.h33595546.Hotel-Information)

![Residenza d'Epoca Palazzo Buonaccorsi](//images.trvl-media.com/lodging/6000000/5940000/5933000/5932999/71d708e5_y.jpg)

### Residenza d'Epoca Palazzo Buonaccorsi

10/10 Excellent

"One of my more favorite hotels in Italy. Roomy, clean, everything worked. Really quiet too. Definitely one of those Tuscany experiences you see in the movies. "

[](https://expedia.ca/San-Gimignano-Hotels-Residenza-DEpoca-Palazzo-Buonaccorsi.h5932999.Hotel-Information)

![Hotel Pescille - Tuscany Charme](//images.trvl-media.com/lodging/3000000/2530000/2525300/2525287/e08a63e0_y.jpg)

### Hotel Pescille - Tuscany Charme

10/10 Excellent

"The hotel is beautiful great view of San Gimignano on one side, and the tuscan countryside all around."

[](https://expedia.ca/San-Gimignano-Hotels-Hotel-Pescille.h2525287.Hotel-Information)

![Hotel Bel Soggiorno](//images.trvl-media.com/lodging/3000000/2550000/2541800/2541764/caa423d4_y.jpg)

### Hotel Bel Soggiorno

10/10 Excellent

"Breakfast very healthy, staff very helpful and friendly, best hotel out of 6 we stayed in this trip to italy"

[](https://expedia.ca/San-Gimignano-Hotels-Hotel-Bel-Soggiorno.h2541764.Hotel-Information)

![Cappuccina Country Resort](//images.trvl-media.com/lodging/2000000/1350000/1343600/1343502/648002ed_y.jpg)

### Cappuccina Country Resort

10/10 Excellent

"Great stay. Very good experience. "

[](https://expedia.ca/San-Gimignano-Hotels-Relais-Cappuccina-Ristorante-Hotel.h1343502.Hotel-Information)

## Find out more about San Gimignano

## San Gimignano Villas information

| Number of reviews | 236 |
| --- | --- |
| Accommodation | 115 Villas |
| Lowest Price | CA $229 |
| Highest Price | CA $10,458 |

## Frequently asked questions

### How much do villas in San Gimignano cost?

> Prices for villas in San Gimignano range between CA $229 and CA $10,458 per night. No matter your budget, you're sure to find a place that fits your needs on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

### How many villas are there in San Gimignano?

> San Gimignano has 115 villas to pick from. Find a place that's perfect quickly and easily by checking the "Villa" box under the "Property type" tab in our filter tool.

### Why book your villa in San Gimignano with Expedia?

> Expedia makes it a breeze to find your dream villa in San Gimignano. Taking the kids on vacation? Use our filters to look for stays with amenities like WiFi and a pool. If you have a set budget, decide on how much you'd like to spend and the star rating of the property. We'll help you find a perfect place that matches your style and taste.

### How can I find cheap villas in San Gimignano?

> The best way to locate cheap villas in San Gimignano is with Expedia's user-friendly filter tool. Narrow your search by star rating, budget and amenities to grab unbeatable rates in just a couple of clicks.

### What is there to do near my villa in San Gimignano?

> There are loads of awesome things to do and see in San Gimignano. Don't miss leading attractions like [Sant'Agostino Church](https://www.expedia.ca/SantAgostino-Church-San-Gimignano-City-Centre.d553248621562144705.Vacation-Attraction), [Archaeological Museum - Spezieria Santa Fina - Raffaele De Grada Modern and Contemporary Art Gallery](https://www.expedia.ca/Archaeological-Museum-Spezieria-Santa-Fina-Raffaele-De-Grada-Modern-And-Contemporary-Art-Gallery-San-Gimignano-City-Centre.d553248621562140817.Vacation-Attraction) and [Tenuta Torciano Winery](https://www.expedia.ca/Tenuta-Torciano-Winery-San-Gimignano.d6252546.Vacation-Attraction). [Ornithological Museum](https://www.expedia.ca/Ornithological-Museum-San-Gimignano-City-Centre.d553248621562140820.Vacation-Attraction), [Historical Torture Museum](https://www.expedia.ca/Historical-Torture-Museum-San-Gimignano-City-Centre.d553248621562140816.Vacation-Attraction) and [Torre Grossa](https://www.expedia.ca/Torre-Grossa-San-Gimignano-City-Centre.d6105358.Vacation-Attraction) are also on many to-do lists.

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-   [Vacation Homes in Volterra](https://www.expedia.ca/Volterra-Private-Vacation-Homes.d603154-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Resorts in Volterra](https://www.expedia.ca/Volterra-Resort-Hotels.d603154-aaResortHotels.Travel-Guide-Accommodation)
-   [Villas in Volterra](https://www.expedia.ca/Volterra-Villas.d603154-aaVillas.Travel-Guide-Accommodation)

-   [Flights to Certaldo](https://www.expedia.ca/Cheap-Flights-To-Certaldo.d603153.Travel-Guide-Flights)
-   [Flights from Chicago to Val d'Elsa](https://www.expedia.ca/lp/flights/178248/6047917/chicago-to-val-delsa)
-   [Flights from Colle di Val d'Elsa](https://www.expedia.ca/lp/flights/4935/flights-from-colle-di-val-delsa)
-   [Flights from Poggibonsi](https://www.expedia.ca/lp/flights/4964/flights-from-poggibonsi)

-   [Visit Casole d'Elsa](https://www.expedia.ca/Casole-DElsa.dx603292)
-   [Visit Castel San Gimignano](https://www.expedia.ca/Castel-San-Gimignano.dx6285675)
-   [Visit Colle di Val d'Elsa](https://www.expedia.ca/Colle-Di-Val-DElsa.dx4935)
-   [Collegiate Church of Santa Maria Assunta](https://www.expedia.ca/Collegiate-Church-Of-Santa-Maria-Assunta-San-Gimignano-City-Centre.d6105346.Vacation-Attraction)
-   [Visit Gambassi Terme](https://www.expedia.ca/Gambassi-Terme.dx602568)
-   [Medieval Criminal and Torture Museum](https://www.expedia.ca/Medieval-Criminal-And-Torture-Museum-San-Gimignano-City-Centre.d6287299.Vacation-Attraction)
-   [Monsanto Vacations](https://www.expedia.ca/Monsanto.d553248622859260555.Destination-Travel-Guides)
-   [Visit Pancole](https://www.expedia.ca/Pancole.dx6361505)
-   [Piazza della Cisterna](https://www.expedia.ca/Piazza-Della-Cisterna-San-Gimignano-City-Centre.d6105348.Vacation-Attraction)
-   [Piazza Luigi Pecori](https://www.expedia.ca/Piazza-Luigi-Pecori-San-Gimignano-City-Centre.d553248635976772612.Vacation-Attraction)
-   [Visit Poggibonsi](https://www.expedia.ca/Poggibonsi.dx4964)
-   [Visit San Donnino](https://www.expedia.ca/San-Donnino.dx6359579)
-   [Tenuta Torciano Winery](https://www.expedia.ca/Tenuta-Torciano-Winery-San-Gimignano.d6252546.Vacation-Attraction)
-   [Val d'Elsa Vacations](https://www.expedia.ca/Val-DElsa.d6047917.Destination-Travel-Guides)
-   [Visit Vico d'Elsa](https://www.expedia.ca/Vico-DElsa.dx3000025842)

-   [Car rental Barberino Val d'Elsa](https://www.expedia.ca/Car-Rentals-In-Barberino-Val-DElsa.d6046188.Car-Rental-Guide)
-   [Car rentals near Certaldo Alto](https://www.expedia.ca/Car-Rentals-In-Certaldo-Alto.d6223743.Car-Rental-Guide)
-   [Car rental Certaldo](https://www.expedia.ca/Car-Rentals-In-Certaldo.d603153.Car-Rental-Guide)
-   [Car rental Colle di Val d'Elsa](https://www.expedia.ca/Car-Rentals-In-Colle-Di-Val-DElsa.d4935.Car-Rental-Guide)
-   [Car rental Poggibonsi](https://www.expedia.ca/Car-Rentals-In-Poggibonsi.d4964.Car-Rental-Guide)
-   [Car rentals near San Gimignano City Centre](https://www.expedia.ca/Car-Rentals-In-San-Gimignano-City-Centre.d553248635810302977.Car-Rental-Guide)
-   [Car rentals near San Gimignano Pro Loco Association](https://www.expedia.ca/Car-Rentals-In-San-Gimignano-Pro-Loco-Association.d553248635974599856.Car-Rental-Guide)
-   [Car rentals near Val d'Elsa](https://www.expedia.ca/Car-Rentals-In-Val-DElsa.d6047917.Car-Rental-Guide)

-   [Barberino Val d'Elsa Vacation Rentals](https://www.expedia.ca/Barberino-Val-DElsa-Vacation-Rentals.d6046188.Travel-Guide-VacationRentals)

-   [Things to do in Certaldo](https://www.expedia.ca/Things-To-Do-In-Certaldo.d603153.Travel-Guide-Activities)
-   [Things to do in Colle di Val d'Elsa](https://www.expedia.ca/Things-To-Do-In-Colle-Di-Val-DElsa.d4935.Travel-Guide-Activities)
-   [Things to do in Pancole](https://www.expedia.ca/Things-To-Do-In-Pancole.d6361505.Travel-Guide-Activities)
-   [Things to do in Ulignano](https://www.expedia.ca/Things-To-Do-In-Ulignano.d6342128.Travel-Guide-Activities)
-   [Things to do in Val d'Elsa](https://www.expedia.ca/Things-To-Do-In-Val-DElsa.d6047917.Travel-Guide-Activities)

-   [Book Villas in San Gimignano on Expedia.it](https://www.expedia.it/San-Gimignano-Ville.d11091-aaVille.Guida-Viaggi-Alloggi)