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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for San Gimignano villas

Pool

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Gaiole in Chianti
The price is AED 25,980
AED 28,163 total
includes taxes & fees
13 Feb - 14 Feb
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Exterior

Villa 'Le Sughere' with Sea View, Pool, Terrace and Wi-Fi

Villa 'Le Sughere' with Sea View, Pool, Terrace and Wi-Fi
Riparbella
10.0 out of 10, Exceptional, (1 review)
"Pros: We enjoyed everything in this house! Great location to visit the region, quiet area but close to points of interest. Fantastic view, the house is surrounded by a great garden. Perfectly renovated by an interior designer. Top quality equipment (bedding, floor AC, electronic appliances) and amenities (beautiful pool, bikes, badminton court). The house is greatly maintained, with an attention to details (welcome bottle of wine, flowers and basic products in the kitchen). Sabina can cook an...
United States
Anonymous traveler
The price is AED 10,565
AED 10,565 total
includes taxes & fees
16 Feb - 17 Feb
Villa 'Le Sughere' with Sea View, Pool, Terrace and Wi-Fi
Property grounds

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is AED 20,784
AED 22,967 total
includes taxes & fees
17 Feb - 18 Feb
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Pool

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Castellina in Chianti
The price is AED 20,524
AED 22,707 total
includes taxes & fees
12 Feb - 13 Feb
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Pool

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

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Radda in Chianti
10.0 out of 10, Exceptional, (1 review)
"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
Anonymous traveler
The price is AED 7,668
AED 10,457 total
includes taxes & fees
14 Feb - 15 Feb
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Exterior

Villa Cattleya

Villa Cattleya
Casciana Terme
10.0 out of 10, Exceptional, (1 review)
"Tout était impeccable. "
France
Stéphane S.
The price is AED 393
AED 550 total
includes taxes & fees
18 Feb - 19 Feb
Villa Cattleya
Pool

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

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"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
Scott M.
The price is AED 6,995
AED 7,004 total
includes taxes & fees
14 Feb - 15 Feb
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Exterior

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is AED 51,523
AED 51,523 total
includes taxes & fees
12 Feb - 13 Feb
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Exterior

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

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Montespertoli
10.0 out of 10, Exceptional, (12 reviews)
"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
Elise D.
The price is AED 5,589
AED 6,401 total
includes taxes & fees
15 Feb - 16 Feb
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Exterior

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Montespertoli
10.0 out of 10, Exceptional, (38 reviews)
"Excellent in every way. Highly recommend"
United States
Ed M.
The price is AED 5,676
AED 6,502 total
includes taxes & fees
25 Feb - 26 Feb
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Exterior

Villa w/ personal concierge service, heated pool only 20 min to Florence center

Villa w/ personal concierge service, heated pool only 20 min to Florence center
impruneta
10.0 out of 10, Exceptional, (106 reviews)
"The Villa and grounds are absolutely beautiful! Caterina and her family members were the most gracious hosts. They could not do enough to make sure we had a "once in a lifetime" multi-generational family trip and truly made us feel like part of their family during our stay. We loved every second of our time in Tuscany and would highly recommend this amazing property."
United States
Charles S.
The price is AED 4,984
AED 5,714 total
includes taxes & fees
24 Feb - 25 Feb
Villa w/ personal concierge service, heated pool only 20 min to Florence center
Exterior

Beautiful Tuscan home between Florence & Siena

Beautiful Tuscan home between Florence & Siena
Florence
10.0 out of 10, Exceptional, (7 reviews)
"From the moment we entered to our last day everything was perfect. Group of 15 and we all fit comfortably. "
United States
Debra P.
The price is AED 3,890
AED 6,440 total
includes taxes & fees
12 Feb - 13 Feb
Beautiful Tuscan home between Florence & Siena
Exterior

Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
The price is AED 5,329
AED 5,761 total
includes taxes & fees
12 Feb - 13 Feb
Villa Capanna: A Window onto Tuscany
Property grounds

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Gaiole in Chianti
10.0 out of 10, Exceptional, (8 reviews)
"Country location but easy access to a great local winery/restaurant and the town of Gaiole."
Canada
russ h.
The price is AED 6,550
AED 6,654 total
includes taxes & fees
13 Mar - 14 Mar
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Outdoor dining

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

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Impruneta
10.0 out of 10, Exceptional, (3 reviews)
"Pictures do not do it justice, this house and location is absolutely beautiful. Very comfortable beds, clean house, beauty views, nice fireplace.owner goes above and beyond to make you feel welcome. She had her local wine, cooked us a delishes breakfast, and also brought her olive oil to do tasting. We will definitely be back, i thank you for an amazing experience and a beautiful house."
United States
Lidija M.
The price is AED 1,518
AED 1,981 total
includes taxes & fees
14 Feb - 15 Feb
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Outdoor dining

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is AED 174
AED 1,029 total
includes taxes & fees
15 Feb - 16 Feb
Casa dei Renai by Rentbeat
Terrace/patio

Viniard Villa - Residence Le Rose in Chianti

Viniard Villa - Residence Le Rose in Chianti
Castellina in Chianti
The price is AED 1,397
AED 2,836 total
includes taxes & fees
16 Feb - 17 Feb
Viniard Villa - Residence Le Rose in Chianti
Pool

Exclusive Vinci Resort

Exclusive Vinci Resort
Vinci
The price is AED 9,771
AED 10,743 total
includes taxes & fees
1 Mar - 2 Mar
Exclusive Vinci Resort
Outdoor dining

Casa Leonardo Flat – Vacation Home with Pool in Vinci, Near Florence

Casa Leonardo Flat – Vacation Home with Pool in Vinci, Near Florence
Vinci
The price is AED 7,055
AED 7,708 total
includes taxes & fees
1 Mar - 2 Mar
Casa Leonardo Flat – Vacation Home with Pool in Vinci, Near Florence
Exterior

Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is AED 5,329
AED 5,761 total
includes taxes & fees
14 Feb - 15 Feb
Villa Torre Among the Hills of Siena
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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Top San Gimignano Hotel Reviews

Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi

10/10 Excellent
"Great location inside the city walls. Historic building with a beautiful courtyard. Room was large, warm, and comfortable in Dec. Host was fantastic and helped us with parking recommendations for our trips to Sienna and Florence. Highly recommend."
Jonathan 7-night trip
Posted 2 months ago
Residenza d'Epoca Palazzo Buonaccorsi

Frequently asked questions

How much do villas in San Gimignano cost?
Prices for villas in San Gimignano range between AED 550 and AED 28,163 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 85 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.