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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for San Gimignano vacation homes

Outdoor pool
Casa Vacanze Le Case

Vacation Home in San Gimignano

Casa Vacanze Le Case
9.0 out of 10, Wonderful, (8)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is AED 388
AED 448 total
includes taxes & fees
13 Jan - 14 January 2026
Casa Vacanze Le Case
Seasonal outdoor pool
Agriturismo La Ferrozzola

Vacation Home in Castellina in Chianti

Agriturismo La Ferrozzola
9.4 out of 10, Exceptional, (9)
"Very nice agriturismo. "
United States
Ruth
Agriturismo La Ferrozzola
1 bedroom, WiFi, bed sheets
Cozy and modern studio apartment by Mmega

Vacation Home in Historic Centre of Florence

Cozy and modern studio apartment by Mmega
7.2 out of 10, Good, (5)
"Superb location - close to restaurants, train station, and Arvo River. Kitchen has all necessary items and tupperware for cooking. Extra duvets for beds, and the AC on both floors were super appreciated. Host was quick at replying."
Canada
Julie T.
The price is AED 243
AED 692 total
includes taxes & fees
22 Dec - 23 Dec
Cozy and modern studio apartment by Mmega
Interior
A LUXURY VILLA ON THE HILLS OF FLORENCE

Vacation Home in Impruneta

A LUXURY VILLA ON THE HILLS OF FLORENCE
The price is AED 43,008
AED 48,978 total
includes taxes & fees
25 Dec - 26 Dec
A LUXURY VILLA ON THE HILLS OF FLORENCE
Fridge, oven, stovetop, dishwasher
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

Vacation Home in Poggibonsi

Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
10.0 out of 10, Exceptional, (2)
"Pros: Tutto stupendo la casa la posizione è. La dolcezza della proprietaria"
Italy
Anonymous traveler
The price is AED 340
AED 488 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
Exterior detail
Comfortable 30sqm loft that can accommodate up to 2 people. Located on the ground floor of a characteristic building surrounded by Piazzale Galileo greenery, the room is the ideal solution to visit Florence while staying away from the historic center cha

Vacation Home in Oltrarno

Comfortable 30sqm loft that can accommodate up to 2 people. Located on the ground floor of a characteristic building surrounded by Piazzale Galileo greenery, the room is the ideal solution to visit Florence while staying away from the historic center cha
The price is AED 305
AED 638 total
includes taxes & fees
30 Dec - 31 Dec
Comfortable 30sqm loft that can accommodate up to 2 people. Located on the ground floor of a characteristic building surrounded by Piazzale Galileo greenery, the room is the ideal solution to visit Florence while staying away from the historic center cha
Fridge, oven, stovetop, dishwasher
Victory Suite, quiet a few minutes from downtown, with private parking

Vacation Home in Oltrarno

Victory Suite, quiet a few minutes from downtown, with private parking
The price is AED 413
AED 770 total
includes taxes & fees
22 Dec - 23 Dec
Victory Suite, quiet a few minutes from downtown, with private parking
Interior
Chianti Craft House Badia a Passignano

Vacation Home in Barberino Tavarnelle

Chianti Craft House Badia a Passignano
9.8 out of 10, Exceptional, (9)
"The house is beautiful and clean. The host is very welcoming and helpful. What more could one ask for! Thanks for having us. "
United States
Elika M.
The price is AED 561
AED 815 total
includes taxes & fees
22 Dec - 23 Dec
Chianti Craft House Badia a Passignano
Property grounds
Holiday Home 'La Casetta' with Private Terrace, Private Garden and Wi-Fi

Vacation Home in Volterra

Holiday Home 'La Casetta' with Private Terrace, Private Garden and Wi-Fi
The price is AED 359
AED 428 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Home 'La Casetta' with Private Terrace, Private Garden and Wi-Fi
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Holiday Home 'Fattoria Antinoro Relax - Firenze' with Shared Pool and Air Conditioning

Vacation Home in Montelupo Fiorentino

Holiday Home 'Fattoria Antinoro Relax - Firenze' with Shared Pool and Air Conditioning
8.0 out of 10, Very Good, (1)
"Pros: Sehr schönes Areal, gepflegt - Wohnung - wie beschrieben - alles vorhanden Cons: Keine Möglichkeit draußen zu sitzen, weder Terrasse noch Balkon. Auf Nachfrage: alles privat. Die Wohnung ist für 4-5 Gäste ausgelegt, aber es gab nur 2 Liegestühle. Ebenfalls nachgefragt: der Besitzer gestattet nur max 2 Liegestühle pro Wohnung. Keine Sonnenschirme am Pool, kein Schatten und das bei 34 Grad."
Germany
Anonymous traveler
The price is AED 1,049
AED 1,320 total
includes taxes & fees
11 Jan - 12 January 2026
Holiday Home 'Fattoria Antinoro Relax - Firenze' with Shared Pool and Air Conditioning
Outdoor pool
House with pool for 4 pax

Vacation Home in Casole d'Elsa

House with pool for 4 pax
9.4 out of 10, Exceptional, (3)
"Besser kann man es nicht haben. Den Pool hatten wir gefühlt immer für uns alleine. Die Lage der Unterkunft erlaubt es uns schnell in Siena und San Gimignano zu sein, auch die anderen Sehenswürdigkeiten in der Region waren schnell zu erreichen. In der Unterkunft war es sehr ruhig, ideal um sich zu erholen. Traumhaft schön. Wir kommen gerne wieder. Ciao Oli"
Germany
Oliver E.
The price is AED 602
AED 1,174 total
includes taxes & fees
2 Jan - 3 January 2026
House with pool for 4 pax
Dining
Holiday Home 'La Casina Di Borgo Mommialla' with Shared Pool, Wi-Fi and Air Conditioning

Vacation Home in Gambassi Terme

Holiday Home 'La Casina Di Borgo Mommialla' with Shared Pool, Wi-Fi and Air Conditioning
10.0 out of 10, Exceptional, (2)
"Pros: Very warm welcome by the accomodating host who was always helpful with tips for the . Very nice appartment with beautiful view and community pool."
United States
Anonymous traveler
The price is AED 1,574
AED 2,006 total
includes taxes & fees
10 Jan - 11 January 2026
Holiday Home 'La Casina Di Borgo Mommialla' with Shared Pool, Wi-Fi and Air Conditioning
Interior
La Suite dei Ricordi - Apartment between Florence and Chianti

Vacation Home in Impruneta

La Suite dei Ricordi - Apartment between Florence and Chianti
10.0 out of 10, Exceptional, (1)
"Carina abitazione ristrutturata tipica del centro di un paesino toscano di campagna (Impruneta a pochi chilometri da Firenze). Ottimi impianti e sistemi che rendono l'abitazione molto comoda ed attrezzata (un televisore piatto per stanza, condizionatore presente, cucina attrezzata, ecc. Parcheggi a pochi passi e gratuiti dalla sera alla mattina con negozietti a pochi passi. Massima disponibilità dei proprietari e tipica gentilezza toscana."
Italy
Anonymous traveler
The price is AED 430
AED 641 total
includes taxes & fees
2 Jan - 3 January 2026
La Suite dei Ricordi - Apartment between Florence and Chianti
Outdoor dining
House with views of the Chianti

Vacation Home in impruneta

House with views of the Chianti
10.0 out of 10, Exceptional, (2)
"Great place, quaint and spacious. Beautiful view and equipped with everything needed for a pleasant stay. "
United States
Becky H.
The price is AED 344
AED 1,049 total
includes taxes & fees
29 Dec - 30 Dec
House with views of the Chianti
2 bedrooms, internet, bed sheets
Wonderful Tuscan farmhouse with large spaces and panoramic views

Vacation Home in impruneta

Wonderful Tuscan farmhouse with large spaces and panoramic views
9.6 out of 10, Exceptional, (25)
"Loved the property and views,the owner was very helpful and informative would definitely come back"
United States
Andy P.
The price is AED 357
AED 1,084 total
includes taxes & fees
29 Dec - 30 Dec
Wonderful Tuscan farmhouse with large spaces and panoramic views
Fridge, microwave, oven, stovetop
LOVE NEST SIENA YOUR LOVE NEST

Vacation Home in Toscana

LOVE NEST SIENA YOUR LOVE NEST
The price is AED 228
AED 559 total
includes taxes & fees
22 Dec - 23 Dec
LOVE NEST SIENA YOUR LOVE NEST
Exterior
Holiday Home 'Il Mirtillo' with Wi-Fi & A/C

Vacation Home in Pisa

Holiday Home 'Il Mirtillo' with Wi-Fi & A/C
10.0 out of 10, Exceptional, (2)
"Great experience to stay there , super cool"
Canada
bart b.
The price is AED 746
AED 746 total
includes taxes & fees
26 Dec - 27 Dec
Holiday Home 'Il Mirtillo' with Wi-Fi & A/C
Outdoor dining
Relax in this tranquil, centrally located space in Ponsacco, in the heart of Valdera

Vacation Home in Ponsacco

Relax in this tranquil, centrally located space in Ponsacco, in the heart of Valdera
The price is AED 228
AED 335 total
includes taxes & fees
11 Jan - 12 January 2026
Relax in this tranquil, centrally located space in Ponsacco, in the heart of Valdera
Fridge, microwave, oven, stovetop
THE TUSCAN RUSTIC NEST

Vacation Home in Ponsacco

THE TUSCAN RUSTIC NEST
9.8 out of 10, Exceptional, (16)
"Carlos greeted us at the property and ensured we knew where everything was in the residence which was well equipped, very clean and next door to a grocery store. Carlos also recommended a great beach called the American Beach nearby and a fabulous Italian restaurant which I lost the receipt for but the food was excellent and incredibly reasonable. Carlos and Silvana are great hosts and deserving of their rating as Superhosts. Would recommend them to anyone staying in the area. "
Canada
Robert
The price is AED 323
AED 421 total
includes taxes & fees
1 Jan - 2 January 2026
THE TUSCAN RUSTIC NEST
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

Hotel Leon Bianco

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!"
OI LING SOPHIA 1-night trip
Posted 2 weeks ago
Hotel Leon Bianco