Search Vacation Homes in Castel San Gimignano

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Vacation Homes in Castel San Gimignano

Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

Poggibonsi
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 SAR 344
SAR 494 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

Agriturismo La Ferrozzola

Castellina in Chianti
9.4 out of 10, Exceptional, (9)
"Very nice agriturismo. "
United States
Ruth
Agriturismo La Ferrozzola

Casa Vacanze Le Case

San Gimignano
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 SAR 397
SAR 459 total
includes taxes & fees
19 Dec - 20 Dec
Casa Vacanze Le Case

Cozy Tuscan-style apartment Suitable for families. Pets allowed

Toscana
10.0 out of 10, Exceptional, (1)
"Très bon emplacement par rapport à Sienne et maison spacieuse. Propriétaire agréable "
France
YVES A.
The price is SAR 566
SAR 710 total
includes taxes & fees
3 Dec - 4 Dec
Cozy Tuscan-style apartment Suitable for families. Pets allowed

Holiday Home 'La Casetta' with Private Terrace, Private Garden and Wi-Fi

Volterra
The price is SAR 358
SAR 429 total
includes taxes & fees
5 Dec - 6 Dec
Holiday Home 'La Casetta' with Private Terrace, Private Garden and Wi-Fi

Chianti Craft House Badia a Passignano

Barberino Tavarnelle
9.8 out of 10, Exceptional, (9)
"Great food in the area. Beautiful church tour and a fantastic host for our stay!"
United States
Craig & Conny M.
The price is SAR 647
SAR 917 total
includes taxes & fees
3 Dec - 4 Dec
Chianti Craft House Badia a Passignano

Tuscan House Relax in the heart of the Tuscan countryside

Montespertoli
The price is SAR 431
SAR 522 total
includes taxes & fees
3 Dec - 4 Dec
Tuscan House Relax in the heart of the Tuscan countryside

Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

Certaldo
10.0 out of 10, Exceptional, (1)
"Pros: Die familiäre Aufnahme und Unterstützung war sehr angenehm."
Germany
Anonymous traveler
The price is SAR 478
SAR 704 total
includes taxes & fees
5 Dec - 6 Dec
Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

LOVE NEST SIENA YOUR LOVE NEST

Toscana
The price is SAR 257
SAR 462 total
includes taxes & fees
13 Dec - 14 Dec
LOVE NEST SIENA YOUR LOVE NEST

DOLCE CUORE LUXE APARTMENT FLORENCE CHIANTI AREA

San Donato
The price is SAR 344
SAR 1,002 total
includes taxes & fees
3 Dec - 4 Dec
DOLCE CUORE LUXE APARTMENT FLORENCE CHIANTI AREA

Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.

Monteriggioni
10.0 out of 10, Exceptional, (12)
"Monteriggioni is the perfect location between Siena, San Gimignani, and roads to Chianti. The hosts Marcela, Enzo, and Alessandro really made us feel at home and comfortable. The property is beautiful, quiet, with unforgettable sunsets! Time at the pool is refreshing and relaxing, with beautiful views of the surrounding countryside. The authentic Italian kitchen was perfect for creating your own breakfasts and dinners. The bathrooms with showers have all you need, and the beds are really...
United States
Daniel D.
The price is SAR 1,055
SAR 1,499 total
includes taxes & fees
3 Dec - 4 Dec
Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.

Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi

Castelnuovo Berardenga
10.0 out of 10, Exceptional, (1)
"Pros: The view and unique traditional apartment. Cons: -"
United States
Anonymous traveler
The price is SAR 1,275
SAR 1,655 total
includes taxes & fees
3 Dec - 4 Dec
Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi

House with pool for 4 pax

Casole d'Elsa
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 SAR 610
SAR 1,176 total
includes taxes & fees
2 Jan - 3 January 2026
House with pool for 4 pax

APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE

MONTERIGGIONI
10.0 out of 10, Exceptional, (1)
"We absolutely loved Marcella & Enzo’s property. The pool was exactly what we needed to relax after a busy and hot few days in Rome & Venice. Just a 10 min drive from the train station. The home is set up very nicely with the 2 bedrooms and 2 bathrooms. We loved meeting the donkeys, having a quiet place to relax along with modern conveniences like a washing machine. We were treated like family. We hope to return in the future. Huge thank you! Breathtaking views. The cottage was picture perfect. "
United States
Anonymous traveler
The price is SAR 1,171
SAR 1,854 total
includes taxes & fees
3 Dec - 4 Dec
APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE

Chateau / Country House

Sovicille
The price is SAR 261
SAR 405 total
includes taxes & fees
28 Dec - 29 Dec
Chateau / Country House

Apartment 'La Terrazza' with Shared Pool, Private Terrace & Wi-Fi

Montespertoli
10.0 out of 10, Exceptional, (2)
"We had the best time. The view is spectacular. The rooms are spacious very secure property. The property was clean and well appointed. We had a special request during our stay of a chef to cook us a real Italian meal. Our host Elena took the challenge on herself with the help of her family. The meal she cooked was the highlight of our entire vacation. She was a great host to deal with and we’d love to go back there again."
United States
Charlie B.
The price is SAR 2,509
SAR 2,518 total
includes taxes & fees
3 Dec - 4 Dec
Apartment 'La Terrazza' with Shared Pool, Private Terrace & Wi-Fi

Casa Erika, relax in Tuscany

Partino
The price is SAR 401
SAR 523 total
includes taxes & fees
3 Dec - 4 Dec
Casa Erika, relax in Tuscany

Farmhouse in the heart of Tuscany, in the magnificent scenery of the countryside

Toscana
The price is SAR 523
SAR 619 total
includes taxes & fees
31 Dec - 1 January 2026
Farmhouse in the heart of Tuscany, in the magnificent scenery of the countryside

Holiday Home 'Podere Le Rote' with Private Pool, Private Garden and Wi-Fi

Castelnuovo di Val di Cecina
10.0 out of 10, Exceptional, (1)
"We had the best time in this beautiful place! The location is absolutely stunning — the garden, house, pool, and everything was perfect and very clean. Tamara is super friendly and kind; she even brought us fresh bread every morning and sold us her delicious honey! Her two dogs are also very sweet and added to the warm, welcoming vibe of the place. The space is very spacious and a truly beautiful corner of nature that you must see.Thank you again, Tamara, for everything!"
Germany
Lea B.
The price is SAR 2,869
SAR 3,400 total
includes taxes & fees
5 Dec - 6 Dec
Holiday Home 'Podere Le Rote' with Private Pool, Private Garden and Wi-Fi

Beautiful holiday home Rosanna

San Gimignano
The price is SAR 694
SAR 694 total
includes taxes & fees
19 Dec - 20 Dec
Beautiful holiday home Rosanna
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 Castel San Gimignano Hotel Reviews