Search Vacation Homes in Castel San Gimignano

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Compare 1006 Vacation Homes in Castel San Gimignano with updated reviews, rates, and availability.

Holiday house with private pool and fenced garden

10.0 out of 10, Exceptional, (49)
"We really enjoyed our 10 day stay, beds were comfortable and everything was clean, the pool was fantastic with an amazing view. Lots of space for two couples to relax and unwind yet within an hour of all the major towns and attractions. Jurgen was responsive to our needs and even helped us with the pizza oven. We will definitely consider staying here again."
Holiday house with private pool and fenced garden

Independent house in the hills of the Sienese countryside

10.0 out of 10, Exceptional, (73)
"The picture of the farmhouse doesn't do the location justice after you see it in person.. it's a spectacular view! We arrived on a beautiful sunny day and were warmly welcomed by our hosts. After getting a quick tour of where we would be staying for the next week, we were pleasantly surprised by the kind gesture of homemade olive oil and wine left for us to have. Thank you! The location of this property is perfect for visiting the Tuscany countryside. Not only did we visit Siena on a few...
Independent house in the hills of the Sienese countryside

Volterra Countryside House

9.6 out of 10, Exceptional, (14)
"Lots of room on 3 floors very close to all the sites"
Volterra Countryside House

GIULIA -1 Bedroom Country House in Monteriggioni - Siena

10.0 out of 10, Exceptional, (2)
"Ha sido una estancia maravillosa. El lugar estupendo. =)"
GIULIA -1 Bedroom Country House in Monteriggioni - Siena

Farmhouse in the heart of the real chiantishire

10.0 out of 10, Exceptional, (129)
"What can we say!!! We loved the little house….so much charm! The hosts were very easy to communicate with….the quietness and beauty of the property were just what we needed!! "
Farmhouse in the heart of the real chiantishire

Belvilla by OYO San Francesco Uno

10.0 out of 10, Exceptional, (13)
"Wir hatten als Familie einen super Urlaub 😊 Das Haus und das Anwesen sind traumhaft gelegen eine Ruheoase. Schöner Ausgangspunkt um die Toskana zu entdecken. Riccardo ist ein toller Gastgeber und wir würden sehr gerne wiederkommen. 5 Sterne plus für dieses Anwesen"
Belvilla by OYO San Francesco Uno

Holiday home in the Florentine Chianti half an hour from Florence

9.8 out of 10, Exceptional, (52)
"My wife and I spent nine nights is this spacious and well-equipped home in the quiet village of Montespertoli in the Chianti region of Tuscany. Bruno was a wonderful host, always quick to respond to our questions. He left the home equipped well for our first night or two and directed us to the Co-Op grocery store only a 3-4 minute walk from the front door. Our rental car was securely parked in his garage every night, so no need to park on the street or worry about not finding a place close to...
Holiday home in the Florentine Chianti half an hour from Florence

Beautiful stone house with garden and private pool.

9.6 out of 10, Exceptional, (57)
"Cottage is larger than described and outfitted nicely for a couple. We used the kitchen everyday for meals and while the bed was firm, it wasn’t bad. Directions to there were confusing. Basically, head to To"
Beautiful stone house with garden and private pool.

Capanna di Elfo by Best of Mas

10.0 out of 10, Exceptional, (42)
"We spent an unforgettable week. Beautiful nature, wonderful Siena, Florence, San Gimignano, villa Capannna di Elfo. Exceptional hosts Angelica and Claudio!"
Capanna di Elfo by Best of Mas

The Porchereccia delle Bartaline

9.4 out of 10, Exceptional, (14)
"Great place and being in person is better than the on-line pictures. Beautiful views over looking the valley and vineyards below. Centrally located for plenty of great roadtrips. Enjoy!"
The Porchereccia delle Bartaline

Indipendendent house with private garden and swimming pool

10.0 out of 10, Exceptional, (55)
"If you like tuscan landscape as much as we do, this is the place to stay: the panoramic view is extraordinary and the house itself is well equipped and big enough for 4 people."
Indipendendent house with private garden and swimming pool

Info House

9.8 out of 10, Exceptional, (12)
"Giovanni was an amazing host. He even gave us a welcoming gift of a bottle of wine and apples. I had such an incredible time just relaxing in the peace and quiet and getting some writing done. I would recommend this spot to anyone who is interested in doing the same."
Info House

Two-room WIFI and swimming pool.

8.6 out of 10, Excellent, (4)
"Sehr schöne Unterkunft, kann ich weiter empfehlen."
Two-room WIFI and swimming pool.

Historic center of Siena: Castellare residence with TV, WI-FI and AIR CONDITION

10.0 out of 10, Exceptional, (21)
"Location, apartment, host all top notch! Will stay again next time we are in Siena! Everything you need and in a fantastic central location."
Historic center of Siena: Castellare residence with TV, WI-FI and AIR CONDITION

Spacious Luxury Apartment: pool, stunning views, 15-min walk from Siena center!

9.6 out of 10, Exceptional, (31)
"What a treat to stay at this charming family home right outside the walls of historic medieval Siena, Just a five minute walk away from the Porta Romano entrance into the walled city. Villa Santa Chiara was perfect in every way. Anna, Mario and Claudia were the most welcoming hosts and the property was breathtakingly beautiful. I highly recommend to anyone planning a Tuscany vacation."
Spacious Luxury Apartment: pool, stunning views, 15-min walk from Siena center!

Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything

10.0 out of 10, Exceptional, (17)
" Our good friends met us in Siena where we shared this property. We were absolutely blown away by the unique apartment. The panoramic views of “Old Siena” from our windows were breathtaking. When we left the apartment, we were right in the main area of Siena, we were just a short walk to the Piaza, where the annual horse races are held. Most points of interest were a short walk from our place. The apartment was well appointed, great kitchen for cooking the occasional meal. Beds were...
Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything

Domus Nannini SPA - Palazzo Nannini - Loggia Salimbeni

10.0 out of 10, Exceptional, (17)
"Beautiful, comfortable and spacious apartment. Very central - so close to Il Campo and the Duomo and restaurants and cafes. Great communications. Good facilities. Fab air conditioning which we really needed. Only issue was the back shower which trickled from the top shower but the other shower was decent. We had a lovely stay at Palazzo Nannini and look forward to returning. Highly recommend."
Domus Nannini SPA - Palazzo Nannini - Loggia Salimbeni

Villetta La Ginestra by Interhome

7.8 out of 10, Good, (10)
"Für 1 Woche in der Toskana hatten wir zu zweit einen guten Ausgangspunkt für unsere Ausflüge nach Siena, San Gimignano, Lucca, Pisa und Cecina gefunden. Die Einrichtung ist recht einfach und ein bisschen veraltet. Den Pool und die Tischtennisplatte hatten wir für uns alleine und waren damit ein absolutes Highlight. Zum Einkaufen waren wir schnell in Montaione ansonsten ging es immer eine Weile über kurvige italienische Landstraßen bis man eine größere Straße oder sein Ziel erreicht."
Villetta La Ginestra by Interhome

Agriturismo La Ferrozzola

9.4 out of 10, Exceptional, (9)
"Are you still available? I want to bring my whole family:)"
The price is AED 460
AED 521 total
includes taxes & fees
6 Jan - 7 January 2025
Agriturismo La Ferrozzola

Belvilla by OYO Oliveta

8.0 out of 10, Very Good, (2)
Belvilla by OYO Oliveta
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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Other property types in Castel San Gimignano

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (144)
"Spectacular view from our balcony! Close to the Duomo and Piazza del Campo, great restaurants and shopping. Highly recommend!"
The price is AED 503
AED 569 total
includes taxes & fees
6 Jan - 7 January 2025
Il Battistero Siena - Residenza d'Epoca

panoramica casa con piscina privata

7.6 out of 10, Good, (8)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
The price is AED 420
AED 680 total
includes taxes & fees
14 Jan - 15 January 2025
panoramica casa con piscina privata

ApartHotel Anghel

8.2 out of 10, Very Good, (305)
"Nice place, quiet and clean!"
The price is AED 262
AED 303 total
includes taxes & fees
10 Jan - 11 January 2025
ApartHotel Anghel
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.