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Compare 81 Cottages in Castel San Gimignano with updated reviews, rates, and availability.

Fullino Nero

9.6 out of 10, Exceptional, (45)
"Good place."
The price is AED 383
AED 436 total
includes taxes & fees
1 Feb - 2 Feb
Fullino Nero

Cottage Murlo stunning hilltop castle peace & quiet countryside near art cities

9.8 out of 10, Exceptional, (29)
"Most beautiful and quiet setting. Awesome host. I would have given 5 stars across the board but the property is fairly remote down a rough gravel road, but definitely worth the drive for the location and host."
Cottage Murlo stunning hilltop castle peace & quiet countryside near art cities

Apartment/ flat - Barberino val d'ElsaHouse with character

9.8 out of 10, Exceptional, (39)
"We had a lovely 12 day stay in this charming little villa near Tuscany. Loretta was a wonderful host and the location was perfect for us. We enjoyed exploring Sienna, Florence and nearby Poggibonsi, but days in the pool at the villa were hard to beat (especially with the 40 degree heat)."
Apartment/ flat - Barberino val d'ElsaHouse with character

COTTAGE IN OLD BARN WITH PANORAMIC POOL. 1KM ON FOOT FROM THE VILLAGE

9.8 out of 10, Exceptional, (40)
"Everything was very satisfactory"
COTTAGE IN OLD BARN WITH PANORAMIC POOL. 1KM ON FOOT FROM THE VILLAGE

BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany

10.0 out of 10, Exceptional, (62)
"The setting for this property was magical. The house, located on a hill overlooking valleys with small family farms, met all our needs during our 8 night stay. We enjoyed breakfasts in the dining area and used the property as a base as we explored Tuscany, Pisa, Lucca and Florence. This was the perfect place for us. The views from the master bedroom and the pool area, including sunsets, were like nothing I have seen in my life. We could not believe we were staying in such a wonderful...
BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany

TUSCAN COTTAGE WITH PRIVATE GARDEN AND PANORAMIC POOL. 1 KM WALK TO THE VILLAGE.

9.8 out of 10, Exceptional, (31)
"The property is very well maintained and very nicely finished. The interior is very nicely finished including a full kitchen with dishwasher and two nicely finished complete baths. We enjoyed sitting outside on the patio for breakfast. This was our second stay at Podere Monte because we liked it so much the first time. We have visited Italy many times and have stayed from Lake Como and Venice in the north to Amalfi in the south, and this is our favorite area. Casole and surroundings are very...
TUSCAN COTTAGE WITH PRIVATE GARDEN AND PANORAMIC POOL. 1 KM WALK TO THE VILLAGE.

FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops

9.6 out of 10, Exceptional, (17)
"We stayed in apartment Falco which has great views over the valley.The apartment is exactly as listed,well equipped and spotlessly clean.It is perfectly placed for visiting all the top Tuscan towns and there are numerous local restaurants within easy reach. Fabio and Annemarie are wonderful hosts and we will definitely be visiting again. Thanks for a wonderful stay."
FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops

Exceptional Tuscany View! Air conditioned beautiful restored farmhouse apartment

9.6 out of 10, Exceptional, (10)
"Amazing property with stunning views. Wonderful pool. Easy accessibility to beautiful surrounding areas such as Volterra and San Gimignano. Would definitely go again. Steve the manager was wonderful ."
Exceptional Tuscany View! Air conditioned beautiful restored farmhouse apartment

Panorama Nest - Countryside charm with private pool

10.0 out of 10, Exceptional, (1)
"Hallo , Liebe Leser, nachdem wir die ca. 600m holprige, steinige Straße hinter uns hatten, sahen wir die Unterkunft. Wir hatten 10 wunderschöne Tage in der Toskana und dem schönen Panorama Nest mit unserem Hund. Ruhig gelegen und nur ca. 6 km von Einkaufsmöglichkeiten entfernt. Alles, Perfekt, Sauber, eingezäuntes Grundstück, gut, wenn man mit Hund kommt. Der Ausblick von der Terrasse ist Traumhaft. Auch das Schwimmbad erfüllt seinen Zweck auch wenn es nicht so groß ist, hatten wir viel Spaß....
Panorama Nest - Countryside charm with private pool

Independent Cottege in Tuscany

9.0 out of 10, Wonderful, (2)
"This is a great spot and a well maintained property. The room is very simple and rustic, but entirely functional, very well kept, and cozy. The road to the house is a steep dirt hill that will put some scratches in your car's undercarriage, so get the rental coverage or be prepared. Also, the WIFI is very weak and cell signal only available in a few spots in the room, so don't expect this to be a connected stay. Note to owner: the wifi hot spot you have in place is not very functional."
Independent Cottege in Tuscany

Fattorie Santo Pietro

10.0 out of 10, Exceptional, (1)
"Un excellent service à la clientèle. Un gros merci à Chiara pour son accueil et sa rapidité de régler une petite problématique "
Fattorie Santo Pietro

Cottage. DEPENDANCE IL BORRACCIO con vista giardino sulla campagna del Chianti.

9.0 out of 10, Wonderful, (19)
"It was wonderful "
Cottage. DEPENDANCE IL BORRACCIO con vista giardino sulla campagna del Chianti.

Cottage Pino Rural Tuscan retreat in Stunning Hilltop castle

9.6 out of 10, Exceptional, (19)
"First of all, Marzio was hands down the best host we have ever stayed with. He was very helpful with recommendations and giving us information of the area. We ate in some outstanding restaurants on Marzio recommendation and he was right on the mark. The house is exactly what we were looking for, a beautiful Tuscan retreat, close to Florence and Siena. The pool was an added bonus that we used every day to cool off. We would really want to stay again. We did happen to stay in July and it was...
Cottage Pino Rural Tuscan retreat in Stunning Hilltop castle

Exceptionally pretty cottage with pool, views, in walking distance from Panzano

10.0 out of 10, Exceptional, (43)
"Could not have asked for more the grounds, the house, the hostess, the surroundings . . . All just beautiful and wonderful. Felt like I could have spent a month there. The hostess was so nice and so helpful. On the last night we had the chef and owner from a local restaurant, Mimo come and cook for us. It was like a movie. He was such a good cook, so nice. Sat down and talked to us and had a glass of wine . . . It was wonderful, felt like we had a much better understanding of Italy."
Exceptionally pretty cottage with pool, views, in walking distance from Panzano

Cottage nel Chianti con Piscina. Vista Sulle Colline e sui Vigneti Toscani

10.0 out of 10, Exceptional, (1)
"This was by far the best experience I have EVER had at a VRBO property. The house is absolutely precious and my group of four loved it. Everything was so charming- we kept comparing it to Cameron Diaz in The Holiday. The back porch is perfect for a morning cup of coffee that Eva provides (every single option) or a fabulous glass of wine at the end of the day touring vineyards in Tuscany. We can’t speak more highly about the host, Eva. She was so easy to work with, gave us fabulous restaurant...
Cottage nel Chianti con Piscina. Vista Sulle Colline e sui Vigneti Toscani

La Misura, cottage with garden and swimming pool on the hills of Chianti

10.0 out of 10, Exceptional, (2)
"We had a wonderful couple days at La Misura. Niccolò was super nice and helped us get settled. The view was like a painting of Tuscany. It was everything we could have wanted. This is a beautiful location. We will go back soon. Thank you!"
La Misura, cottage with garden and swimming pool on the hills of Chianti

Casa Belvedere cottage with swimming pool in the heart of Chianti

Casa Belvedere cottage with swimming pool in the heart of Chianti

Glicine, romantic cottage with outdoor patio, on the hills of San Gimignano

7.0 out of 10, Good, (4)
"Loved this quaint cottage. We will be back."
Glicine, romantic cottage with outdoor patio, on the hills of San Gimignano

Countryside, 10 min from Siena

9.4 out of 10, Exceptional, (3)
"Thank you Letizia for a lovely two days. The flat is comfortable, tidy and well equipped. The location is peaceful. The road to get to the house is a little bumpy but worth it once you get there. Letizia is friendly and very kind and helpful. Our dog loved his time playing with the other dogs. Grazie mille Letizia"
Countryside, 10 min from Siena

La Quercia, apartment with garden for 6/8 people in the heart of Chianti

10.0 out of 10, Exceptional, (2)
"We had a wonderful 7 day stay. The location is perfect. It is an easy drive to all the towns in Tuscany. The property is beautiful and quiet. The views are amazing. Patrizia was a great host and very helpful with restaurant and winery recommendations."
La Quercia, apartment with garden for 6/8 people in the heart of Chianti
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, (149)
"Wonderful location!!! Everything within walking distance. Friendly staff, clean modern room. Shower needs repairing. Will definitely return to stay here. If you are driving to the hotel, It’s a ZTL zone so contact the hotel to make arrangements for your car to be garaged. Don’t need a car here. It is in the best location!!!"
The price is AED 659
AED 740 total
includes taxes & fees
1 Feb - 2 Feb
Il Battistero Siena - Residenza d'Epoca

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

ApartHotel Anghel

8.2 out of 10, Very Good, (310)
"Nice place, quiet and clean!"
The price is AED 271
AED 313 total
includes taxes & fees
3 Feb - 4 Feb
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.

Frequently asked questions

How much do cottages in Castel San Gimignano cost?
Cottages in Castel San Gimignano range between AED 383 and AED 383 per night. These retreats offer a chance to soak in nature’s beauty — at a price you can afford. 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.
Why book your cottage in Castel San Gimignano with Expedia?
Booking a cottage in Castel San Gimignano is as simple as clicking on your travel dates and picking your ideal place for outdoor relaxation and recreation. From luxurious retreats to affordable properties and cottages that feature amenities like laundry facilities, Expedia has something for all styles and tastes. As for awesome deals? We’ve got them as well!
How can I find cheap cottages in Castel San Gimignano?
With Expedia’s useful filter tool, comparing cheap cottages in Castel San Gimignano has never been simpler. To discover accommodations that’ll make your wallet smile, narrow your search results by star rating, budget and amenities.