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Check prices for these dates

Next weekend
21 Rab. I - 23 Rab. I
In two weeks
28 Rab. I - 30 Rab. I
In one month
11 Rab. II - 13 Rab. II
In two months
9 Jum. I - 11 Jum. I

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

Fullino Nero
Lobby sitting area

Fullino Nero

9.6 out of 10, Exceptional, (45)
"Good place."
Fullino Nero
Panorama Nest - Countryside charm with private pool
Outdoor dining

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

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
Santo Pietro Resort
Front of property

Santo Pietro Resort

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 "
Santo Pietro Resort
FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops
Exterior

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
Apartment/ flat - Barberino val d'ElsaHouse with character
Pool

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
Stone cottage on heritage Chianti estate-pool-tennis
Pool

Stone cottage on heritage Chianti estate-pool-tennis

Stone cottage on heritage Chianti estate-pool-tennis
COTTAGE WITH 2 BEDROOMS AND 2 ENSUITE BATHROOMS.PANORAMIC POOL.1 KM TO THE TOWN
Outdoor pool, sun loungers

COTTAGE WITH 2 BEDROOMS AND 2 ENSUITE BATHROOMS.PANORAMIC POOL.1 KM TO THE TOWN

9.8 out of 10, Exceptional, (40)
"Everything was very satisfactory"
COTTAGE WITH 2 BEDROOMS AND 2 ENSUITE BATHROOMS.PANORAMIC POOL.1 KM TO THE TOWN
Cottage. DEPENDANCE IL BORRACCIO con vista giardino sulla campagna del Chianti.
Exterior

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
Outdoor pool

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
Independent Cottege in Tuscany
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
Exceptional Tuscany View! Air conditioned beautiful restored farmhouse apartment
Outdoor dining

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
Casa il Cipresso, in the heart of Chianti with swimming pool
Pool

Casa il Cipresso, in the heart of Chianti with swimming pool

Casa il Cipresso, in the heart of Chianti with swimming pool
Cottage Murlo stunning hilltop castle peace & quiet countryside near art cities
Outdoor pool

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

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
Casa Belvedere cottage with swimming pool in the heart of Chianti
Pool

Casa Belvedere cottage with swimming pool in the heart of Chianti

Casa Belvedere cottage with swimming pool in the heart of Chianti
Countryside, 10 min from Siena
Outdoor dining

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

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
Belvilla by OYO Casa Gioia
Property grounds

Belvilla by OYO Casa Gioia

9.0 out of 10, Wonderful, (2)
"Wir haben uns in dem Haus sehr wohl gefühlt. Alles nötige war vorhanden, das Haus schön eingerichtet, mit Möbel im toskanischen Stil. Die Gastgeber supernett und freundlich."
Belvilla by OYO Casa Gioia
La Misura, cottage with garden and swimming pool on the hills of Chianti
Outdoor dining

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
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
Bar (on property)

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (151)
"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 SAR 555
SAR 627 total
includes taxes & fees
13 Mar - 14 Mar
Il Battistero Siena - Residenza d'Epoca
ApartHotel Anghel
Lobby lounge

ApartHotel Anghel

8.2 out of 10, Very Good, (311)
"Nice place, quiet and clean!"
The price is SAR 306
SAR 353 total
includes taxes & fees
2 Apr - 3 Apr
ApartHotel Anghel
san gimignano apartment in historical center, courtyard and fast free wifi
Outdoor dining

san gimignano apartment in historical center, courtyard and fast free wifi

9.6 out of 10, Exceptional, (28)
"Amazing place with great location "
The price is SAR 325
SAR 492 total
includes taxes & fees
13 Mar - 14 Mar
san gimignano apartment in historical center, courtyard and fast free wifi
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 and per night. These stays offer a chance to get reacquainted with nature — 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.
How many cottages are there in Castel San Gimignano?
You’ll find 81 cottages in Castel San Gimignano. No matter if you’re traveling with the family or organizing a weekend break with close friends, Expedia will help you find the right space to enjoy nature’s beauty.
Why book your cottage in Castel San Gimignano with Expedia?
Expedia has some superb cottages in Castel San Gimignano, so get ready for a memorable stay close to nature. If you’re sticking to a budget, select how much you’d like to spend and the star rating of your property. Or, use our filters to search for cottages with free WiFi or a pool. We’ll help you find the right digs whatever your style of travel or plans.
How can I find cheap cottages in Castel San Gimignano?
Expedia can help you locate cheap cottages in Castel San Gimignano. To book your ideal stay in a matter of clicks, simply use the filter tool to tailor your search results by budget, amenities and star rating.