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Compare 84 Cottages in Castel San Gimignano with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (61)
"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
Cottage Murlo stunning hilltop castle peace & quiet countryside near art cities
Room

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 WITH PANORAMIC , AMAZING POOL. 1KM ON FOOT FROM THE VILLAGE
Olivo Cottage- Casa Podere Monti www.poderemonti.net

COTTAGE WITH PANORAMIC , AMAZING POOL. 1KM ON FOOT FROM THE VILLAGE

9.8 out of 10, Exceptional, (40)
"Everything was very satisfactory"
COTTAGE WITH PANORAMIC , AMAZING POOL. 1KM ON FOOT FROM THE VILLAGE
Belvilla by OYO Lago
Pool

Belvilla by OYO Lago

Belvilla by OYO Lago
Apartment/ flat - Barberino val d'ElsaHouse with character
Front

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
TUSCAN COTTAGE WITH PRIVATE GARDEN AND PANORAMIC POOL. 1 KM WALK TO THE VILLAGE.
Noce Cottage Casa Podere Monti

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

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.
Fullino Nero
Garden

Fullino Nero

9.6 out of 10, Exceptional, (45)
"Good place."
Fullino Nero
Glicine, romantic cottage with outdoor patio, on the hills of San Gimignano
Exterior

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
Fattorie Santo Pietro
Aerial view

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
Independent Cottege in Tuscany
Outdoor dining

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

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
Lovely cottage with outdoor patio and small terrace. Panoramic pool and bbq.
Cottage Leccio Casa Podere Monti www.poderemonti.net

Lovely cottage with outdoor patio and small terrace. Panoramic pool and bbq.

9.8 out of 10, Exceptional, (30)
"Just returned from a one week stay and cannot praise it enough. Frederica and her family were so friendly and could not do enough to make us feel welcome. Really enjoyed the Cooking Lesson and would recommend it for a fun and interesting break fro those superb panoramic views of the rolling countryside. We also really enjoyed our visits to the small hilltop villages that are just a short drive away from the property. We will return!"
Lovely cottage with outdoor patio and small terrace. Panoramic pool and bbq.
FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops
Pool

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
Countryside, 10 min from Siena
Exterior

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
Exceptional Tuscany View! Air conditioned beautiful restored farmhouse apartment
^ Podere Ttorricchi - a beautifully restored Tuscan farmbuiilding

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
Traumblick in die Toskana vom Landhaus mit Pool auf Hügel zw. Siena u. Florenz
Exterior

Traumblick in die Toskana vom Landhaus mit Pool auf Hügel zw. Siena u. Florenz

9.8 out of 10, Exceptional, (27)
"This was truly a last minute-idea for us and the owners were extremely flexible and kind to let us come on such short notice. We had a nice stay, the wi-fi didn't work most of the time, but that was never a problem for us. A cozy house with a beautiful view!"
Traumblick in die Toskana vom Landhaus mit Pool auf Hügel zw. Siena u. Florenz
Cottage Polvereto S. Andrea a Cellole a beautiful hilltop Castle sleeps two
Room

Cottage Polvereto S. Andrea a Cellole a beautiful hilltop Castle sleeps two

9.8 out of 10, Exceptional, (10)
"To start we were welcomed by a complimentary bottle of wine to celebrate our new marriage! The host was very attentive, provided restaurant recommendations, wine tour suggestions and local site seeing suggestions. Apartment was clean and cozy with spectacular views with olive trees and host made olive oil! This host goes above and beyond to make their guests feel at home. By far our favourite part of our week was Nelson…. You stole my heart out handsome guard dog. We will 100% be back and...
Cottage Polvereto S. Andrea a Cellole a beautiful hilltop Castle sleeps two
Podere le Fonti
Exterior

Podere le Fonti

Podere le Fonti
Cottage Pino Rural Tuscan retreat in Stunning Hilltop castle
Room

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
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
Room

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (142)
"The service at this hotel was impeccable. We were running late for our wine tasting but they were still SO accommodating! The rooms were beautiful and the view from the hotel are amazing. It was super accessible to everything. Also, the parking options were great - highly recommend. They're so responsive through texting and it was great to have this level of service. Highly rec! "
The price is AED 418
AED 469 total
includes taxes & fees
26 Nov - 27 Nov
Il Battistero Siena - Residenza d'Epoca
panoramica casa con piscina privata
Pool

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....
panoramica casa con piscina privata
ApartHotel Anghel
Room

ApartHotel Anghel

8.2 out of 10, Very Good, (305)
"Nice place, quiet and clean!"
The price is AED 288
AED 327 total
includes taxes & fees
15 Dec - 16 Dec
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 and 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?
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