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Villas in Montecastelli

Our top choices for Montecastelli villas

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

10.0 out of 10, Exceptional, (98)
"The location and views were absolutely spectacular! Alessandro was EXTREMELY helpful and accommodating. He helped arrange for chef and wine tasting at the villa and they were memorable. "
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

10.0 out of 10, Exceptional, (103)
"Property was fantastic, easily accommodated our group of 9 people. Francesca took very good care of us, arranging wine tours, dinners at the house and a cooking class which we thoroughly enjoyed. I highly recommend this place"
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

Stunning Villa: 24 guests, private SwimmingPool

9.8 out of 10, Exceptional, (29)
"We had a fantastic time at the house, Fabio was excellent in his communication and help. The house is great with separate areas but big communal spaces. We had a couple of delicious meals cooked for us by Fabio, I would highly recommend this luxury! If I had to say one thing it would be great if the pool seating area was tiled instead of grass, but overall can't fault it."
Stunning Villa: 24 guests, private SwimmingPool

Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa

10.0 out of 10, Exceptional, (42)
"Great Villa to stay at. Owner was excellent to deal with."
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa

Villa Costa, Stunning Villa in the heart of Tuscany.

10.0 out of 10, Exceptional, (36)
"You have all the amenities of a large, historic villa - and also the real farmland all around you. Sheep, horses, dogs - beautiful, and not in your personal space (unless you want them to be!). Pasqualina and her son Francesco are perfect hosts. Incredibly responsive, even with a language barrier. If I return to Tuscany I would want to stay here again. Thank you so much."
Villa Costa, Stunning Villa in the heart of Tuscany.

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

10.0 out of 10, Exceptional, (109)
"We had a lovely stay at the villa. The villa was comfortable, well furnished and had a beautiful view of San Gimignano. The owner was very helpful and responsive. We will definitely stay there again if we visit San Gimignano."
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

Villa Osservatorio for up to 11 with private pool, 15mins to San Gimignano

10.0 out of 10, Exceptional, (44)
"Great property - well located for interesting day trips."
Villa Osservatorio for up to 11 with private pool, 15mins to San Gimignano

Historic villa in the heart of Tuscany. Surrounded by nature.

9.8 out of 10, Exceptional, (42)
"Really great property to stay in for our family of 16. Clemente responded quickly to queries & had useful suggestions & tips for visiting restaurants & towns/villages. Loved our stay & would hope to return again."
Historic villa in the heart of Tuscany. Surrounded by nature.

Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany

10.0 out of 10, Exceptional, (80)
"Great place. Great host Driveway….needs work "
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany

Beautiful Villa With Panoramic Views near San Gimignano

9.6 out of 10, Exceptional, (73)
"Nice area! We enjoyed the terasse and the pool a lot "
Beautiful Villa With Panoramic Views near San Gimignano

Independent RELAX villa 2-5 people 12 min from the sea

9.8 out of 10, Exceptional, (19)
"Die Vermieter waren überaus freundlich und sehr hilfsbereit. Die Ausstattung des Hauses ist sehr gut. Man kann sein Auto auf privatem Grund abstellen. Das Haus bietet einer Familie einen sehr ruhigen Urlaub, man ist trotzdem in 10 Minuten in der Altstadt oder in 5 Minuten beim sehr gut ausgestatteten Supermarkt COOP. "
Independent RELAX villa 2-5 people 12 min from the sea

Villa Panizzi – Villa with private pool

9.4 out of 10, Exceptional, (21)
"Lots of space to spread out and different eating areas. Pool was lovely. A good base for sightseeing and a short hop into San gimignano for an aperitif."
Villa Panizzi – Villa with private pool

Holiday house with private garden and pool in a typical Tuscan hamlet.

10.0 out of 10, Exceptional, (4)
"We had such a great time here! The house is beautiful, with a large and closed garden where our dog could run freely. The pool was stunning and gave us many relaxing moments under the Tuscan sun. We felt immediately welcome. Upon arrival we were warmly greeted by the host and toasted together to a great holiday. During our stay, any questions we had were answered quickly and kindly. A place to look back on and hopefully to return to one day!"
Holiday house with private garden and pool in a typical Tuscan hamlet.

Villa in Colle Di Val D’elsa with 7 bedrooms sleeps 14

9.8 out of 10, Exceptional, (8)
"My family and I stayed here for almost a full week in the spring, and had an amazing time. The host was extremely responsive about the check-in process leading up to the stay, during the stay whenever we had any issues, and even after our stay when we needed to recover an item that was left behind. There were some slight hiccups with the house during our stay (garage door opener was out of batteries one time and the shower drain clogged one time), but the host was proactive as can be and quick...
Villa in Colle Di Val D’elsa with 7 bedrooms sleeps 14

Villa "Le Vallecchie" overlooking Siena and with private swimming pool

9.6 out of 10, Exceptional, (35)
"Really enjoyed our stay. A great place to relax."
Villa "Le Vallecchie" overlooking Siena and with private swimming pool

Villa Cresci with pool 5 minutes from spa center

Villa Cresci with pool 5 minutes from spa center

Villa near San Gimignano, with pool, air conditioning, and beautiful views

Villa near San Gimignano, with pool, air conditioning, and beautiful views

3-person apartment in Tuscan farmhouse

10.0 out of 10, Exceptional, (4)
"Nice appartment. Great views of Tuscan countryside. Close to Riparbella which has restaurants and shops and about 10km to the coast."
3-person apartment in Tuscan farmhouse

Villa Boccaccio

2.0 out of 10, (1)
"Keiner Vor-Ort gewesen. Es war kein Check In möglich trotz Buchungsbestätigung"
The price is SAR 552
SAR 630 total
includes taxes & fees
3 Sep - 4 Sep
Villa Boccaccio

Villa luna with pool and garden near the center of Siena

9.0 out of 10, Wonderful, (27)
"We had a great time "
Villa luna with pool and garden near the center of Siena
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 Montecastelli Hotel Reviews