The Best Hotels with a Pool in Chianti Region from ￥14,605 in 2025

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Top Chianti Region Hotels with a Pool

Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, sun loungers

"Beautiful location, breakfast was excellent, the room was a little small but worked for us. We had very easy parking, would definitely come back and stay here. "

￥35,167 total

includes taxes & fees

Jun 22 - Jun 23

Outdoor pool, pool umbrellas, sun loungers

"Beautiful property. Lovely dining. Friendly people. The only thing keeping it from being a 5 * review is the lack of transportation options provided. A bit hard to get to and from. So.e of that is our fault as we didn't have a car rental. "

￥49,366 total

includes taxes & fees

Jul 16 - Jul 17

Seasonal outdoor pool, pool umbrellas, sun loungers

"We absolutely loved staying here! It was a beautiful get away from the fast paced cities. The property offered great activities and was within driving distance of great wine tastings and restaurants. "

Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas

"Beautiful grounds; lovely and quiet . Tranquil setting for walking, swimming, napping , viewing the Tuscan sunsets . "

"Owners arranged chef prepared dinner one night. They also did a cooking class/dinner another night. Both were amazing. Property is as spectacular as you can imagine and centrally located. Rent a car to get around. Owners helped make other arrangements for our daily excusions."

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, sun loungers

"This is a beautiful hotel right out of Sienna. 5 minutes by car. The hotels room and bathroom are spacious and pretty. Nice dining area inside and outside on the court. Great breakfast included. Very friendly and nice staff too. The gardens outside are beautiful and make you feel in Tuscany. I definitely recommend this place to anyone going to Sienna. The place is beautiful and very well located. "

"Property was magnificent"

￥23,336 total

includes taxes & fees

Jun 29 - Jun 30

"We very much enjoyed our stay here, the breakfast was great!"

Recent reviews of Chianti Region hotels

5/5 Excellent

"Amazing!"

A verified traveler stayed at Hotel Villa Campomaggio

Posted 4 days ago

5/5 Excellent

"The pool was very nice overlooking the hills of Tuscany. The hotel has a nice ambience, rustic but very clean an updated. I like there were big windows that could open to a garden from the room. Getting around was a bit difficult even with a car. Very steep hills and is not so walkable. Very windy roads so it takes longer than expected to get to places. There are 2 nice villages very close by with different kind of restaurants. Barberino has stunning views. There is a walkable trail very close by a little creek but need to ask for directions, it's very secluded . The restaurant has really good food and service. Breakfast , very good, american style and italian.Perfect place for a honeymoon"

A verified traveler stayed at Hotel Borgo di Cortefreda Relais

Posted 10 days ago