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Compare 944 Villas in Chianni with updated reviews, rates, and availability.

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
10.0 out of 10, Exceptional, (79)
"This was our second villa rental in the San Gimignano area, our first at Alessandro's villa and it was amazing! Alessandro was very responsive and helpful from the moment we booked the year prior, until the day we checked out. We were a group of 6 adults and had plenty of room. The villa has every amenity you might need during your stay. At check in Alessandro provided us with helpful information about the surrounding area. The villa is in a beautiful setting surrounded by vineyards and olive...
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
10.0 out of 10, Exceptional, (92)
"Lovely large 4 bedroom house with spectacular views of San Gimignano. Really enjoyed our stay and highly recommend this rental. Everything was perfect including the pool. Alessandro "
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Beautiful Villa With Panoramic Views near San Gimignano
9.6 out of 10, Exceptional, (69)
"The villa is in a lovely location with stunning views across Tuscan countryside and mountains. Some great sunsets while barbecuing in the evening. It was very comfortable and the air conditioning in the bedrooms was great and essential during a very hot August. It was smaller than we expected, fine for the two of us but would have been quite crowded with 4 or 6. The swimming pool was lovely but was shared with more villas than we had expected, not a problem in the morning or late evening but...
Beautiful Villa With Panoramic Views near San Gimignano
Vacation home L'Ulivo in Tuscany,
9.8 out of 10, Exceptional, (13)
"The house was amazing, we had the entire top floor of the house, which had large bedrooms, common area and kitchen. The entire place was very nice and was quiet, which made it easy to relax and end a nice holiday. The pool area is share with other renters in the area, but was not an issue during our stay. I would definitely stay here again."
Vacation home L'Ulivo in Tuscany,
PRIVATE POOL AGRITURISMO FATTORIA LA PIEVE -VILLA FRANTOIO 8 km from Pisa
9.4 out of 10, Exceptional, (28)
"First of all a tip of the hat to Tommaso, our host. He is really on the ball, you ask him something and almost immediately he responds or drops by to see what's up. The Villa Nerino has 5 bedrooms, each with a very nicely appointed bath. I recommended to him that he install safety bars in the baths (I am disabled). So I expect he will do so, he was very receptive to that idea. The Villa is a little out of the way, which translates to lots of peace and quiet. You need a car to get around, which...
PRIVATE POOL AGRITURISMO FATTORIA LA PIEVE -VILLA FRANTOIO 8 km from Pisa
Villa with view and private pool
10.0 out of 10, Exceptional, (19)
"We thoroughly enjoyed our stay at the villa. It was relaxing and comfortable and well stocked. Gullia did an amazing job giving suggestions of places to go and things to do. We wish the pool would have been heated bc the weather was chilly during our stay but everything else was perfect."
Villa with view and private pool
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
10.0 out of 10, Exceptional, (96)
"The spacious accommodation on the first floor offered captivating views over the Tuscan countryside to San Gimignano on the horizon.The garden with its spacious swimming pool and outdoor eating area was greatly enjoyed by everyone. San Gimignano itself was a lovely town to explore with great restaurants and cafes. And the meal prepared for us by Barbara was very special."
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
PRIVATE POOL - FARMHOUSE FATTORIA LA PIEVE-VILLA FICO from Pisa
9.6 out of 10, Exceptional, (21)
"We had an amazing time, couldn’t fault anything. Perfect location, very clean and everything we needed was there. Tommaso was so helpful and was always happy to offer assistance if needed, nothing was too much trouble. Very private and quiet. Pool was great, very clean and the perfect size."
PRIVATE POOL - FARMHOUSE FATTORIA LA PIEVE-VILLA FICO from Pisa
Villa with amazing pool and private tennis for private use
9.8 out of 10, Exceptional, (34)
"We stayed at this wonderfull property for a week and we had a great experience! The owner is kind and available, the property was perfect for our needs and you enjoyed the pool and the peace of the place! We are greatful for everything and we hope we can enjoy Tuscany soon!"
Villa with amazing pool and private tennis for private use
Casa Bini authentic Tuscan house: Nature, Peace, Pool, Exclusive, Privacy
10.0 out of 10, Exceptional, (14)
"We had a great time here as a group of friends with babies. Pool was huge & helped keep us cool! Several areas to eat dinner! Communication was great & we managed to organise a dinner to be cooked for us which was helpful to have a night off cooking! thank you!"
Casa Bini authentic Tuscan house: Nature, Peace, Pool, Exclusive, Privacy
On the Hills Pisa-Lucca, Poetic Villa Salt Pool, Pace, Nature, poetry
9.8 out of 10, Exceptional, (71)
"It's not just a villa, it's a museum of art and culture! The amount of details in each room and even bathroom is unbelievable. You need two days to just discover and appreciate the way Antonio and Silvia decorated the place. There is even a Billiard table in the house, the kind that doesn't have pockets, it's for those who love to play 3-Cushion. The terrace and the garden were very well taken care of. The highlight was the pool which is around 13m long, 2.5m wide and 1.5m deep and had light in...
On the Hills Pisa-Lucca, Poetic Villa Salt Pool, Pace, Nature, poetry
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
10.0 out of 10, Exceptional, (4)
"Roberta was amazing. Villa was spotless and we appreciated all the little touches she provided. Beds were comfortable, kitchen well equipped and the pizza oven was so much fun. Pool was perfect temperature and amazing sunsets with a cocktail finished a perfect evening. Easy to walk or drive to town. "
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
Villa Osservatorio for up to 11 with private pool, 15mins to San Gimignano
10.0 out of 10, Exceptional, (41)
"Fantastic Villa, suitable for all ages ( our guest ranged from 12 to 80 years). Great location, near to all local attractions. Would recommend to family and friends."
Villa Osservatorio for up to 11 with private pool, 15mins to San Gimignano
Beautiful villa with A/C, private pool, WIFI, TV, terrace, panoramic view, parking, close to Lucca
10.0 out of 10, Exceptional, (1)
Beautiful villa with A/C, private pool, WIFI, TV, terrace, panoramic view, parking, close to Lucca
Villa Casa Collina - Castelfalfi - Tuscany - Saltwater pool- Airco & VIP Service
Villa Casa Collina - Castelfalfi - Tuscany - Saltwater pool- Airco & VIP Service
3-person apartment in Tuscan farmhouse
10.0 out of 10, Exceptional, (3)
"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 IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
10.0 out of 10, Exceptional, (111)
"My husband and I spent 2 weeks at Villa Iris with our adult children and their spouses. The villa location is ideal and the views are even better in person, just breathtaking. The outdoor space is where we most of our living, and the pool is exceptional. Centrally located to Florence, Siena, Lucca and such easy access to San Gimignano for dinner, we all agreed it was ideal location. The chef services made us feel like royalty! If we can be back, we will! "
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
Pisa Florence: charming vacation villa with private garden, swimming pool
9.4 out of 10, Exceptional, (6)
"The house is very spacious Just like the garden. We had to share the pool which we didn't know but that turbed out okay. The cutlery and crockery weren 't very clean maybe because the dishwasher didn't work properly. The host / property manager on the other hand was great and helpen us a lot with everything. We had a wonderfull week!"
Pisa Florence: charming vacation villa with private garden, swimming pool
Luxury Villa with Private Pool, Panoramic Views, Solarium Terrace, BBQ, Parking
9.6 out of 10, Exceptional, (34)
"Lovely spot on the outskirts of Pisa, awesome view, fantastic villa. Highly recommend 👍"
Luxury Villa with Private Pool, Panoramic Views, Solarium Terrace, BBQ, Parking
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
10.0 out of 10, Exceptional, (38)
"We had an incredible time at Villa Sarah. As amazing as the photos are, they do not do justice to the beauty of the villa and the surrounding countryside. The view from the pool is unlike anything else you will experience and is alone worth the price of the villa. We rented the villa for 7 nights with 10 adults and 2 children, which were easily accommodated. Gabriel, Caterina, and team were incredibly responsive and easy to work with and they were able to recommend a number of activities...
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
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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 Chianni

Tuscan life style with great view, park,pool,relax,hiking & bike trails
9.6 out of 10, Exceptional, (98)
"We were a group of 7 and rented all 4 rooms in the building. We loved the private, remote location and the outdoor areas - such as the covered seating area next to the grill and games on the lawn! The pool is huge and especially deep! Claudia takes great care of it (we could not find the special sun tan cream that she recommended - for some reason our normal sun tan lotions caused white swimming costumes to go yellow in places). Thankfully I read a review about the mosquitoes so we came well...
Tuscan life style with great view, park,pool,relax,hiking & bike trails
Pisa Florence: charming vacation villa with private garden, swimming pool
9.4 out of 10, Exceptional, (6)
"The house is very spacious Just like the garden. We had to share the pool which we didn't know but that turbed out okay. The cutlery and crockery weren 't very clean maybe because the dishwasher didn't work properly. The host / property manager on the other hand was great and helpen us a lot with everything. We had a wonderfull week!"
Pisa Florence: charming vacation villa with private garden, swimming pool
house in the historic village in the Tuscan hills
9.8 out of 10, Exceptional, (45)
"What a fantastic little apartment in the most beautiful little town of Chianni! We experienced the most lovely authentic Tuscan holiday during our time in an authentic adorable apartment. Leandro was a wonderful host and remained in constant contact for any questions or concerns. We cannot wait to visit and hopefully stay here again."
house in the historic village in the Tuscan hills
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 villas in Chianni cost?
Rates for villas in Chianni range between and per night. Whatever your budget, you’re sure to find something that matches your needs on Expedia. This price was 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 villas are there in Chianni?
Chianni has 944 villas to pick from. Find a stay that’s right for you quickly and easily by clicking the “Villa” checkbox under the “Property type” tab in our handy filter tool.
Why book your villa in Chianni with Expedia?
Booking a villa in Chianni is as easy as clicking on your travel dates and choosing an option that has what you need. Looking for something affordable or luxurious, or a stay that also offers WiFi and a hot tub? Use Expedia’s search filters to narrow your results and find the ideal fit at the right price.
How can I find cheap villas in Chianni?
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