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Compare 1184 Villas in Montegonzi with updated reviews, rates, and availability.

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Terrace/patio
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
10.0 out of 10, Exceptional, (93)
"We had the most amazing stay at this beautiful villa. Everything about it was picturesque and relaxing. This villa has all of the modern amenities but still exudes Tuscan charm. Pre- visit communication was smooth and very prompt. The highlight of the stay was the dinner cooked for us the first night by Chef Vanna and Francesca. I am not exaggerating when I say it was by far the best meal we had during our trip to Tuscany and we ate at many very nice restaurants. If you are booking a stay I...
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Mansion - Arezzo
Exterior
Mansion - Arezzo
9.0 out of 10, Wonderful, (22)
"Stayed here for 14 days. Generous space with lots of room for multiple guests. We didn't realize the villa was two separate units. This was unexpected as we thought there would be a central indoor staircase. We made it work but we did feel separate from each other. Eduardo brought us lovely treats from a local bakery a couple of times which was very kind. You definitely need a vehicle to stay here. While it says there are a few things in walking distance we felt the car was necessary....
Mansion - Arezzo
Villa in Toscana - Reggello con Piscina, Wi-Fi, Giardini.
Pool
Villa in Toscana - Reggello con Piscina, Wi-Fi, Giardini.
10.0 out of 10, Exceptional, (42)
"Had a great two week vacation at Eduardo's place in Reggello. Beautiful little cabin with a pool and well kept yard, set within an olive orchard and vineyard. Hosts passed along some fresh eggs from the hens and tomatoes from the property. The house seems quite new by Italian standards and is in excellent condition. Pool is fantastic. We had a great stay and would highly recommend this spot for small groups and families. "
Villa in Toscana - Reggello con Piscina, Wi-Fi, Giardini.
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Pool
BEAUTIFUL VILLA with private Pool in the heart of Chianti
10.0 out of 10, Exceptional, (19)
"We rented the villa after a family event. The owners and their son are very charming and accommodating. We enjoyed the villa as it is very authentic. Felt like we were locals. It has separate areas almost like apartments within the villa which is great if you have many couples. One of the rooms has bunk beds and the other two twin beds. It’s important to know you can’t walk anywhere so a car is needed. That’s the only reason for my location rating. Excellent villa to spend time with friends and...
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Villa luna with pool and garden near the center of Siena
Outdoor dining
Villa luna with pool and garden near the center of Siena
9.0 out of 10, Wonderful, (27)
"The home had everything we needed. The view from the villa was truly picturesque. A+++++!"
Villa luna with pool and garden near the center of Siena
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
View of the Villa from garden-pool
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
9.6 out of 10, Exceptional, (53)
"The property was beautiful and very safe. The pool was fabulous , the scenery breath taking and the hosts very friendly and welcoming people. Close to hiking trails with a pizzeria close by . A car is recommended with parking in a gated property . "
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
Luxury villa just 14 km from Florence. Sleeps 16 with hydromassage, sauna & gym!
Outdoor dining
Luxury villa just 14 km from Florence. Sleeps 16 with hydromassage, sauna & gym!
10.0 out of 10, Exceptional, (32)
"Villa Il Forte is the most incredible setting. It is an incredible historic and luxurious home while being comfortable, spacious and accommodating. Many different spaces to relax, connect and play. Paolo’s team were absolutely amazing. The chef Thomas is so talented while also being wonderfully personable and fun. The driver Fabrizio was so generous and thoughtful. His guides were knowledgeable and friendly. I have already booked it for next year! I can’t wait to go back! "
Luxury villa just 14 km from Florence. Sleeps 16 with hydromassage, sauna & gym!
Your panoramic house in Tuscany between vineyards and olive groves.
Your residence in Tuscany
Your panoramic house in Tuscany between vineyards and olive groves.
9.8 out of 10, Exceptional, (32)
"Lovely property, very comfortable. Good location to explore Tuscany. There is an excellent supermarket less than 10 minutes away. Families would be very comfortable here."
Your panoramic house in Tuscany between vineyards and olive groves.
Double room with private parking within walking distance of downtown!
Outdoor dining
Double room with private parking within walking distance of downtown!
7.6 out of 10, Good, (5)
"Easy Walking to all there is to see in Siena!!! Car is parked safely in front of villa no extra charge. Quiet Apartment is in the basement bathroom is upstairs. Monica is very welcoming and informative. "
The price is SAR 435
SAR 522 total
includes taxes & fees
24 Nov - 25 Nov
Double room with private parking within walking distance of downtown!
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
Pool
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
10.0 out of 10, Exceptional, (46)
"This place exceeded all of our expectations. The host and his family were amazing and very accommodated. Perfect size for two couples. Bedrooms and bathrooms were private. The location was perfect. We were able to take daily trips everywhere in Tuscany between 15 minutes and one hour. The house and pool were even better than the pictures portray. The place came stocked with everything you need For your vacation. If ever back in Tuscany I would definitely stay here again."
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
Luxury Villa with large pool close to Florence
Pool
Luxury Villa with large pool close to Florence
10.0 out of 10, Exceptional, (62)
"Beautiful, historic villa with a fantastic view of the valley below. Our hosts were friendly, helpful and entertaining as well. The icing on the cake was Fonsi's providing breakfast and cooking dinners as requested. Her chef skills were more than we could ask for. "
Luxury Villa with large pool close to Florence
Charming Villa with private pool <br>Villaventotto
Exterior
Charming Villa with private pool <br>Villaventotto
9.8 out of 10, Exceptional, (16)
"We had a great time. We stayed for two days"
The price is SAR 1,306
SAR 1,998 total
includes taxes & fees
1 Dec - 2 Dec
Charming Villa with private pool <br>Villaventotto
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Pool
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
10.0 out of 10, Exceptional, (7)
"Our Anglican Church friends (three couples) from Texas began our Italy tour in Rome and then continued to Florence for a few days. We spent our final four days at the beautiful Villa Santa Chiara, a short walk from the gates of downtown Siena, Italy. This wonderful villa could accommodate more people than our group of six, but it was an excellent choice for our three couples. Each couple had their own private apartment with a bathroom, kitchen, and spacious living area. The villa was...
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
Pool
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
9.6 out of 10, Exceptional, (17)
"Our 2-wk. reservation (Oct. 5-19) was actually increased by a week Sept. 28-Oct. 5, making it a 3-wk reservation, however, due to a medical issue, we had to return to the USA 10 days early. Gabriella was a wonderful property manager assisting us with seeking medical and hospital care. Lovely property and location."
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
Villa with private swimming pool on the Florentine hills 25 Km from Florence
Pool
Villa with private swimming pool on the Florentine hills 25 Km from Florence
10.0 out of 10, Exceptional, (44)
"What a slice of paradise Marco's house is, it is better than the photos and the perfect place to retreat to after exploring the Tuscan countryside. Mrs Lucia, her sister and daughter gave us an unforgettable evening teaching us how to make pasta...something the kids will never forget. The pool was a beautiful relief from the heat. Beds very comfortable. Marco a great communicator. We would definitely come back stay!"
Villa with private swimming pool on the Florentine hills 25 Km from Florence
Molino del Ponte, Radda in Chianti, Italy
Aerial view
Molino del Ponte, Radda in Chianti, Italy
9.6 out of 10, Exceptional, (5)
"En un mot.. parfait "
Molino del Ponte, Radda in Chianti, Italy
VILLA in FLORENTINE HILLS. 220+ EXCELLENT REVIEWS. 100% travelers recommend.
Pool
VILLA in FLORENTINE HILLS. 220+ EXCELLENT REVIEWS. 100% travelers recommend.
10.0 out of 10, Exceptional, (7)
"The house was great and Paula and Niccolo the best. Not a lot of restaurants nearby and you need to make reservations, but about 15 minuntes to Florence."
VILLA in FLORENTINE HILLS. 220+ EXCELLENT REVIEWS. 100% travelers recommend.
La Merlaia Beauty and Quietness with Pool on Hills of Florence
Pool
La Merlaia Beauty and Quietness with Pool on Hills of Florence
8.8 out of 10, Excellent, (31)
"We were a group of 10 people and the villa was perfect for us. From the beautiful garden and the great pool you have a unique view. The house is charming, with antique furniture, tile floors, and beautiful views, the bedrooms are very large, much more than it seems from the photographs. We found the house perfectly clean and equipped with everything we could possibly need. You can sit down to eat in the kitchen and living room as well as in the patio with many people around the table. Thank you...
La Merlaia Beauty and Quietness with Pool on Hills of Florence
Villa Radda by MMega
Exterior
Villa Radda by MMega
10.0 out of 10, Exceptional, (6)
" We had an incredible stay in this charming villa. There was plenty of room for our family of eight. We were welcomed by our host, David , who responded to our every need. He arranged a special wine tasting for us with delicious cheese and charcuterie . We enjoyed the beautiful pool and the lovely scenery. The town of Gaiole in Chianti was an easy car ride to enjoy a morning cappuccino or an amazing dinner at the local restaurants. We explored the many places and wineries in the area and...
Villa Radda by MMega
Villa with unique view of Siena with private pool
Pool
Villa with unique view of Siena with private pool
10.0 out of 10, Exceptional, (6)
"I booked Letizia's amazing Villa for a week-long birthday celebration and we loved every minute of our time in the Tuscan sun! It was great to be able to relax by the pool in the peace of the countryside amongst the olive groves while still being only a short walk away from Siena, we just wish we could have stayed for longer!"
Villa with unique view of Siena with private pool
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 Montegonzi

Il Battistero Siena - Residenza d'Epoca
Room
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (141)
"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 SAR 427
SAR 479 total
includes taxes & fees
22 Nov - 23 Nov
Il Battistero Siena - Residenza d'Epoca
Relais Villa Olmo
Aerial view
Relais Villa Olmo
9.4 out of 10, Exceptional, (195)
"Such a beautiful property with amazing views. The staff and service is top notch. The Realis Villa Olmo was everything we hoped for and more for our first Tuscany experience. I highly recommend this hotel. We walked to a couple restaurants and had an amazing meal. We were close enough to Florence so we could do a day trip. Beautiful property! We cannot wait to come back "
The price is SAR 432
SAR 487 total
includes taxes & fees
18 Nov - 19 Nov
Relais Villa Olmo
ApartHotel Anghel
Room
ApartHotel Anghel
8.2 out of 10, Very Good, (305)
"Nice place, quiet and clean!"
The price is SAR 285
SAR 324 total
includes taxes & fees
1 Dec - 2 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.