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Featured Villas in Monteriggioni and around

Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
9.6 out of 10, Exceptional, 14 reviews
"We enjoyed a delightful two weeks staying at Villa Il Borrachio in September. Apartment Azalea is spacious, well equipped and set on two floors. The two bedrooms on the first floor have double beds and en-suites whilst the bedroom on the ground floor has two single beds with a bathroom located on the other side of the kitchen/dining area. There is a wonderful view from the living room of the countryside with San Gimignano in the distance. The wi-fi was good and with our laptop plus hdmi cable we...
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
Beautiful Villa With Panoramic Views near San Gimignano
9.6 out of 10, Exceptional, 62 reviews
"The property exceeded our expectations. The villa was clean, well prepped and we did not encounter issues. The scenery was better than in the photos and the guides given to us by the host led us to some delicious meals. We spent a great deal of time sitting outside. The amenities in the house made everything easy. Beds were clean and comfortable. Highly recommend."
Beautiful Villa With Panoramic Views near San Gimignano
La Luna, Montefiorile, Gaiole in Chianti, Siena and Chianti
10.0 out of 10, Exceptional, 1 review
"Enjoyed it"
La Luna, Montefiorile, Gaiole in Chianti, Siena and Chianti
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BEAUTIFUL VILLA with private Pool in the heart of Chianti
10.0 out of 10, Exceptional, 18 reviews
"We were a group of 4 families with toddlers and loved our stay at the villa! Alessandro was an excellent host and very responsive. The views and pool are stunning, and the house is clean and decently equipped. Highly recommended for a group stay in Chianti!"
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Beautiful private villa for 4 guests with pool, WIFI, A/C, TV, terrace and parking
9.8 out of 10, Exceptional, 27 reviews
"Nice house suitable for a family of 3-4. Two bed rooms, one with a double bed. Living room and well equipped kitchen. Very cozy property a kilometer or so from the town center. The host family lives in another house on the same property, and are very nice and hospitable, while not being intruding in any way. The private church on the property is worth a visit, it was built in 710 a.d. and has frescos from the 1500s inside. The pool is very nice, and there is a nice playground for children. We...
Beautiful private villa for 4 guests with pool, WIFI, A/C, TV, terrace and parking
Yellow House Country Villa in Chianti Classico
10.0 out of 10, Exceptional, 90 reviews
"A beautiful house for nature lovers , we had everything we needed for our stay. The owner was very friendly and helpful. We really enjoyed our time there . The road to the house was a little bit rough , it could be difficult with a small car . Stefano Grazie per tutti!"
Yellow House Country Villa in Chianti Classico
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
9.6 out of 10, Exceptional, 47 reviews
"This villa is a dream. You really feel like you’re in a Disney castle in the home and in the little village! Our hosts were so easy to communicate with and so patient with us as we arrived much later than planned. They even went to great lengths to try and help us find food upon arrival because our kids were starving. It’s a fantastic location if you plan to take day trips all over Tuscany. It was nice to be centrally located so we could head out to Florence, San Gimignano, Lucca, and Pisa and...
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
Villa di Piera
8.8 out of 10, Excellent, 3 reviews
"Wir hatten einen sehr freundlichen Empfang von Jamil, durften in seinem Haus alles wie zuhause nutzen, sogar die Lebensmittel, Sekt, Wein etc. Vielen Dank, wir haben uns sehr wohl gefühlt!"
Villa di Piera
Stunning Villa: 24 guests, private SwimmingPool
10.0 out of 10, Exceptional, 23 reviews
"We were a group of 22 celebrating a birthday. We spent a wonderful week exploring Tuscany and relaxing at the villa. Fabio was a wonderful host - very responsive and always happy to assist with arrangements or answer questions. The property is vast with many beautiful spaces to relax and cook. I highly recommend it!"
Stunning Villa: 24 guests, private SwimmingPool
House / Villa - Strada In Chianti
9.6 out of 10, Exceptional, 60 reviews
"My husband and I and our young adult daughter stayed in Villa Clotilde, Strada in Chianti in early May of 2024.Communication with the host Francesco was great from the start.The home is beautiful, spacious and very clean. It is a qiet getaway in the heart of the Chianti wine region.The Villa is a great vacation home with great views of a valley, in a mountain range. The home is less convenient for transient traveler's as you have to bring everything. None of the essentials are provided such as...
House / Villa - Strada In Chianti
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI
10.0 out of 10, Exceptional, 47 reviews
"Our group of 6 adults stayed at this beautiful property May 2024. If you're comfortable being in a Tuscany location that isn't walkable to restaurants or other services, stay here! You will need a car to visit some of the amazing towns in the vicinity. The host and her daughter provided excellent communication before, during and after our stay. We paid for the pool heating and spent one full day enjoying the house and surrounding area. We made use of Pietro and his team for a dine-in chef...
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI
Beautiful Tuscan home between Florence & Siena
10.0 out of 10, Exceptional, 2 reviews
"Our stay was amazing. The location was beautiful and easy for us to explore the surrounding area with ease. The house was beautiful, very clean and our host was most gracious. Upon arrival we had made a passing comment on how beautiful the patio terrace was and how a fire pit would be a nice touch so that we could enjoy it longer into the cool night. After the dinner our host organized for us at a local restaurant we returned to having a fire pit and wood on the patio. They went above and beyond...
The price is €2,349
per night
28 Jun - 29 Jun
Beautiful Tuscan home between Florence & Siena
Luxury converted barn with hilltop views in chianti wine region, Tuscany
10.0 out of 10, Exceptional, 83 reviews
"Everything about our stay was perfect - the house was absolutely incredible and the view was unmatched. Serena was the best part of our stay. Her food was incredible and she was a joy to have around. The best dining experience we had in all of Tuscany! We will definitely be referring all of our friends to this home and hope to come back many more times ourselves."
Luxury converted barn with hilltop views in chianti wine region, Tuscany
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
10.0 out of 10, Exceptional, 92 reviews
"From the moment we drove up to the villa and were welcomed by Barbara and her family, we were not disappointed. I'm very picky and had spent a lot of time looking at reviews, and I'd say that the villa not only lived up to all my expectations but surpassed them. The beautiful views from every vantage point in and out of the house, the lovely and comfortable accommodations, and the kindness and hospitality of Barbara and her family - all made for the perfect place to meet up and make home base...
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
Beautifully restored Tuscan villa, with private pool and breathtaking views
10.0 out of 10, Exceptional, 11 reviews
"We loved our stay at this property. The pictures do not do this property justice - it is even more beautiful in person!! The property is beautiful and the accommodations are amazing. Callie was so responsive in answering all of our questions and it’s clear that she has put a lot of effort into making each guest feel special and welcomed on her property. She arraigned for a private chef to come in and prepare a Thanksgiving dinner for us which was a highlight of our trip. We will definitely go...
Beautifully restored Tuscan villa, with private pool and breathtaking views
Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
9.8 out of 10, Exceptional, 6 reviews
"My family all just loved this house and grounds. It was a very accommodating location for our large group. The owners were very friendly and knowledgeable. This was the grandchildren’s favorite place that we stayed during our two week Italian vacation. It was conveniently located to the walled city of Siena, which was another highlight of our trip."
Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
Capanna al Lago
10.0 out of 10, Exceptional, 100 reviews
"We loved our stay! There were 5 adults and plenty of room for all of us. The house looks similar if not better than the photos. It’s very peaceful and relaxing. Francesca made everything very easy for us - including rides to and from the airport, and having a rental car ready to go for us at the house. The highlight for us was the cooking class that came to us. (Also arranged by Francesca) Delicious food and an amazing experience!"
Capanna al Lago
A Villa With a View of Monteriggioni and a Private Swimming Pool
10.0 out of 10, Exceptional, 29 reviews
"The Suite is a lovely house, beautifully decorated and furnished and thoughfully equipped. The grounds and pool are gorgeous and perfect for just spending time, relaxing and enjoying the scenery. There are so many interesting places within a 30 minute drive and we'd certainly recommend walking to Monteriggioni along the Via Francigena."
A Villa With a View of Monteriggioni and a Private Swimming Pool
Villa in Chianti with private pool, walking to a restaurant Electric car charger
10.0 out of 10, Exceptional, 11 reviews
"Villa Tirinzano is very special. A fabulous location in spectacular countryside. Everything you could possibly want for a family group holiday. Separate apartments but also great communal living and dining space and great outdoor eating/dining space. The gardens are amazing and very well maintained. The pool area is great too. We had a fabulous stay and would definitely return. Thank you the Tirinzano team"
Villa in Chianti with private pool, walking to a restaurant Electric car charger
Villa Toscanella - 4 Bedrooms, 4 Bathrooms, Private pool, sleeps 8
8.6 out of 10, Excellent, 4 reviews
"Great villa enjoying fab views and amazing sunsets. The villa is a good 10 mins drive down an unmade track but if you are looking for a quiet of the beaten track retreat its perfect! Larger than average swimming pool."
Villa Toscanella - 4 Bedrooms, 4 Bathrooms, Private pool, sleeps 8
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See all available properties in Monteriggioni
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.

Other property types in Monteriggioni

Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
9.6 out of 10, Exceptional, 47 reviews
"This villa is a dream. You really feel like you’re in a Disney castle in the home and in the little village! Our hosts were so easy to communicate with and so patient with us as we arrived much later than planned. They even went to great lengths to try and help us find food upon arrival because our kids were starving. It’s a fantastic location if you plan to take day trips all over Tuscany. It was nice to be centrally located so we could head out to Florence, San Gimignano, Lucca, and Pisa and...
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
Hu Norcenni Girasole Village
4.0 star property
8.6 out of 10, Excellent, 248 reviews
"The location is really beautiful. There are constant shuttles to transport from one location to other within the property. Nice food options and music on specific days Clean Cabins If you have not booked shuttle from the Figline station to this place- you may have a hard time getting a taxi from the station. I recommend to plan ahead for the commute from the train station to this property."
The price is €76
per night
18 Jun - 19 Jun
Hu Norcenni Girasole Village
panoramica casa con piscina privata
7.8 out of 10, Good, 7 reviews
"We spent a very enjoyable week in picturesque Chiusdino. Loved the little town with shops and restaurants (our tip: il minestraio!) within walking distance and great views of the countryside. Went to Siena, Firenze and San Gimignano and walked to the abbey of San Galgano. The house is spacious with 2 big bedrooms and 2 bathrooms and is equipped with plenty of towels. We had the (guilty) pleasure of the pool with a great view and used the outside dining area a lot. Tip: An extra cutting board and...
The price is €188
per night
21 Jun - 22 Jun
panoramica casa con piscina privata
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.

Monteriggioni Villas information

Number of reviews
541
Accommodation
1404 Villas
Lowest Price
€2,349
Highest Price
€2,349

Recent Reviews in Monteriggioni
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