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Featured Villas in Monticiano

BEAUTIFUL VILLA with private Pool in the heart of Chianti
Outdoor pool
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
A private luxury retreat in Montalcino
Pool
A private luxury retreat in Montalcino
9.4 out of 10, Exceptional, 48 reviews
"I did not want to leave. Cheerful, stylish color pallet & decor. Good internet. Postcard views. Peaceful. Relaxing. Lovely outside terrace & pool. The quibbles-no television, no coffee machine, no microwave. Sofa & coffee table are more shabby than chic. Stains. Need replacing."
A private luxury retreat in Montalcino
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
Outdoor pool
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
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Villa di Piera
Fridge, microwave, oven, stovetop
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
Indoor pool, outdoor pool
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
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI
Outdoor pool, a heated pool
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
Luxury converted barn with hilltop views in chianti wine region, Tuscany
Outdoor pool, a heated pool
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
Beautifully restored Tuscan villa, with private pool and breathtaking views
Property grounds
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
Exterior
Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
10.0 out of 10, Exceptional, 5 reviews
"Our large family of 12 spent 5 days at Podere Casetta and we absolutely loved it. There was plenty of living space to accommodate our party size and everyone slept comfortably. The property was postcard beautiful capturing all that you could expect from a Tuscan getaway. Everyone had a blast with on-site activities such as a pool, jacuzzi, ping pong, and volleyball. I can not say enough about our hosts Liesbeth and Giacomo. They were fantastic and pleasure to deal with. During our last night,...
Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
Beautiful villa with private pool immersed in the Tuscan countryside
Property grounds
Beautiful villa with private pool immersed in the Tuscan countryside
10.0 out of 10, Exceptional, 99 reviews
"We had a wonderful stay in Siena. You absolutely can't beat the views and the location! We were a short drive into the heart of Siena and were able to take day trips in all directions to other beautiful towns in Tuscany. The host was absolutely amazing. She greeted us upon check in and helped us at a moment's notice throughout our trip...even helping us make phone calls because we could not speak the language enough to do so. The property is spectacular. The views from the patio can't be beat...
Beautiful villa with private pool immersed in the Tuscan countryside
A Villa With a View of Monteriggioni and a Private Swimming Pool
Interior
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 with unique view of Siena with private pool
Pool
Villa with unique view of Siena with private pool
10.0 out of 10, Exceptional, 3 reviews
"It was a special family get away to celebrate a 60th wedding anniversary. The Villa is spectacular, but the views are incredible! We even watched a hot air balloon fly over Siena at dawn! Everything we could need to cook at the Villa was provided, we hired a chef on night and he had everything he needed as well! It’s wonderfully close to Siena but also some other great little towns to bike or drive too. It was great to have our host next door when we had some questions, but it was very easy to...
Villa with unique view of Siena with private pool
Villa Dicondra: A welcoming two-story villa in the characteristic style of the Tuscan countryside, with Free WI-FI.
Pool
Villa Dicondra: A welcoming two-story villa in the characteristic style of the Tuscan countryside, with Free WI-FI.
8.0 out of 10, Very good, 1 review
Villa Dicondra: A welcoming two-story villa in the characteristic style of the Tuscan countryside, with Free WI-FI.
Cresta del Chianti, Castelnuovo Berardenga, Siena and Chianti
Property grounds
Cresta del Chianti, Castelnuovo Berardenga, Siena and Chianti
10.0 out of 10, Exceptional, 2 reviews
"The home and property are positively beautiful. Sampath and his wife were wonderful from the time we arrived at the property until the day we left. Everything and anything we requested they took care of with a smile. And the location is great for taking short trips to the surrounding Chianti towns. Thank you for a fun trip !!"
Cresta del Chianti, Castelnuovo Berardenga, Siena and Chianti
Villa "Casa Ora d' Oro" - PANORAMIC VIEWS / POOL / PRIVATE GARDEN
Property grounds
Villa "Casa Ora d' Oro" - PANORAMIC VIEWS / POOL / PRIVATE GARDEN
10.0 out of 10, Exceptional, 2 reviews
"Great house! Everything you could want.Rocky was great to work with and great helping us get settled! Will absolutely stay there again on our next trip to Italy!"
Villa "Casa Ora d' Oro" - PANORAMIC VIEWS / POOL / PRIVATE GARDEN
Historic House Podere Rosmarino on Maremma & Tuscany hills - 30mn from the sea
Beach
Historic House Podere Rosmarino on Maremma & Tuscany hills - 30mn from the sea
9.8 out of 10, Exceptional, 15 reviews
"The Podere is a really attractive and comfortable farmhouse on an Italian estate. There is lots of space inside and out. It is in a part of Tuscany slightly off the usual tourist patch, in wooded hills with fascinating volcanic rocks. Corso was helpful and full of good suggestions for our expeditions. Although a little remote, we used it as a base to visit Elba, Populonia, Porto San Stefano, Siena and Volterra as well as enjoying the beach. Because we were sightseeing so much, we probably did...
Historic House Podere Rosmarino on Maremma & Tuscany hills - 30mn from the sea
panoramica casa con piscina privata
Pool
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 NZ$320
per night
15 Jun - 16 Jun
panoramica casa con piscina privata
Villa luna with pool and garden near the center of Siena
Fridge, microwave, oven, dishwasher
Villa luna with pool and garden near the center of Siena
8.8 out of 10, Excellent, 24 reviews
"Wonderful location. Loved the view, the pool, the outdoor bbq area"
Villa luna with pool and garden near the center of Siena
villa con vista panoramica
Outdoor pool
villa con vista panoramica
8.0 out of 10, Very good, 1 review
"Sehr schön."
villa con vista panoramica
Villa with private pool on 25 acres in the heart of Chianti, close to Siena
Pool
Villa with private pool on 25 acres in the heart of Chianti, close to Siena
9.8 out of 10, Exceptional, 64 reviews
"The house is well equipped and perfect if you are looking for a quiet and out of the way house. Still a quick drive to Siena where everything can be found. would definitely recommend."
Villa with private pool on 25 acres in the heart of Chianti, close to Siena
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See all available properties in Monticiano
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 Monticiano

agriturismo la roggiola
Exterior
agriturismo la roggiola
9.8 out of 10, Exceptional, 81 reviews
"Cute rustic cottage with a beautiful restful view of farm land and forrested hills and a covered outdoor eating area."
agriturismo la roggiola
Exclusive cottage with private pool 5 minutes from San Galgano Abbey
Outdoor pool
Exclusive cottage with private pool 5 minutes from San Galgano Abbey
9.8 out of 10, Exceptional, 10 reviews
"Sehr schön"
Exclusive cottage with private pool 5 minutes from San Galgano Abbey
relaxation between nature and history
Pool
relaxation between nature and history
8.4 out of 10, Very good, 5 reviews
"We stayed here for 2 weeks with our family and we had an amazing stay. The surroundings where beautiful and from our cottage we had an panoramic view over the pool and the valley behind. The pool has very nice and clean water. Also a big plus is that there is airconditioning in the accomodations. The owners were very nice & friendly and if you had a question they responded very fast. Every morning you had the opportunity to buy fresh vegetables at the reception for a low price, you could also...
relaxation between nature and history
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.

Monticiano Villas information

Number of reviews
417
Accommodation
503 Villas
Lowest Price
NZ$320
Highest Price
NZ$320

Recent Reviews in Monticiano
Expedia verified reviews

Pensione Palazzo Ravizza

Pensione Palazzo Ravizza

5/5 Excellent
"The view from the terrace"
A verified traveller stayed at Pensione Palazzo Ravizza
Posted 4 hours ago
Pensione Palazzo Ravizza