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Our top choices for Montespertoli villas

Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
United States
Scott M.
The price is AED 6,943
AED 6,952 total
includes taxes & fees
5 Feb - 6 Feb
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Montespertoli
10.0 out of 10, Exceptional, (12 reviews)
"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"
United States
Elise D.
The price is AED 5,547
AED 6,345 total
includes taxes & fees
7 Feb - 8 Feb
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Montespertoli
10.0 out of 10, Exceptional, (38 reviews)
"Excellent in every way. Highly recommend"
United States
Ed M.
The price is AED 5,634
AED 6,445 total
includes taxes & fees
7 Feb - 8 Feb
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25

VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
Careggi Rifredi
10.0 out of 10, Exceptional, (1 review)
"Staff went over and above for us. Food was wonderful service 5 stars"
United States
robert g.
The price is AED 41,259
AED 41,259 total
includes taxes & fees
6 Feb - 7 Feb
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is AED 51,140
AED 51,140 total
includes taxes & fees
5 Feb - 6 Feb
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Gaiole in Chianti
The price is AED 25,787
AED 27,954 total
includes taxes & fees
5 Feb - 6 Feb
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Castellina in Chianti
The price is AED 20,372
AED 22,539 total
includes taxes & fees
5 Feb - 6 Feb
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

Villa Le Terme with Pool, Whirlpool, Garden, Terrace, BBQ, A/C & Wi-Fi

Villa Le Terme with Pool, Whirlpool, Garden, Terrace, BBQ, A/C & Wi-Fi
Monsummano Terme PT
8.0 out of 10, Very Good, (1 review)
"Cons: Badet tilhørende soverom nede, burde vært i bedre stand"
Denmark
Anonymous traveler
The price is AED 11,628
AED 12,871 total
includes taxes & fees
5 Feb - 6 Feb
Villa Le Terme with Pool, Whirlpool, Garden, Terrace, BBQ, A/C & Wi-Fi

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Radda in Chianti
10.0 out of 10, Exceptional, (1 review)
"Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania."
Poland
Anonymous traveler
The price is AED 7,611
AED 10,379 total
includes taxes & fees
6 Feb - 7 Feb
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa Dei Pavoni - Luxury Villa on top of hills in Florence

Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Toscana
10.0 out of 10, Exceptional, (1 review)
"The host was amazing! The property was beautiful. All was seamless! All of our needs were met. Highly recommend! "
United States
Leopard I.
The price is AED 7,723
AED 8,785 total
includes taxes & fees
5 Feb - 6 Feb
Villa Dei Pavoni - Luxury Villa on top of hills in Florence

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is AED 187
AED 1,040 total
includes taxes & fees
22 Feb - 23 Feb
Casa dei Renai by Rentbeat

VILLA GRANDUCA - Six Bedroom Villa, Sleeps 12

VILLA GRANDUCA - Six Bedroom Villa, Sleeps 12
Pistoia
The price is AED 15,494
AED 17,664 total
includes taxes & fees
5 Feb - 6 Feb
VILLA GRANDUCA - Six Bedroom Villa, Sleeps 12

VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34

VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34
Pontassieve
10.0 out of 10, Exceptional, (2 reviews)
"This place is magical!!!!! The host was amazing and so communicative - readily available on the property and was able to answer questions as well as drive us to get food in town and to the train station! Ample space for guests and the property is beautiful. The pool area is great and comes with fun floats / fun activities for near the pool. The ambiance of the outdoor dining area is lovely and the check in/out process was easy. Couldn’t recommend this place more!!!"
United States
Lyndsey S.
The price is AED 12,893
AED 15,060 total
includes taxes & fees
5 Feb - 6 Feb
VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34

Tolomei Gucci - Luxury Lemon House with Spa

Tolomei Gucci - Luxury Lemon House with Spa
San Jacopo Al Girone
10.0 out of 10, Exceptional, (1 review)
"Tutto perfetto……non aggiungo altro."
Italy
Giuseppe F.
The price is AED 907
AED 1,536 total
includes taxes & fees
1 Mar - 2 Mar
Tolomei Gucci - Luxury Lemon House with Spa

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Impruneta
10.0 out of 10, Exceptional, (3 reviews)
"Pictures do not do it justice, this house and location is absolutely beautiful. Very comfortable beds, clean house, beauty views, nice fireplace.owner goes above and beyond to make you feel welcome. She had her local wine, cooked us a delishes breakfast, and also brought her olive oil to do tasting. We will definitely be back, i thank you for an amazing experience and a beautiful house."
United States
Lidija M.
The price is AED 1,506
AED 1,927 total
includes taxes & fees
5 Feb - 6 Feb
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Country House with heated pool near the center

Country House with heated pool near the center
Careggi Rifredi
9.4 out of 10, Exceptional, (10 reviews)
"The property was outstanding and our family had a blast. It was a nice get away from the crowds in the city to enjoy the animals and greenery of the house on the farm. "
United States
Nancy P.
The price is AED 953
AED 1,656 total
includes taxes & fees
8 Feb - 9 Feb
Country House with heated pool near the center

Villa "Toscana A Fiesole" with Private Garden and Wi-Fi

Villa "Toscana A Fiesole" with Private Garden and Wi-Fi
Firenze
8.0 out of 10, Very Good, (2 reviews)
"We had great expectations for our stay in Florence, and the communication with Stefania was great, the property has a lot of potential to be a great location, but is currently not as nice as explained. While the rooms are large and spacious, upon entering the space smelled like urine, we aired it out and sprayed multiple scents to assist, but it was tough. By opening the windows, it got better by the end of day 2... however that let in bugs and we got bitten up by mulitple spiders or mosquitos...
United States
Katie M.
The price is AED 476
AED 493 total
includes taxes & fees
6 Feb - 7 Feb
Villa "Toscana A Fiesole" with Private Garden and Wi-Fi

Beautiful Tuscan home between Florence & Siena

Beautiful Tuscan home between Florence & Siena
Florence
10.0 out of 10, Exceptional, (7 reviews)
"Judy was amazing and very helpfulNothing to do with the property, but I sure you pre book all nights out/transportation"
United States
Frank V.
The price is AED 3,862
AED 6,380 total
includes taxes & fees
5 Feb - 6 Feb
Beautiful Tuscan home between Florence & Siena

Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Rignano sull'Arno
7.0 out of 10, Good, (2 reviews)
"We arrived after dark, tired from long overnight flight. We had no water pressure upstairs and no hot water anywhere. This was corrected the next day. One on-suite toilette would not flush properly and leaked at the grinder motor. A "tech" was called in. He informed us that he could not fix it, they would need to call someone else. When we continued to report the issue to the host, she informed us that the "tech" said it was working OK. The "tech" informed us that it was not but he could not fix...
United States
Norman C.
The price is AED 10,046
AED 12,442 total
includes taxes & fees
5 Feb - 6 Feb
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

Viniard Villa - Residence Le Rose in Chianti

Viniard Villa - Residence Le Rose in Chianti
Castellina in Chianti
The price is AED 1,387
AED 2,823 total
includes taxes & fees
9 Feb - 10 Feb
Viniard Villa - Residence Le Rose in Chianti
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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Top Montespertoli Hotel Reviews

Frequently asked questions

How much do villas in Montespertoli cost?
You'll pay between AED 493 and AED 41,259 per night for a villa in Montespertoli. Whatever your budget, a fantastic stay is just a click or two away on Expedia. These prices were 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 Montespertoli?
Pick from 2050 villas in Montespertoli. Whether you're taking a trip with the little ones or planning a weekend escape with some friends, Expedia can help you find the right space for your squad.
Why book your villa in Montespertoli with Expedia?
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How can I find cheap villas in Montespertoli?
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