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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Montespertoli villas

Pool

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 AU$2,784
includes taxes & fees
1 Feb - 2 Feb
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Exterior

Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
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 AU$2,486
includes taxes & fees
20 Jan - 21 Jan
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
Exterior

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 AU$2,525
includes taxes & fees
20 Jan - 21 Jan
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Exterior

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 AU$16,521
includes taxes & fees
20 Jan - 21 Jan
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
Pool

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 traveller
The price is AU$4,156
includes taxes & fees
21 Jan - 22 Jan
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Exterior

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 traveller
The price is AU$5,154
includes taxes & fees
20 Jan - 21 Jan
Villa Le Terme with Pool, Whirlpool, Garden, Terrace, BBQ, A/C & Wi-Fi
Exterior

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is AU$20,478
includes taxes & fees
20 Jan - 21 Jan
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Outdoor dining

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is AU$443
includes taxes & fees
19 Feb - 20 Feb
Casa dei Renai by Rentbeat
Outdoor spa tub

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 AU$3,476
includes taxes & fees
20 Jan - 21 Jan
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Pool

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Gaiole in Chianti
The price is AU$11,194
includes taxes & fees
20 Jan - 21 Jan
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Pool

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Castellina in Chianti
The price is AU$9,025
includes taxes & fees
22 Jan - 23 Jan
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Exterior

VILLA GRANDUCA - Six Bedroom Villa, Sleeps 12

VILLA GRANDUCA - Six Bedroom Villa, Sleeps 12
Pistoia
The price is AU$7,063
includes taxes & fees
20 Jan - 21 Jan
VILLA GRANDUCA - Six Bedroom Villa, Sleeps 12
TV

Tolomei Gucci - Luxury Lemon House with Spa

Tolomei Gucci - Luxury Lemon House with Spa
San Jacopo Al Girone
"Tutto perfetto……non aggiungo altro."
Italy
Giuseppe F.
The price is AU$423
includes taxes & fees
20 Jan - 21 Jan
Tolomei Gucci - Luxury Lemon House with Spa
Outdoor dining

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 AU$777
includes taxes & fees
20 Jan - 21 Jan
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior

Villa 'Bella Toscana Relax' with Mountain View, Wi-Fi and Air Conditioning

Villa 'Bella Toscana Relax' with Mountain View, Wi-Fi and Air Conditioning
Monsummano Terme
10.0 out of 10, Exceptional, (1 review)
"We had an awesome stay at the villa bella toscana. The property is quiet big with a beautiful pool area, a small fitness room and enough space to enjoy yourself outside in sun. The house was clean and cosy. The big kitchen offers a great place to cook together or play boardgames at the table. Outside there is also a big covered table to have marvelous dinners with up to 10 people, even if it's raining. The villa is near the center of this small town, so you can visit the weekly market by foot...
Germany
Julian Z.
The price is AU$1,794
includes taxes & fees
20 Jan - 21 Jan
Villa 'Bella Toscana Relax' with Mountain View, Wi-Fi and Air Conditioning
Property grounds

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 AU$4,982
includes taxes & fees
20 Jan - 21 Jan
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Exterior

CountryHouse con Piscina Privata 5 min dal centro

CountryHouse con Piscina Privata 5 min dal centro
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 AU$832
includes taxes & fees
20 Jan - 21 Jan
CountryHouse con Piscina Privata 5 min dal centro
Interior

Viniard Villa - Residence Le Rose in Chianti

Viniard Villa - Residence Le Rose in Chianti
Castellina in Chianti
The price is AU$1,128
includes taxes & fees
26 Jan - 27 Jan
Viniard Villa - Residence Le Rose in Chianti
Exterior

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 AU$2,054
includes taxes & fees
20 Jan - 21 Jan
Beautiful Tuscan home between Florence & Siena
Exterior

Villa w/ personal concierge service, heated pool only 20 min to Florence center

Villa w/ personal concierge service, heated pool only 20 min to Florence center
impruneta
10.0 out of 10, Exceptional, (106 reviews)
"The Villa and grounds are absolutely beautiful! Caterina and her family members were the most gracious hosts. They could not do enough to make sure we had a "once in a lifetime" multi-generational family trip and truly made us feel like part of their family during our stay. We loved every second of our time in Tuscany and would highly recommend this amazing property."
United States
Charles S.
The price is AU$2,266
includes taxes & fees
22 Jan - 23 Jan
Villa w/ personal concierge service, heated pool only 20 min to Florence center
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

c-hotels Ambasciatori

c-hotels Ambasciatori

10/10 Excellent
"Very convenient "
Misgana 1-night trip
Posted 2 days ago
c-hotels Ambasciatori

Find out more about Montespertoli

Montespertoli Villas information

Number of reviews
148
Accommodation
1729 Villas
Lowest Price
AU$423
Highest Price
AU$16,521

Frequently asked questions

How much do villas in Montespertoli cost?
Rates for villas in Montespertoli range between AU$423 and AU$16,521 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 Montespertoli?
Choose from 1729 villas in Montespertoli. No matter if you're taking a trip with the kids or planning a weekend escape with your besties, Expedia will help you find the best space for your crew.
What is there to do near my villa in Montespertoli?
There are tons of awesome things to do and see in Montespertoli. Drop by attractions like Antinori nel Chianti Classico, Montegufoni Castle and Castle of Oliveto. Castello Sonnino, Castle of Poppiano and San Casciano Museum are also visited by many.