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Check prices for these dates

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

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 ￥293,793
￥294,160 total
includes taxes & fees
Feb 2 - Feb 3
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Exterior

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 ￥234,741
￥268,669 total
includes taxes & fees
Jan 20 - Jan 21
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
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 ￥238,409
￥272,704 total
includes taxes & fees
Jan 20 - Jan 21
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 ￥1,745,885
￥1,745,885 total
includes taxes & fees
Jan 20 - Jan 21
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 traveler
The price is ￥322,054
￥439,182 total
includes taxes & fees
Jan 22 - Jan 23
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 traveler
The price is ￥492,026
￥544,643 total
includes taxes & fees
Jan 21 - Jan 22
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 ￥2,164,018
￥2,164,018 total
includes taxes & fees
Jan 20 - Jan 21
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Outdoor dining

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is ￥10,283
￥46,840 total
includes taxes & fees
Feb 19 - Feb 20
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 ￥326,803
￥366,966 total
includes taxes & fees
Jan 20 - Jan 21
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 ￥1,091,178
￥1,182,874 total
includes taxes & fees
Jan 20 - Jan 21
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 ￥862,031
￥953,727 total
includes taxes & fees
Jan 20 - Jan 21
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 ￥654,707
￥746,403 total
includes taxes & fees
Jan 20 - Jan 21
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 ￥20,006
￥44,747 total
includes taxes & fees
Jan 20 - Jan 21
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 ￥63,747
￥81,903 total
includes taxes & fees
Jan 20 - Jan 21
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 ￥165,052
￥189,627 total
includes taxes & fees
Jan 20 - Jan 21
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 ￥425,110
￥526,500 total
includes taxes & fees
Jan 21 - Jan 22
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Exterior

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 ￥55,017
￥86,377 total
includes taxes & fees
Jan 20 - Jan 21
Country House with heated pool near the center
Interior

Viniard Villa - Residence Le Rose in Chianti

Viniard Villa - Residence Le Rose in Chianti
Castellina in Chianti
The price is ￥58,685
￥117,810 total
includes taxes & fees
Jan 24 - Jan 25
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 ￥118,838
￥215,852 total
includes taxes & fees
Jan 20 - Jan 21
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 ￥211,533
￥242,343 total
includes taxes & fees
Jan 22 - Jan 23
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

Hotel Calimala Florence

Hotel Calimala Florence

10/10 Excellent
"The team were great, and Angelo was especially helpful. I loved the location, you can easily head out, explore, and walk back to the hotel within minutes to rest. As far as city-break hotels go, this was right up there. The hotel’s design is also excellent."
rajan 3-night trip
Posted 10 hours ago
Hotel Calimala Florence

Find out more about Montespertoli

Montespertoli Villas information

Number of reviews
148
Accommodation
2050 Villas
Lowest Price
￥44,747
Highest Price
￥1,745,885

Frequently asked questions

How much do villas in Montespertoli cost?
You'll pay between ￥44,747 and ￥1,745,885 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?
Booking a villa in Montespertoli is as easy as deciding on your travel dates and choosing an option suited to your needs. Looking for something upscale or budget friendly, or a stay that also offers a kitchen? Use Expedia's search filters to narrow your results and find your ideal match.
How can I find cheap villas in Montespertoli?
Expedia is here to help you easily locate cheap villas in Montespertoli. Simply use our filter tool to select star rating, budget and amenities to refine your search and find a great place to stay in a matter of clicks.
What is there to do near my villa in Montespertoli?
There are loads of fantastic things to sink your teeth into in Montespertoli. Drop by popular attractions like Vine and Wine Museum, Castle of Poppiano and Montespertoli City Hall. Piazza Machiavelli, Azienda Agricola Ammirabile and Montegufoni Castle also lure many visitors.