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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 6,995
AED 7,004 total
includes taxes & fees
13 Feb - 14 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 5,589
AED 6,401 total
includes taxes & fees
12 Feb - 13 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 5,676
AED 6,502 total
includes taxes & fees
12 Feb - 13 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 41,568
AED 41,568 total
includes taxes & fees
12 Feb - 13 Feb
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Gaiole in Chianti
The price is AED 25,980
AED 28,163 total
includes taxes & fees
12 Feb - 13 Feb
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

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 7,668
AED 10,457 total
includes taxes & fees
14 Feb - 15 Feb
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

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 11,715
AED 12,967 total
includes taxes & fees
14 Feb - 15 Feb
Villa Le Terme with Pool, Whirlpool, Garden, Terrace, BBQ, A/C & Wi-Fi

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Castellina in Chianti
The price is AED 20,524
AED 22,707 total
includes taxes & fees
12 Feb - 13 Feb
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

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 13,510
AED 15,693 total
includes taxes & fees
12 Feb - 13 Feb
VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is AED 51,523
AED 51,523 total
includes taxes & fees
12 Feb - 13 Feb
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is AED 174
AED 1,029 total
includes taxes & fees
15 Feb - 16 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 15,588
AED 17,771 total
includes taxes & fees
13 Feb - 14 Feb
VILLA GRANDUCA - Six Bedroom Villa, Sleeps 12

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 1,518
AED 1,981 total
includes taxes & fees
14 Feb - 15 Feb
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

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 AED 4,984
AED 5,714 total
includes taxes & fees
24 Feb - 25 Feb
Villa w/ personal concierge service, heated pool only 20 min to Florence center

Beautiful Tuscan home between Florence & Siena

Beautiful Tuscan home between Florence & Siena
Florence
10.0 out of 10, Exceptional, (7 reviews)
"From the moment we entered to our last day everything was perfect. Group of 15 and we all fit comfortably. "
United States
Debra P.
The price is AED 3,890
AED 6,440 total
includes taxes & fees
12 Feb - 13 Feb
Beautiful Tuscan home between Florence & Siena

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 961
AED 1,672 total
includes taxes & fees
12 Feb - 13 Feb
Country House with heated pool near the center

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 AED 3,163
AED 3,835 total
includes taxes & fees
9 Mar - 10 Mar
Villa 'Bella Toscana Relax' with Mountain View, Wi-Fi and Air Conditioning

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 913
AED 1,546 total
includes taxes & fees
1 Mar - 2 Mar
Tolomei Gucci - Luxury Lemon House with Spa

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 10,121
AED 12,535 total
includes taxes & fees
13 Feb - 14 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 1,397
AED 2,836 total
includes taxes & fees
16 Feb - 17 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 1,029 and AED 41,568 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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