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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

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 AED 6,983
AED 6,992 total
includes taxes & fees
16 Feb - 17 Feb
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 AED 5,580
AED 6,390 total
includes taxes & fees
15 Feb - 16 Feb
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 AED 5,667
AED 6,491 total
includes taxes & fees
15 Feb - 16 Feb
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
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 AED 959
AED 1,683 total
includes taxes & fees
16 Feb - 17 Feb
Country House with heated pool near the center
Exterior

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is AED 46,294
AED 46,294 total
includes taxes & fees
15 Feb - 16 Feb
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Exterior detail

Villa Franco

Villa Franco
Castelfranco di Sotto
The price is AED 1,308
AED 2,262 total
includes taxes & fees
18 Feb - 19 Feb
Villa Franco
Pool

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Castellina in Chianti
The price is AED 18,441
AED 20,621 total
includes taxes & fees
15 Feb - 16 Feb
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Pool

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Gaiole in Chianti
The price is AED 23,343
AED 25,523 total
includes taxes & fees
15 Feb - 16 Feb
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Terrace/patio

Viniard Villa - Residence Le Rose in Chianti

Viniard Villa - Residence Le Rose in Chianti
Castellina in Chianti
The price is AED 1,395
AED 2,831 total
includes taxes & fees
19 Feb - 20 Feb
Viniard Villa - Residence Le Rose in Chianti
Exterior

Villa 'Ancòra Tenuta Lonciano' with Pool and Mountain View

Villa 'Ancòra Tenuta Lonciano' with Pool and Mountain View
Sesto Fiorentino
The price is AED 1,744
AED 2,275 total
includes taxes & fees
4 Mar - 5 Mar
Villa 'Ancòra Tenuta Lonciano' with Pool and Mountain View
Property grounds

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Gaiole in Chianti
10.0 out of 10, Exceptional, (8 reviews)
"Country location but easy access to a great local winery/restaurant and the town of Gaiole."
Canada
russ h.
The price is AED 6,539
AED 6,643 total
includes taxes & fees
13 Mar - 14 Mar
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Property grounds

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 12,138
AED 14,318 total
includes taxes & fees
15 Feb - 16 Feb
VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34
Property grounds

Villa 'Golly' with Private Balconies, Terrace, Shared Garden & Wi-Fi

Villa 'Golly' with Private Balconies, Terrace, Shared Garden & Wi-Fi
Monsummano terme
The price is AED 1,196
AED 1,418 total
includes taxes & fees
16 Feb - 17 Feb
Villa 'Golly' with Private Balconies, Terrace, Shared Garden & Wi-Fi
Property grounds

Golden Hour - wedding in Florence

Golden Hour - wedding in Florence
Toscana
The price is AED 11,988
AED 13,553 total
includes taxes & fees
16 Feb - 17 Feb
Golden Hour - wedding in Florence
Exterior

VILLA GRANDUCA - Six Bedroom Villa, Sleeps 12

VILLA GRANDUCA - Six Bedroom Villa, Sleeps 12
Pistoia
The price is AED 14,006
AED 16,185 total
includes taxes & fees
15 Feb - 16 Feb
VILLA GRANDUCA - Six Bedroom Villa, Sleeps 12
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 AED 1,515
AED 1,938 total
includes taxes & fees
17 Feb - 18 Feb
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
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 AED 7,655
AED 10,439 total
includes taxes & fees
17 Feb - 18 Feb
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
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 AED 4,976
AED 5,704 total
includes taxes & fees
24 Feb - 25 Feb
Villa w/ personal concierge service, heated pool only 20 min to Florence center
Pool

Exclusive Vinci Resort

Exclusive Vinci Resort
Vinci
The price is AED 9,755
AED 10,725 total
includes taxes & fees
1 Mar - 2 Mar
Exclusive Vinci Resort
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 AED 3,158
AED 3,829 total
includes taxes & fees
9 Mar - 10 Mar
Villa 'Bella Toscana Relax' with Mountain View, Wi-Fi and Air Conditioning
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

Solo Experience Hotel

Solo Experience Hotel

10/10 Excellent
"Our stay was overall very good! The room felt a little warm at times, but we really appreciated that they provided a fan, which helped a lot. The only areas for improvement would be housekeeping. We noticed a few wall stains near the desk area in the room, and the towels weren’t replaced when the room was serviced. With a bit more attention to cleanliness, the experience would be even better. That said, the hotel is in a fantastic location, and the staff was amazing, so welcoming and kind throughout our stay. Despite the minor room issues, we truly enjoyed our visit and would definitely consider staying here again."
Israel 3-night trip
Posted 2 days ago
Solo Experience Hotel

Frequently asked questions

How much do villas in Montespertoli cost?
You'll pay between AED 1,418 and AED 25,523 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 2051 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.

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