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Compare 2079 Villas in Montespertoli with updated reviews, rates, and availability.

Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

10.0 out of 10, Exceptional, (47)
"Nice house with a beautiful pool , well located to visit Tuscany. "
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

Your panoramic house in Tuscany between vineyards and olive groves.

9.8 out of 10, Exceptional, (34)
"We had such a nice stay and only wish it had been longer! Enrico & Simona were excellent hosts and we loved the cooking class they did for us and our 3 college students who learned to make pasta for the first time. The views are spectacular and it’s a perfect location for trips to the many surrounding towns and wineries. We’d love to come back in the summer and stay longer!"
Your panoramic house in Tuscany between vineyards and olive groves.

Luxury converted barn with hilltop views in chianti wine region, Tuscany

10.0 out of 10, Exceptional, (87)
"Fantastic location, stunning views, and amazing pool"
Luxury converted barn with hilltop views in chianti wine region, Tuscany

Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa

10.0 out of 10, Exceptional, (39)
"The villa is quiet and so picturesque. The views are incredible. The accommodations comfortable and the outdoor space absolutely amazing!"
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa

VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.

9.8 out of 10, Exceptional, (27)
"The property was lovely and our unit was spacious and charming. The pool was a real bonus in the hot weather. The host family is fantastic, helpful with all aspects of our stay. We had a lovely dinner prepared by Barbara and the rest of the family. Paola was helpful with any requests at the property and with recommendations on sight seeing and shopping. A lovely property with fantastic hosts."
VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

10.0 out of 10, Exceptional, (55)
"We had a company retreat at this amazing location. Everyone was in love with the place and the facilities!"
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

Vacation home L'Ulivo in Tuscany,

9.8 out of 10, Exceptional, (16)
"L’Ulivo is a spacious and very comfortable home. We loved all the balconies to enjoy the view from. Emmanuel was very kind and helpful during our stay. It was a good base to explore Lucca, Florence, and Pisa. "
Vacation home L'Ulivo in Tuscany,

Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.

10.0 out of 10, Exceptional, (109)
"The property was beautiful and just as advertised. Beatrice and Jacopo prepared several meals for us and the food was great and plentiful! They were wonderful hosts!"
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.

Country House with heated pool near the center

9.8 out of 10, Exceptional, (9)
"These accomodations were wonderful! So convenient to take the tram to downtown! Host extremely responsive and helpfull."
The price is AED 1,825
AED 2,655 total
includes taxes & fees
14 May - 15 May
Country House with heated pool near the center

Luxury Villa in the Florentine hills

9.8 out of 10, Exceptional, (136)
"Great villa with amazing views, especially from the backyard garden area. Highly recommend this property to anyone looking to visit Florence and the surrounding areas."
The price is AED 1,245
AED 1,821 total
includes taxes & fees
12 May - 13 May
Luxury Villa in the Florentine hills

Authentic Tuscan country house, dating back to around the year 1000

9.6 out of 10, Exceptional, (50)
"We spent our last week of our 3 weeks in Italy in Marila’s home and are so happy we did! The location was fantastic, the home was perfect for us and Marilia was a warm and gracious host. We asked her to help with booking a chef to come in to teach a class, a wine tour and restaurant suggestions and all were fantastic. We would love to go back again!!"
Authentic Tuscan country house, dating back to around the year 1000

Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence

9.6 out of 10, Exceptional, (46)
"We had a great stay here. All of us really enjoyed the location!"
Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence

Villa Poggio Scalette: Elegance meets comfort amidst the olive trees

10.0 out of 10, Exceptional, (5)
"Villa Poggio Scalette was truly a dream place to stay on our vacation. The pictures cannot do this beautiful home justice - you have to see it for yourself!! The view, the amazing property, the Tuscan touches in the decorating with all the modern amenities - we already cannot wait to go back!!! We slept so comfortably and had everything we needed at the house for some relaxing afternoons and evenings enjoying wine, good food, and the view :) Our host Simone was very communicative and so helpful...
Villa Poggio Scalette: Elegance meets comfort amidst the olive trees

Villa Franchetti - Luxurious Florentine Villa with Swimming Pool

10.0 out of 10, Exceptional, (11)
"We enjoyed this beautiful property It was just like in the pictures!!! Everything worked perfect"
Villa Franchetti - Luxurious Florentine Villa with Swimming Pool

In the Hills of Mugello Tuscany in a recently renovated 17th Century Monastery

8.8 out of 10, Excellent, (3)
"The villa was of a very good size, with plenty of space around it, very secluded and quiet. Anna, the host, was lovely throughout our stay and she waited for us on the first night, even when we had a delay at the airport. "
In the Hills of Mugello Tuscany in a recently renovated 17th Century Monastery

Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside

10.0 out of 10, Exceptional, (69)
"What a wonderful property and host! We had 13 family members staying for just over a week and it was spectacular. Couldn't have been a better experience!"
Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside

Villa with view and private pool

10.0 out of 10, Exceptional, (20)
"The villa is perfect & very comfortable. The location is awesome being a short drive from Volterra and also very central to all of the Tuscan towns. We would definitely stay again!"
Villa with view and private pool

Luxury Villa Tolomei Gucci with Spa

Luxury Villa Tolomei Gucci with Spa

Villa Salivolpe - on top of a Chianti hill - Private swimming pool

9.6 out of 10, Exceptional, (22)
"The villa was a beautiful home to send our our time in Tuscany, Italy. We enjoyed having our own bedrooms and baths. We had a special meal cooked by a local chef, Rachel. The kitchen worked well for the cooking, and for our breakfasts. The scenery was just breathtaking, and it is just as pictures in books looked like. We very much enjoyed our stay."
Villa Salivolpe - on top of a Chianti hill - Private swimming pool

Historic Villa Tuscany

2.0 out of 10, (2)
The price is AED 519
AED 593 total
includes taxes & fees
4 May - 5 May
Historic Villa Tuscany
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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Other property types in Montespertoli

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1388)
"Great campsite"
The price is AED 421
AED 492 total
includes taxes & fees
12 May - 13 May
Hu Firenze Camping In Town

Forte16

9.6 out of 10, Exceptional, (796)
"Great spa! "
The price is AED 828
AED 961 total
includes taxes & fees
7 May - 8 May
Forte16

Fattoria il Milione Agriturismo

4.0 star property
8.2 out of 10, Very Good, (182)
"The property gives you a true authentic Italian experience. It’s very charming and the view is awesome! The restaurant is incredible! "
The price is AED 394
AED 492 total
includes taxes & fees
4 May - 5 May
Fattoria il Milione Agriturismo
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.

Frequently asked questions

How much do villas in Montespertoli cost?
You’ll pay between AED 519 and AED 1,825 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 2079 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.