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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

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

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

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

10.0 out of 10, Exceptional, (47)
"My wife and I both loved this property. The host (Gianni) was responsive to any questions we had. Gianni's parents (Carlo & Paula) live in the adjacent main house and were extremely hospitable. We honestly couldn't have asked for a better location or host/s. We would recommend this property to anyone that wants to visit Tuscany. "
Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.
Your panoramic house in Tuscany between vineyards and olive groves.
Exterior

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
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (88)
"We felt so at home and at peace here. Everything was perfect and location is ideal for day trips around Tuscany. Highly recommend!"
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
Outdoor pool

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

10.0 out of 10, Exceptional, (39)
"Villa Sarah is one of those once in a lifetime experiences. Even after seven blissful days, we still couldn’t believe we had the privilege of staying here. The views from the house of the rolling Tuscan hills and enchanting San Gimignano in the distance is a sight we will all treasure forever. The house is so thoughtfully designed and furnished by the owner, Gabriele. You really feel at home, but with every luxury, including five whimsical bedrooms with en suite bathrooms, stunning views around...
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.
Outdoor pool

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

9.8 out of 10, Exceptional, (27)
"We loved our stay at this authentic farmhouse ! The family was very , very warm and welcoming and attentive to our needs / questions. If you don’t have a car ( we didn’t ) you need transport and we had a driver / tour one day . We loved the home cooked meals by Barbara and the pre- stocked groceries. It is quite bare bones - don’t expect any paper towels , any extras at all , not even those you might expect past guests have left . There is literally nothing provided so you must purchase ....
VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Exterior

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

10.0 out of 10, Exceptional, (55)
"A+"
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Vacation home L'Ulivo in Tuscany,
Outdoor pool

Vacation home L'Ulivo in Tuscany,

9.6 out of 10, Exceptional, (15)
"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.
Outdoor pool

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

10.0 out of 10, Exceptional, (108)
"It was a great experience. The villa was perfect. Hosts were amazing. "
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Country House with heated pool near the center
Indoor pool, a heated pool

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 1,651
AED 2,431 total
includes taxes & fees
17 Apr - 18 Apr
Country House with heated pool near the center
Luxury Villa in the Florentine hills
Fridge, microwave, oven, stovetop

Luxury Villa in the Florentine hills

9.8 out of 10, Exceptional, (136)
"Our family of 4, incl 2 teens really enjoyed the quick commute to the countryside after a busy day in Florence. House had 2 bathrooms, large bedrooms and enough space to spread out. Backyard view and patio space made meals outside a treat! Cable TV was a hit with the teens. Owner was very responsive…"
The price is AED 1,251
AED 1,860 total
includes taxes & fees
22 Apr - 23 Apr
Luxury Villa in the Florentine hills
Authentic Tuscan country house, dating back to around the year 1000
Outdoor pool

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

9.6 out of 10, Exceptional, (50)
"Beautiful place and a very friendly and helpful host. Authentic Tuscan farmhouse with no frills. Lovely views all round, especially from the terrace. Excellent bar/ restaurant within walking distance. It was very hot when we were there, so the location of the pool across the road was a problem. Otherwise,great."
Authentic Tuscan country house, dating back to around the year 1000
Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence
Exterior

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
Pool

Villa Poggio Scalette: Elegance meets comfort amidst the olive trees

10.0 out of 10, Exceptional, (4)
"We want to share our incredible experience at Villa Poggio Scalette, nestled a few kilometers from Montecatini. We rented a car in Florence and took a scenic one-hour drive to the villa. Upon arrival, Simone, the property manager, greeted us warmly at the gate and gave us a thorough tour, making us feel instantly at home. The villa is stunning—tastefully decorated with rooms that overlook olive trees and the charming town of Montecatini. We felt secure thanks to the gated parking. On our first...
Villa Poggio Scalette: Elegance meets comfort amidst the olive trees
Villa Franchetti - Luxurious Florentine Villa with Swimming Pool
Outdoor pool

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
Interior

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
Outdoor pool

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

10.0 out of 10, Exceptional, (69)
"everything about the villa is totally wonderful. perfect location, perfect grounds, perfect view, perfectly comfortable. and bianca is the dream host. i would definitelycome back!"
Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside
Villa with view and private pool
Outdoor pool

Villa with view and private pool

10.0 out of 10, Exceptional, (20)
"We loved the villa and the location. We couldn’t have asked for a better view giving us a wonderful feeling of Tuscany. The closeness to Volterra, coupled with the great supermarket and lovely pizzerias made it special. Guilia was very responsive and helpful at all times. We would come back in a heartbeat. "
Villa with view and private pool
Luxury Villa Tolomei Gucci with Spa
Terrace/patio

Luxury Villa Tolomei Gucci with Spa

Luxury Villa Tolomei Gucci with Spa
Villa Salivolpe - on top of a Chianti hill - Private swimming pool
Outdoor pool

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
3 bedrooms, bed sheets

Historic Villa Tuscany

2.0 out of 10, (2)
The price is AED 521
AED 596 total
includes taxes & fees
16 Apr - 17 Apr
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
Chalet | In-room safe, cribs/infant beds, bed sheets

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1366)
"Great location nearby Florence. Place us giid and clean"
The price is AED 328
AED 390 total
includes taxes & fees
16 Apr - 17 Apr
Hu Firenze Camping In Town
Forte16
Indoor pool, open 9:00 AM to 8:00 PM, sun loungers

Forte16

9.6 out of 10, Exceptional, (789)
"Lovely property, roof terrace is great and rooms are cleaned to a high standard. Short distance to culture areas but just away enough to be quiet and relaxing. Very enjoyable stay. "
The price is AED 830
AED 963 total
includes taxes & fees
4 May - 5 May
Forte16
Fattoria il Milione Agriturismo
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Fattoria il Milione Agriturismo

4.0 star property
8.2 out of 10, Very Good, (177)
"Amazing view. Large facility. Liked the old charm. Road to get there, verrrry narrrrrow...."
The price is AED 388
AED 485 total
includes taxes & fees
27 Apr - 28 Apr
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 521 and AED 1,651 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.