Photo by Paula Warren

Search Villas in Montespertoli

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

Compare 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 dining

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, (107)
"We had the most wonderful time staying at this gorgeous property in early March. The property and house are absolutely gorgeous and extremely comfortable for a family (we were a group of adults, but the house and grounds are lovely for kids as well). But the real stars of the experience were Beatrice and Jacobo. They did everything they possibly could to make our experience wonderful - they prepared a delicious welcome meal for us on our arrival, did breakfasts every day, arranged rental cars...
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Country House with heated pool near the center
Point of interest

Country House with heated pool near the center

9.8 out of 10, Exceptional, (8)
"These accomodations were wonderful! So convenient to take the tram to downtown! Host extremely responsive and helpfull."
The price is SAR 1,630
SAR 2,404 total
includes taxes & fees
13 Apr - 14 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 SAR 1,235
SAR 1,827 total
includes taxes & fees
9 May - 10 May
Luxury Villa in the Florentine hills
Authentic Tuscan country house, dating back to around the year 1000
Outdoor dining

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
Interior

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
Dining

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
Interior

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 SAR 514
SAR 589 total
includes taxes & fees
12 Apr - 13 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.
Don't see what you're looking for?
See all available properties in Montespertoli
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Montespertoli

Hu Firenze Camping In Town
Seasonal outdoor pool

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1359)
"Great place to stay with the kids "
The price is SAR 337
SAR 399 total
includes taxes & fees
11 Apr - 12 Apr
Hu Firenze Camping In Town
Forte16
Terrace/patio

Forte16

9.6 out of 10, Exceptional, (785)
"Excellent hotel"
The price is SAR 670
SAR 786 total
includes taxes & fees
13 Apr - 14 Apr
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, (174)
"This property was away from the city in a country setting. We were there in March and liked it but I think it would be even better with warmer weather and some landscaping. The breakfast was nice but carb/bread heavy. Would have been better with fruit "
The price is SAR 330
SAR 421 total
includes taxes & fees
13 Apr - 14 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 and 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 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.