Search Villas in Montespertoli

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Mar - 8 Mar
In two months
17 Apr - 19 Apr
In three months
15 May - 17 May
In four months
12 Jun - 14 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 6,973
AED 6,982 total
includes taxes & fees
19 Feb - 20 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 5,572
AED 6,381 total
includes taxes & fees
19 Feb - 20 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 5,659
AED 6,482 total
includes taxes & fees
19 Feb - 20 Feb
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Exterior detail

Villa Franco

Villa Franco
Castelfranco di Sotto
The price is AED 1,306
AED 2,259 total
includes taxes & fees
18 Feb - 19 Feb
Villa Franco
Exterior

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is AED 49,754
AED 49,754 total
includes taxes & fees
18 Feb - 19 Feb
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
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 958
AED 1,654 total
includes taxes & fees
22 Feb - 23 Feb
Country House with heated pool near the center
Terrace/patio

Viniard Villa - Residence Le Rose in Chianti

Viniard Villa - Residence Le Rose in Chianti
Castellina in Chianti
The price is AED 1,393
AED 2,796 total
includes taxes & fees
22 Feb - 23 Feb
Viniard Villa - Residence Le Rose in Chianti
Pool

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Gaiole in Chianti
The price is AED 24,877
AED 27,053 total
includes taxes & fees
18 Feb - 19 Feb
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Pool

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Castellina in Chianti
The price is AED 19,653
AED 21,829 total
includes taxes & fees
18 Feb - 19 Feb
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
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 6,529
AED 6,634 total
includes taxes & fees
13 Mar - 14 Mar
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
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 1,513
AED 1,944 total
includes taxes & fees
22 Feb - 23 Feb
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Outdoor dining

Villa 'Adora Holiday Home' with Private Terrace and Private Garden

Villa 'Adora Holiday Home' with Private Terrace and Private Garden
Serravalle Pistoiese
The price is AED 1,531
AED 1,752 total
includes taxes & fees
18 Feb - 19 Feb
Villa 'Adora Holiday Home' with Private Terrace and Private Garden
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 1,741
AED 2,272 total
includes taxes & fees
4 Mar - 5 Mar
Villa 'Ancòra Tenuta Lonciano' with Pool and Mountain View
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 12,936
AED 15,112 total
includes taxes & fees
18 Feb - 19 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 1,194
AED 1,416 total
includes taxes & fees
19 Feb - 20 Feb
Villa 'Golly' with Private Balconies, Terrace, Shared Garden & Wi-Fi
Exterior

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is AED 59,705
AED 59,705 total
includes taxes & fees
22 Feb - 23 Feb
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Exterior

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 3,878
AED 6,403 total
includes taxes & fees
22 Feb - 23 Feb
Beautiful Tuscan home between Florence & Siena
Terrace/patio

Antico Borghetto di Tigliano Cozy and ideal for families with children

Antico Borghetto di Tigliano Cozy and ideal for families with children
Vinci
The price is AED 1,485
AED 1,907 total
includes taxes & fees
18 Feb - 19 Feb
Antico Borghetto di Tigliano Cozy and ideal for families with children
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 4,969
AED 5,696 total
includes taxes & fees
24 Feb - 25 Feb
Villa w/ personal concierge service, heated pool only 20 min to Florence center
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 3,153
AED 3,824 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.
View all properties

Eid al-Fitr Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montespertoli Hotel Reviews

Orto De Medici Hotel

Orto De Medici Hotel

10/10 Excellent
"The staff was great, the room was very nice and the breakfast was delicious! "
Joseph 1-night trip
Posted 4 days ago
Orto De Medici Hotel

Frequently asked questions

How much do villas in Montespertoli cost?
You'll pay between AED 1,416 and AED 27,053 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.

Explore a world of travel with Expedia