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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Montelopio villas

Exterior
Villa Cattleya

Villa in Casciana Terme

Villa Cattleya
10.0 out of 10, Exceptional, (1)
"Tout était impeccable. "
France
Stéphane S.
The price is AED 431
AED 586 total
includes taxes & fees
4 Jan - 5 January 2026
Villa Cattleya
Pool
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa in Montespertoli

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
10.0 out of 10, Exceptional, (1)
"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 6,598
AED 6,606 total
includes taxes & fees
14 Dec - 15 Dec
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Exterior
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Villa in Montespertoli

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
10.0 out of 10, Exceptional, (12)
"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 5,390
AED 6,174 total
includes taxes & fees
14 Dec - 15 Dec
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Exterior
Villa 'Sunflowers' with Mountain View, Wi-Fi and Air Conditioning

Villa in Cascina

Villa 'Sunflowers' with Mountain View, Wi-Fi and Air Conditioning
The price is AED 539
AED 862 total
includes taxes & fees
7 Jan - 8 January 2026
Villa 'Sunflowers' with Mountain View, Wi-Fi and Air Conditioning
Exterior
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Villa in Montespertoli

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
10.0 out of 10, Exceptional, (38)
"Excellent in every way. Highly recommend"
United States
Ed M.
The price is AED 5,605
AED 6,420 total
includes taxes & fees
7 Jan - 8 January 2026
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Interior
Superb "Tuscan"-style cottage situated on a hill, welcomes families

Villa in Crespina Lorenzana

Superb "Tuscan"-style cottage situated on a hill, welcomes families
The price is AED 862
AED 1,156 total
includes taxes & fees
20 Dec - 21 Dec
Superb "Tuscan"-style cottage situated on a hill, welcomes families
Exterior
Villa "Arnilù" with Private Pool & Wi-Fi

Villa in San Gimignano

Villa "Arnilù" with Private Pool & Wi-Fi
Villa "Arnilù" with Private Pool & Wi-Fi
Pool
Villa Altea - Homelike Villas

Villa in Lajatico

Villa Altea - Homelike Villas
10.0 out of 10, Exceptional, (1)
"Wir hatten eine wunderschöne Woche in einem tollen Haus und mit einem sehr aufmerksamen Gastgeber, danke Riccardo! Die Kommunikation mit der Agentur (Home Villas) war unterirdisch!!! Auf keine Email kam eine Reaktion, außer dass man sich melden würde. Wir wollten vorab einige Dinge abklären (Anzahl der Personen hatte sich reduziert, wäre früherer Check In möglich, etc.), selbst das vorzeitige Anmelden aller Personen mit Ausweisen wurde nicht an den Vermieter weitergeleitet!! Vor Ort gab es...
Germany
Stephan H.
Villa Altea - Homelike Villas
Pool
"A Casa di Franca Villa con piscina"

Villa in Gambassi Terme

"A Casa di Franca Villa con piscina"
10.0 out of 10, Exceptional, (1)
"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...
Spain
Anonymous traveler
The price is AED 1,604
AED 3,194 total
includes taxes & fees
14 Dec - 15 Dec
"A Casa di Franca Villa con piscina"
Pool
Villa Fiordaliso - Homelike Villas

Villa in Lajatico

Villa Fiordaliso - Homelike Villas
Villa Fiordaliso - Homelike Villas
Pool
Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning

Villa in Tavarnelle Val di Pesa

Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning
The price is AED 4,401
AED 5,558 total
includes taxes & fees
16 Dec - 17 Dec
Villa 'Virgilio Colline Del Chianti' 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 Montelopio Hotel Reviews

Hotel Leon Bianco

Hotel Leon Bianco

10/10 Excellent
"Clean and surprisingly large room, with a spacious closet and bathroom. My room happened to have a window to the inside courtyard. Front desk staff/owner is exceptionally friendly, helpful, and generous. Property located right at the central plaza - cannot be more convenient!"
OI LING SOPHIA 1-night trip
Posted 7 days ago
Hotel Leon Bianco

Frequently asked questions

How much do villas in Montelopio cost?
Prepare to pay between AED 586 and AED 6,606 per night for a villa in Montelopio. Whatever your budget, the ideal stay is just a click 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 Montelopio?
Take your pick of 1031 villas in Montelopio. No matter if you're taking a trip with the kids or planning a weekend escape with friends, Expedia will help you find the best space for your crew.
Why book your villa in Montelopio with Expedia?
Reserving a villa in Montelopio is as easy as entering your travel dates and selecting a place suited to your needs. In search of something budget friendly or upmarket, or a property that also has free WiFi? Use Expedia's search filters to narrow your results and find your dream fit.
How can I find cheap villas in Montelopio?
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