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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Villas in Montespertoli

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Fridge, microwave, oven, stovetop

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!"
The price is NZ$3,583
includes taxes & fees
31 Aug - 1 Sept
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Outdoor pool

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"
The price is NZ$3,601
includes taxes & fees
25 Aug - 26 Aug
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Villa 'Villa del Fattore' with Shared Pool, Private Terrace & Wi-Fi
Pool

Villa 'Villa del Fattore' with Shared Pool, Private Terrace & Wi-Fi

9.4 out of 10, Exceptional, (3)
"Beautiful stay in a wonderful Italian villa. "
The price is NZ$937
includes taxes & fees
3 Sept - 4 Sept
Villa 'Villa del Fattore' with Shared Pool, Private Terrace & Wi-Fi
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
Outdoor pool

Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

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!"
The price is NZ$4,071
includes taxes & fees
6 Sept - 7 Sept
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
Pool

Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi

The price is NZ$472
includes taxes & fees
29 Aug - 30 Aug
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
Villa Ludovica with private pool, Borgo del Silenzio
Pool

Villa Ludovica with private pool, Borgo del Silenzio

10.0 out of 10, Exceptional, (1)
"Mooie villa met alle accommodatie op een unieke ligging"
Villa Ludovica with private pool, Borgo del Silenzio
Villa Marina with private pool, Borgo del Silenzio
Fridge, microwave, oven, stovetop

Villa Marina with private pool, Borgo del Silenzio

Villa Marina with private pool, Borgo del Silenzio
Villa Altea - Homelike Villas
Pool

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...
Villa Altea - Homelike Villas
Villa Fiordaliso - Homelike Villas
Fridge, microwave, oven, stovetop

Villa Fiordaliso - Homelike Villas

Villa Fiordaliso - Homelike Villas
Villa Tosca
Room

Villa Tosca

The price is NZ$2,417
includes taxes & fees
30 Aug - 31 Aug
Villa Tosca
Exclusive Villa in Tuscany with panoramic pool, culinary experiences, free WIFI
Interior

Exclusive Villa in Tuscany with panoramic pool, culinary experiences, free WIFI

The price is NZ$2,895
includes taxes & fees
25 Aug - 26 Aug
Exclusive Villa in Tuscany with panoramic pool, culinary experiences, free WIFI
Villa "Arnilù" with Private Pool & Wi-Fi
Exterior

Villa "Arnilù" with Private Pool & Wi-Fi

Villa "Arnilù" with Private Pool & Wi-Fi
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
Outdoor pool

Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use

10.0 out of 10, Exceptional, (4)
"Great stay"
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
Dining

Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi

The price is NZ$2,645
includes taxes & fees
2 Sept - 3 Sept
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
Villa 'Country house Sofia Villas' with Private Pool, Wi-Fi and Air Conditioning
Pool

Villa 'Country house Sofia Villas' with Private Pool, Wi-Fi and Air Conditioning

The price is NZ$1,160
includes taxes & fees
7 Sept - 8 Sept
Villa 'Country house Sofia Villas' with Private Pool, Wi-Fi and Air Conditioning
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Pool

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

The price is NZ$12,746
includes taxes & fees
31 Aug - 1 Sept
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Villa Boccaccio
Terrace/patio

Villa Boccaccio

2.0 out of 10, (1)
"Keiner Vor-Ort gewesen. Es war kein Check In möglich trotz Buchungsbestätigung"
The price is NZ$336
includes taxes & fees
30 Aug - 31 Aug
Villa Boccaccio
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Pool

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

10.0 out of 10, Exceptional, (1)
"Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania."
The price is NZ$5,311
includes taxes & fees
1 Sept - 2 Sept
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
"A Casa di Franca Villa con piscina"
Pool

"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...
The price is NZ$2,460
includes taxes & fees
1 Sept - 2 Sept
"A Casa di Franca Villa con piscina"
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
TV, fireplace

"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi

10.0 out of 10, Exceptional, (7)
"Country location but easy access to a great local winery/restaurant and the town of Gaiole."
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
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 Montespertoli Hotel Reviews

Grand Hotel Baglioni

Grand Hotel Baglioni

10/10 Excellent
"Bed was comfortable, room size is good and small balcony is very good "
Yigang 1-night trip
Posted 11 hours ago
Grand Hotel Baglioni

Frequently asked questions

How much do villas in Montespertoli cost?
You'll pay between NZ$283 and NZ$336 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 1838 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.
What is there to do near my villa in Montespertoli?
There are loads of fantastic things to sink your teeth into in Montespertoli. Drop by popular attractions like Vine and Wine Museum, Castle of Poppiano and Montespertoli City Hall. Piazza Machiavelli, Azienda Agricola Ammirabile and Montegufoni Castle also lure many visitors.