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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Villas in Montespertoli and around

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 €1,813
includes taxes & fees
18 Aug - 19 Aug
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 €1,829
includes taxes & fees
16 Aug - 17 Aug
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
Pool

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

The price is €239
includes taxes & fees
17 Aug - 18 Aug
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
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 €474
includes taxes & fees
3 Sept - 4 Sept
Villa 'Villa del Fattore' 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 Fiordaliso - Homelike Villas
Fridge, microwave, oven, stovetop

Villa Fiordaliso - Homelike Villas

Villa Fiordaliso - Homelike Villas
Villa Tosca
Room

Villa Tosca

The price is €1,274
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 €1,504
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

The price is €4,761
includes taxes & fees
4 Sept - 5 Sept
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"
The price is €783
includes taxes & fees
21 Aug - 22 Aug
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 €1,338
includes taxes & fees
14 Sept - 15 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 €536
includes taxes & fees
17 Aug - 18 Aug
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 €6,450
includes taxes & fees
16 Aug - 17 Aug
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 €154
includes taxes & fees
16 Aug - 17 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 €2,066
includes taxes & fees
4 Sept - 5 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 €1,245
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."
The price is €814
includes taxes & fees
21 Aug - 22 Aug
"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

Hotel Calimala Florence

Hotel Calimala Florence

10/10 Excellent
"Excellent hotel "
Nora 2-night trip
Posted 1 day ago
Hotel Calimala Florence

Frequently asked questions

How much do villas in Montespertoli cost?
You'll pay between €147 and €1,829 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 2196 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.