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Check availability on Montespertoli Family Hotels

Our top choices for Montespertoli family-friendly hotels

Tenuta Moriano

Tenuta Moriano
Montespertoli
10.0 out of 10, Exceptional, (6)
"We stayed as a family and enjoyed the properties facilities including pool swings and outdoor games. The Tuscan dinner was enjoyable with amazing views. Property in convenient to local restaurants and provided a great recommendation list. We thoroughly enjoyed our stay and would return. Great value. My only suggestion would be to provide some basics on arrival such as tea, coffee, milk. A hairdryer would also be useful."
Australia
Amy
The price is ¥8,589
¥22,022 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Tenuta Moriano

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)
"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 ¥278,823
¥279,187 total
includes taxes & fees
Dec 13 - Dec 14
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

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)
"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 ¥227,797
¥260,964 total
includes taxes & fees
Dec 12 - Dec 13
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Cozy and bright apartment

Cozy and bright apartment
Montespertoli
The price is ¥7,289
¥34,807 total
includes taxes & fees
Dec 14 - Dec 15
Cozy and bright apartment

Tuscan Apart for 4/5 persons, WIFI, AIR-CO, SW-POOL, all comforts in the country

Tuscan Apart for 4/5 persons, WIFI, AIR-CO, SW-POOL, all comforts in the country
Montespertoli
10.0 out of 10, Exceptional, (22)
"We stayed for 4 nights with our 2 sons using this as a base to explore Tuscany including Florence, Sienna, and Pisa. It was a perfect location arriving back each evening to enjoy the pool and relax on the beautiful Tuscan countryside. Nicola was an excellent host and was there to answer any questions, make excellent recommendations and provide any services we needed. "
United States
John P.
The price is ¥47,382
¥54,125 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Tuscan Apart for 4/5 persons, WIFI, AIR-CO, SW-POOL, all comforts in the country

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)
"Excellent in every way. Highly recommend"
United States
Ed M.
The price is ¥236,908
¥271,351 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Cozy apartment for 4/5 pax in a cottage in Chianti,Wifi,Swimmingpool,AIR-CO,Chef

Cozy apartment for 4/5 pax in a cottage in Chianti,Wifi,Swimmingpool,AIR-CO,Chef
Poppiano
8.0 out of 10, Very Good, (3)
"Tuscany really is as lovely as we dreamed. We found the property communication to be excellent and registration very informative. The recommendations for sights and restaurants were absolutely spot on. We were two couples and the space does work well for two couples. One bedroom had an ensuite and the second bedroom had a bathroom adjacent. The kitchen is small but functional for 2. We would suggest that the property description be updated as it is a little misleading. The kitchen supplies are...
Canada
Dinah H.
The price is ¥47,382
¥52,849 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Cozy apartment for 4/5 pax in a cottage in Chianti,Wifi,Swimmingpool,AIR-CO,Chef

Apartment 'La Terrazza' with Shared Pool, Private Terrace & Wi-Fi

Apartment 'La Terrazza' with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, Exceptional, (2)
"We had the best time. The view is spectacular. The rooms are spacious very secure property. The property was clean and well appointed. We had a special request during our stay of a chef to cook us a real Italian meal. Our host Elena took the challenge on herself with the help of her family. The meal she cooked was the highlight of our entire vacation. She was a great host to deal with and we’d love to go back there again."
United States
Charlie B.
The price is ¥104,969
¥105,333 total
includes taxes & fees
Dec 12 - Dec 13
Apartment 'La Terrazza' with Shared Pool, Private Terrace & Wi-Fi

Villa Latini Agriturismo La Capanna

Villa Latini Agriturismo La Capanna
Montespertoli
Villa Latini Agriturismo La Capanna

Holiday Home 'La Tana Del Porcospino' with Pool, Terrace and Air Conditioning

Holiday Home 'La Tana Del Porcospino' with Pool, Terrace and Air Conditioning
Montespertoli
The price is ¥163,448
¥163,448 total
includes taxes & fees
Dec 26 - Dec 27
Holiday Home 'La Tana Del Porcospino' with Pool, Terrace 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.

Top Montespertoli Hotel Reviews

Frequently asked questions

What's Montespertoli like for family-friendly vacations?
The relaxing destination of Montespertoli is a good choice if you've been considering a getaway with your kids. The biking trails, swimming spots, and cheese shops are just some of the things that make this an attractive family vacation spot. Fly into Florence Airport, Peretola (FLR), which is located 12.7 mi (20.4 km) from the city center.
What's the best accommodation when traveling with kids to Montespertoli?
Villa Le Calvane is a hotel with 3 outdoor pools and a restaurant, and it's a top choice on Expedia for families. Other choices for your family trip include Tenuta Moriano and Tuscan Refuge with Private Pool.
How many family-friendly hotels should I expect to find in Montespertoli?
Expedia has 8 family-friendly hotels and other accommodations in Montespertoli.
When's the best time to book a family-friendly vacation in Montespertoli?
The hottest months are usually August and July with an average temp of 73°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Montespertoli is 42 inches.
What's there to see and do with your family in Montespertoli?
Il Fiaschetto, Museo Amedeo Bassi, and Vine and Wine Museum are interesting attractions you and your family will enjoy exploring while you are staying in Montespertoli. Make sure you have lots of time for activities like Stadio Carlo Castellani and Florence Charterhouse.