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Find Hotels with a Pool in Montespertoli

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Our top choices for Montespertoli hotels with a pool

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 ¥8,172
¥21,657 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Tenuta Moriano

Podere dell'Anselmo

Podere dell'Anselmo
Montespertoli
9.6 out of 10, Exceptional, (31)
"Excellent stay, would highly recommend "
United States
Santina
The price is ¥20,497
¥23,281 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Podere dell'Anselmo

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 ¥297,435
¥297,802 total
includes taxes & fees
Jan 12 - Jan 13, 2026
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 ¥235,011
¥269,161 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

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 ¥238,683
¥273,383 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

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)
"Great location. Wonderful property. The host was very accessible and super helpful with places to visit, eat, etc. will definitely be back! "
United States
Todd F.
The price is ¥47,737
¥54,163 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Tuscan Apart for 4/5 persons, WIFI, AIR-CO, SW-POOL, all comforts in the country

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 ¥123,931
¥124,298 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Apartment 'La Terrazza' with Shared Pool, Private Terrace & Wi-Fi

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 ¥47,737
¥54,163 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Cozy apartment for 4/5 pax in a cottage in Chianti,Wifi,Swimmingpool,AIR-CO,Chef

Charming apartment in the heart of Tuscany

Charming apartment in the heart of Tuscany
Montespertoli
The price is ¥36,739
¥42,066 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Charming apartment in the heart of Tuscany

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 ¥164,655
¥164,655 total
includes taxes & fees
Jan 3 - Jan 4, 2026
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 it like visiting Montespertoli?
If lounging next to a pool is your idea of the perfect getaway, you may want to check out relaxing Montespertoli, which offers 33 places to stay with pools. During your trip, you can explore sights such as Piazza di Santa Maria Novella, and then relax and unwind poolside at one of the accommodations in Montespertoli that travelers like for their pools.
What are some hotels with pools in Montespertoli?
Tenuta Moriano: Features a children's pool, a seasonal outdoor pool, and spa services. Le Mandrie di Ripalta: Offers free self parking, a seasonal outdoor pool, and complimentary bicycles. Villa Le Calvane: Provides 3 outdoor pools, a children's pool, and a full-service spa. Tuscan Refuge with Private Pool: Features complimentary wireless internet access, a pool, and kitchens.
How many hotels with pools are there in Montespertoli?
Expedia's 33 hotels in Montespertoli give you a great choice for your poolside getaway.
What is there to see and do in Montespertoli?
Explore places like Piazza di Santa Maria Novella while you're in the area. Make a point to visit attractions like Il Fiaschetto. The countryside and biking are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Montespertoli?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Montespertoli in the warmest months of August, July, or June when the average temperature is 73°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temp is 44°F.