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Hotels with Pool & Resorts in Montespertoli from NZ$242

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Check availability on Montespertoli Hotels with Pool

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 NZ$244
includes taxes & fees
4 Jan - 5 Jan 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 NZ$242
includes taxes & fees
15 Dec - 16 Dec
Podere dell'Anselmo

Romantic apartment in Chianti with pool and vineyard views

Romantic apartment in Chianti with pool and vineyard views
Toscana
The price is NZ$378
includes taxes & fees
15 Dec - 16 Dec
Romantic apartment in Chianti with pool and vineyard views

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 NZ$3,097
includes taxes & fees
15 Dec - 16 Dec
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

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

Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
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 NZ$2,895
includes taxes & fees
14 Dec - 15 Dec
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

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 NZ$3,010
includes taxes & fees
7 Jan - 8 Jan 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)
"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 NZ$600
includes taxes & fees
12 Jan - 13 Jan 2026
Tuscan Apart for 4/5 persons, WIFI, AIR-CO, SW-POOL, all comforts in the country

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 NZ$592
includes taxes & fees
13 Jan - 14 Jan 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 NZ$1,169
includes taxes & fees
14 Dec - 15 Dec
Apartment 'La Terrazza' with Shared Pool, Private Terrace & Wi-Fi

Charming apartment in the heart of Tuscany

Charming apartment in the heart of Tuscany
Montespertoli
The price is NZ$451
includes taxes & fees
27 Dec - 28 Dec
Charming apartment in the heart of Tuscany
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 relaxing by the pool is your idea of the perfect getaway, you might want to think about relaxing Montespertoli, which offers 37 places to stay with pools. During your visit, you can explore sights such as Castello Sonnino and Montegufoni Castle, and then unwind poolside at one of the accommodation options in Montespertoli that guests 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 swimming pools, a children's pool and a full-service spa. Tuscan Refuge with Private Pool: Features complimentary wireless Internet access, a pool and kitchens. Montegufoni 23 - Apartment with swimming pool: Offers complimentary wireless Internet access, a communal pool and kitchens.
How many hotels with pools will I be able to find in Montespertoli?
Expedia's 37 hotels in Montespertoli give you a great choice for your poolside getaway.
What is there to see and do in Montespertoli?
Make a point to visit attractions such as Il Fiaschetto. Discover sights such as Castello Sonnino, Montegufoni Castle and Castle of Poppiano during your stay. The countryside and cycling 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 offers an outdoor pool if you're planning to visit Montespertoli in the warmest months of August, July or June, when the average temperature is 23°C. Accommodation with an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temp is 7°C.