Search Hotels with Pool in Montechiaro

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Montechiaro Hotels with Pool

This weekend
Next weekend

Our top choices for Montechiaro hotels with a pool

La Rocca della Magione

La Rocca della Magione
Monteriggioni
9.4 out of 10, Exceptional, (6)
"Lovely property in a 13th century convent. Situated on a hill overlooking a valley. Family owned, very sweet staff. Visitors (esp Americans) should know the owners speak little to no English, so come with your google translate or try and learn a little Italian prior. One major thing I learned in Italy is the importance of communicating your arrival plan with your host prior to arrival as many establishments are family owned and operated. Owner was very accommodating even though we were...
United States
Jennifer
La Rocca della Magione

Relais Le Macine di Stigliano

Relais Le Macine di Stigliano
4.0 star property
Sovicille
10.0 out of 10, Exceptional, (15)
"Amazing staff. Beautiful views and facilities. Treated like friends. "
United States
Josh
The price is Rp2.240.360
Rp2.563.129 total
includes taxes & fees
27 Dec - 28 Dec
Relais Le Macine di Stigliano

Agriturismo Crocino in Chianti

Agriturismo Crocino in Chianti
Gaiole in Chianti
9.0 out of 10, Wonderful, (2)
"Eines der herzlichsten Hotels, welches wir auf unserer Reise besucht haben."
Switzerland
Cornelia
The price is Rp2.689.836
Rp3.116.624 total
includes taxes & fees
3 Jan - 4 Jan 2026
Agriturismo Crocino in Chianti

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (70)
"Wonderful stay "
United States
Talib
The price is Rp22.667.307
Rp25.131.505 total
includes taxes & fees
4 Jan - 5 Jan 2026
Castiglion del Bosco, A Rosewood Hotel

Agriturismo Nerbona

Agriturismo Nerbona
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (18)
"Very nice place"
United States
JULISSA
The price is Rp1.633.268
Rp1.836.046 total
includes taxes & fees
9 Jan - 10 Jan 2026
Agriturismo Nerbona

Castello di Bossi

Castello di Bossi
2.0 star property
Castelnuovo Berardenga
7.8 out of 10, Good, (8)
"The location is great if you get to the hotel in a car. "
Mexico
CESAR JAVIER
The price is Rp1.135.955
Rp2.691.064 total
includes taxes & fees
27 Dec - 28 Dec
Castello di Bossi

Agritourism Tenuta Armaiolo

Agritourism Tenuta Armaiolo
Rapolano Terme
8.6 out of 10, Excellent, (38)
"00"
Italy
LUIGI
The price is Rp2.151.851
Rp2.445.957 total
includes taxes & fees
28 Dec - 29 Dec
Agritourism Tenuta Armaiolo

Agriturismo San Galgano

Agriturismo San Galgano
Chiusdino
9.0 out of 10, Wonderful, (43)
"Absolutely amazing. Even the morning was cloudy and overwhelmed with fogs, the view was spectacular with view of 'Abbaye de San Galgano'. The breakfast buffet was also more than delicious. Specifically, the salamis were cut from the staffs, not those bought from manufactured products, which also tasted great. The person who helped our check-in and -out was the only person fluent in English, but you can conversate with other staffs with no problem using your body language, don't worry about this....
Ireland
Siwoo
The price is Rp1.841.834
Rp2.085.257 total
includes taxes & fees
3 Jan - 4 Jan 2026
Agriturismo San Galgano

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (177)
"Ideal country setting"
Canada
Dee
The price is Rp1.567.490
Rp1.842.720 total
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Palazzo San niccolò & Spa

Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.8 out of 10, Exceptional, (14)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is Rp2.564.310
Rp2.899.643 total
includes taxes & fees
2 Jan - 3 Jan 2026
Residenzia del Sogno
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 Montechiaro Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Montechiaro?
Hotel Athena: Offers free self parking, a seasonal outdoor pool and complimentary bicycles. Borgo Grondaie: Provides a full-service spa, an outdoor pool and a sauna. Villa La Borghetta Resort: Offers a children's pool, a seasonal outdoor pool and a rooftop terrace. Grand Hotel Continental Siena – Starhotels Collezione: Provides 2 restaurants, 2 outdoor swimming pools and a full-service spa. Palazzo Ravizza: Features a snack bar/deli, an outdoor pool and buffet.
What is there to see and do in Montechiaro?
The picturesque settings of Chianti Sculpture Park and Terme Antica Querciolaia showcase the area's natural beauty. During your stay, visit sights such as Porta Romana, Siena State Archives and University of Siena.
When is the best time to book a hotel with a pool in Montechiaro?
You may want to think about a place to stay that has an outdoor pool if you plan to visit Montechiaro in the warmest months of August, July or June, when the average temperature is 22°C. Accommodation offering 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 6°C.