Find Hotels with a Pool in Montegrossi

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Check availability on Montegrossi Hotels with a Pool

Our top choices for Montegrossi hotels with a pool

Indoor pool, seasonal outdoor pool, sun loungers
Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (176)
"Ideal country setting"
Canada
Dee
The price is ￥14,903
￥17,481 total
includes taxes & fees
Dec 14 - Dec 15
Hotel Palazzo San niccolò & Spa
Couples treatment rooms, sauna, hot tub, steam room, Turkish bath
Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (274)
"We loved it was easy to get to wineries or small towns we wanted to visit"
United States
Carol
The price is ￥17,878
￥20,754 total
includes taxes & fees
Dec 15 - Dec 16
Palazzo Leopoldo Dimora Storica & Spa
Seasonal outdoor pool, pool umbrellas, sun loungers
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
4.0 star property
Camollia
8.4 out of 10, Very Good, (5)
"Unique and cozy prot"
United States
Kristine
The price is ￥21,301
￥23,976 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Villa Ermellina Siena, a Tribute Portfolio Hotel
Exterior
Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
4.0 star property
Siena
9.8 out of 10, Exceptional, (184)
"The property and staff were amazing. The guests were treated to great music and food. We can't wait to go back! "
United States
Christopher
The price is ￥33,479
￥37,374 total
includes taxes & fees
Dec 22 - Dec 23
Hotel Certosa Di Maggiano
Seasonal outdoor pool
La Pensione di Vignamaggio

La Pensione di Vignamaggio

La Pensione di Vignamaggio
Panzano in Chianti
9.6 out of 10, Exceptional, (117)
"A beautiful location, fantastic view, close to wineries, little shops and local restaurants. "
Canada
Rob
La Pensione di Vignamaggio
Seasonal outdoor pool, sun loungers
Castello di Meleto

Castello di Meleto

Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (89)
"This Castle is AMAZING! Agatha and Victor so kind. I highly recommend this place. Wines are extremely wonderful. We really enjoy the staying."
United States
Karem
Castello di Meleto
Exterior
Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux
Loro Ciuffenna
9.2 out of 10, Wonderful, (99)
"A one of a kind, unique property amazing cuisine, and the tour we took of the wine cellar was the best I have ever experienced thanks to the helpfulness and knowledge of our guide Sophia"
Canada
Ian
The price is ￥66,774
￥73,452 total
includes taxes & fees
Dec 16 - Dec 17
Il Borro - Relais & Châteaux
Exterior
B&B Country House Poggio del Drago

B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
9.8 out of 10, Exceptional, (57)
"Staff were friendly and helpful. Breakfast was just right - some fresh fruit would be nice to have. B&B was clean and tidy. Good signage so place was reasonably easy to find."
United States
Ludwig
B&B Country House Poggio del Drago
Seasonal outdoor pool
VIESCA Suites & Villas – Il Borro Toscana

VIESCA Suites & Villas – Il Borro Toscana

VIESCA Suites & Villas – Il Borro Toscana
Reggello
9.2 out of 10, Wonderful, (7)
"A dream. Peaceful is the only word that comes to mind. "
United States
Margaux
The price is ￥42,520
￥47,137 total
includes taxes & fees
Dec 26 - Dec 27
VIESCA Suites & Villas – Il Borro Toscana
Aerial view
Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (478)
"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is ￥14,770
￥17,341 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hotel Borgo di Cortefreda Relais
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 Montegrossi Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Excellent hotel, very helpful staff, highly recommended "
Vikram 3-night trip
Posted 4 days ago
Hotel Athena

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Frequently asked questions

What are some hotels with pools in Montegrossi?
Hotel Athena: Offers 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 full-service spa. Grand Hotel Continental Siena – Starhotels Collezione: Offers an indoor pool, an outdoor pool, and 2 restaurants. Palazzo Ravizza: Offers a seasonal outdoor pool, an indoor pool, and 2 restaurants. Hotel Ristorante Alcide: Features a snack bar/deli, an outdoor pool, and buffet.
What is there to see and do in Montegrossi?
Make a point to visit attractions like Borgo di Vescine - Tenute di Castelvecchi and Siena Circuit. During your stay, check out sights such as Badia a Coltibuono, Le Miccine, and Meleto Castle.
When is the best time to book a hotel with a pool in Montegrossi?
You may want to consider a place to stay that has an outdoor pool if you will be visiting Montegrossi in the warmest months of August, July, or June when the average temp is 72°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.