Search Hotels with Pool in Montegrossi

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Our top choices for Montegrossi hotels with a pool

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 Rp2.692.740
Rp3.119.988 total
includes taxes & fees
3 Jan - 4 Jan 2026
Agriturismo Crocino in Chianti

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

COMO Castello Del Nero

COMO Castello Del Nero
5.0 star property
Barberino Tavarnelle
9.6 out of 10, Exceptional, (133)
"Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). "
United States
Matthew
The price is Rp12.619.078
Rp14.038.960 total
includes taxes & fees
5 Jan - 6 Jan 2026
COMO Castello Del Nero

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 Rp2.154.174
Rp2.448.598 total
includes taxes & fees
27 Dec - 28 Dec
Agritourism Tenuta Armaiolo

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

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97)
"Great people, great location great service"
Canada
James
The price is Rp2.461.199
Rp2.786.221 total
includes taxes & fees
23 Jan - 24 Jan 2026
Villa il Fedino

B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (82)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
United States
Ruben
The price is Rp2.046.482
Rp2.330.117 total
includes taxes & fees
27 Dec - 28 Dec
B&B La Fonte del Machiavelli

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

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (71)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio
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 Montegrossi Hotel Reviews

Frequently asked questions

What are some hotels with pools in Montegrossi?
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: Features a children's pool, a seasonal outdoor pool and a full-service spa. Palazzo Ravizza: Provides a children's pool, a seasonal outdoor pool and a rooftop terrace. Grand Hotel Continental Siena – Starhotels Collezione: Offers 2 restaurants, a seasonal outdoor pool and a full-service spa.
What is there to see and do in Montegrossi?
Make a point to visit attractions such as Borgo di Vescine - Tenute di Castelvecchi and Siena Circuit. During your stay, visit 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 with an outdoor swimming pool if you'll be visiting Montegrossi in the warmest months of August, July or June, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temp is 6°C.