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18 Sept - 20 SeptNext weekend
25 Sept - 27 SeptOur top choices for Montecastelli hotels with a pool
₹7,778
₹9,436 total
includes taxes & fees
26 Sept - 27 Sept




2. Castello di Casole, A Belmond Hotel, Tuscany
Castello di Casole, A Belmond Hotel, TuscanyCasole d'Elsa
- A dreamy Tuscan poolside escape where luxury meets Italian countryside charm.
₹177,147
₹195,081 total
includes taxes & fees
15 Oct - 16 Oct




3. Villa Sabolini
Villa SaboliniColle di Val d'Elsa
- Sunshine dances across the tranquil outdoor pool at this historic Tuscan villa.
₹14,652
₹16,558 total
includes taxes & fees
6 Oct - 7 Oct




4. Hotel Casolare Le Terre Rosse
Hotel Casolare Le Terre RosseSan Gimignano
- Dive into a sparkling oasis with loungers and umbrellas at this seasonal pool sanctuary.
₹15,092
₹17,261 total
includes taxes & fees
14 Oct - 15 Oct




5. Tenuta Decimo
Tenuta DecimoSan Gimignano
- Refreshing outdoor pool surrounded by Tuscan beauty awaits at this farm stay near San Gimignano's historic palace.
₹5,231
₹6,305 total
includes taxes & fees
4 Oct - 5 Oct




6. Agriturismo Il Cerreto
Agriturismo Il CerretoPomarance
- Tuscan farm offers seasonal outdoor pool with loungers, children's pool, and hill views for pure bliss.
₹14,634
₹16,097 total
includes taxes & fees
5 Oct - 6 Oct




7. Hotel San Lino
Hotel San LinoVolterra
- Soak up the sun at a private pool sanctuary with loungers and a poolside bar in Tuscany.
₹9,808
₹11,449 total
includes taxes & fees
16 Oct - 17 Oct




8. Hotel Pescille by Double Hospitality
Hotel Pescille by Double HospitalitySan Gimignano
- Seasonal Tuscan oasis invites guests to indulge in poolside relaxation with vineyard views and refreshing cocktails at the bar.
₹13,065
₹15,032 total
includes taxes & fees
4 Oct - 5 Oct
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Top Montecastelli Hotel Reviews
Hotel Il Piccolo Castello
10/10 Excellent
"Good value"
Hotel Casolare Le Terre Rosse
10/10 Excellent
"If you are driving around in Tuscany and need a place to stay, look no further! The place is beautiful, clean, friendly staff and feels like a 5 star hotel without the price. location was central to all the wineries and Tuscany sites. Breakfast was fantastic. Awesome place!"
Hotel Italia
8/10 Good
"Clean, well maintained property that you’ll feel safe spending the night."
Hotel Borgo San Luigi
10/10 Excellent
"Had an incredible stay here! It was so beautiful and peaceful, the staff was also amazing and super helpful."
Borgo Pignano Volterra Tuscany
10/10 Excellent
"Beautiful location, vast grounds, stunning food with the local produce. The rooms are old fashioned - very much the intent. Very attentive staff."
Hotel Sovestro
10/10 Excellent
"Amazing"
Villa Sabolini
10/10 Excellent
"We couldn’t rate Villa Sabolini more highly - we had such an excellent time. It is a beautiful property and the perfect place to relax and enjoy Tuscany. The staff were so helpful and friendly too."
Poderi Arcangelo
8/10 Good
"Lovely place. Rooms are a nice nice. We stayed in a junior suite. Pool was lovely and the view from it was incredible. Ball games etc not allowed in the pool and the pool area bar didn’t open until about 5/6pm. This is not a criticism as it created a quiet and relaxed vibe which was fitting of the view and location, but worth noting. Breakfast was nice, we would have preferred a little more choice, but no complaints, they hosted a pizza night on one of our stays, the pizza was ok, we would have preferred to have the Tuscan dinner another night but didn’t work with our plans, All in all a lovely stay, would happily return."
Mormoraia
10/10 Excellent
"The room was a bit small and simple but nice and clean. The amenities were great. Overall the property was awesome."











