The Best Hotels with a Pool in Montemassi from NT$3,048 in 2026 | Expedia

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Check availability on Montemassi Hotels with a Pool

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Jun 12 - Jun 14

Our top choices for Montemassi hotels with a pool

Outdoor pool, free cabanas, pool umbrellas

Borgo Santo Pietro

Chiusdino

Tuscan oasis boasts poolside luxury with cabanas, spa treatments, and hot tub escapes.

NT$43,787 total

includes taxes & fees

Jun 23 - Jun 24

Private beach, sun loungers, beach umbrellas, beach towels

Riva del Sole Resort & SPA

Castiglione della Pescaia

NT$15,231 total

includes taxes & fees

Jun 20 - Jun 21

Seasonal outdoor pool, open 10:00 AM to 6:00 PM, cabanas (surcharge)

Marina di Scarlino Resort

Scarlino

Seasonal outdoor pool dreams come true in this resort with cabanas and a poolside bar.

NT$16,005 total

includes taxes & fees

Jun 8 - Jun 9

Outdoor pool, pool umbrellas, sun loungers

Agriturismo Tenuta di Montemassi La Fattoria

Roccastrada

Serene seasonal pool surrounded by Tuscan countryside views awaits at this charming farmstay offering rooftop terrace relaxation.

NT$3,048 total

includes taxes & fees

Jun 7 - Jun 8

Front of property

L'Andana

Castiglione della Pescaia

NT$17,754 total

includes taxes & fees

Jun 7 - Jun 8

2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, sun loungers

Castiglion del Bosco, A Rosewood Hotel

Montalcino

Poolside bliss awaits at this Tuscan hotel where loungers, umbrellas, and cocktails create a refreshing retreat.

NT$76,714 total

includes taxes & fees

Jun 7 - Jun 8

Aerial view

Castello Banfi - Il Borgo - Relais et Chateaux

Montalcino

Tuscan retreat with seasonal outdoor pool and poolside bar, near Abbazia di Sant'Antimo.

NT$36,565 total

includes taxes & fees

Jun 17 - Jun 18

Private beach, sun loungers, beach umbrellas, beach towels

The Sense Experience Resort - Preferred Hotels & Resorts

Follonica

Seaside sanctuary offers family-friendly fun with private beach and pool paradise.

NT$15,895 total

includes taxes & fees

Jul 1 - Jul 2

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Choose what matters most at hotels with a pool in Montemassi

Breakfast included

4 stars

Top Montemassi Hotel Reviews

L'Andana

L'Andana

10/10 Excellent

"Beautiful Property"

Borgo Santo Pietro

Borgo Santo Pietro

2/10 Terrible

"While the property itself is beautiful, our overall experience was extremely disappointing and fell far below the standard we expected. From the moment we arrived, we encountered multiple issues that were handled poorly by management and staff. Our initial room had no functioning air conditioning, making it uncomfortable and unusable. We were initially told the hotel was fully booked, yet we were eventually moved to another room after considerable discussion. This was particularly frustrating given that we had even offered to pay for an upgraded room. The most disappointing aspect of our stay was the way my wife was treated. When she respectfully raised concerns regarding several issues we experienced, members of the staff responded dismissively and, at times, appeared to laugh at her concerns rather than address them professionally. No guest should ever be made to feel ignored or ridiculed when raising legitimate issues. To make matters worse, hotel staff damaged my wife’s luggage during our stay. Management acknowledged the issue and repeatedly assured us that they would resolve it and make things right. However, after we checked out, those assurances turned into delays, excuses, and ultimately a complete lack of communication. Despite multiple commitments to address the matter, management stopped responding altogether. We booked this property expecting a memorable and exceptional experience for a special occasion. Unfortunately, it was terrible and staff underwhelming."

Fattoria La Principina

Fattoria La Principina

6/10 Okay

"Good location, close to the town and beaches. Cleaning wise was good but lacking customer service. If you are not italian they won’t even try to welcome you or offer information if you need it. Breakfast is very limited and repetitive , not much choice. Same pastries, cakes, fruits every day. I would stay maximum 2 days to enjoy the swimming pool but 1 week was way too long at this hotel."

Frequently asked questions

What are some hotels with pools in Montemassi?

Castiglion del Bosco, A Rosewood Hotel: Features 2 restaurants, 2 outdoor pools, and a full-service spa. Hotel La Pineta: Features a children's pool, a seasonal outdoor pool, and a private beach. Grand Hotel Bastiani: Offers 2 restaurants, a pool, and a full-service spa. The Sense Experience Resort - Preferred Hotels & Resorts: Offers 2 outdoor pools, a children's pool, and a private beach. Borgo Santo Pietro: Provides 2 outdoor pools, a children's pool, and 2 restaurants.

What is there to see and do in Montemassi?

Make a point to visit attractions like Lago dell'Accesa and Terme Petriolo. Discover sights such as Podere Ristella Vineyards and Winery, I Canaloni del Torrente Farma, and Parco Nazionale delle Colline Metallifere during your stay.

When is the best time to book a hotel with a pool in Montemassi?

You may want to think about an accommodation with an outdoor swimming pool if you plan to visit Montemassi in the warmest months of August, July, or June when the average temp is 74°F. Lodging offering an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 48°F.

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