Hotels with Pool & Resorts in Montemassi from AU$139

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Montemassi Hotels with Pool

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Best Montemassi Hotels with Pool

Seasonal outdoor pool, pool umbrellas, pool loungers
Residence la Pace - Pool & Relax

Residence la Pace - Pool & Relax

Grosseto
10.0 out of 10, Exceptional, (1)
"bellissima struttura gestita da una famiglia gentilissima!"
Italy
Matteo
The price is AU$158
includes taxes & fees
7 Dec - 8 Dec
Residence la Pace - Pool & Relax
Seasonal outdoor pool
Riva Toscana Golf Resort & SPA

Riva Toscana Golf Resort & SPA

4.0 star property
Follonica
9.2 out of 10, Wonderful, (20)
"We stayed out of the main building the golf condition wasn’t good reason why we didn’t play breakfast needs Coffee they offer expresso but not regular coffee , Bruno is great. Good location "
United States
Patricia
The price is AU$174
includes taxes & fees
9 Dec - 10 Dec
Riva Toscana Golf Resort & SPA
Outdoor pool, pool loungers
Agriturismo La Rombaia

Agriturismo La Rombaia

Castiglione della Pescaia
10.0 out of 10, Exceptional, (8)
"The property was lovely. The owners were amazing and went out of their way to assist with a lost bag issue. Even driving into Grosetto to help. A delightful stay!"
Canada
Julia
Agriturismo La Rombaia
Sauna, hot tub, steam room, body treatments, body scrubs, facials
Granduca

Granduca

4.0 star property
Grosseto
8.0 out of 10, Very good, (101)
"Clean room, great parking and friendly staff"
Canada
Georges
The price is AU$139
includes taxes & fees
20 Dec - 21 Dec
Granduca
Seasonal outdoor pool, pool umbrellas, pool loungers
Casa in Maremma Tuscany Village

Casa in Maremma Tuscany Village

3.0 star property
Scarlino
8.6 out of 10, Excellent, (76)
"Für Hundehalter sehr empfehlenswert"
Switzerland
Johnny
Casa in Maremma Tuscany Village
Indoor pool, seasonal outdoor pool
Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel

5.0 star property
Civitella Paganico
8.8 out of 10, Excellent, (235)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is AU$193
includes taxes & fees
10 Dec - 11 Dec
Mercure Petriolo Siena Terme Spa Hotel
Seasonal outdoor pool, pool umbrellas, pool loungers
Antico Casale L'Impostino

Antico Casale L'Impostino

Civitella Paganico
9.6 out of 10, Exceptional, (39)
"The pool was great, the room was a great size and clean and breakfast was good."
Canada
Tresa
Antico Casale L'Impostino
Seasonal outdoor pool, pool umbrellas, pool loungers
Agriturismo Terre di Castiglione

Agriturismo Terre di Castiglione

Castiglione della Pescaia
8.0 out of 10, Very good, (1)
Agriturismo Terre di Castiglione
Seasonal outdoor pool
Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence

Roccastrada
9.4 out of 10, Exceptional, (28)
"pretty setting"
Canada
ed
Valdonica Winery & Vineyard Residence
Seasonal outdoor pool
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 AU$178
includes taxes & fees
4 Jan - 5 Jan 2026
Agriturismo San Galgano
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.
View all properties

Top Montemassi Hotel Reviews

Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

10/10 Excellent
"Wonderful stay "
Talib 3-night trip
Posted 11 days ago
Rosewood Castiglion del Bosco

Frequently asked questions

What are some hotels with pools in Montemassi?
Hotel Airone: Offers 2 restaurants, 2 outdoor swimming pools and a full-service spa. Rosewood Castiglion del Bosco: Features 2 restaurants, a pool and a full-service spa. Grand Hotel Bastiani: Offers a children's pool, a seasonal outdoor pool and a private beach. Borgo Santo Pietro: Features kitchens, a pool and Smart televisions. The Sense Experience Resort - Preferred Hotels & Resorts: Provides a seasonal outdoor pool, an indoor pool and a full-service spa.
What is there to see and do in Montemassi?
Make a point to visit attractions such as Lago dell'Accesa and Piscina Il Giunco. Discover sights such as Podere Ristella Vineyards and Winery, I Canaloni del Torrente Farma and Cathedral of Massa Marittima during your stay.
When is the best time to book a hotel with a pool in Montemassi?
You may want to think about accommodation that offers an outdoor pool if you're planning to visit Montemassi in the hottest months of August, July or June, when the average temp is 23°C. Accommodation offering an indoor pool may be what you want if you visit during the coldest months of January, February or December, when the average temp is 9°C.