Find Hotels with a Pool in Montemassi

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Check availability on Montemassi Hotels with a Pool

Tonight
Dec 21 - Dec 22
Tomorrow
Dec 22 - Dec 23
Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4

Our top choices for Montemassi hotels with a pool

Indoor pool, outdoor pool, sun loungers
Montebelli Agriturismo & Country Hotel

Montebelli Agriturismo & Country Hotel

Montebelli Agriturismo & Country Hotel
4.0 star property
Gavorrano
8.8 out of 10, Excellent, (128)
"Was good enough. Sauna is a unique feature in Italian retreats. However, no freezers or teapots in rooms"
United States
Assan
Montebelli Agriturismo & Country Hotel
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas
Relais Le Macine di Stigliano

Relais Le Macine di Stigliano

Relais Le Macine di Stigliano
4.0 star property
Sovicille
10.0 out of 10, Exceptional, (15)
"Amazing staff. Beautiful views and facilities. Treated like friends. "
United States
Josh
The price is ￥20,330
￥23,286 total
includes taxes & fees
Dec 22 - Dec 23
Relais Le Macine di Stigliano
Seasonal outdoor pool
Riva Toscana Golf Resort & SPA

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 ￥16,798
￥18,478 total
includes taxes & fees
Dec 22 - Dec 23
Riva Toscana Golf Resort & SPA
Comfort Quadruple Room | Free WiFi
Residence Il Boschetto

Residence Il Boschetto

Residence Il Boschetto
Grosseto
9.0 out of 10, Wonderful, (6)
"The house is gorgeous! The area is very nice and the amenities were great! "
United States
Enrique
The price is ￥14,358
￥15,794 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Residence Il Boschetto
2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, sun loungers
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (70)
"Wonderful stay "
United States
Talib
The price is ￥212,039
￥235,090 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Castiglion del Bosco, A Rosewood Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers
Agriturismo Terre di Castiglione

Agriturismo Terre di Castiglione

Agriturismo Terre di Castiglione
Castiglione della Pescaia
8.0 out of 10, Very Good, (1)
Agriturismo Terre di Castiglione
Outdoor pool, sun loungers
Agriturismo La Rombaia

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
Seasonal outdoor pool, pool umbrellas, sun loungers
Casa in Maremma Tuscany Village

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
Sauna, hot tub, steam room, body treatments, body scrubs, facials
Granduca

Granduca

Granduca
4.0 star property
Grosseto
8.0 out of 10, Very Good, (102)
"Clean room, great parking and friendly staff"
Canada
Georges
The price is ￥13,326
￥14,658 total
includes taxes & fees
Dec 23 - Dec 24
Granduca
Outdoor pool
Four-room apartment with 3 double bedrooms and 2 bathrooms

Four-room apartment with 3 double bedrooms and 2 bathrooms

Four-room apartment with 3 double bedrooms and 2 bathrooms
Grosseto
10.0 out of 10, Exceptional, (1)
The price is ￥23,090
￥31,310 total
includes taxes & fees
Dec 29 - Dec 30
Four-room apartment with 3 double bedrooms and 2 bathrooms
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 Montemassi Hotel Reviews

Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

10/10 Excellent
"Wonderful stay "
Talib 3-night trip
Posted 1 month ago
Rosewood Castiglion del Bosco

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 Airone: Provides 2 restaurants, a pool, and a full-service spa. Borgo Santo Pietro: Offers kitchens, a pool, and Smart TVs. Grand Hotel Bastiani: Features a seasonal outdoor pool, an indoor pool, and a full-service spa. Private and cozy retreat in Montalcino with private pool surrounded by vineyards: Features 4 restaurants, a seasonal outdoor pool, and cabanas (surcharge).
What is there to see and do in Montemassi?
Make a point to visit attractions like 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 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.