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Montemassi Hotel Guide - Hotels with Pool in Montemassi, Roccastrada

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Check availability on Montemassi Hotels with Pool

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Montemassi hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by brick flooring and a hedge.
A cozy living room with a fireplace, bookshelves, and a dining area.
A large stone house with a swimming pool, surrounded by lush greenery and hills.
A bedroom with a stone wall, a bed with white linens, a wooden chair, a desk with a computer, and a window with curtains.

1. La Melosa Resort & Spa - Adults Only

La Melosa Resort & Spa - Adults Only
Roccastrada
  • Poolside paradise creates an oasis of serenity at this resort with mountain views.
€86
includes taxes & fees
25 Oct - 26 Oct
La Melosa Resort & Spa - Adults Only
A swimming pool with clear blue water, a person standing on the edge, and another person swimming. There are lounge chairs and an umbrella in the background.
A balcony with a view of mountains, featuring a table with chairs, a bottle of wine, and a cactus decoration.
A hotel room with a fireplace, a desk with a chair, a bed with a blue and white bedspread, and a view of the outdoors through large windows.
A Mediterranean-style villa with a gravel driveway, a covered patio, and lush greenery surrounding the property.

2. Tenuta il Sassone - Wine & Food

Tenuta il Sassone - Wine & Food
Gavorrano
  • Vineyard retreat with seasonal outdoor pool and children's splash area makes family-friendly Tuscan escapes come alive.
€115
includes taxes & fees
30 Oct - 31 Oct
Tenuta il Sassone - Wine & Food
A swimming pool with a view of a valley and mountains.
A spacious room with a long wooden table, large windows offering a view of the outdoors, and a modern chandelier.
An outdoor dining area with tables set for a meal, surrounded by greenery and a wooden pergola.
A spacious dining area with a large table and chairs, stone walls, and a view of the mountains.

3. Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
  • Swim in Tuscan splendour at this vineyard-adjacent farm stay featuring a seasonal outdoor pool with 24-hour access.
€148
includes taxes & fees
8 Nov - 9 Nov
Valdonica Winery & Vineyard Residence
A group of people dining at a table with a view of a valley and mountains.
A bedroom with a bed, a desk with a bottle and glasses, a red cabinet, and a view of the outdoors.
A garden with a wooden chair and a table, surrounded by a stone wall and a wooden fence.
A long table set for a formal outdoor event, surrounded by a vineyard.

4. Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
  • Wine country retreat with a seasonal outdoor pool and on-site vineyard makes for a splendid Tuscan escape.
€176
includes taxes & fees
8 Nov - 9 Nov
Valdonica Winery - Chill in Nature Lodge
A rectangular pool with lounge chairs and umbrellas, surrounded by a brick patio.
A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.
A hotel with a swimming pool, surrounded by greenery and adjacent to a road.
A cozy kitchen with a brick ceiling, wooden furniture, and a dining area with a table set for breakfast.

5. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
  • Tuscan paradise awaits with private poolside bar service and children's splash area.
€85
includes taxes & fees
23 Oct - 24 Oct
Country House il Ciliegio
A swimming pool with a waterfall feature, large windows, and a lounge chair.
A covered patio with a table and chairs, a small garden, and a building in the background.
An aerial view of a property with a swimming pool, manicured lawns, and a variety of trees.
A narrow corridor with a wooden ceiling and a tiled floor, leading to a door at the end.

6. Montebelli Agriturismo & Country Hotel

Montebelli Agriturismo & Country Hotel
Gavorrano
  • Tranquil wellness retreat with indoor and outdoor pools plus hot tub for year-round aquatic indulgence.
€80
includes taxes & fees
1 Nov - 2 Nov
Montebelli Agriturismo & Country Hotel
A swimming pool with a curved edge, surrounded by lush greenery and a clear sky.
A dining table with plates of food, a vase with flowers, and a view of a green landscape through large windows.
A covered courtyard with stone columns, a brick floor, and a grassy area.
An outdoor patio with tables and chairs, surrounded by greenery and a stone building.

7. Hotel Girifalco - Nature & Relax

Hotel Girifalco - Nature & Relax
Massa Marittima
  • Dive into a refreshing poolside escape where seasonal swimming meets gorgeous garden views at this bed & breakfast.
€67
includes taxes & fees
23 Oct - 24 Oct
Hotel Girifalco - Nature & Relax
A swimming pool with water flowing from a tap, surrounded by lounge chairs and umbrellas.
A rustic room with a stone wall, a glass table with books, and a view of an outdoor patio with chairs and umbrellas.
A rustic interior with exposed wooden beams, a stone fireplace, a cozy seating area, and a large window with curtains.
A stone building with a red door, surrounded by gravel and potted plants.

8. Tenuta Casteani

Tenuta Casteani
Gavorrano
€118
includes taxes & fees
30 Oct - 31 Oct
Tenuta Casteani
A clear pool with visible mineral deposits, a pebble beach, and a mountainous landscape in the background.
A rustic interior with exposed brick walls, a stone fireplace, and wooden beams. There are leather sofas, a round table, and potted plants.
A table set outdoors with a view of rolling hills and a tall tree in the background.
An interior with a brick archway, stone walls, and modern seating.

9. VIN Hotel - La Meridiana

VIN Hotel - La Meridiana
Montieri
  • Splash into Tuscan charm at this farm stay with a seasonal pool and adventure-packed activities.
€129
includes taxes & fees
23 Oct - 24 Oct
VIN Hotel - La Meridiana
A swimming pool with a view of a hilltop castle.
A courtyard with a stone column, potted plants, and a view of a hilltop castle.
A modern bathroom with a glass-enclosed shower, a white sink, and a large mirror.
A kitchen with wooden cabinets, a tiled backsplash, and a dining table with a fruit bowl.

10. Agriturismo Podere Ristella - Wine&Food

Agriturismo Podere Ristella - Wine&Food
Roccastrada
  • Wine country farm stay with a seasonal pool perfect for summer dips in the Tuscan sunshine.
€110
includes taxes & fees
26 Oct - 27 Oct
Agriturismo Podere Ristella - Wine&Food
View all properties

Choose what matters most at hotels with a pool in Montemassi

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Montemassi Hotel Reviews

Riva del Sole Resort & SPA

Riva del Sole Resort & SPA

10/10 Excellent
"Helpful staff. Very clean rooms. Great location. Beach was lovely. Would stay again."
Jennifer 3-night trip
Posted 2 weeks ago
Riva del Sole Resort & SPA
Montebelli Agriturismo & Country Hotel

Montebelli Agriturismo & Country Hotel

8/10 Good
"If you are driving here you may be surprised by the rough and sometimes narrow track to the hotel - especially if you meet oncoming cars. We liked the dining experience (lunch and dinner were very good and breakfast was ok). The spa was ok too - probably better on a cooler day. We loved the wine and overall had a very pleasant stay here. Very glad to have air con in the room."
Kathryn 3-night trip
Posted 2 months ago
Montebelli Agriturismo & Country Hotel
Fattoria La Principina Hotel & Congress

Fattoria La Principina Hotel & Congress

8/10 Good
"great facility but needs a general upgrade and remodeling"
Giuseppe 1-night trip
Posted 3 months ago
Fattoria La Principina Hotel & Congress
Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel

10/10 Excellent
"Las habitaciones son super lindas y espaciosas. El desayuno es completo y variado. Estuve con mi familia muy a gusto. Fue una estancia placentera. Lo recomiendo."
patricia 3-night trip
Posted 3 months ago
Mercure Petriolo Siena Terme Spa Hotel

Frequently asked questions

What are some hotels with pools in Montemassi?
The Sense Experience Resort - Preferred Hotels & Resorts: Features a children's pool, a seasonal outdoor pool and a private beach. Grand Hotel Bastiani: Provides 2 restaurants, 2 outdoor swimming pools and a full-service spa. Castiglion del Bosco, A Rosewood Hotel: Features 4 outdoor swimming pools, a children's pool and 4 restaurants. Fattoria La Principina Hotel & Congress: Offers 2 restaurants, a pool and a full-service spa. Borgo Santo Pietro: Offers 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, Rocca di Frassinello Winery and I Canaloni del Torrente Farma 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.