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Montemassi Hotels with Swimming Pool

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Check availability on Montemassi Hotels with Swimming Pools

Tonight
28 Sept - 29 Sept
Tomorrow
29 Sept - 30 Sept
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Montemassi hotels with a pool

A historic stone building with multiple windows and a courtyard.
A breakfast buffet with various food items and beverages, set in a room with stone walls and a large window.
A bathroom with a large sink, mirror, shower, toilet, and a towel rack.
A stone staircase leading to an arched doorway, surrounded by stone walls and potted plants.

1. Agriturismo Tenuta di Montemassi La Fattoria

Agriturismo Tenuta di Montemassi La Fattoria
Roccastrada
  • Serene seasonal pool surrounded by Tuscan countryside views awaits at this charming farmstay offering rooftop terrace relaxation.
RM480
RM538 total
includes taxes & fees
30 Sept - 1 Oct
Agriturismo Tenuta di Montemassi La Fattoria
A swimming pool with a view of a valley and mountains.
A spacious dining area with a large table and chairs, stone walls, and a view of the 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.

2. 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.
RM647
RM726 total
includes taxes & fees
30 Sept - 1 Oct
Valdonica Winery & Vineyard Residence
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 Mediterranean-style villa with a gravel driveway, a covered patio, and lush greenery surrounding the property.
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 balcony with a view of mountains, featuring a table with chairs, a bottle of wine, and a cactus decoration.

3. 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.
RM468
RM547 total
includes taxes & fees
6 Oct - 7 Oct
Tenuta il Sassone - Wine & Food
A poolside area with a wooden deck, lounge chairs, and a stone building with arched windows.
A bedroom with a large bed, a view of the countryside, and a stone wall.
A balcony with a view of a green landscape and a sunset. There are two lounge chairs and a small table with a glass of wine.
A wooden interior with a table set for a meal, featuring a tray with plates, glasses, and a bottle.

4. Conti di San Bonifacio Wine Resort

Conti di San Bonifacio Wine Resort
Gavorrano
  • Dive into Tuscan bliss at this wine resort's outdoor pool, complete with a poolside bar and sun loungers for ultimate relaxation.
RM2,500
RM2,769 total
includes taxes & fees
15 Oct - 16 Oct
Conti di San Bonifacio Wine Resort
A swimming pool with lounge chairs and umbrellas, surrounded by brick flooring and a hedge.
A bedroom with a stone wall, a bed with white linens, a wooden chair, a desk with a computer, and a window with curtains.
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.

5. 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.
RM352
RM401 total
includes taxes & fees
25 Oct - 26 Oct
La Melosa Resort & Spa - Adults Only
A swimming pool with a waterfall feature, large windows, and a lounge chair.
A narrow corridor with a wooden ceiling and a tiled floor, leading to a door at the end.
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.

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.
RM400
RM468 total
includes taxes & fees
1 Oct - 2 Oct
Montebelli Agriturismo & Country Hotel
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 window with a view of buildings and a plant on the windowsill.
A cozy kitchen with a brick ceiling, wooden furniture, and a dining area with a table set for breakfast.

7. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
  • Tuscan paradise awaits with private poolside bar service and children's splash area.
RM373
RM419 total
includes taxes & fees
28 Oct - 29 Oct
Country House il Ciliegio
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.
An open window with a view of a mountainous landscape and a flower box on the windowsill.
A table set outdoors with a view of rolling hills and a tall tree in the background.

8. 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.
RM592
RM652 total
includes taxes & fees
29 Sept - 30 Sept
VIN Hotel - La Meridiana
A group of people dining at a table with a view of a valley and mountains.
A room with a wooden bed, a bathroom with a shower, and a purple wall.
A garden with a wooden chair and a table, surrounded by a stone wall and a wooden fence.
A bedroom with a bed, a desk with a bottle and glasses, a red cabinet, and a view of the outdoors.

9. 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.
RM768
RM854 total
includes taxes & fees
18 Oct - 19 Oct
Valdonica Winery - Chill in Nature Lodge
A stone house with a swimming pool, red shutters, and a covered patio.
A stone building with a red shuttered window, a colorful mosaic, and a staircase leading to a hilltop view.
A bathroom with a glass shower enclosure, a white toilet, a vanity with a sink, and a window with a view of greenery outside.
A hotel room with a bed, towels, a painting, and a vase with flowers.

10. NonnaNara

NonnaNara
Grosseto
RM532
RM585 total
includes taxes & fees
23 Oct - 24 Oct
NonnaNara
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Choose what matters most at hotels with a pool in Montemassi

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Montemassi Hotel Reviews

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Very warm and friendly service."
Abdel 2-night trip
Posted 2 weeks ago
Castiglion del Bosco, A Rosewood Hotel
L'Andana

L'Andana

10/10 Excellent
"Excellent place"
Sean 3-night trip
Posted 3 weeks ago
L'Andana
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 1 month 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 2 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 2 months ago
Mercure Petriolo Siena Terme Spa Hotel
Antico Casale L'Impostino

Antico Casale L'Impostino

10/10 Excellent
"Monia and Fabio are absolutely delightful hosts! My wife and I were shocked by how kind and accomodating they were - especially with our dietary needs. The food was magnificent, and the vineyard was beautiful! All the staff were attentive and helpful. We would definitely recommend Tenuta L’Impostino to everyone!"
Mason 3-night trip
Posted 4 months ago
Antico Casale L'Impostino

Frequently asked questions

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

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