An ancient stone tower with a view of rolling hills and fields in the background.

Search Hotels with Pool in Roccastrada

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Check availability on Roccastrada Hotels with Pool

Tonight
22 Sep - 23 Sep
Tomorrow
23 Sep - 24 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

Our top choices for Roccastrada hotels with a pool

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 rustic interior with exposed wooden beams, a central island with seating, and a stone wall.

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.
2.547.853 ₫
2.892.137 ₫ total
includes taxes & fees
15 Oct - 16 Oct
La Melosa Resort & Spa - Adults Only
A swimming pool with a view of a valley and mountains.
An outdoor dining area with tables set for a meal, surrounded by greenery and a wooden pergola.
A spacious room with a long wooden table, large windows offering a view of the outdoors, and a modern chandelier.
A spacious dining area with a large table and chairs, stone walls, and a view of the mountains.

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.
3.813.526 ₫
4.284.376 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Valdonica Winery & Vineyard Residence
A pool with a modern water feature and a stone structure.
A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.
An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.
A buffet table with various desserts and a long dining area with tables and chairs.

3. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
  • Bubbling mineral pools meet luxury at this spa hotel with indoor and outdoor swimming options.
2.237.446 ₫
2.461.191 ₫ total
includes taxes & fees
23 Sept - 24 Sept
Mercure Petriolo Siena Terme Spa Hotel
A historic stone building with multiple windows and a courtyard.
A stone staircase leading to an arched doorway, surrounded by stone walls and potted plants.
A breakfast buffet with various food items and beverages, set in a room with stone walls and a large window.
An outdoor patio with stone arches, terracotta flooring, and tables set for dining.

4. 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.
2.657.983 ₫
2.983.447 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Agriturismo Tenuta di Montemassi La Fattoria
A rectangular swimming pool with a clear blue water, surrounded by a well-maintained lawn and several lounge chairs.
A rustic stone building with a tiled roof, a covered patio with outdoor seating, and well-maintained gardens.
A historic building with a stone facade, surrounded by a well-maintained garden with yellow flowers and tall trees.
A spacious living room with a fireplace, multiple seating options, and large windows with curtains.

5. Antico Casale L'Impostino

Antico Casale L'Impostino
Civitella Paganico
  • Tuscan farm stay's seasonal pool invites leisurely escapes amid winery and hiking trails.
Antico Casale L'Impostino
A rectangular pool with lounge chairs and umbrellas, surrounded by a brick patio.
A cozy kitchen with a brick ceiling, wooden furniture, and a dining area with a table set for breakfast.
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.

6. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
  • Tuscan paradise awaits with private poolside bar service and children's splash area.
2.280.486 ₫
2.568.199 ₫ total
includes taxes & fees
23 Oct - 24 Oct
Country House il Ciliegio
A group of people dining at a table with a view of a valley and mountains.
A long table set for a formal outdoor event, surrounded by a vineyard.
A bedroom with a bed, a desk with a bottle and glasses, a red cabinet, and a view of the outdoors.
A room with a wooden bed, a bathroom with a shower, and a purple wall.

7. 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.
4.943.928 ₫
5.498.084 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Valdonica Winery - Chill in Nature Lodge
A swimming pool with a view of a hilltop castle.
A kitchen with wooden cabinets, a tiled backsplash, and a dining table with a fruit bowl.
An outdoor patio with a pergola, tables, chairs, and a view of rolling hills.
A modern bathroom with a glass-enclosed shower, a white sink, and a large mirror.

8. 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.
2.174.797 ₫
3.048.594 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Agriturismo Podere Ristella - Wine&Food
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
An outdoor patio with wooden tables and chairs, stone walls, and potted plants.
A building with a stone facade and multiple windows.
A large estate with multiple buildings, expansive fields, and a winding road connecting them.

9. Agriturismo San Galgano

Agriturismo San Galgano
Chiusdino
  • Tranquil Tuscan farmhouse invites pool lounging amid rustic countryside scenery.
2.245.582 ₫
2.559.638 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Agriturismo San Galgano
A poolside area with lounge chairs, a table with wine glasses and a bottle, and a view of a mountainous landscape.
A hotel room with a bed, a sofa, a table with a vase of flowers, a TV, and a window with a view.
A wicker table with a candle, surrounded by greenery and stone walls.
A kitchen with a buffet setup, including a variety of food items and glassware.

10. SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
  • Sparkling tuscan poolside retreat offers a refreshing escape with scenic vineyard views.
3.128.071 ₫
4.127.028 ₫ total
includes taxes & fees
30 Sept - 1 Oct
SI Montalcino Hotel
View all properties

Choose what matters most at hotels with a pool in Roccastrada

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Roccastrada

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 spa area with two hot tubs, a decorative bowl with candles, and a person in a robe.
A rustic interior with exposed wooden beams, a central island with seating, and a stone wall.

La Melosa Resort & Spa - Adults Only

La Melosa Resort & Spa - Adults Only
Roccastrada
2.547.853 ₫
2.892.137 ₫ total
includes taxes & fees
15 Oct - 16 Oct
La Melosa Resort & Spa - Adults Only
A spacious dining area with a large table and chairs, stone walls, and a view of the mountains.
A room with a large window overlooking a vineyard and mountains. There is a stone wall and a wooden shelf with wine bottles and glasses.
A rustic stone house with a balcony, surrounded by tall grasses and trees, during sunset.
A swimming pool with a view of a valley and mountains.

Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
3.813.526 ₫
4.284.376 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Valdonica Winery & Vineyard Residence
A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.
A cozy kitchen with a brick ceiling, wooden furniture, and a dining area with a table set for breakfast.
A rectangular pool with lounge chairs and umbrellas, surrounded by a brick patio.
A hotel with a swimming pool, surrounded by greenery and adjacent to a road.

Country House il Ciliegio

Country House il Ciliegio
Roccastrada
2.280.486 ₫
2.568.199 ₫ total
includes taxes & fees
23 Oct - 24 Oct
Country House il Ciliegio
A group of people dining at a table with a view of a valley and mountains.
A long table set for a formal outdoor event, surrounded by a vineyard.
A bedroom with a bed, a desk with a bottle and glasses, a red cabinet, and a view of the outdoors.
A panoramic view of a vineyard with rolling hills, a clear sky, and distant mountains.

Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
4.943.928 ₫
5.498.084 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Valdonica Winery - Chill in Nature Lodge
A historic stone building with multiple windows and a courtyard.
A stone staircase leading to an arched doorway, surrounded by stone walls and potted plants.
A bedroom with a large bed, wooden beams, a TV, and framed pictures on the wall.
An outdoor patio with stone arches, terracotta flooring, and tables set for dining.

Agriturismo Tenuta di Montemassi La Fattoria

Agriturismo Tenuta di Montemassi La Fattoria
Roccastrada
2.657.983 ₫
2.983.447 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Agriturismo Tenuta di Montemassi La Fattoria
A swimming pool with a view of a hilltop castle.
A wine cellar with wooden barrels, a wine rack, and a table set for dining.
An outdoor patio with a pergola, tables, chairs, and a view of rolling hills.
A kitchen with wooden cabinets, a tiled backsplash, and a dining table with a fruit bowl.

Agriturismo Podere Ristella - Wine&Food

Agriturismo Podere Ristella - Wine&Food
Roccastrada
2.174.797 ₫
3.048.594 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Agriturismo Podere Ristella - Wine&Food
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 Roccastrada Hotel Reviews

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"The villa is amazing and the perfect little world in itself. Its closeness to Siena makes it easier to visit the city. The patio is the perfect place to view Siena at sunset. The staff was very courteous and ready to help. This hotel is a gem."
Federica 1-night trip
Posted 6 days ago
Villa Scacciapensieri Boutique Hotel
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 9 days ago
Castiglion del Bosco, A Rosewood Hotel
Hotel Italia

Hotel Italia

8/10 Good
"Clean, well maintained property that you’ll feel safe spending the night."
Shaji 1-night trip
Posted 10 days ago
Hotel Italia

Frequently asked questions

What's it like visiting Roccastrada?
If spending time by the pool is your idea of the perfect getaway, you may want to explore historic Roccastrada, which has 12 places to stay with pools. During your visit, you can explore sights such as I Canaloni del Torrente Farma and Podere Ristella Vineyards and Winery, and then kick back and relax poolside at one of the accommodation options in Roccastrada that guests like for their pools.
How many pool hotels will I find in Roccastrada?
Expedia has 12 hotels in Roccastrada for your poolside break.
What is there to see and do in Roccastrada?
The picturesque setting of I Canaloni del Torrente Farma and Val di Merse showcase the area's natural beauty. Discover sights such as Podere Ristella Vineyards and Winery, Castello del Belagaio and Sassoforte Castle during your stay.
When is the best time to book a hotel with a pool in Roccastrada?
You may want to think about a place to stay with an outdoor swimming pool if you're planning to visit Roccastrada in the hottest months of August, July or June, when the average temp is 23°C. Accommodation offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February or March, when the average temp is 9°C.
What's the best way to travel around Roccastrada?
Knowing the transportation options in Roccastrada can help you enjoy the area beyond your hotel pool. To see more of the surrounding area, hop aboard a train at Roccastrada Station or Sticciano Station. Roccastrada might not have very many public transport options to choose from, so consider renting a car to explore more.

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