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

Roccastrada Hotel with Pool

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Check availability on Roccastrada Hotel with Pool

Tonight
22 Sept - 23 Sept
Tomorrow
23 Sept - 24 Sept
This weekend
25 Sept - 27 Sept
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 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 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.
HK$1,027
HK$1,157 total
includes taxes & fees
25 Sept - 26 Sept
La Melosa Resort & Spa - Adults Only
A swimming pool with a view of a valley and mountains.
A rustic stone house with a balcony, surrounded by tall grasses and trees, during sunset.
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.

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.
HK$1,150
HK$1,292 total
includes taxes & fees
11 Oct - 12 Oct
Valdonica Winery & Vineyard Residence
A pool with a modern water feature and a stone structure.
A buffet table with various desserts and a long dining area with tables and chairs.
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.

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.
HK$676
HK$743 total
includes taxes & fees
23 Sept - 24 Sept
Mercure Petriolo Siena Terme Spa Hotel
A historic stone building with multiple windows and a courtyard.
An outdoor patio with stone arches, terracotta flooring, and tables set for dining.
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.

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.
HK$801
HK$900 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 historic building with a stone facade, surrounded by a well-maintained garden with yellow flowers and tall trees.
A rustic stone building with a tiled roof, a covered patio with outdoor seating, and well-maintained gardens.
A covered outdoor seating area with stone pillars, a table, and chairs.

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.
HK$1,049
HK$1,154 total
includes taxes & fees
19 Oct - 20 Oct
Antico Casale L'Impostino
A rectangular pool with lounge chairs and umbrellas, surrounded by a brick patio.
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.
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.
HK$688
HK$774 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 garden with a wooden chair and a table, surrounded by a stone wall and a wooden fence.

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.
HK$1,488
HK$1,655 total
includes taxes & fees
18 Oct - 19 Oct
Valdonica Winery - Chill in Nature Lodge
A swimming pool with a view of a hilltop castle.
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.
A courtyard with a stone column, potted plants, and a view of a hilltop castle.

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.
HK$656
HK$919 total
includes taxes & fees
6 Oct - 7 Oct
Agriturismo Podere Ristella - Wine&Food
A poolside area with lounge chairs, a table with wine glasses and a bottle, and a view of a mountainous landscape.
A kitchen with a buffet setup, including a variety of food items and glassware.
A hotel room with a bed, a sofa, a table with a vase of flowers, a TV, and a window with a view.
A hotel room with a large bed, a bedside table, a lamp, a window with curtains, and a view of greenery outside.

9. SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
  • Sparkling tuscan poolside retreat offers a refreshing escape with scenic vineyard views.
HK$835
HK$1,126 total
includes taxes & fees
29 Sept - 30 Sept
SI Montalcino Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A building with a stone facade and multiple windows.
An outdoor patio with wooden tables and chairs, stone walls, and potted plants.
A large estate with multiple buildings, expansive fields, and a winding road connecting them.

10. Agriturismo San Galgano

Agriturismo San Galgano
Chiusdino
  • Tranquil Tuscan farmhouse invites pool lounging amid rustic countryside scenery.
HK$677
HK$772 total
includes taxes & fees
21 Oct - 22 Oct
Agriturismo San Galgano
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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 spa area with two hot tubs, a decorative bowl with candles, and a person in a robe.
A large stone house with a swimming pool, surrounded by lush greenery and hills.
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
HK$1,027
HK$1,157 total
includes taxes & fees
25 Sept - 26 Sept
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 balcony with two wooden chairs overlooking a vineyard and distant 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 swimming pool with a view of a valley and mountains.

Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
HK$1,150
HK$1,292 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 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.
A hotel with a swimming pool, surrounded by greenery and adjacent to a road.

Country House il Ciliegio

Country House il Ciliegio
Roccastrada
HK$688
HK$774 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 garden with a wooden chair and a table, surrounded by a stone wall and a wooden fence.

Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
HK$1,488
HK$1,655 total
includes taxes & fees
18 Oct - 19 Oct
Valdonica Winery - Chill in Nature Lodge
A historic stone building with multiple windows and a courtyard.
An outdoor patio with stone arches, terracotta flooring, and tables set for dining.
A breakfast buffet with various food items and beverages, set in a room with stone walls and a large window.
A stone staircase leading to an arched doorway, surrounded by stone walls and potted plants.

Agriturismo Tenuta di Montemassi La Fattoria

Agriturismo Tenuta di Montemassi La Fattoria
Roccastrada
HK$801
HK$900 total
includes taxes & fees
27 Sept - 28 Sept
Agriturismo Tenuta di Montemassi La Fattoria
A swimming pool with a view of a hilltop castle.
An outdoor patio with a pergola, tables, chairs, and a view of rolling hills.
A wine cellar with wooden barrels, a wine rack, and a table set for dining.
A courtyard with a stone column, potted plants, and a view of a hilltop castle.

Agriturismo Podere Ristella - Wine&Food

Agriturismo Podere Ristella - Wine&Food
Roccastrada
HK$656
HK$919 total
includes taxes & fees
6 Oct - 7 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.
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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.
What are some accommodation options with pools in Roccastrada?
Hotel Athena: Features a children's pool, a seasonal outdoor pool and a private beach. Hotel Executive: Offers 2 outdoor swimming pools, an indoor pool and 3 restaurants. NH Siena: Features 2 restaurants, 2 outdoor swimming pools and a full-service spa. The Sense Experience Resort - Preferred Hotels & Resorts: Hotel located near Piazza del Campo. Offers a rooftop terrace, a seasonal outdoor pool and a snack bar/deli. Hotel Chiusarelli: Hotel located near Piazza del Campo. Features a children's pool, a seasonal outdoor pool and free self parking.
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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