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

Search Hotels with Swimming Pool in Roccastrada

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Check availability on Roccastrada Hotels with Swimming Pool

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

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

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.
₹7,579
₹8,656 total
includes taxes & fees
26 Oct - 27 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 dining area with a large table and chairs, stone walls, and a view of the mountains.
A rustic stone house with a balcony, surrounded by tall grasses and trees, during sunset.

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.
₹13,979
₹15,696 total
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 room with a wooden bed, a bathroom with a shower, and a purple wall.
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.

3. 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.
₹14,973
₹16,683 total
includes taxes & fees
10 Nov - 11 Nov
Valdonica Winery - Chill in Nature Lodge
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.

4. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
  • Tuscan paradise awaits with private poolside bar service and children's splash area.
₹8,246
₹9,283 total
includes taxes & fees
2 Nov - 3 Nov
Country House il Ciliegio
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 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.

5. 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.
₹8,138
₹11,292 total
includes taxes & fees
28 Oct - 29 Oct
Agriturismo Podere Ristella - Wine&Food
A rectangular swimming pool with a clear blue water, surrounded by a well-maintained lawn and several lounge chairs.
A covered outdoor seating area with stone pillars, a table, and chairs.
A rustic stone building with a tiled roof, a covered patio with outdoor seating, and well-maintained gardens.
A spacious living room with a fireplace, multiple seating options, and large windows with curtains.

6. Antico Casale L'Impostino

Antico Casale L'Impostino
Civitella Paganico
  • Tuscan farm stay's seasonal pool invites leisurely escapes amid winery and hiking trails.
₹12,400
₹13,640 total
includes taxes & fees
1 Nov - 2 Nov
Antico Casale L'Impostino
A serene infinity pool with lounge chairs and umbrellas, surrounded by natural scenery and a clear view of distant mountains.
A rustic interior with a chandelier, wooden furniture, and large windows offering a view of the outdoors.
A cozy living room with a fireplace, elegant furniture, and a chandelier.
A rustic dining area with brick walls, hanging plants, and candle-lit tables.

7. Borgo Santo Pietro

Borgo Santo Pietro
Chiusdino
  • Tuscan oasis boasts poolside luxury with cabanas, spa treatments, and hot tub escapes.
₹106,354
₹118,053 total
includes taxes & fees
26 Oct - 27 Oct
Borgo Santo Pietro
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.

8. 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.
₹7,977
₹8,987 total
includes taxes & fees
26 Oct - 27 Oct
Mercure Petriolo Siena Terme Spa Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A large estate with multiple buildings, expansive fields, and a winding road connecting them.
A long table set for a meal outdoors with white tablecloths, woven placemats, and potted plants.
A building with a stone facade and multiple windows.

9. Agriturismo San Galgano

Agriturismo San Galgano
Chiusdino
  • Tranquil Tuscan farmhouse invites pool lounging amid rustic countryside scenery.
₹7,936
₹9,049 total
includes taxes & fees
28 Oct - 29 Oct
Agriturismo San Galgano
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 stone staircase leading up to a structure, surrounded by lush greenery and trees.
A balcony with a view of mountains, featuring a table with chairs, a bottle of wine, and a cactus decoration.

10. 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.
₹11,376
₹13,258 total
includes taxes & fees
27 Oct - 28 Oct
Tenuta il Sassone - Wine & Food
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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 rustic interior with exposed wooden beams, a central island with seating, and a stone wall.
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.

La Melosa Resort & Spa - Adults Only

La Melosa Resort & Spa - Adults Only
Roccastrada
₹7,579
₹8,656 total
includes taxes & fees
26 Oct - 27 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 swimming pool with a view of a valley and mountains.
A balcony with two wooden chairs overlooking a vineyard and distant mountains.

Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
₹13,979
₹15,696 total
includes taxes & fees
8 Nov - 9 Nov
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
₹8,246
₹9,283 total
includes taxes & fees
2 Nov - 3 Nov
Country House il Ciliegio
A bedroom with a wooden headboard, a large bed, a framed picture on the wall, and a sliding glass door leading to an outdoor area.
A panoramic view of a vineyard with rolling hills, a clear sky, and distant 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.

Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
₹14,973
₹16,683 total
includes taxes & fees
10 Nov - 11 Nov
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 courtyard with a stone column, potted plants, and a view of a hilltop castle.
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
₹8,138
₹11,292 total
includes taxes & fees
28 Oct - 29 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

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Stayed at the hotel for our honeymoon and it was an incredible experience. The view is simply breathtaking and the castle is extremely charming. Food (breakfast and diner) and wine at the restaurants are high quality, inspired and locally sourced, though expensive. Their Brunello is VERY good. The thermal spa experience is unique in the region and is awsome, especially during the fall season when it is cooler outside. The room was super clean and the staff was very helpful throughout the entire week, and we felt welcomed at any time of day. 15 min by car from Montalcino, strongly recommend to rent a car since it is slightly remote. Overall 9.5/10, strongly recommend for a special occasion."
Charles 6-night trip
Posted 2 days ago
Castello di Velona Resort Thermal SPA & Winery
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Fabulous service. Gorgeous location and pristine hotel. Great food choices and services."
mauricio 2-night trip
Posted 2 days ago
Castiglion del Bosco, A Rosewood Hotel
Hotel Italia

Hotel Italia

10/10 Excellent
"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."
Kurt 1-night trip
Posted 4 days ago
Hotel Italia
Albergo Le Terme

Albergo Le Terme

10/10 Excellent
"It was amazing."
PAUL 3-night trip
Posted 3 weeks ago
Albergo Le Terme
Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence

10/10 Excellent
"After debating between many Tuscan vineyards/B&Bs to stay at, I am so glad we picked this one. The venue was beautiful, the room was nice and clean (with AC), and they had a gorgeous remote pool overlooking the vineyard. The people working were all incredibly kind and accommodating and went above and beyond to make our stay memorable, in addition to the owner. We enjoyed a wine tour/tasting and a cooking class, and had dinner at their restaurant that was one of our best meals in Italy. Our only regret is that we could not stay longer. Seriously cannot overstate how relaxing and beautiful this place is, will be recommending to friends and family and hopefully returning soon ourselves!"
Audrey 2-night trip
Posted 2 months ago
Valdonica Winery & Vineyard Residence

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. Provides a children's pool, a seasonal outdoor pool and free self parking. Hotel Chiusarelli: Hotel located near Piazza del Campo. Features a rooftop terrace, a seasonal outdoor pool and a snack bar/deli.
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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