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

Hotels with a Pool in Roccastrada

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Hotels with a Pool in Roccastrada

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

Roccastrada

Outdoor pool
Poolside bar
Pool loungers
Hot tub

$85

$97 total

includes taxes & fees

Oct 25 - Oct 26

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 rustic stone house with a balcony, surrounded by tall grasses and trees, during sunset.

A spacious room with a long wooden table, large windows offering a view of the outdoors, and a modern chandelier.

2. Valdonica Winery & Vineyard Residence

Roccastrada

Full-service spa

$148

$166 total

includes taxes & fees

Nov 8 - Nov 9

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

Roccastrada

Pool
Free breakfast
Pet friendly
Free parking
Free WiFi
Restaurant

$177

$197 total

includes taxes & fees

Nov 8 - Nov 9

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.

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.

4. Country House il Ciliegio

Roccastrada

Poolside bar
Pool loungers

$90

$101 total

includes taxes & fees

Oct 16 - Oct 17

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.

5. Agriturismo Podere Ristella - Wine&Food

Roccastrada

Pool
Pet friendly
Free parking
Free WiFi
Air conditioning
Non-smoking

$90

$124 total

includes taxes & fees

Oct 10 - Oct 11

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 spacious living room with a fireplace, multiple seating options, and large windows with curtains.

A covered outdoor seating area with stone pillars, a table, and chairs.

6. Antico Casale L'Impostino

Civitella Paganico

Pool loungers

$131

$144 total

includes taxes & fees

Oct 19 - Oct 20

A pool with a modern water feature and a stone structure.

An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.

A large, multi-story building with a swimming pool, surrounded by lush greenery.

A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.

7. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

Indoor pool
Poolside bar
Hot tub

$84

$93 total

includes taxes & fees

Oct 12 - Oct 13

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 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.

A stone staircase leading up to a structure, surrounded by lush greenery and trees.

8. Tenuta il Sassone - Wine & Food

Gavorrano

Pool loungers

$116

$135 total

includes taxes & fees

Oct 26 - Oct 27

A clear pool with visible mineral deposits, a pebble beach, and a mountainous landscape in the background.

An open window with a view of a mountainous landscape and a flower box on the windowsill.

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.

9. VIN Hotel - La Meridiana

Montieri

Pool loungers

$129

$141 total

includes taxes & fees

Oct 23 - Oct 24

A stone building with a pool, lounge chairs, and a garden with flowers.

A stone building with a wooden deck and white lounge chairs.

A dining area with white tables and chairs, a large mirror, and a wine bottle on one table.

A stone building with a tiled roof, a paved pathway, and a well-maintained garden.

10. Podere Brizio

Montalcino

Outdoor pool
Pool loungers
Hot tub

$200

$229 total

includes taxes & fees

Oct 31 - Nov 1

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.

An outdoor patio with wooden tables and chairs, stone walls, and potted plants.

11. Agriturismo San Galgano

Chiusdino

Pool
Free parking
Free WiFi
Restaurant
Air conditioning
Bar

$84

$96 total

includes taxes & fees

Oct 12 - Oct 13

A stone building with a swimming pool, white lounge chairs, and a white umbrella.

A spacious living area with leather armchairs, a wooden cabinet with glass doors, and a red carpet.

A bathroom with a large sink, mirror, and shower.

A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.

12. Le Ragnaie

Montalcino

Pool loungers

$106

$128 total

includes taxes & fees

Nov 3 - Nov 4

A swimming pool with lounge chairs and umbrellas, stone buildings, and a clear sky.

A window with white curtains, a view of buildings, and greenery.

A stone building with a balcony, surrounded by lush greenery and a view of distant hills.

A wooden pathway leading to a table set for a meal, surrounded by lush greenery and flowering plants.

13. Relais Le Macine di Stigliano

Sovicille

Pool loungers
Hot tub

$160

$181 total

includes taxes & fees

Nov 1 - Nov 2

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 wicker table with a candle, surrounded by greenery and stone walls.

14. SI Montalcino Hotel

Montalcino

Pool loungers

$95

$130 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with water flowing from a tap, surrounded by lounge chairs and umbrellas.

An outdoor dining setup with a stone building in the background, a table with plates, cutlery, and a bottle of red drink.

A stone building with a red door, surrounded by gravel and potted plants.

A rustic room with a stone wall, a glass table with books, and a view of an outdoor patio with chairs and umbrellas.

15. Tenuta Casteani

Gavorrano

2 outdoor pools
Poolside bar
Pool loungers
Hot tub

$121

$138 total

includes taxes & fees

Oct 16 - Oct 17

A pool with a stone wall, a view of the countryside, and a building with a tiled roof.

A hotel with a classic facade, multiple windows with shutters, and a sign indicating it is the "Hotel dei Capitani."

A terrace with outdoor seating, a view of the landscape, and a building with large windows.

A buffet setup with various food items, a coffee station, and a counter with beverages.

16. Hotel Dei Capitani

Montalcino

Outdoor pool
Pool loungers

$130

$152 total

includes taxes & fees

Oct 20 - Oct 21

A swimming pool with a clear view of the surrounding forest and hills.

An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

A dining table with a view of a green field through an arched window, a vase with flowers, and a tray with food and drinks.

A spacious loft-style living area with a dining table, multiple seating options, and a staircase leading to an upper level.

17. Bosco della Spina

Murlo

Indoor pool
Pool loungers

$89

$107 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with two people, one in the water and one on the edge. There are lounge chairs and a table with a bag on the poolside.

A modern outdoor patio with stone walls and a wooden deck.

A wooden ceiling with a hanging light fixture, a table with chairs, and a view through large windows.

An aerial view of a historic building complex with a central tower, surrounded by lush greenery and vineyards.

18. Wine Relais in Montecucco

Cinigiano

Pool
Free parking
Free WiFi
Restaurant
Air conditioning
Gym

$202

$225 total

includes taxes & fees

Oct 28 - Oct 29

A swimming pool with a clear blue water, surrounded by white lounge chairs and a wooden deck.

An outdoor seating area with a wooden bench, potted plants, and a table with a purple chair.

A courtyard with a gravel ground, potted plants, and a stone building with a tiled roof.

A kitchen with white cabinets, a checkered backsplash, a dining table with a quilted tablecloth, and a green upholstered chair.

19. Il Belvedere Country Houses

Massa Marittima

Pool loungers
Hot tub

$73

$81 total

includes taxes & fees

Oct 10 - Oct 11

A swimming pool with a stone wall and a bench, surrounded by lights.

An outdoor patio with a stone wall, metal chairs, and a table.

A stone building with a central courtyard, arched doorways, and a staircase leading to an upper level.

A man and a woman standing in a room with wooden furniture and a white chair.

20. Cordella in Montalcino Wine Resort

Montalcino

Pool loungers

$80

$92 total

includes taxes & fees

Oct 19 - Oct 20

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Discover your perfect hotel with a pool in Roccastrada

Breakfast included

4 stars

5 stars

Hot tub

Spa

Hotels with pools and free breakfast in Roccastrada

A spa area with two hot tubs, a decorative bowl with candles, and a person in a robe.

La Melosa Resort & Spa - Adults Only

Roccastrada

$85

$97 total

includes taxes & fees

Oct 25 - Oct 26

A balcony with two wooden chairs overlooking a vineyard and distant mountains.

Valdonica Winery & Vineyard Residence

Roccastrada

$148

$166 total

includes taxes & fees

Nov 8 - Nov 9

A panoramic view of a vineyard with rolling hills, a clear sky, and distant mountains.

Valdonica Winery - Chill in Nature Lodge

Roccastrada

$177

$197 total

includes taxes & fees

Nov 8 - Nov 9

Country House il Ciliegio

Roccastrada

$90

$101 total

includes taxes & fees

Oct 16 - Oct 17

A wine cellar with wooden barrels, a wine rack, and a table set for dining.

Agriturismo Podere Ristella - Wine&Food

Roccastrada

$90

$124 total

includes taxes & fees

Oct 10 - Oct 11

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Top landmarks in Roccastrada

Podere Ristella Vineyards and Winery

Travelers might want a tour of Podere Ristella Vineyards and Winery, just one of the places to visit, and located 6 mi (9.6 km) from central Roccastrada.

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I Canaloni del Torrente Farma

8.0/10 (1 review)

Listen to the relaxing sound of the water and take some great vacation pics at I Canaloni del Torrente Farma located 5.5 mi (8.8 km) from central Roccastrada.

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Castello del Belagaio

9.0/10 (2 reviews)

Castello del Belagaio is just one of the landmarks located 5.4 mi (8.6 km) from central Roccastrada, so you might want to stop by for a few pics during your trip.

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Church of San Nicola

8.0/10 (1 review)

Church of San Nicola is in the heart of Roccastrada, so why not stop by during your stay.

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Sassoforte Castle

9.0/10 (2 reviews)

If seeing the sights is on your list of things to do, head to Sassoforte Castle— just one of the landmarks located 3.7 mi (5.9 km) from central Roccastrada.

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Castello di Torniella

Castello di Torniella is in the heart of Torniella, so why not stop by during your stay.

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About the destination

If you're looking to discover somewhere new, look no further than Roccastrada. Whether you're planning to stay for a night or for the week, the area around Roccastrada has accommodations to fit every need. Search for hotels in Roccastrada with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Roccastrada hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Roccastrada hotel deals are here with our lowest price guarantee.