The 10 Best 5 Star Hotels in Roccastrada - 2026 Updated Prices

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

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Our top choices for Roccastrada 5-star hotels

An interior with a grand arched ceiling, a large clock, and a central round table with chairs.

A grand entrance with a revolving door, potted plants, and a classic stone facade.

A spacious lobby with a high ceiling, ornate columns, and a central chandelier. There are multiple seating areas with chairs and tables, and a large potted plant in the center.

An outdoor dining setup with a table set for two, surrounded by candles and greenery, with a historic building in the background.

1. Grand Hotel Continental Siena – Starhotels Collezione

Siena City Centre

Lisa

11.260.405 ₫

12.688.553 ₫ total

includes taxes & fees

2 Sept - 3 Sept

A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.

An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.

An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.

2. Castiglion del Bosco, A Rosewood Hotel

Montalcino

Talib

73.093.095 ₫

80.705.239 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A stone building with a pool overlooking a mountainous landscape.

A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.

A dining area with a table and chairs, a vase with flowers, and a view of the countryside through an arched window.

3. Castello di Velona Resort Thermal SPA & Winery

Montalcino

Song

19.939.686 ₫

22.236.488 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A pool with a tree in the center, surrounded by a deck and a view of hills in the background.

A table set for dining with a scenic view of hills in the background.

4. La Posta Hotel & Thermal Spa

San Quirico d'Orcia

Anna

13.205.073 ₫

14.677.149 ₫ total

includes taxes & fees

2 Sept - 3 Sept

A hotel with a pool, outdoor seating, and a mountainous backdrop.

A bedroom with a stone archway, a bed, a chair, a table, and a window with curtains.

An aerial view of a large estate with a central building surrounded by manicured gardens, a swimming pool, and a fountain.

A cozy living room with a stone wall, wooden beams, a sofa, a coffee table, and a view through open doors.

5. Castello di Casole, A Belmond Hotel, Tuscany

Casole d'Elsa

sarah

51.481.765 ₫

56.690.509 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A wooden deck with a white outdoor seating area, a pergola, and a view of the sea.

A hotel room with a bed, a green blanket, white curtains, a TV, and a view of the beach.

6. The Sense Experience Resort - Preferred Hotels & Resorts

Follonica

Carl

6.295.917 ₫

7.107.209 ₫ total

includes taxes & fees

2 Oct - 3 Oct

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.

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

A buffet table with various desserts and a long dining area with tables and chairs.

7. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

Mike

2.386.657 ₫

2.625.323 ₫ total

includes taxes & fees

9 Sept - 10 Sept

A stone wall with a view of rolling hills and mountains.

A courtyard with stone buildings, potted plants, and outdoor seating.

An outdoor dining area with tables and chairs, a flower arrangement, and a view of the countryside.

A large stone castle with multiple towers, surrounded by vineyards and cypress trees.

8. Castello Banfi - Il Borgo - Relais et Chateaux

Montalcino

Jason

40.744.789 ₫

45.122.253 ₫ total

includes taxes & fees

2 Oct - 3 Oct

A couple in a hot spring with a large rock formation in the background.

A person in a white robe standing in a bamboo garden.

A room with large windows offering a view of a garden with a yoga mat and a white cushion on the floor.

A hotel with a large building, a pool, and a landscaped garden.

9. ADLER Thermae

San Quirico d'Orcia

Nataliya

21.368.679 ₫

23.656.601 ₫ total

includes taxes & fees

20 Sept - 21 Sept

A serene infinity pool with lounge chairs and umbrellas, surrounded by natural scenery and a clear view of distant mountains.

A bathroom with a bathtub, a chandelier, and a view of the outdoors.

A cozy living room with a fireplace, elegant furniture, and a chandelier.

A rustic interior with a chandelier, wooden furniture, and large windows offering a view of the outdoors.

10. Borgo Santo Pietro

Chiusdino

Rachel

30.210.843 ₫

33.534.035 ₫ total

includes taxes & fees

2 Sept - 3 Sept

A bed with white bedding and a decorative headboard with a floral pattern.

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

A covered outdoor seating area with benches and tables, a pathway, and a view of a garden and pool.

A courtyard with a stone building featuring a bell tower, outdoor seating, and greenery.

11. Hotel Certosa Di Maggiano

Siena

Tulsi

13.257.480 ₫

14.885.336 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A spacious lounge area with a high ceiling, ornate chandelier, and a variety of seating options including sofas and armchairs.

An indoor water feature with a brick archway and a view to the outside.

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

A table with a bottle of wine, glasses, and a variety of food items including bread and cured meats.

12. L'Andana

Castiglione della Pescaia

Shelby

12.677.728 ₫

14.248.335 ₫ total

includes taxes & fees

23 Sept - 24 Sept

A rectangular swimming pool surrounded by a well-maintained lawn, with several lounge chairs and umbrellas.

A modern living room with a white sofa, a glass coffee table, and a view of the outdoors.

An aerial view of a resort with rows of blue lounge chairs, a circular building, and lush greenery.

A table with two wine glasses and a bottle of champagne on a balcony overlooking a scenic view of the sea and greenery.

13. Gallia Palace Hotel

Castiglione della Pescaia

Steven

8.675.950 ₫

9.845.713 ₫ total

includes taxes & fees

20 Sept - 21 Sept

A pool area with a clear blue pool, surrounded by lounge chairs and umbrellas, with trees and flowers around.

A table with a meal, a glass of orange juice, and a view of the sea and boats.

A large, modern resort with multiple buildings, a swimming pool, and lush greenery.

A spacious living area with large windows, a pool table, and a view of the sea.

14. Cala del Porto Punta Ala

Castiglione della Pescaia

Giulia

11.219.208 ₫

12.643.236 ₫ total

includes taxes & fees

13 Sept - 14 Sept

A coastal hotel with a beach view, a modern building with a glass roof, and lush greenery.

A sunlit outdoor seating area with lounge chairs and a table, overlooking a beach with boats and hills in the distance.

A gym with treadmills, weight machines, and dumbbells.

A modern hotel room with a bed, a desk, a chair, a TV, and a balcony with red umbrellas.

15. Cala Beach Resort

Castiglione della Pescaia

"It was a delightful pair of days. The staff and service is superb, I strongly recommend if you want to have beautiful days in an almost private beach in a park with excellent food. I recommend to dinne early to enjoy the sunset. Only suggestion is to increase the number of wine options from Tuscany in the wine list and to introduce a good vermouth. The drinks are great. Again congratulations to the staff!"

Christian

13.354.976 ₫

14.993.308 ₫ total

includes taxes & fees

28 Sept - 29 Sept

A narrow street with a building featuring a tiled roof and a circular window.

A large, historic building with multiple arches and a well-maintained lawn in front.

An outdoor dining area with tables and chairs, a covered section, and a scenic view of hills and vineyards.

A courtyard with a fountain, a gazebo, and a building with a dome.

16. La Bagnaia Golf Resort

Murlo

Eric

17. Castel Porrona Relais & Spa

Cinigiano

Joona

A dining area with a long table set for breakfast, featuring bread, pastries, and fruit.

A view of a countryside landscape with rolling hills, a swimming pool, and a building with a tiled roof.

A cozy living area with wicker sofas, a coffee table, and a brick wall.

A swimming pool with lounge chairs and umbrellas, surrounded by a stone building with multiple windows.

18. Agriturismo San Fabiano

Monteroni d'Arbia

James

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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Roccastrada.

Hotel Athena

P Mascagni 55 Siena SI

5.794.989 ₫

6.525.542 ₫ total

2 Sept - 3 Sept

includes taxes & fees

9.4/10 Exceptional! (1,001 reviews)

Grand Hotel Bastiani

Piazza Gioberti 64 Grosseto GR

2.479.706 ₫

2.863.626 ₫ total

2 Sept - 3 Sept

includes taxes & fees

8.6/10 Excellent! (249 reviews)

Fattoria La Principina Hotel & Congress

Via Dei Girasoli, 1 (Via del Tarabuso) Grosseto GR

2.250.607 ₫

2.611.943 ₫ total

27 Sept - 28 Sept

includes taxes & fees

8.4/10 Very good! (193 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

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.

Learn more about Roccastrada

Hike through the dramatic rock formations of I Canaloni del Torrente Farma, where natural pools invite summer swimming between towering canyon walls. Medieval history comes alive at Sassoforte Castle, while nearby Podere Ristella offers wine tastings showcasing Tuscan varietals grown on sun-drenched slopes.

See all hotels in Roccastrada

A rural landscape with rolling hills, vineyards, and scattered buildings.

Top Roccastrada Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Great location, beautiful rooms, wonderful staff!"

The Sense Experience Resort - Preferred Hotels & Resorts

8/10 Good

"Best sand beach in Italy :), Superior rooms have no views and are relatively Dark… Breakfast was very good. No comment to Staff"

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience."

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."

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Best hotel ever."

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Compare and book 5 Star hotels in Roccastrada, Tuscany

Change your mind

Treat yourself

Be picky

Check availability on Roccastrada 5 Star Hotels

Our top choices for Roccastrada 5-star hotels

1. Grand Hotel Continental Siena – Starhotels Collezione

2. Castiglion del Bosco, A Rosewood Hotel

3. Castello di Velona Resort Thermal SPA & Winery

4. La Posta Hotel & Thermal Spa

5. Castello di Casole, A Belmond Hotel, Tuscany

6. The Sense Experience Resort - Preferred Hotels & Resorts

7. Mercure Petriolo Siena Terme Spa Hotel

8. Castello Banfi - Il Borgo - Relais et Chateaux

9. ADLER Thermae

10. Borgo Santo Pietro

11. Hotel Certosa Di Maggiano

12. L'Andana

13. Gallia Palace Hotel

14. Cala del Porto Punta Ala

15. Cala Beach Resort

16. La Bagnaia Golf Resort

17. Castel Porrona Relais & Spa

18. Agriturismo San Fabiano

Explore similar 4-star hotels

Hotel Athena

Grand Hotel Bastiani

Fattoria La Principina Hotel & Congress

Learn more about Roccastrada

Top Roccastrada Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

The Sense Experience Resort - Preferred Hotels & Resorts

Castello di Velona Resort Thermal SPA & Winery

Mercure Petriolo Siena Terme Spa Hotel

Castiglion del Bosco, A Rosewood Hotel

Explore a world of travel with Expedia