A cobblestone street with historic buildings, a wooden chair, and potted plants.

5 Star Hotels in Casole d'Elsa, Tuscany

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Check availability on Casole d'Elsa 5 Star Hotels

Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Casole d'Elsa 5-star hotels

An interior with a grand arched ceiling, a large clock, and a central round table with chairs.
An outdoor dining setup with a table set for two, surrounded by candles and greenery, with a historic building in the background.
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.

1. Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
Siena City Centre
Canada
Steven
€336
includes taxes & fees
9 Nov - 10 Nov
Grand Hotel Continental Siena – Starhotels Collezione
A person performing a yoga pose on a wooden deck with a view of a landscape.
A historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.
A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.
A modern hotel lobby with a reflective floor, arched seating areas, and a central column.

2. Castelfalfi

Castelfalfi
Montaione
United States
Peter
€820
includes taxes & fees
24 Oct - 25 Oct
Castelfalfi
An infinity pool with lounge chairs and umbrellas, surrounded by a forested hillside.
An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.
A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.
An aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.

3. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United States
Mohammed
€1,252
includes taxes & fees
4 Nov - 5 Nov
Castiglion del Bosco, A Rosewood Hotel
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
A sunlit patio with a glass roof, stone walls, and outdoor seating.
A stone building with a garden, tall trees, and a clear blue sky.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.

4. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Michelle
€334
includes taxes & fees
30 Oct - 31 Oct
Castello di Spaltenna- Small Luxury Hotels of the World
A hotel room with a large bed, a vanity with a mirror, and a green archway.
An arched hallway with a marble reception desk, potted plants, and a staircase in the background.
A courtyard with a stone building featuring a bell tower, outdoor seating, and greenery.
A covered outdoor seating area with a pool in the background.

5. Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
Siena
United States
Tulsi
€262
includes taxes & fees
17 Nov - 18 Nov
Hotel Certosa Di Maggiano
An aerial view of a historic estate with multiple buildings, a swimming pool, and terraced vineyards.
A resort with a swimming pool, terraced gardens, and a view of rolling hills.
A spacious interior with high arched ceilings, stone walls, and a central round mirror reflecting the room. Tables and chairs are arranged for dining or socializing.
An outdoor dining area with a long table set for a meal, surrounded by chairs, and string lights overhead.

6. COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
United States
Lauren
€719
includes taxes & fees
8 Nov - 9 Nov
COMO Castello Del Nero
A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.
A swimming pool with clear water, surrounded by stone walls and lush greenery, overlooking a scenic landscape.
A stone-walled room with a bench and a small shelf.
A round bar area with a central light fixture and a variety of bottles and glasses.

7. Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
Volterra
Canada
Robert
€505
includes taxes & fees
25 Oct - 26 Oct
Borgo Pignano Volterra Tuscany
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.
A cozy living room with a stone wall, wooden beams, a sofa, a coffee table, and a view through open doors.
An aerial view of a large estate with a central building surrounded by manicured gardens, a swimming pool, and a fountain.

8. Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
United States
sarah
€882
includes taxes & fees
15 Nov - 16 Nov
Castello di Casole, A Belmond Hotel, Tuscany
A historic estate with a central courtyard, surrounded by lush gardens and vineyards.
An arched brick corridor leading to a dining area with tables set for a meal.
An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.

9. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
United States
Scott
€370
includes taxes & fees
4 Nov - 5 Nov
Borgo Scopeto Wine & Country Relais
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 dining area with brick walls, hanging plants, and candle-lit tables.

10. Borgo Santo Pietro

Borgo Santo Pietro
Chiusdino
United States
Rachel
€1,110
includes taxes & fees
25 Oct - 26 Oct
Borgo Santo Pietro
A historic stone building with multiple windows and a courtyard.
A pool area with lounge chairs and a service person attending to a guest.
A stone building with outdoor seating and a garden with roses.
An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.

11. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
€765
includes taxes & fees
25 Oct - 26 Oct
Borgo San Felice Resort
A large building with a swimming pool, surrounded by greenery and outdoor lighting.
A courtyard with a lawn, seating area, and a weeping willow tree.
A dining area with tables and chairs, a kitchen in the background, and a patterned wall.
A courtyard with a stone bridge over a small water feature, surrounded by greenery and a building with arched windows.

12. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
Canada
Danilo
€145
includes taxes & fees
29 Oct - 30 Oct
LHP Certaldo Resort
A stone building with arched windows, a grassy courtyard, and outdoor seating.
A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.
An aerial view of a residential property with multiple buildings, a swimming pool, and landscaped gardens.
A person relaxing in a clear pool surrounded by natural scenery.

13. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
United States
Paul
€349
includes taxes & fees
28 Oct - 29 Oct
Pieve Aldina - Relais & Châteaux
A swimming pool with lounge chairs and a person in a patterned dress.
An indoor dining area with tables set for meals, stone walls, and hanging light fixtures.
A living room with a leather sofa, a coffee table, and a stone archway.
A person performing a yoga pose in a grassy area with a historic building in the background.

14. Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
Castelnuovo Berardenga
United Kingdom
G
€564
includes taxes & fees
1 Nov - 2 Nov
Castel Monastero - The Leading Hotels of the World
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.
A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.
A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.

15. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
United States
Cristina
€549
includes taxes & fees
29 Oct - 30 Oct
Hotel Le Fontanelle
A pool with lounge chairs and a sunset view.
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.

16. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
€85
includes taxes & fees
25 Oct - 26 Oct
Mercure Petriolo Siena Terme Spa Hotel
A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.
An arched stone structure with a view of a landscaped garden and a building with outdoor seating.
A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.
An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.

17. The Club House

The Club House
Castelnuovo Berardenga
United States
Natalyn
€361
includes taxes & fees
1 Nov - 2 Nov
The Club House
An aerial view of a rustic village with stone buildings, a central courtyard with string lights, and a swimming pool.
An indoor dining area with wooden tables and chairs, hanging baskets, and large windows offering a view of the outdoors.
An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.
A villa with a swimming pool surrounded by lush greenery and vineyards.

18. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Natalie
€462
includes taxes & fees
27 Oct - 28 Oct
Borgo Vescine
A swimming pool surrounded by lush greenery and a wooden deck.
A dog sitting on a gravel path flanked by tall trees and a brick gate with a sign.
A large estate with multiple buildings, including a central tower-like structure and several smaller buildings.
A backyard with a swimming pool, wooden deck, hanging light fixture, and a wooden fence.

19. Agriturismo Il Cerreto

Agriturismo Il Cerreto
Pomarance
Canada
Andreas
€132
includes taxes & fees
26 Oct - 27 Oct
Agriturismo Il Cerreto
A swimming pool with lounge chairs and umbrellas, surrounded by a stone building with multiple windows.
A poolside setting with lounge chairs, a book, and two glasses of red wine on a wooden post.
A view of a countryside landscape with rolling hills, a swimming pool, and a building with a tiled roof.
A bedroom with a bed, a chair, a dresser, a mirror, and a window with curtains.

20. Agriturismo San Fabiano

Agriturismo San Fabiano
Monteroni d'Arbia
United States
James
Agriturismo San Fabiano
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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 Casole d'Elsa.
Hotel Athena

Hotel Athena

P Mascagni 55 Siena SI
€117
22 Nov - 23 Nov
includes taxes & fees
Hotel Athena
Four Points by Sheraton Siena

Four Points by Sheraton Siena

Via Antonio Lombardi 41 Siena SI
€131
7 Nov - 8 Nov
includes taxes & fees
8.8/10 Excellent! (608 reviews)
Four Points by Sheraton Siena
Hotel Toscana Ambassador

Hotel Toscana Ambassador

Via Salceto, 11 Poggibonsi SI
€68
1 Nov - 2 Nov
includes taxes & fees
Hotel Toscana Ambassador
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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 Casole d'Elsa

Medieval stone buildings surround Casole d'Elsa's charming piazza, where local cafés serve Tuscan wines and homemade pasta. Climb the ancient fortress walls for countryside views, then join cooking classes to learn authentic recipes from village families.

See all hotels in Casole d'Elsa
A hilltop town with historic buildings and lush greenery.

Top Casole d'Elsa Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Perfect location in Siena, just steps from the piazza. Bar was nice and colorful. The people were very helpful. The room was amazing overlooking the square."
Timothy 2-night trip
Posted 4 hours ago
Grand Hotel Continental Siena – Starhotels Collezione
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Michelle 3-night trip
Posted 12 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany

10/10 Excellent
"Once in a lifetime trip. The facilities, the staff, the rooms, the views, the activities were all exceptional."
Kelly 2-night trip
Posted 3 months ago
Castello di Casole, A Belmond Hotel, Tuscany

Frequently asked questions

What are the best 5-star hotels in Casole d'Elsa?
Boasting top-of-the-line amenities and guest services, Expedia travellers rate Castello di Casole, A Belmond Hotel, Tuscany as one of the most popular 5-star hotels in Casole d'Elsa. You'll be immersed in a world of luxury from the second you enter the lobby.
How much does it cost to stay in a 5-star hotel in Casole d'Elsa?
You can find several pricing options for a 5-star hotel in Casole d'Elsa on Expedia. How much you'll pay will depend on your travel dates, length of stay and other factors. Compare available accommodation for your preferred dates and make use of our pricing and other filters to find the ideal high-end stay.
  • Search for the lowest price per night from €68
What makes a hotel 5 stars in Casole d'Elsa?
In Casole d'Elsa, a hotel must provide a specific number of upscale features to be designated 5 stars. These can include gourmet restaurants, on-site gyms, saunas and spas, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their extraordinary service. You can look forward to things like in-room massages, concierge services and nightly turn-down services. Some may also offer additional touches like welcome gifts.

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