A city with historic towers and a vineyard.

Find 5 Star Hotels in Castel San Gimignano from ￥17,018

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Check availability on Castel San Gimignano 5 Star Hotels

Tonight
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Castel San Gimignano 5-star hotels

A person performing a yoga pose on a wooden deck with a view of a landscape.
A modern hotel lobby with a reflective floor, arched seating areas, and a central column.
A person in a pool with water jets, surrounded by a natural landscape and mountains in the background.
A historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.

1. Castelfalfi

Castelfalfi
Montaione
United States
Evelin
￥132,677
￥147,747 total
includes taxes & fees
Oct 23 - Oct 24
Castelfalfi
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 hallway with high ceilings, ornate columns, and a central chandelier. There are seating areas with tables and chairs, and a large potted plant in the middle.
A grand entrance with a revolving door, potted plants, and a classic stone facade.

2. Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
Siena City Centre
United States
Lisa
￥91,754
￥102,732 total
includes taxes & fees
Oct 12 - Oct 13
Grand Hotel Continental Siena – Starhotels Collezione
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.
An outdoor dining area with tables and chairs, a chef preparing food, and a scenic view in the background.
A garden with tall cypress trees, a variety of shrubs, and a stone pathway.

3. COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
United States
Lauren
￥144,177
￥160,036 total
includes taxes & fees
Oct 16 - Oct 17
COMO Castello Del Nero
A large building with multiple rooms, surrounded by a field of lavender.
An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.
An arched brick corridor leading to a dining area with tables set for a meal.
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.

4. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
United States
Hannah
￥84,925
￥95,220 total
includes taxes & fees
Oct 25 - Oct 26
Borgo Scopeto Wine & Country Relais
A courtyard with a stone building featuring a bell tower, outdoor seating, and greenery.
A hotel room with a large bed, a vanity with a mirror, and a green archway.
A covered outdoor seating area with a pool in the background.
A courtyard with a bell tower, a well-maintained lawn, and outdoor seating.

5. Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
Siena
United States
Tulsi
￥81,538
￥91,494 total
includes taxes & fees
Oct 9 - Oct 10
Hotel Certosa Di Maggiano
A hotel with a pool, outdoor seating, and a mountainous backdrop.
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.
An outdoor patio with a stone wall, wooden table, chairs, potted plants, and a stone fireplace.

6. Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
United States
sarah
￥279,279
￥307,567 total
includes taxes & fees
Oct 23 - Oct 24
Castello di Casole, A Belmond Hotel, Tuscany
A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.
A stone building with a tiled roof, a gravel path leading to a wooden archway, and a sign reading "LA FONTE".
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
￥81,081
￥90,090 total
includes taxes & fees
Oct 22 - Oct 23
Borgo Pignano Volterra Tuscany
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 rustic dining area with brick walls, hanging plants, and candle-lit tables.
A rustic interior with a chandelier, wooden furniture, and large windows offering a view of the outdoors.

8. Borgo Santo Pietro

Borgo Santo Pietro
Chiusdino
United States
Rachel
￥280,097
￥309,908 total
includes taxes & fees
Oct 24 - Oct 25
Borgo Santo Pietro
A stone building with arched windows, a grassy courtyard, and outdoor seating.
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.
A bedroom with a wooden ceiling, a stone wall, a bed, a desk, a chair, a sofa, and a window with curtains.

9. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
United States
Paul
￥57,787
￥65,006 total
includes taxes & fees
Oct 25 - Oct 26
Pieve Aldina - Relais & Châteaux
A large building with a swimming pool, surrounded by greenery and outdoor lighting.
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.
A large, multi-story building with a symmetrical facade, multiple windows, and a central entrance.

10. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
Canada
Arash
￥20,314
￥23,427 total
includes taxes & fees
Oct 15 - Oct 16
LHP Certaldo Resort
A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.
A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.
An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.
A bedroom with a bed, a wooden chair, a desk with a lamp, and a wardrobe.

11. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Gabrielle
￥77,325
￥86,499 total
includes taxes & fees
Oct 20 - Oct 21
Borgo Vescine
An outdoor dining area with wicker chairs and tables, white tablecloths, and umbrellas, overlooking a scenic landscape.
A spacious living room with a large window offering a view of the countryside. There are two armchairs, a sofa, and a coffee table with a vase of flowers.
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.
A dining area with stone walls, wooden beams, and round tables set for a meal.

12. Villa Le Calvane

Villa Le Calvane
Montespertoli
Canada
Darryl
￥85,799
￥95,640 total
includes taxes & fees
Oct 25 - Oct 26
Villa Le Calvane
A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.
A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.
An arched stone structure with a view of a landscaped garden and a building with outdoor seating.
An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.

13. The Club House

The Club House
Castelnuovo Berardenga
United States
Natalyn
￥107,973
￥120,572 total
includes taxes & fees
Oct 21 - Oct 22
The Club House
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.
An open doorway to a patio with a table set for two, surrounded by gravel and trees.
A backyard with a swimming pool, wooden deck, hanging light fixture, and a wooden fence.

14. Agriturismo Il Cerreto

Agriturismo Il Cerreto
Pomarance
￥23,964
￥26,360 total
includes taxes & fees
Oct 5 - Oct 6
Agriturismo Il Cerreto
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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 Castel San Gimignano.
Hotel Executive

Hotel Executive

Via Nazareno Orlandi 32 Siena SI
￥14,652
￥17,018 total
Oct 25 - Oct 26
includes taxes & fees
Hotel Executive
NH Siena

NH Siena

Piazza La Lizza 1 Siena SI
￥21,949
￥25,045 total
Oct 25 - Oct 26
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
NH Siena
Hotel Athena

Hotel Athena

P Mascagni 55 Siena SI
￥40,306
￥45,238 total
Oct 18 - Oct 19
includes taxes & fees
Hotel Athena
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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 Castel San Gimignano

Medieval towers rise dramatically from this hilltop town, where you can climb Torre Grossa for panoramic Tuscan countryside views. Sample award-winning Vernaccia wine at local enotecas and explore the impressive art collection inside the Civic Museum's ancient walls.

See all hotels in Castel San Gimignano
A city with historic towers and a vineyard.

Top Castel San Gimignano Hotel Reviews

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"This resort was simply beautiful! We stayed in the grand room as there were 5 of us, and it was much bigger than I expected! Three bedrooms, 3 washrooms, huge living room - it was great! As we had 2 kids, we had to use the family pool, which was conveniently close to our room. No bar at the pool, but there was a QR code to order drinks and food. There were towels at the pool as well. The staff were very kind and helpful. We appreciated the welcome gift of wine, juice, and snacks too! The breakfast buffet was lovely with lots of variety of hot and cold items. Would highly recommend this resort."
Geeta 1-night trip
Posted 6 days ago
Borgo Scopeto Wine & Country Relais
Castelfalfi

Castelfalfi

10/10 Excellent
"Our stay was perfect. We were given an upgrade due to the fact that it was our honeymoon. The staff was very kind and they work hard at pampering all guests. Property and rooms are extremely clean. Not sure if we went at a good time but the hotel was not crowded at all. Easy access to spa and other amenities which are also super clean. Loved our stay here, definitely the best hotel stay we’ve had"
Palack 3-night trip
Posted 7 days ago
Castelfalfi
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

8/10 Good
"Our stay was just ok. Very noisy streets. And the bread at the breakfast buffet was extremely stale for both mornings. We could not eat it. If you are allergic to dust be warned that their curtains and bed headers are very dusty."
Lilianne 2-night trip
Posted 8 days ago
Grand Hotel Continental Siena – Starhotels Collezione

Frequently asked questions

What are the best 5-star hotels in Castel San Gimignano?
If you're looking for a 5-star experience, Castello di Casole, A Belmond Hotel, Tuscany offers one of the best of them according to Expedia traveler reviews. Book this Castel San Gimignano getaway and get ready for first-rate service, upscale furnishings and top-notch facilities.
How much does it cost to stay in a 5-star hotel in Castel San Gimignano?
You can find many different pricing options for a 5-star hotel in Castel San Gimignano on Expedia. How much you'll pay will depend on when you plan to travel, length of your trip and other factors. Compare available accommodations for your preferred dates and make use of our pricing and other filters to discover the ideal luxury stay.
  • Search for the lowest price per night from ￥17,018
What makes a hotel 5 stars in Castel San Gimignano?
From high-end dining venues and all-day fitness centers to pools and the finest bedding, the 5-star experience in Castel San Gimignano is all about relaxation and luxury. But it requires more than just top-notch amenities to receive a 5-star rating. Hotels also have to deliver exceptional guest-centric services like in-room beauty treatments, on-site laundry and dry cleaning and room service any time night or day.

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