A city with historic towers and a vineyard.

Compare and book 5 Star hotels in Castel San Gimignano, San Gimignano

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Check availability on Castel San Gimignano 5 Star Hotels

Tonight
25 Aug - 26 Aug
Tomorrow
26 Aug - 27 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Castel San Gimignano 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 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.

1. Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
Siena City Centre
United States
Suresh
£342
includes taxes & fees
31 Aug - 1 Sept
Grand Hotel Continental Siena – Starhotels Collezione
A large building with multiple rooms, surrounded by a field of lavender.
A historic estate with a central courtyard, surrounded by lush gardens and vineyards.
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.
An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.

2. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
United States
Qingwen
£420
includes taxes & fees
26 Aug - 27 Aug
Borgo Scopeto Wine & Country Relais
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.
A historic stone castle with a fortified wall, a courtyard, and surrounding lush green hills.

3. Castelfalfi

Castelfalfi
Montaione
Canada
scott
£800
includes taxes & fees
29 Aug - 30 Aug
Castelfalfi
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.
A garden with tall cypress trees, a variety of shrubs, and a stone pathway.
An outdoor dining area with tables and chairs, a chef preparing food, and a scenic view in the background.

4. COMO Castello Del Nero

COMO Castello Del Nero
Barberino Tavarnelle
United States
Vicente
£719
includes taxes & fees
31 Aug - 1 Sept
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 stone-walled room with a bench and a small shelf.
A swimming pool with clear water, surrounded by stone walls and lush greenery, overlooking a scenic landscape.
A round bar area with a central light fixture and a variety of bottles and glasses.

5. Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
Volterra
Canada
Robert
£549
includes taxes & fees
10 Sept - 11 Sept
Borgo Pignano Volterra Tuscany
A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.
A bedroom with a bed, a wooden chair, a desk with a lamp, and a wardrobe.
A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.
An indoor dining area with wooden tables and chairs, hanging baskets, and large windows offering a view of the outdoors.

6. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Gabrielle
£562
includes taxes & fees
26 Aug - 27 Aug
Borgo Vescine
A large building with a swimming pool, surrounded by greenery and outdoor lighting.
A large, multi-story building with a symmetrical facade, multiple windows, and a central entrance.
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.

7. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
Canada
Arash
£135
includes taxes & fees
26 Aug - 27 Aug
LHP Certaldo Resort
A hotel with a pool, outdoor seating, and a mountainous backdrop.
An outdoor patio with a stone wall, wooden table, chairs, potted plants, and a stone fireplace.
A cozy living room with a stone wall, wooden beams, a sofa, a coffee table, and a view through open doors.
A bedroom with a stone archway, a bed, a chair, a table, and a window with curtains.

8. Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
United States
sarah
£1,461
includes taxes & fees
25 Aug - 26 Aug
Castello di Casole, A Belmond Hotel, Tuscany
A stone building with arched windows, a grassy courtyard, and outdoor seating.
A person relaxing in a clear pool surrounded by natural scenery.
An aerial view of a residential property with multiple buildings, a swimming pool, and landscaped gardens.
A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.

9. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
Italy
Matteo
£513
includes taxes & fees
2 Sept - 3 Sept
Pieve Aldina - Relais & Châteaux
A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.
A spacious living area with a high arched ceiling, a sofa set, and a glass coffee table.
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.

10. The Club House

The Club House
Castelnuovo Berardenga
United States
Karla
£669
includes taxes & fees
8 Sept - 9 Sept
The Club House
A serene infinity pool with lounge chairs and umbrellas, surrounded by natural scenery and a clear view of distant mountains.
A rustic dining area with brick walls, hanging plants, and candle-lit tables.
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.

11. Borgo Santo Pietro

Borgo Santo Pietro
Chiusdino
United States
Rachel
£1,121
includes taxes & fees
6 Sept - 7 Sept
Borgo Santo Pietro
A bed with white bedding and a decorative headboard with a floral pattern.
A covered outdoor seating area with benches and tables, a pathway, and a view of a garden and pool.
An aerial view of a historic building with a central tower, surrounded by lush greenery and a swimming pool.
A dining area with a wooden table set for four, surrounded by bamboo chairs.

12. Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
Siena
United States
Tomas
£408
includes taxes & fees
25 Aug - 26 Aug
Hotel Certosa Di Maggiano
An outdoor dining area with wicker chairs and tables, white tablecloths, and umbrellas, overlooking a scenic landscape.
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.
A bar area with a dark bar counter, red chairs, and a fireplace.

13. Villa Le Calvane

Villa Le Calvane
Montespertoli
Canada
Darryl
£501
includes taxes & fees
1 Sept - 2 Sept
Villa Le Calvane
A swimming pool surrounded by lush greenery and a wooden deck.
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.
A dog sitting on a gravel path flanked by tall trees and a brick gate with a sign.

14. Agriturismo Il Cerreto

Agriturismo Il Cerreto
Pomarance
United Kingdom
James
£107
includes taxes & fees
25 Aug - 26 Aug
Agriturismo Il Cerreto
A person in a water feature with a sunset background.
A restaurant with round tables, green seating, and hanging circular lights.
A table set with breakfast items including pancakes, croissants, and fruit, overlooking a scenic vineyard landscape.
A historic stone castle with a fortified wall, surrounded by lush green hills and a winding road.

15. Castelfalfi

Castelfalfi
Montaione
£761
includes taxes & fees
29 Aug - 30 Aug
Castelfalfi
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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 Athena

Hotel Athena

P Mascagni 55 Siena SI
£146
27 Aug - 28 Aug
includes taxes & fees
9.2/10 Wonderful! (1,011 reviews)
Hotel Athena
Hotel Toscana Ambassador

Hotel Toscana Ambassador

Via Salceto, 11 Poggibonsi SI
£53
31 Aug - 1 Sept
includes taxes & fees
8/10 Very good! (362 reviews)
Hotel Toscana Ambassador
Palazzo Ravizza

Palazzo Ravizza

Pian dei Mantellini 34 Siena SI
£115
25 Aug - 26 Aug
includes taxes & fees
Palazzo Ravizza
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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

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Everything was absolutely perfect, this is our newest favorite hotel in sienna and we will definitely come back"
Tyler 1-night trip
Posted 6 days ago
Grand Hotel Continental Siena – Starhotels Collezione

Find out more about Castel San Gimignano

Frequently asked questions

What are the best 5-star hotels in Castel San Gimignano?
If you're seeking a 5-star experience, Castello di Casole, A Belmond Hotel, Tuscany offers one of the best of them according to reviews by our travellers. Check in to this Castel San Gimignano getaway and you'll get first-rate service, well-appointed guest rooms and superior facilities.
How much does it cost to stay in a 5-star hotel in Castel San Gimignano?
The amount you pay for a 5-star hotel in Castel San Gimignano depends on factors like when you plan to go and the length of your stay. A top tip for bagging the best deal? Use our pricing filters to compare all of the available hotels for your preferred dates.
  • Search for the lowest price per night from £53
What makes a hotel 5 stars in Castel San Gimignano?
Impeccable guest service is the hallmark of every 5-star hotel in Castel San Gimignano. From the moment you arrive, staff attend to your every whim, whether recommending activities and tours or providing a nightly turn-down service. Also, hotels have to feature superior conveniences to be entitled to a 5-star rating. These can include luxury toiletries, saunas or spas, pools, gourmet kitchens and knowledgeable concierge.

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