A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

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Check availability on Chianti Region Golf Hotels

Tonight
Sep 17 - Sep 18
Tomorrow
Sep 18 - Sep 19
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Chianti Region hotels with a golf course

A garden pathway with white flowers and a glass structure overhead.
A historic building with a central arched entrance, two symmetrical doors with intricate metalwork, and a plaque indicating the building's name.
A courtyard with a glass greenhouse, a fountain, and a staircase leading to upper floors.
A modern restaurant with a central island, glass partitions, and a dining area with chairs and tables.

1. Hotel Orto de’ Medici

Hotel Orto de’ Medici
Historic Centre of Florence
United States
Sweta
￥47,681
￥54,956 total
includes taxes & fees
Oct 18 - Oct 19
Hotel Orto de’ Medici
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.
A bedroom with a bed, a wooden chair, a desk with a lamp, and a wardrobe.
An indoor dining area with wooden tables and chairs, hanging baskets, and large windows offering a view of the outdoors.

2. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Gabrielle
￥129,356
￥143,724 total
includes taxes & fees
Sep 25 - Sep 26
Borgo Vescine
A couple dining at an outdoor table with a view of the countryside.
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.
A dining table with wine glasses, a bottle, and plates of food, set against a window with a view of a balcony and flowers.

3. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
￥31,475
￥35,698 total
includes taxes & fees
Oct 18 - Oct 19
Palazzo Leopoldo Dimora Storica & Spa
An opulent room with a grand chandelier, ornate gold detailing, and a large mirror reflecting the luxurious decor.
A grand building with a symmetrical facade, large windows, and a central staircase leading to a balcony.
A luxurious living room with a fireplace, two sofas, and a coffee table with books.
A grand room with ornate gold detailing, multiple chandeliers, and a central table with a vase of flowers.

4. Villa Cora

Villa Cora
Oltrarno
Canada
Xiang
￥128,686
￥144,418 total
includes taxes & fees
Oct 14 - Oct 15
Villa Cora
A room with a staircase, a blue sofa with red cushions, a round table with a tray, and a red ottoman.
A breakfast bar with a variety of food items and condiments, a coffee machine, and a seating area with a table set for two.
A bed with pillows, a bedside lamp, and a candle.
A hotel lobby with framed artwork on the walls, a fire extinguisher, a bench, and a door marked with the number 30.

5. JOIVY Together Florence Secret Nest

JOIVY Together Florence Secret Nest
Oltrarno
Ireland
Christos
￥20,212
￥24,381 total
includes taxes & fees
Oct 11 - Oct 12
JOIVY Together Florence Secret Nest
A clear swimming pool with a view of a lush green landscape and distant hills.
A room with a wooden ceiling, a sofa, a coffee table, a lamp, and a TV.
A bar area with a fireplace, bar stools, a table with bottles, and a shelf with glasses.
A garden with pink roses, a lawn, and a white umbrella.

6. Villa Le Barone

Villa Le Barone
Greve in Chianti
Canada
Aditi
￥36,778
￥41,530 total
includes taxes & fees
Oct 17 - Oct 18
Villa Le Barone
A swimming pool with a view of a historic building surrounded by olive trees.
An aerial view of a castle with a courtyard, surrounded by vineyards and dense trees.
A formal dining room with a long table set for a meal, ornate ceiling, and classical architecture.
A stone building with a circular tower, a gravel pathway, and a metal archway leading to a wooden door.

7. Castello di Meleto

Castello di Meleto
Gaiole in Chianti
Canada
Vinesh
￥35,968
￥40,997 total
includes taxes & fees
Sep 21 - Sep 22
Castello di Meleto
An outdoor dining area with a pool, potted plants, and umbrellas.
An outdoor dining area with a table set for two, overlooking a pool and vineyard.
A villa with a swimming pool, outdoor seating, and a garden.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

8. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
￥25,652
￥33,713 total
includes taxes & fees
Oct 13 - Oct 14
Relais Vignale & Spa
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
A modern bathroom with a large wooden ceiling, a stone-tiled shower, and a round vessel sink.

9. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
Canada
Raman
￥28,600
￥32,714 total
includes taxes & fees
Oct 18 - Oct 19
Hotel Borgo San Luigi
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.
A garden with tall cypress trees, a variety of shrubs, and a stone pathway.
A resort with a swimming pool, terraced gardens, and a view of rolling hills.
An outdoor dining area with tables and chairs, a chef preparing food, and a scenic view in the background.

10. COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
United States
Lauren
￥143,240
￥158,996 total
includes taxes & fees
Oct 6 - Oct 7
COMO Castello Del Nero
View all properties

Top Chianti Region Hotel Reviews

Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent
"Very nice property"
Ali 1-night trip
Posted 3 days ago
Relais Vignale & Spa
Castello Vicchiomaggio

Castello Vicchiomaggio

10/10 Excellent
"Clean, comfortable, upgraded, true a/c, and beautiful"
John 6-night trip
Posted 5 days ago
Castello Vicchiomaggio
COMO Castello Del Nero

COMO Castello Del Nero

10/10 Excellent
"The most beautiful hotel in the heart of Chianti. The service was above and beyond. Everything about this charming hotel was amazing. We cannot wait to go back."
Lauren 3-night trip
Posted 6 days ago
COMO Castello Del Nero
Villa Le Barone

Villa Le Barone

10/10 Excellent
"Excellent stay with wonderful , friendly staff!"
Kathleen 3-night trip
Posted 7 days ago
Villa Le Barone
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"Amazing venue , lots of kids entertainment. Lots of facilities- shops restaurants. Splash parks were brilliant. Highly recommended."
Katie 6-night trip
Posted 2 weeks ago
Hu Norcenni Girasole Village

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