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

Our top choices for Chianti Region hotels with a golf course

A courtyard with stone flooring, arched walkways, and a central fountain.
An indoor swimming pool with clear glass walls, wooden beams, and large windows.
A stone-walled room with a brick ceiling, featuring a row of white sofas and a small table with a candle.
A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.

1. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Ana
NT$4,003
NT$4,475 total
includes taxes & fees
Oct 25 - Oct 26
Villa Casagrande Resort & SPA
A swimming pool with a view of a historic building surrounded by olive trees.
A stone building with a circular tower, a gravel pathway, and a metal archway leading to a wooden door.
An outdoor café with tables and chairs, surrounded by stone walls and greenery.
An aerial view of a castle with a courtyard, surrounded by vineyards and dense trees.

2. Castello di Meleto

Castello di Meleto
Gaiole in Chianti
Canada
Vinesh
NT$7,257
NT$8,272 total
includes taxes & fees
Sep 27 - Sep 28
Castello di Meleto
A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.
A bathroom with a bathtub, a stone wall, and a wooden door.
A woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.
A bedroom with a large bed, a view of a green landscape through a sliding door, and a potted plant on the windowsill.

3. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
United States
Juan Antonio
NT$2,958
NT$3,471 total
includes taxes & fees
Oct 25 - Oct 26
Villa I Barronci Resort & Spa
An outdoor dining area with a pool, potted plants, and umbrellas.
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.
An outdoor dining area with a table set for two, overlooking a pool and vineyard.

4. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
NT$5,568
NT$7,234 total
includes taxes & fees
Oct 8 - Oct 9
Relais Vignale & Spa
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.
A yellow building with stone pillars, multiple windows, and a statue in the garden.
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

5. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United States
Simona
NT$3,952
NT$4,564 total
includes taxes & fees
Sep 25 - Sep 26
Villa San Lucchese
A person sitting in a corner of a room with tiled walls and a bench.
A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.
A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.
A poolside area with lounge chairs, umbrellas, and a swimming pool.

6. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
Canada
Frank
NT$4,243
NT$4,921 total
includes taxes & fees
Sep 27 - Sep 28
Hotel Il Piccolo Castello
A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.
A hotel room with a bed, a desk, a chair, and a window with curtains.
A spacious lobby with a reception desk, a staircase with a glass railing, and a wooden floor.
A spacious living area with a sofa, a coffee table, and a view of buildings through large windows.

7. Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera
Colle di Val d'Elsa
Canada
Sheila
NT$2,512
NT$2,871 total
includes taxes & fees
Sep 27 - Sep 28
Hotel La Vecchia Cartiera
A well-maintained garden with geometric hedges and a pathway leading to a building with multiple windows and outdoor seating.
A stone building with a large wooden door and arched entrance, flanked by potted plants.
A room with a large window offering a view of a vineyard and distant hills.
A restaurant with tables set for dining, large umbrellas, and a view of the landscape.

8. Palagina la Dimora

Palagina la Dimora
Figline e Incisa Valdarno
Canada
Rayvant
NT$4,078
NT$4,558 total
includes taxes & fees
Sep 28 - Sep 29
Palagina la Dimora
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 garden with pink roses, a lawn, and a white umbrella.
A courtyard with outdoor seating, a gravel path, and a building covered in ivy.

9. Villa Le Barone

Villa Le Barone
Greve in Chianti
Canada
Aditi
NT$7,143
NT$8,075 total
includes taxes & fees
Oct 25 - Oct 26
Villa Le Barone
A couple dining at an outdoor table with a view of the countryside.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.
A narrow street with buildings on either side, a flag, and a bench.
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

10. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
NT$5,878
NT$6,682 total
includes taxes & fees
Oct 25 - Oct 26
Palazzo Leopoldo Dimora Storica & Spa
View all properties

Top Chianti Region Hotel Reviews

Castello Vicchiomaggio

Castello Vicchiomaggio

8/10 Good
"Really liked the location! Helpful staff."
Jacob 1-night trip
Posted 1 day ago
Castello Vicchiomaggio
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"Perfect can’t fault it. Maybe a bigger train/bus at peak times would help. Lovely restaurant, bars, ice cream. Clean swimming pools. Good, kind, friendly staff. Safe place. Clean accommodation. Peaceful environment. Must take mosquito treatment as they’re bad out here. Lovely bonus is the pump at the pools to pump donuts up. Can’t fault it. Will 100000% return."
Sade 3-night trip
Posted 3 days ago
Hu Norcenni Girasole Village
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 13 days ago
COMO Castello Del Nero
Borgo Vescine

Borgo Vescine

10/10 Excellent
"⭐️⭐️⭐️⭐️⭐️ We genuinely did not want to leave Borgo Vescine was everything we hoped a stay in Tuscany would be. The property is absolutely stunning, incredibly peaceful, and so beautifully cared for that once we arrived, we honestly didn’t want to leave. What made the experience even more special was the staff. Everyone we encountered was warm, welcoming and genuinely delightful. The hospitality never felt forced or overly formal. We simply felt very well taken care of throughout our stay. We had dinner at the property and the restaurant was excellent, which made staying in for the evening an easy decision. Breakfast was included with our stay and was such a delicious treat each morning. Being able to wake up somewhere this beautiful, have a wonderful breakfast and then simply enjoy the property was exactly the kind of Tuscan experience we were looking for. The grounds themselves are gorgeous and meticulously maintained, with beautiful views and so many quiet little areas to sit and take everything in. Despite everything the property offers, it still feels serene, intimate and wonderfully quiet. Borgo Vescine is the kind of place that makes you reconsider whatever plans you had for the day because you would rather just stay there. One of our favorite stays in Tuscany and a property I would happily return to. Highly recommend."
Nadege 1-night trip
Posted 2 weeks ago
Borgo Vescine
Villa Le Barone

Villa Le Barone

10/10 Excellent
"Excellent stay with wonderful , friendly staff!"
Kathleen 3-night trip
Posted 2 weeks ago
Villa Le Barone

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