2026 Top 10 Hotels with Connecting Rooms in Chianti Region | Expedia Malaysia

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 Hotels with connecting rooms

Tonight

5 Sept - 6 Sept

Tomorrow

6 Sept - 7 Sept

Next weekend

11 Sept - 13 Sept

In two weeks

18 Sept - 20 Sept

Our top choices for Chianti Region hotels with connecting rooms

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

An interior corridor with arches, columns, and a brick wall.

1. La Certosa di Pontignano

Castelnuovo Berardenga

United States

Malena

RM442

RM524 total

includes taxes & fees

8 Sept - 9 Sept

An outdoor dining area with a pool, potted plants, and umbrellas.

A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

A villa with a swimming pool, outdoor seating, and a garden.

An outdoor dining area with a table set for two, overlooking a pool and vineyard.

2. Relais Vignale & Spa

Radda in Chianti

United States

Maaya

RM737

RM955 total

includes taxes & fees

5 Oct - 6 Oct

A rustic outdoor dining area with a stone wall, wooden benches, and a table set for two.

A table set with wine glasses and a candle, viewed through a window with string lights.

A bathroom with a bathtub, a window with a view of a vineyard, and a small table with a bottle and glasses.

A building with a brick facade, arched entrance, and multiple windows covered in green ivy.

3. Tenuta CorteDomina

Radda in Chianti

United States

Dustin

RM1,026

RM1,148 total

includes taxes & fees

30 Sept - 1 Oct

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

4. Hotel Borgo San Luigi

Monteriggioni

Canada

Sara

RM730

RM836 total

includes taxes & fees

9 Sept - 10 Sept

A scenic outdoor venue with multiple covered seating areas and a view of the surrounding landscape.

A restaurant with white tables and chairs, wine bottles on shelves, and a chandelier.

A terraced garden with a pool, outdoor seating, and a view of rolling hills.

A stone pathway leading to a rustic building with a wooden door and shutters.

5. Azienda agricola la camporena

Greve in Chianti

United States

Pawel

RM592

RM670 total

includes taxes & fees

15 Sept - 16 Sept

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

A stone building with a wooden door, outdoor seating, and a pergola with vines.

6. Agriturismo San Sano

Gaiole in Chianti

United States

Paula

RM393

RM452 total

includes taxes & fees

6 Oct - 7 Oct

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

A rustic stone building with a garden in front.

A person relaxing in a hot tub with a view of a building and trees in the background.

7. Belvedere di San Leonino

Castellina in Chianti

United States

Seong Won

RM516

RM596 total

includes taxes & fees

10 Sept - 11 Sept

A clear swimming pool with a view of a lush green landscape and distant hills.

A courtyard with outdoor seating, a gravel path, and a building covered in ivy.

A bar area with a fireplace, bar stools, a table with bottles, and a shelf with glasses.

A restaurant with multiple tables set for dining, featuring wooden beams and a chandelier.

8. Villa Le Barone

Greve in Chianti

Canada

Aditi

RM1,114

RM1,253 total

includes taxes & fees

13 Sept - 14 Sept

View all properties

Top Chianti Region Hotel Reviews

COMO Castello Del Nero

COMO Castello Del Nero

10/10 Excellent

"Great staff!"

Villa Le Barone

Villa Le Barone

10/10 Excellent

"Loved staying at Villa Le Barone during my time in Tuscany. The property is beautiful, and super relaxing. Breakfast was delicious, and the space for breakfast and dinner was very nice. Pool was amazing a well. Would recommend and would stay there again!"

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