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 Historic Hotels

Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Chianti Region historic hotels

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 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.

1. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
AED 633
AED 822 total
includes taxes & fees
19 Oct - 20 Oct
Relais Vignale & Spa
A clear swimming pool with a view of a lush green landscape and distant hills.
A restaurant with multiple tables set for dining, featuring wooden beams and a chandelier.
A courtyard with outdoor seating, a gravel path, and a building covered in ivy.
A garden with pink roses, a lawn, and a white umbrella.

2. Villa Le Barone

Villa Le Barone
Greve in Chianti
Canada
Tereza
AED 912
AED 1,028 total
includes taxes & fees
31 Oct - 1 Nov
Villa Le Barone
A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.
A rustic dining area with a wooden table and chairs, a fireplace, and a brick floor.
An outdoor patio with a round table and chairs, surrounded by stone walls and a tall tree.
A rustic dining area with a wooden table, blue chairs, a brick floor, a sofa, and a fireplace.

3. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
Canada
James
AED 332
AED 653 total
includes taxes & fees
16 Oct - 17 Oct
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
A stone building with a terrace, a table with chairs, and a red umbrella.
A courtyard with stone buildings, a gravel path, and potted plants.
A vineyard with terracotta pots and stone walls, overlooking a hilly landscape with vineyards and distant hills.
A living room with a high wooden ceiling, a blue sofa, a white armchair, a small table with a candle, and a desk with a lamp and candlesticks.

4. CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS

CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS
Ruffoli
United States
Caleb M.
AED 517
AED 1,092 total
includes taxes & fees
26 Oct - 27 Oct
CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS
A rectangular swimming pool with a wooden deck, surrounded by lush greenery and a clear sky.
A hallway with a wooden archway, a bench, a rug, and a table with a book and flowers.
A stone pathway leading to a building with a yellow facade and green shutters.
A two-story building with a balcony, surrounded by palm trees and a well-maintained garden with red flowers.

5. Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B

Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B
Terranuova Bracciolini
United States
Lynn P.
AED 543
AED 555 total
includes taxes & fees
16 Oct - 17 Oct
Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B
A narrow stone alley with arched doorways, potted plants, and hanging flower baskets.
A staircase with a stone wall on one side and a dark wooden door on the other.
A cozy living room with a stone wall, a staircase, and a view of the outside through a window.
A bedroom with a stone wall, a bed with a headboard, a chair, and two bedside lamps.

6. Old medieval apartment

Old medieval apartment
Tavarnelle Val di Pesa
United States
Kathleen F.
AED 425
AED 515 total
includes taxes & fees
20 Oct - 21 Oct
Old medieval apartment
A rectangular swimming pool with a wooden deck, surrounded by lush greenery and a clear sky.
A bedroom with a bed, a nightstand, a lamp, a closet with shelves, and a spiral staircase.
A buffet table with various food items, plates, and utensils.
A spiral staircase with a metal railing, a white chair, and framed pictures on the wall.

7. Superior Settimo Cielo with A/C and Private Bathroom in Villa le Facezie B&B

Superior Settimo Cielo with A/C and Private Bathroom in Villa le Facezie B&B
Terranuova Bracciolini
AED 555
AED 623 total
includes taxes & fees
16 Oct - 17 Oct
Superior Settimo Cielo with A/C and Private Bathroom in Villa le Facezie B&B
A stone building with a courtyard, outdoor seating, and potted plants.
A bedroom with a large bed, wooden ceiling beams, a dresser, a mirror, and a chair.
A cozy living room with a fireplace, a floral armchair, a white sofa, and large windows.
A rustic dining area with a wooden table and chairs, a fireplace, and a large cabinet with glass doors.

8. Wonderful Tuscan farmhouse with large spaces and panoramic views

Wonderful Tuscan farmhouse with large spaces and panoramic views
impruneta
United States
Christine F.
AED 321
AED 1,222 total
includes taxes & fees
21 Oct - 22 Oct
Wonderful Tuscan farmhouse with large spaces and panoramic views
A view through a large arched window of a stone patio with a table and chairs, an umbrella, and lush greenery.
A rectangular pool with a stone border, surrounded by a grassy area and a row of sun loungers with umbrellas.
A two-story building with a yellow facade, multiple windows, and a garden in front.
A kitchen with a large window, wooden cabinets, and a dining table with chairs.

9. Glicini 1, holiday home with pool 30' from Florence

Glicini 1, holiday home with pool 30' from Florence
Tavarnelle Val di Pesa
United States
Joe M.
AED 600
AED 600 total
includes taxes & fees
20 Oct - 21 Oct
Glicini 1, holiday home with pool 30' from Florence
A modern bedroom with a curved bed, a large mirror, and a jungle-themed mural.
A bedroom with a white bed, a nightstand with a red lamp, and a wall mural of tropical leaves.
A modern kitchen with white cabinetry, a microwave, a sink, and a coffee maker.
A modern hotel corridor with a light-colored floor, a wooden ceiling, and a door leading to a bathroom.

10. Colle di Val d'Elsa - Siena - White Apartment - D

Colle di Val d'Elsa - Siena - White Apartment - D
Colle di Val d'Elsa
AED 355
AED 650 total
includes taxes & fees
19 Oct - 20 Oct
Colle di Val d'Elsa - Siena - White Apartment - D
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Top Chianti Region Hotel Reviews

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

10/10 Excellent
"Great spot and friendly staff."
Chris 4-night trip
Posted 5 days ago
Villa I Barronci Resort & Spa
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 13 days ago
Borgo Vescine
Hotel Toscana Ambassador

Hotel Toscana Ambassador

8/10 Good
"Close to train station"
Marian 1-night trip
Posted 13 days ago
Hotel Toscana Ambassador
Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent
"In a convenient location."
MELISSA 2-night trip
Posted 2 weeks ago
Relais Vignale & Spa
Villa Le Barone

Villa Le Barone

10/10 Excellent
"Charming place in Tuscany! Everything was absolutely perfect. We highly suggest to dine at the villa, it was exceptional. Breakfast was delicious as well."
Tereza 2-night trip
Posted 2 weeks ago
Villa Le Barone
Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

8/10 Good
"Restaurant was great. Towels have too much use"
Ana 3-night trip
Posted 3 weeks ago
Villa Casagrande Resort & SPA

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