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

Find Romantic Hotels in Chianti Region

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chianti Region Romantic Hotels

Our top choices for Chianti Region romantic hotels

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
9.4 out of 10, Exceptional, (23 reviews)
"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...
Canada
James
The price is AED 339
AED 670 total
includes taxes & fees
22 Jul - 23 Jul
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

Luxury Tuscan Estate | Heated Pool & Private Concierge

Luxury Tuscan Estate | Heated Pool & Private Concierge
impruneta
10.0 out of 10, Exceptional, (110 reviews)
"The Villa and grounds are absolutely beautiful! Caterina and her family members were the most gracious hosts. They could not do enough to make sure we had a "once in a lifetime" multi-generational family trip and truly made us feel like part of their family during our stay. We loved every second of our time in Tuscany and would highly recommend this amazing property."
United States
Charles S.
The price is AED 6,023
AED 6,896 total
includes taxes & fees
2 Aug - 3 Aug
Luxury Tuscan Estate | Heated Pool & Private Concierge

Romantic stylish villa with private pool & splendid view

Romantic stylish villa with private pool & splendid view
Panzano In Chianti
9.8 out of 10, Exceptional, (24 reviews)
"Beautiful location with spectacular views."
United States
lawrence s.
The price is AED 3,356
AED 4,828 total
includes taxes & fees
30 Jul - 31 Jul
Romantic stylish villa with private pool & splendid view

Villa with large garden in the Chianti hills

Villa with large garden in the Chianti hills
Siena
9.6 out of 10, Exceptional, (81 reviews)
"Very quiet and nice place to stay. Host’s were great and easy to communicate with"
United States
Tanya G.
The price is AED 671
AED 768 total
includes taxes & fees
23 Jul - 24 Jul
Villa with large garden in the Chianti hills

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Montespertoli
10.0 out of 10, Exceptional, (40 reviews)
"Excellent in every way. Highly recommend"
United States
Ed M.
The price is AED 7,131
AED 7,765 total
includes taxes & fees
6 Aug - 7 Aug
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Edera cozy house in Tuscan village

Edera cozy house in Tuscan village
Castel San Gimignano
Edera cozy house in Tuscan village

Il Melograno, Chianti apartment in farmhouse for 4 people with garden

Il Melograno, Chianti apartment in farmhouse for 4 people with garden
Montespertoli
Il Melograno, Chianti apartment in farmhouse for 4 people with garden

Colle di Val d'Elsa - Siena - Apt White - D

Colle di Val d'Elsa - Siena - Apt White - D
Colle di Val d'Elsa
The price is AED 565
AED 893 total
includes taxes & fees
30 Jul - 31 Jul
Colle di Val d'Elsa - Siena - Apt White - D

Tuscany countryside appartment with pool

Tuscany countryside appartment with pool
Reggello FI
10.0 out of 10, Exceptional, (1 review)
The price is AED 463
AED 548 total
includes taxes & fees
25 Jul - 26 Jul
Tuscany countryside appartment with pool

THE CASINA OF SANT 'AGOSTINO

THE CASINA OF SANT 'AGOSTINO
Colle di Val d'Elsa
The price is AED 503
AED 643 total
includes taxes & fees
20 Jul - 21 Jul
THE CASINA OF SANT 'AGOSTINO
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.

Top Chianti Region Hotel Reviews

Explore a world of travel with Expedia