Chianti Region Golf Vacations

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Flight and Golf hotel deals in Chianti Region

Price found within the past 48 hours. Click for updated prices.
JOIVY Together Urban Resort

JOIVY Together Urban Resort

CA $1,229
per person
Nov 19 - Nov 24
just found
Roundtrip non-stop flight included
Vancouver (YVR) to Florence (FLR)
8.6/10 Excellent! (163 reviews)
Overall the hotel is nice. It's clean and modern. Rooms are comfortable but the shower is tiny, lol. Staff are helpful and friendly, but I primarily picked this hotel due to two things. It had a pool and it offered gluten free food in the restaurant. The pool areas was nice, if small, but tricky to get sun all day as it's surrounded on all sides by the two stories of the hotel. It didn't seem to be used that much while we stayed so we were free to move the loungers around but this may not always be the case. Gluten free was where I was disappointed the most. We arrived late on the first day and the restaurant was still open, but my GF partner's only option was a bit of beef and some roast potatoes. We gave it another go a couple of days later to see if having a relaxing day just at the hotel was an option, but again the selection was very limited, so we stayed later in town than we would usually have done. Probably the biggest downfall is the hotel's location. It states it's only a few kilometers outside the centre of Florence but it takes 45 minutes each way due to the one way system and the current roadworks. The shuttle bus is free but it doesn't take you into the city centre but this was more of an issue for me as I have mobility issues. Buses are hit an miss. They say they come every 20 minutes but this is wishful thinking. We waited an hour at the stop and then three number 23 buses pulled up one behind the other. Not the hotel's fault but just a heads up.

Reviewed on Jun 16, 2026

Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo

CA $1,400
per person
Nov 22 - Nov 28
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
8.2/10 Very good! (265 reviews)
We found that the property was not as advertised. The restaurant was only open in the evening and it was a far walk in the dark on uneven paths. The pool bar was not open. The deluxe suite felt very dark and small and did not feel deluxe at all. The property was challenging to get to and further away with limited taxi service. The only bright part was the tall gentleman that worked there. He was very kind and helpful.

Reviewed on Sep 29, 2026

Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

CA $1,400
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Florence (FLR)
8.6/10 Excellent! (167 reviews)
Amazing hotel, amenities, food, staff & location. This was a gem to find & so enjoyable to stay at. Loved it

Reviewed on Oct 5, 2026

Hotel Borgo San Luigi

Hotel Borgo San Luigi

CA $1,426
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Florence (FLR)
9.2/10 Wonderful! (442 reviews)
A hidden gem in a central location. The front desk staff were very welcoming and accommodating. Clean, spacious rooms. Great food and drinks at the restaurant. Thank you for an enjoyable stay!

Reviewed on Oct 6, 2026

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Discover the ultimate golf vacation from Chianti Region with Expedia

What are some benefits when booking golf vacations from Chianti Region?

Booking a golf vacation means putting golf at the centre of your entire experience. Not only will you be able to enjoy easy access to the greens, but you'll often have access to all the equipment you need as well. Plus, golf stays tend to be on the more luxurious end of the spectrum, so you're likely to have some other high-end amenities as well.

How can I find the best golf vacations in Chianti Region?

The best way to find golf vacations in Chianti Region is to take advantage of numerous search filters. You can look for golf stays specifically, with additional filters available for certain courses in some destinations. Plus, if you travel during the off-season in , you may even be able to get high-end stays at a discount.

Are there cheap golf packages available?

Yes, you'll find prices as low as CA $1,229, but the overall price depends on several factors. The time of year you travel to Chianti Region and the amenities you opt for can play a role in the cost of your package. Some package deals offer discounts of up to 1, but that's just a general trend rather than a guarantee.

Can I book golf and spa vacation packages?

Golf is often considered a luxury activity, so it's only natural that it be paired with other high-end experiences. You can implement the spa filter to sort for properties that have spa facilities, which can be especially useful for resting and rejuvenating in between games.

How can I find luxury golf vacations in Chianti Region?

A lot of golf vacations are already luxurious given the nature of the game, but there are a few things you can do to push it as far as it can go. Use search filters to highlight only 5-star properties to ensure you're getting the best of the best. Business-class flights are available as well in most cases.

Can I book an all-inclusive golf vacation in Chianti Region?

In many cases, yes. There's even a search filter for all-inclusivity, so you can sort for all-inclusive stays specifically. Even when an all-inclusive experience that matches your needs isn't available, you may be able to find some half-board options. This is also one of the best ways to find luxury golf vacations.

Why should I book golf packages including flights?

When you book your flight and your accommodations together, you can enjoy some serious savings compared to what you'd find booking separately. We're your one-stop shop for all your travel needs, and convenience is just the beginning when booking golf vacations from Chianti Region with us.

Should I book a last-minute golf vacation?

Booking last-minute to Chianti Region shouldn't be your first choice, but if you like to travel spontaneously, there are a few benefits to enjoy. Occasionally, you may be able to save money by booking last-minute, as accommodations are interested in filling their last few vacancies as fast as they can. The deals aren't guaranteed, however, so keep that in mind when planning. Sometimes, accommodations will simply be sold out.

Can I book a golf vacation that is fully refundable?

Yes, you'll find several options that are fully refundable among our packages in Chianti Region. You can even filter for fully refundable stays specifically. Just remember to check out each accommodation's policy specifically to make sure your booking qualifies.

Why should I book my golf trip with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel needs. You can search through a massive collection of packages and potentially unlock discounts by booking your flight and accommodations together. Even more discounts may be available for Expedia Rewards members, such as special deals and the ability to earn points to put toward discounts on future bookings.

Golf Hotels in Chianti Region

Farm House La Presura

Farm House La Presura

Via Della Montagnola 191, Strada Greve in Chianti FI
  • 20 min drive from Antinori nel Chianti Classico
Book a stay at this golf farm stay in Greve in Chianti. Enjoy free WiFi, free bicycles on site, and a garden. Popular attractions Ponte Vecchio and Piazzale ...
9.4/10 Exceptional! (31 reviews)
"Great place highly recommend"

Reviewed on Apr 24, 2024

Farm House La Presura
Agriturismo Vecchio Borgo di Inalbi

Agriturismo Vecchio Borgo di Inalbi

Via delle Terre Bianche 32 Impruneta FI
  • 17 min drive from Antinori nel Chianti Classico
Stay at this farm stay in Impruneta. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ponte Vecchio and Piazzale Michelangelo are located ...
Agriturismo Vecchio Borgo di Inalbi
Residenza Il Colle

Residenza Il Colle

Via Codacci 33-35 Impruneta FI
  • 17 min drive from Antinori nel Chianti Classico
Book a stay at this golf B&B in Impruneta. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ponte Vecchio and Piazza del Duomo are located ...
9.4/10 Exceptional! (67 reviews)
"Upon arriving at the Residenza Il Colle, we were taken back by the stunning views. What a location ! Upon arrival the staff were super friendly and welcoming and after a quick tour we were left to ourselves. The pool is stunning and relatively quiet and gets the sun all day and evening but there ..."

Reviewed on Jul 24, 2025

Residenza Il Colle
See all 4,895 properties in Chianti Region
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.

Things to do

City Sightseeing Florence Hop-on Hop-off

City Sightseeing Florence Hop-on Hop-off Bus Tour

CA $47
per adult
76% of travellers recommend
City Sightseeing Florence Hop-on Hop-off Bus Tour
Florence: Pasta Cooking Class with Unlimited Wine

Florence: Pasta Cooking Class with Unlimited Wine

CA $29
per adult
94% of travellers recommend
Florence: Pasta Cooking Class with Unlimited Wine
Siena: Cathedral Complex Pass with Audio Guide

Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)

CA $29
per adult
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
See all activities in Chianti Region

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.