Gaiole in Chianti Vacations from ￥318,983

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The Latest Gaiole in Chianti Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Santa Maria Novella

Hotel Santa Maria Novella

4 out of 5
Historic Centre of Florence
per person
Sep 24 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Florence (FLR)
9.6/10 Exceptional! (1,004 reviews)
Very central to everything

Reviewed on Jul 30, 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
per person
Sep 15 - Sep 22
found 17 hours ago
Roundtrip flight included
Osaka (KIX) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
El hotel muy limpio, súper ubicado entre la estación del tren y el centro histórico. Muy cerca hay muchísimas opciones para comer. Aire acondicionado bueno, ventana hacia la calle. Lo único incómodo es el espacio de regadera que es pequeño, y cuesta bañarse.

Reviewed on Jul 31, 2025

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
per person
Sep 15 - Sep 22
found 17 hours ago
Roundtrip flight included
Osaka (KIX) to Florence (FLR)
8.8/10 Excellent! (382 reviews)
Great place to stay near Florence, it’s quite and relaxing. The pool is great.

Reviewed on Jul 31, 2025

Hotel Miceli - Civico 50

Hotel Miceli - Civico 50

3 out of 5
Historic Centre of Florence
per person
Sep 15 - Sep 22
found 17 hours ago
Roundtrip flight included
Osaka (KIX) to Florence (FLR)
8.8/10 Excellent! (185 reviews)
There was no staff on-site when we arrived, but we had been in touch with the hotel via WhatsApp all day, and they were super helpful and friendly! Entering the building was very easy, but the 3-person elevator was just a little squished. The room was as expected - the only downside was that the shower was only cold water (after running it for a few minutes) and the sink in the bathroom was only hot water! The room was warm when we entered, but we turned the air conditioning up and it was perfect by the time we arrived back for bed. All-in-all, it was a good stay overnight!

Reviewed on Jun 22, 2025

Hotel Ville sull'Arno

Hotel Ville sull'Arno

5 out of 5
Campo di Marte
per person
Sep 15 - Sep 22
found 17 hours ago
Roundtrip flight included
Osaka (KIX) to Florence (FLR)
9.6/10 Exceptional! (730 reviews)
Beautiful small hotel. Great staff excellent restaurant Very small pool. Shuttle.

Reviewed on Jul 28, 2025

Find the Best Gaiole in Chianti Vacation Packages

Gaiole in Chianti Hotel Deals

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

5 out of 5
Via Spaltenna 13, Gaiole in Chianti, SI
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (238 reviews)
"This is truly my favorite place in the world—peaceful, beautiful, and filled with the kindest staff. I’m so glad we found it. I didn’t want to leave and joked with my family that I might just run away and stay forever. The location and scenery are absolutely stunning. We enjoyed fantastic meals during ..."

Reviewed on Jul 16, 2025

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Castello di Spaltenna- Small Luxury Hotels of the World
Castello di Tornano Wine Resort

Castello di Tornano Wine Resort

Loc. Tornano, Gaiole in Chianti, SI
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (88 reviews)
"Beautiful property in a stunning location! Would have been nice to have some sort of gathering area indoors as we were multiple pe"

Reviewed on May 29, 2025

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Castello di Tornano Wine Resort
Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel

4 out of 5
Localita La Ripresa di Vistareni, Gaiole in Chianti, SI
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (130 reviews)
"Such a classic Tuscany location. Beautiful old Watermill turned into a hotel so it is very rustic. Cell phone service on the area is not good but WiFi seemed fine. Pools were nice but not too big and not a lot of space to accommodate all guests. Enjoyed the breakfast. Staff were helpful."

Reviewed on Jul 30, 2025

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Ultimo Mulino Wellness Country Hotel
See all 8,784 properties in Gaiole in Chianti
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.

What to do in Gaiole in Chianti

Brolio Castle

Small-Group Chianti Trip with Wine Tasting from Siena

￥30,510
per adult
Small-Group Chianti Trip with Wine Tasting from Siena
From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting

From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting

￥12,998
per adult
88% of travellers recommend
From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting
Chianti Colours and Flavours from Florence

Chianti Wineries Tour with 7 Wine Tastings from Florence

￥14,659
per adult
Chianti Wineries Tour with 7 Wine Tastings from Florence
See all activities in Gaiole in Chianti

Frequently asked questions

How much does a Gaiole in Chianti vacation package cost?
You'll find cheap prices from ￥318,983 on Expedia for your Gaiole in Chianti break. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Gaiole in Chianti costs.
What are the cheapest months to go to Gaiole in Chianti?
The off-season is the best time to head to Gaiole in Chianti if you're hoping to keep costs down. Another tip for getting cheap Gaiole in Chianti vacation packages? Try to avoid public holidays and any major events or festivals.
How many days is enough for Gaiole in Chianti?
With about 3 days, you'll have plenty of time to visit popular neighborhoods such as Badia Coltibuono and Vertine during your Gaiole in Chianti vacation. Be sure to also add PoggioBrandani and Castle of Brolio to your must-do list. Up for some more adventures? Consider venturing outside of Gaiole in Chianti on day trips and tours.
Is it worth booking a vacation package to Gaiole in Chianti?
Gaiole in Chianti has everything you need for an amazing getaway — walking trails, cycling and bars and pubs are just the start. Whether you want to check out attractions such as Meleto Castle and Badia a Coltibuono, or take the path less traveled, you'll find plenty to experience on your Gaiole in Chianti vacation.
How to find the best Gaiole in Chianti package deals?
Start your search for a Gaiole in Chianti package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Gaiole in Chianti package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Gaiole in Chianti escape off to a flying start.
Is it cheaper to book a Gaiole in Chianti vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging accommodations and flights separately. Better still, you can customize your Gaiole in Chianti trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Gaiole in Chianti?
If you're considering an impromptu Gaiole in Chianti adventure, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Gaiole in Chianti?

  1. Pick your travel dates: The things you want to do in Gaiole in Chianti and your favorite season can help you decide when to get away.
  2. Budget wisely: Besides the price of your stay, you'll need to consider other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that may arise during your trip to Gaiole in Chianti.
  3. Decide how long to go away for: Now that you're up to speed on Gaiole in Chianti, you can figure out the right length of your vacation. Put together a draft plan and allocate enough time for all the things you want to do.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose a Gaiole in Chianti vacation package that brings all your bookings together.

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