Casole d'Elsa Holidays from NZ$4,192

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The Latest Casole d'Elsa Holiday Deals

Price found within the past 48 hours. Click for updated prices.
LHP River Club

LHP River Club

5 out of 5
Santa Croce
per person
6 Oct - 11 Oct
found 14 hours ago
Return flight included
Auckland (AKL) to Florence (FLR)
10/10 Exceptional! (1 review)
Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
6 Oct - 11 Oct
found 14 hours ago
Return flight included
Auckland (AKL) to Florence (FLR)
9.4/10 Exceptional! (230 reviews)
I VERY MUCH ENJOYED THE STAY

Reviewed on 18 Jul. 2025

Hotel Balestri

Hotel Balestri

4 out of 5
Historic Centre of Florence
per person
6 Oct - 11 Oct
found 14 hours ago
Return flight included
Auckland (AKL) to Florence (FLR)
9.2/10 Wonderful! (967 reviews)
Exceptional services overall. We would definitely stay here again.

Reviewed on 15 Aug. 2025

Rivalta Hotel

Rivalta Hotel

4 out of 5
Historic Centre of Florence
per person
6 Oct - 11 Oct
found 14 hours ago
Return flight included
Auckland (AKL) to Florence (FLR)
9.2/10 Wonderful! (364 reviews)
Great location, clean and modern rooms, walkable distance to all the shopping areas. We loved it and coming back for sure

Reviewed on 15 Aug. 2025

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
per person
6 Oct - 11 Oct
found 14 hours ago
Return flight included
Auckland (AKL) to Florence (FLR)
8.8/10 Excellent! (893 reviews)
The room was excellent however the only thing at times didnt work out was the walls are thin so you can hear your neighbors - additionally the wifi was super slow only recommendation I would have is to have better internet service

Reviewed on 5 Aug. 2025

Casole d'Elsa Holiday

Our pick of the best Casole d'Elsa Hotel Deals

Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany

5 out of 5
Localita Querceto, Casole d'Elsa, SI
Fully refundableReserve now, pay when you stay
The price is NZ$3,265 per night from 18 Aug to 19 Aug
NZ$3,265
18 Aug - 19 Aug
includes taxes & fees
9.6/10 Exceptional! (71 reviews)
✨Slow luxury in Tuscany ✨
"Golden hills bathed in soft sunlight, cypress-lined avenues leading to hidden resort- A serene escape at Castello di Casole, A Belmond Hotel, Tuscany, where timeless elegance meets Tuscan charm. Service is great and truffle hunting is a definitely recommend experience！"

Reviewed on 19 Jun. 2025

Castello di Casole, A Belmond Hotel, Tuscany
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundable
The price is NZ$294 per night from 23 Aug to 24 Aug
NZ$294
23 Aug - 24 Aug
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Amazing staff and phenomenal food and views"

Reviewed on 12 Aug. 2025

Hotel Athena
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34, Siena, SI
Fully refundableReserve now, pay when you stay
The price is NZ$235 per night from 18 Aug to 19 Aug
NZ$235
18 Aug - 19 Aug
includes taxes & fees
9.2/10 Wonderful! (686 reviews)
Just beautiful
"The building, the views, the staff, the food, everything was just incredible. It was so quiet we felt like we were the only people there until we went for breakfast and realised there were others in the hotel. The view from the our room at the back of the hotel over the Tuscan hills will live with ..."

Reviewed on 9 Aug. 2025

Palazzo Ravizza
See all 8,443 properties in Casole d'Elsa
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 Casole d'Elsa

Sunny day view of Monteriggioni, a Comune in Italy

Chianti Half Day Wine Tour from Florence

NZ$96
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
A guided visit of San Gimignano

Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting

NZ$372
per adult
100% of travellers recommend
Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting
From Siena: Chianti and Castles Tour with Wine Tastings

From Siena: Chianti and Castles Tour with Wine Tastings

NZ$166
per adult
From Siena: Chianti and Castles Tour with Wine Tastings
See all activities in Casole d'Elsa

Frequently asked questions

How much does a Casole d'Elsa holiday package cost?
You'll find cheap prices from NZ$4,192 on Expedia for your Casole d'Elsa break. However, a range of factors like the hotel choice, length of stay and season will influence how much your holiday to Casole d'Elsa costs.
What are the cheapest months to go to Casole d'Elsa?
The off-season is the best time to travel to Casole d'Elsa if you're trying to keep costs down. Another tip for scoring cheap Casole d'Elsa holiday packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for Casole d'Elsa?
The ideal duration for your Casole d'Elsa holiday depends on what you'd like to see. Generally, a handful of days to a week will give you plenty of time to tick off all the leading sights and discover some hidden spots along the way.
How to find the best Casole d'Elsa package deals?
Begin your search for a Casole d'Elsa package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Casole d'Elsa package deal straight away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Casole d'Elsa adventure underway.
Is it cheaper to book a Casole d'Elsa holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Casole d'Elsa holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Casole d'Elsa?
Enjoy fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Casole d'Elsa getaway.
How to plan a trip to Casole d'Elsa?

  1. Pick your dates: The things you want to do in Casole d'Elsa and your favourite season will help you decide when to get away.
  2. Budget wisely: On top of the cost of your hotel, you'll need to factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that could arise during your trip to Casole d'Elsa.
  3. Decide how long to go away for: Now that you're more familiar with Casole d'Elsa, you can figure out the ideal length of your holiday. Create a draft itinerary and allocate enough time for all the things you want to do.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Casole d'Elsa holiday 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.