Montecastelli Holidays

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Top Flight + Hotel Deals in Montecastelli

Price found within the past 48 hours. Click for updated prices.
Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
Price was €789, price is now €636 per person
€636
per person
27 Dec - 30 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.8/10 Excellent! (445 reviews)
Beautiful hotel! We didn't realize the pool would be closed when we were there, but otherwise excellent stay.

Reviewed on 13 Oct 2026

The Hoxton, Florence

The Hoxton, Florence

4 out of 5
Historic Centre of Florence
Price was €933, price is now €735 per person
€735
per person
27 Dec - 30 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.4/10 Exceptional! (370 reviews)

Palazzo Lorenzo Hotel Boutique & Spa

Palazzo Lorenzo Hotel Boutique & Spa

4 out of 5
San Lorenzo
Price was €810, price is now €663 per person
€663
per person
27 Dec - 30 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.4/10 Exceptional! (626 reviews)

Bob W Florence Santa Croce

Bob W Florence Santa Croce

3 out of 5
Historic Centre of Florence
Price was €839, price is now €694 per person
€694
per person
27 Dec - 30 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.6/10 Excellent! (24 reviews)
The keyless entry system was new to me. I was apprehensive about it first. It took getting used to, but once I familiarized myself with the code and the system, I thought it was better than having a physical key. The receptionist, Julie was excellent. She was very helpful in navigating my way through the downtown area, she knows Florence very well. She advised of the best restaurants to and what places to explore. She was very patient and pleasant. The breakfast included was light and good. The cafeteria attendant was also pleasant. I did mention to the hotel manager that a washcloth, included in the hotel the linen would be a plus. I had to purchase one on my own to complete the linen set.

Reviewed on 17 Oct 2026

Hotel Ginori al DUOMO

Hotel Ginori al DUOMO

4 out of 5
Historic Centre of Florence
Price was €841, price is now €704 per person
€704
per person
27 Dec - 30 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.8/10 Excellent! (72 reviews)

Top hotels in Montecastelli

Hotel Italia

Hotel Italia

3 out of 5
Viale Camillo Benso Conte di Cavour, 67 Siena SI
Fully refundableReserve now, pay when you stay
The price is €70 per night from 22 Nov to 23 Nov
€70
22 Nov - 23 Nov
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the ..."

Reviewed on 21 Oct 2026

Hotel Italia
Poderi Arcangelo

Poderi Arcangelo

Localita Capezzano San Gimignano SI
Fully refundableReserve now, pay when you stay
The price is €111 per night from 26 Nov to 27 Nov
€111
26 Nov - 27 Nov
includes taxes & fees
Poderi Arcangelo
Hotel Borgo San Luigi

Hotel Borgo San Luigi

4 out of 5
STRADA DELLA CERRETA,7 Monteriggioni SI
Fully refundableReserve now, pay when you stay
The price is €118 per night from 5 Nov to 6 Nov
€118
5 Nov - 6 Nov
includes taxes & fees
9.2/10 Wonderful! (455 reviews)
"Borgo San Luis is a luxury destination! The four of us were treated as honored guests of great renown. The grounds were wide, varied, and immaculate. The breakfasts were special events for us foodies, and the swimming pool was refreshing even in October!. Parking was free, secure, and accessible. ..."

Reviewed on 25 Oct 2026

Hotel Borgo San Luigi
See all 4,242 properties in Montecastelli
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.

Frequently asked questions

How much does a Montecastelli holiday package cost?
Offering great value package deals from €636 on Expedia, you'll be thrilled with how little a holiday to Montecastelli costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Montecastelli?
January, February and November are great times to search for cheap Montecastelli holiday packages. Travelling in quieter months means you can typically find lower prices on flights and accommodation.
How many days is enough for Montecastelli?
The ideal duration of your Montecastelli holiday depends on what you'd like to see. Usually, a few days to a week will give you enough time to hit all the leading sights and explore some hidden gems along the way.
How to find the best Montecastelli package deals?
Landing a cheap Montecastelli package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Montecastelli package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Montecastelli holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging flights and hotels individually. Better still, you can tailor your Montecastelli trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Montecastelli?
If you're planning a spontaneous Montecastelli holiday, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Montecastelli?

  1. Pick your dates: What you'd like to do in Montecastelli and your preferred season will help you decide when to travel.
  2. Budget wisely: Besides the price of your stay, you should consider other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected costs that could arise during your trip to Montecastelli.
  3. Work out your trip length: Consider how much time you'd like to spend exploring Montecastelli. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Combine your accommodation and airfare: Once you've settled on your travel dates and duration, book the ideal Montecastelli holiday package for you.

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