Monteriggioni Vacations from ¥301,295

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The Latest Monteriggioni Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
¥301,295
per person
Oct 29 - Nov 3
found 12 hours ago
Roundtrip flight included
Osaka (KIX) to Florence (FLR)
9.6/10 Exceptional! (580 reviews)
Stunning hotel and maintained to a spotless standard. Bit of a trek to the centre and parking not cheap but good services just outside (tram, bus) - just takes some working out. We probably didn't need to go for the suite considering the time of year (Sauna and jacuzzi not overly used after stomping streets in near 40deg heat!). Breakfast good and staff super friendly/informative.

Reviewed on Aug 11, 2026

Hotel Santa Maria Novella

Hotel Santa Maria Novella

Historic Centre of Florence
¥367,198
per person
Oct 29 - Nov 3
found 12 hours ago
Roundtrip flight included
Osaka (KIX) to Florence (FLR)
9.6/10 Exceptional! (1,004 reviews)
I really hate having to write this review because there was so much we loved about the hotel. The morning staff was amazing, we were given a gorgeous room, the hotel itself is beautiful, and the location is excellent. Unfortunately, the air conditioning in our room simply was not working properly. When we arrived, the room was at 28°C (82°F). We initially assumed the AC just needed some time to cool the room down, but several hours later it was still at 27.8°C. When we returned from dinner around 11 PM, it was still 27.2°C (81°F). I spoke with the night front desk, but unfortunately found the response somewhat dismissive. I asked for a fan, which they did provide, and I appreciated that, but the room remained extremely hot and uncomfortable throughout the night. By the following morning, the temperature had only dropped to 25.5°C (78°F). I took timestamped photos of the thermostat throughout our stay, so the temperatures mentioned above are documented. It is genuinely a shame because otherwise we had a very positive impression of the hotel. The room was beautiful, the property is lovely and well located, and several members of the staff were wonderful. But being unable to properly cool a hotel room, especially during the summer, significantly affected our stay and made for a very uncomfortable night.

Reviewed on Aug 12, 2026

Eurostars Florence Boutique

Eurostars Florence Boutique

Historic Centre of Florence
¥445,241
per person
Sep 20 - Sep 25
found 13 hours ago
Roundtrip flight included
Tokyo (NRT) to Florence (FLR)
8.6/10 Excellent! (497 reviews)
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Reviewed on Aug 10, 2026

Il Rivalta - Place of Charme

Il Rivalta - Place of Charme

Historic Centre of Florence
¥733,224
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Florence (FLR)
9.4/10 Exceptional! (584 reviews)
The room was amazing! Like an apartment with the most amazing view! The front desk didn’t have anyone show us around the room and our keys wouldn’t work! The bellman tried and was most helpful but he couldn’t get it to work either. Breakfast was delicious however confusing on how to order. No signs or information provided. I’d stay again for the room, view and location and hope they work to address the little things that can make them 5 stars as the property and bellman is worth 5 stars

Reviewed on Aug 10, 2026

Hotel Regency

Hotel Regency

Historic Centre of Florence
¥718,043
per person
Sep 20 - Sep 25
found 13 hours ago
Roundtrip flight included
Tokyo (NRT) to Florence (FLR)
9.4/10 Exceptional! (458 reviews)

Find the Best Monteriggioni Vacation Packages

Monteriggioni Hotel Deals

Hotel Borgo San Luigi

Hotel Borgo San Luigi

STRADA DELLA CERRETA,7 Monteriggioni SI
Fully refundableReserve now, pay when you stay
¥41,570
¥47,014 total
Aug 30 - Aug 31
includes taxes & fees
9.2/10 Wonderful! (435 reviews)
"Beautiful hotel and helpful staff Excellent food and amenities"

Reviewed on Aug 4, 2026

Hotel Borgo San Luigi
Hotel Il Piccolo Castello

Hotel Il Piccolo Castello

Strada Provinciale Colligiana, 8 Monteriggioni SI
Fully refundableReserve now, pay when you stay
¥23,205
¥26,813 total
Sep 11 - Sep 12
includes taxes & fees
8.8/10 Excellent! (356 reviews)
"Very clean room, air con could of been stronger, food was great staff was helpful"

Reviewed on Jul 29, 2026

Hotel Il Piccolo Castello
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
¥51,813
¥58,834 total
Aug 26 - Aug 27
includes taxes & fees
Grand Hotel Continental Siena – Starhotels Collezione
See all 7,943 properties in Monteriggioni
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.

Stay near popular Monteriggioni attractions

Monteriggioni Castle

9.0/10 (61 reviews)
This 13th-century fortress, immortalized in Dante's Divine Comedy, features an intact circular wall with 14 towers. Wander through the medieval village inside and climb the walls for sweeping Tuscan countryside views.
See properties

San Leonardo al Lago

9.0/10 (2 reviews)
This 12th-century Tuscan hermitage features Gothic frescoes by Sienese masters. Wander through oak forests to discover this tranquil sanctuary where medieval monastic life meets artistic splendor.
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What to do in Monteriggioni

Siena: Cathedral Complex Pass with Audio Guide

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

¥3,349
per adult
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

¥9,570
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting

Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting

¥9,018
per adult
90% of travellers recommend
Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting
See all activities in Monteriggioni

Frequently asked questions

How much does a Monteriggioni vacation package cost?
Offering great value package deals from ¥301,295 on Expedia, you'll be thrilled with how little a vacation to Monteriggioni costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Monteriggioni?
The off-season is the best time to head to Monteriggioni if you're trying to save. Another tip for finding cheap Monteriggioni vacation packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for Monteriggioni?
Typically, a handful of days is enough to explore the top attractions during your Monteriggioni vacation. But if you'd like to have some time to relax or go on day tours, think about extending your trip.
How to find the best Monteriggioni package deals?
Use Expedia's handy filters to help you find some terrific Monteriggioni package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Monteriggioni package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Monteriggioni vacation as a package?
Expedia vacation 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 enjoy significant savings. You'll generally land a better deal than booking each component separately. And you'll still have the freedom to create a tailored Monteriggioni vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Monteriggioni?
Land incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Monteriggioni getaway.
How to plan a trip to Monteriggioni?
  1. Choose your dates: What you want to do in Monteriggioni and your preferred season can help you decide when to go.
  2. Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to flights and experiences. Your accommodations will likely be the biggest expense during your trip to Monteriggioni.
  3. Decide your trip length: Think about how much time you'd like to spend discovering Monteriggioni. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a personalized Monteriggioni vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.