Title: Montecastelli Vacation Packages 2026 from $1,109 | Expedia.com

[Montecastelli Travel Guide](https://expedia.com/Montecastelli.dx6285665)[Hotels in Montecastelli](https://expedia.com/Montecastelli-Hotels.d6285665.Travel-Guide-Hotels)[Vacation Rentals in Montecastelli](https://expedia.com/Montecastelli-Vacation-Rentals.d6285665.Travel-Guide-VacationRentals)[Flights to Montecastelli](https://expedia.com/Cheap-Flights-To-Montecastelli.d6285665.Travel-Guide-Flights)[Car Rentals in Montecastelli](https://expedia.com/Car-Rentals-In-Montecastelli.d6285665.Car-Rental-Guide)

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# Montecastelli Vacations from $1,109

## Book a Hotel + Flight or Car together to unlock savings

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## The Latest Montecastelli vacation packages

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

![Eurostars Florence Boutique](https://images.trvl-media.com/lodging/2000000/1170000/1167000/1166901/88283612_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Eurostars Florence Boutique

Historic Centre of Florence

$1,109

per person

Apr 14 - Apr 16

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Florence (FLR)

8.6/10 Excellent! (483 reviews)

The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on Dec 13, 2025

![Aurum Uffizi](https://images.trvl-media.com/lodging/3000000/2550000/2541700/2541615/4fb74083_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Aurum Uffizi

Historic Centre of Florence

Save 100% on your flight

$1,273

per person

May 18 - May 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Florence (FLR)

7.6/10 Good! (1,002 reviews)

The location is great. Free breakfast was provided and in my opinion it was a good one. Staff is very nice and helpful.

Reviewed on Mar 9, 2026

![FH55 Hotel Villa Fiesole](https://images.trvl-media.com/lodging/1000000/580000/574500/574416/9653858b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### FH55 Hotel Villa Fiesole

$1,910

per person

May 24 - May 26

found 17 hours ago

Roundtrip flight included

Atlanta (ATL) to Florence (FLR)

8.8/10 Excellent! (370 reviews)

We had a lovely stay… our room was spotless the bed very comfortable. The staff were si helpful and friendly. Bonus was on site parking and the bus stop ( bus #7) into Florence was a 2 minute walk down the road. I highly recommend this hotel.

Reviewed on Nov 21, 2025

![Globus Urban Hotel](https://images.trvl-media.com/lodging/1000000/920000/913600/913526/w5461h3637x5y0-ad6a6137_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Globus Urban Hotel

Historic Centre of Florence

$1,879

per person

May 24 - May 26

found 17 hours ago

Roundtrip flight included

Atlanta (ATL) to Florence (FLR)

9.4/10 Exceptional! (1,079 reviews)

Clean room, very attentive personnel. Good selection for breakfast. Located near Mercato centrale, which is convenient and little shady due pick pockets

Reviewed on Mar 3, 2026

![Orto De Medici Hotel](https://images.trvl-media.com/lodging/1000000/850000/849900/849839/24f89230_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Orto De Medici Hotel

Historic Centre of Florence

$1,908

per person

May 24 - May 26

found 17 hours ago

Roundtrip flight included

Atlanta (ATL) to Florence (FLR)

9.6/10 Exceptional! (1,001 reviews)

Other than the unavoidable street construction outside, this hotel was truly amazing. Loved my room, loved the amenities, and they took care of luggage while we dis some site seeing. Also had complimentary items for my room, and had a birthday gift waiting for me when I came back from our day. Wonderful place and staff!

Reviewed on Mar 11, 2026

Don't see what you're looking for?

See all available trips from Columbus to Montecastelli

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## 

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Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_6285665)

### Discover the most popular places to visit in Montecastelli

#### Biolago Geotermico Acqua Harda

You can take time to visit Biolago Geotermico Acqua Harda during your travels to Sasso Pisano. Discover the area's countryside and spas. 

[](https://expedia.com/Biolago-Geotermico-Acqua-Harda-Castelnuovo-di-Val-di-Cecina.d553248621562140641.Vacation-Attraction)

## Montecastelli Hotel Deals

![Hotel Ristorante Alcide](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/84e9dcbe_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Ristorante Alcide

Viale Marconi, 67/A Poggibonsi SI

Fully refundableReserve now, pay when you stay

$47 nightly

$59 total

Mar 15 - Mar 16

Total with taxes and fees

8/10 Very Good! (480 reviews)

I highly recommended

Reviewed on Oct 14, 2025

[](https://expedia.com/Hotel-Search?startDate=3%2F15%2F2026&endDate=3%2F16%2F2026&selected=1402058&PinnedHotelID=1402058&HadPinnedHotel=true&regionId=6285665)

![Hotel Italia](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/e3da527a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Italia

Viale Camillo Benso Conte di Cavour, 67 Siena SI

Fully refundableReserve now, pay when you stay

$93 nightly

$108 total

Mar 22 - Mar 23

Total with taxes and fees

9.2/10 Wonderful! (1,003 reviews)

Very close to the bus and train station, lovely staff, clean room but a bit too warm even in February and no water kettle in the room, which was a bit surprising.

Reviewed on Mar 8, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=996973&PinnedHotelID=996973&HadPinnedHotel=true&regionId=6285665)

![Hotel Casolare Le Terre Rosse](https://images.trvl-media.com/lodging/2000000/1840000/1834100/1834037/2faaea98_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Casolare Le Terre Rosse

Loc. San Donato San Gimignano SI

$128 nightly

$148 total

Apr 11 - Apr 12

Total with taxes and fees

9.2/10 Wonderful! (450 reviews)

We enjoyed our stay. The biggest complaint is they did not supply assistance with bringing our luggage to the room. Especially, with the distance of the parking lot.

Reviewed on Oct 4, 2025

[](https://expedia.com/Hotel-Search?startDate=4%2F11%2F2026&endDate=4%2F12%2F2026&selected=1834037&PinnedHotelID=1834037&HadPinnedHotel=true&regionId=6285665)

[See all 4,226 properties in Montecastelli](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&regionId=6285665)

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.

## Find the Best Montecastelli Vacation Packages

## Montecastelli Essential Information

| Language        | Italian |
| --------------- | ------- |
| Currency        | Euros   |
| Local Welcome   | Ciao    |
| Local Goodbye   | Ciao    |
| Max Temp Winter | 50ºF    |
| Max Temp Summer | 85ºF    |

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## Frequently asked questions

### How much does a Montecastelli vacation package cost?

### What are the cheapest months to go to Montecastelli?

### How many days is enough for Montecastelli?

### How to find the best Montecastelli package deals?

### Is it cheaper to book a Montecastelli vacation as a package?

### When to book a vacation package to Montecastelli?

### Does Expedia offer Book Now, Pay Later Montecastelli vacation packages?

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

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