Title: Montecastelli Vacation Packages 2026 from $1,121 | 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 $1,121

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

- ##  
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- ###  
Better together  
Save up to $1,045 when you book a flight and hotel together\*
- ###  
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## The Latest Montecastelli vacation packages

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

![Residenza Florentia](https://images.trvl-media.com/lodging/2000000/1140000/1133600/1133528/da5e2175_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Residenza Florentia

Historic Centre of Florence

$1,121

per person

Apr 27 - May 1

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

8.6/10 Excellent! (47 reviews)

Location, accommodations, and communication. Simple but comfortable. A basic facilities, and nice AC, elevator, and luggage storage.

Reviewed on Jun 12, 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

$1,150

per person

Apr 27 - May 1

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) 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

![Grand Hotel Cavour](https://images.trvl-media.com/lodging/1000000/20000/11000/10993/98a31a3a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Grand Hotel Cavour

Historic Centre of Florence

Save 100% on your flight

$3,253

per person

Apr 19 - Apr 24

found 24 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

9.2/10 Wonderful! (1,000 reviews)

Great hotel near the center. Walking distance to everything. I enjoyed the quality of the hotel and the roof top bar was amazing. Good service. Rooms were a little small but not sure if that was because of my budget or whether the hotel rooms were just smaller due to the type/age of the building. All in all I would recommend and most of your time is spent outdoors anyway.

Reviewed on Mar 3, 2026

![Hotel Duomo Firenze](https://images.trvl-media.com/lodging/3000000/2550000/2541700/2541603/89ed1f8e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Duomo Firenze

Historic Centre of Florence

$1,304

per person

Apr 17 - Apr 20

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

9.2/10 Wonderful! (1,000 reviews)

We loved staying here for our first visit to Florence.. perfect location , warm & friendly staff , lovely room with balcony & comfy bed as well as a fantastic breakfast… Hopefully will return! X

Reviewed on Mar 8, 2026

![Relais Uffizi, Tailor made Hotel](https://images.trvl-media.com/lodging/3000000/2550000/2542800/2542717/3e59e5ae_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Relais Uffizi, Tailor made Hotel

Historic Centre of Florence

Save 100% on your flight

$1,798

per person

Apr 27 - May 1

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

9.4/10 Exceptional! (127 reviews)

The room was stunning, it was large, the bed was comfy and the design was unique. Staff were very friendly and helpful.

Reviewed on Feb 26, 2026

Don't see what you're looking for?

See all available trips from Columbus to Montecastelli

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## 

The Annual Vacation Sale

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

$92 nightly

$107 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

$130 nightly

$150 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%2F14%2F2026&endDate=3%2F15%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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