Title: Montecastelli Vacation Packages 2026 from $1,598 | 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)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# Montecastelli Vacations from $1,598

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

## 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

Save 100% on your flight

$1,598

per person

May 11 - May 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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

![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

Save 100% on your flight

$1,620

per person

May 11 - May 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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

![Villa Cora](https://images.trvl-media.com/lodging/1000000/30000/22600/22579/01d144a6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Villa Cora

Oltrarno

Save 100% on your flight

$3,494

per person

May 12 - May 18

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

9.8/10 Exceptional! (472 reviews)

Amazing service and staff. Wow!

Reviewed on Feb 21, 2026

![Maxim Axial](https://images.trvl-media.com/lodging/3000000/2540000/2532900/2532899/b9927c89_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Maxim Axial

Historic Centre of Florence

Save 100% on your flight

$1,951

per person

May 11 - May 17

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

8.6/10 Excellent! (1,005 reviews)

Breakfast was fresh and delicious! Rooms contain thoughtful amenities.

Reviewed on Mar 27, 2026

![Bernini Palace](https://images.trvl-media.com/lodging/1000000/20000/14000/13999/c71352fb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Bernini Palace

Historic Centre of Florence

Save 100% on your flight

$3,066

per person

May 26 - May 31

found 18 hours ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

9.8/10 Exceptional! (1,010 reviews)

The location and staff were great. Highly recommend.

Reviewed on Mar 29, 2026

Don't see what you're looking for?

See all available trips from Columbus to Montecastelli

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-03/2026-05-10/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SAY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

### 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 refundable

$67 nightly

$81 total

Apr 26 - Apr 27

Total with taxes and fees

8/10 Very Good! (481 reviews)

I highly recommended

Reviewed on Oct 14, 2025

[](https://expedia.com/Hotel-Search?startDate=4%2F26%2F2026&endDate=4%2F27%2F2026&selected=1402058&PinnedHotelID=1402058&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

Fully refundableReserve now, pay when you stay

$138 nightly

$159 total

Apr 16 - Apr 17

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%2F16%2F2026&endDate=4%2F17%2F2026&selected=1834037&PinnedHotelID=1834037&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

Apr 12 - Apr 13

Total with taxes and fees

[](https://expedia.com/Hotel-Search?startDate=4%2F12%2F2026&endDate=4%2F13%2F2026&selected=996973&PinnedHotelID=996973&HadPinnedHotel=true&regionId=6285665)

[See all 4,240 properties in Montecastelli](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=4%2F4%2F2026&endDate=4%2F5%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.