Title: Montecastelli Vacation Packages 2026 from $1,388 | 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 $1,388

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

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to $1,045 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

## The Latest Montecastelli vacation packages

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

![Aurum Firenze](https://images.trvl-media.com/lodging/29000000/28970000/28962000/28961941/3c6602ae_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Aurum Firenze

Historic Centre of Florence

$1,388

per person

May 21 - May 26

found 5 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

7.6/10 Good! (1,006 reviews)

It was near the train and next to awesome places. The view if you get a balcony is so cute and peaceful

Reviewed on Feb 28, 2026

![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

$1,486

per person

May 12 - May 18

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

7.6/10 Good! (1,000 reviews)

Smaller room then expected and shower did flood the floor so not the best of showers. Bed very comfortable Nice friendly & helpful staff and perfect location to explore the city.

Reviewed on Feb 22, 2026

![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

$1,418

per person

May 12 - May 18

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

![The Moon Boutique Hotel & Spa](https://images.trvl-media.com/lodging/23000000/22260000/22255000/22254976/a69619e4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Moon Boutique Hotel & Spa

Historic Centre of Florence

Save 100% on your flight

$1,810

per person

May 27 - Jun 1

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

9.6/10 Exceptional! (511 reviews)

Outstanding Boutique Hotel. Friendly Multilingual Staff, Great Breakfast, beautiful and spacious room. Absolutely amazing Wellness Spa! Centrally located for easy access to all of Firenze via public transportation. 30 mins from airport. I highly recommend The Moon Hotel And Spa!

Reviewed on Feb 23, 2026

![Hotel La Scaletta Al Ponte Vecchio](https://images.trvl-media.com/lodging/2000000/1610000/1604300/1604285/d1c916cb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

Save 100% on your flight

$2,213

per person

May 21 - May 26

found 5 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

8.8/10 Excellent! (965 reviews)

Close to everything!! That is a plus, however, room was warm and no screams on the windows. Several mosquito bites

Reviewed on Mar 6, 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/2026-04-06/2026-04-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SAY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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/d779a567_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Ristorante Alcide

Viale Marconi, 67/A Poggibonsi SI

Fully refundableReserve now, pay when you stay

$49 nightly

$61 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 Casolare Le Terre Rosse](https://images.trvl-media.com/lodging/2000000/1840000/1834100/1834037/c642c33a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Casolare Le Terre Rosse

Loc. San Donato San Gimignano SI

$136 nightly

$157 total

Apr 6 - Apr 7

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%2F6%2F2026&endDate=4%2F7%2F2026&selected=1834037&PinnedHotelID=1834037&HadPinnedHotel=true&regionId=6285665)

![Poderi Arcangelo](https://images.trvl-media.com/lodging/2000000/1500000/1492200/1492186/b49b61ae_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Poderi Arcangelo

Localita Capezzano San Gimignano SI

Fully refundableReserve now, pay when you stay

$116 nightly

$134 total

Mar 23 - Mar 24

Total with taxes and fees

9/10 Wonderful! (328 reviews)

Great one bedroom apartment. Fantastic view ofSan Gimignano from front door. Very peaceful.

Reviewed on Feb 17, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F23%2F2026&endDate=3%2F24%2F2026&selected=1492186&PinnedHotelID=1492186&HadPinnedHotel=true&regionId=6285665)

[See all 4,223 properties in Montecastelli](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F7%2F2026&endDate=3%2F8%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    |

## More vacations you might like

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Kid Friendly Vacations

[](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

LGBTQ Friendly Vacations

[](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adventure Vacations

[](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click)

![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Where to go when

[](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Honeymoon Vacations

[](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Mountain Vacations

[](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Fishing Vacations

[](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adults Only Vacations

[](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Waterpark Vacations

[](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Scuba Diving Vacations

[](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Yoga Vacations

[](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Cheap Vacations

[](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Solo Vacations

[](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click)

## 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.

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app