Montecastello Vacations from $644

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Your Montecastello Vacation

Lock in a Montecastello vacation package that includes only the things you need and nothing you don't. Good for bars and pubs, dining and nature, consider staying in the neighborhood of Bientina. If visiting the sights is a must during your trip to Montecastello, make sure you find your way to big-name attractions like Piaggio Museum and Piscina Comunale Pontedera. Your dream Montecastello vacation is only clicks away. Browse flights, hotels and more on Expedia for an adventure that's tailored to suit your travel style.

The Latest Montecastello vacation packages

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

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,096, price is now $644 per person
$644
per person
Nov 13 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,004 reviews)
Very clean, aircon definitely welcome in summer temperatures, breakfast buffet very good. All within walkable distance of the Palazzo Vecchio and other attractions.

Reviewed on Aug 30, 2025

L'Andana

L'Andana

5 out of 5
Save 100% on your flight
Price was $2,626, price is now $1,752 per person
$1,752
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
9.4/10 Exceptional! (80 reviews)
What an amazing place I hope to get back here next year again everybody was super nice. Property was super nice. It is quite relaxing. Great food apparently a great wine as well but I don’t drink. I highly recommend anybody to go.

Reviewed on Jul 5, 2025

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Cortona Old Town
Save 100% on your flight
Price was $2,080, price is now $1,456 per person
$1,456
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
10/10 Exceptional! (230 reviews)
Beautiful property, magical, great friendly staff, fantastic breakfast. Everything was perfect

Reviewed on Aug 7, 2025

The Club House

The Club House

5 out of 5
Save 100% on your flight
Price was $2,450, price is now $1,717 per person
$1,717
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
10/10 Exceptional! (2 reviews)
Excellent overall. Amenities. Service. Food. Vibe. All top notch

Reviewed on Sep 2, 2025

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

5 out of 5
Save 100% on your flight
Price was $2,456, price is now $1,739 per person
$1,739
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
9.6/10 Exceptional! (247 reviews)
This was the most authentic place I have ever seen really takes back but all the amenities by far the best place to stay in Tuscany IT Fantastic staff 5star

Reviewed on Aug 31, 2025

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Discover the most popular places to visit in Montecastello

Piaggio Museum

You can spend time exploring the galleries in Piaggio Museum in Pontedera. Amble around this trendy area's riverfront and enjoy its top-notch restaurants.

Piaggio Museum

Piscina Comunale Pontedera

You can take time to visit Piscina Comunale Pontedera during your travels to Pontedera. Discover the countryside and local cheese shops in this relaxing area.

Piscina Comunale Pontedera

What to do in Montecastello

Pisa and Piazza dei Miracoli Half Day Tour from Florence

Pisa and Piazza dei Miracoli Half Day Tour from Florence

$46
per adult
86% of travellers recommend
Pisa and Piazza dei Miracoli Half Day Tour from Florence
From Livorno: Shore Excursion to Florence and Pisa

From Livorno: Shore Excursion to Florence and Pisa

$47
per adult
90% of travellers recommend
From Livorno: Shore Excursion to Florence and Pisa
Pisa: 5 Attractions Ticket with Skip-the-Line & Audio Guide

Pisa Tower and up to 4 Attractions Tickets with Audio Guide

$36
per adult
Pisa Tower and up to 4 Attractions Tickets with Audio Guide
See all activities in Montecastello

Montecastello Hotel Deals

Hotel Bologna

Hotel Bologna

4 out of 5
Via Mazzini 57, Pisa, PI
$134 nightly
The price is $155 total per night from Oct 2 to Oct 3
$155 total
Oct 2 - Oct 3
Total with taxes and fees
Hotel Bologna
Max Hotel Livorno

Max Hotel Livorno

4 out of 5
Via Giotto Ciardi, 28, Livorno, LI
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $100 total per night from Sep 7 to Sep 8
$100 total
Sep 7 - Sep 8
Total with taxes and fees
Max Hotel Livorno
NH Pisa

NH Pisa

4 out of 5
Piazza Stazione 2, Pisa, PI
$153 nightly
The price is $176 total per night from Sep 21 to Sep 22
$176 total
Sep 21 - Sep 22
Total with taxes and fees
NH Pisa
See all 7,111 properties in Montecastello
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.

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Frequently asked questions

How much does a Montecastello vacation package cost?
You can snap up a vacation package to this top destination from $644 on Expedia. However, how much your vacation to Montecastello costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Montecastello?
You can generally find reduced prices and better availability in December, January and February. Take a look at our cheap Montecastello vacation packages and you could get some great off-season discounts.
How many days is enough for Montecastello?
The ideal length for your Montecastello vacation depends on what you'd like to see and do. Usually, a few days to a week will give you enough time to hit all the major attractions and discover some hidden gems along the way.
How to find the best Montecastello package deals?
Use Expedia's filter tool to help you find some unbeatable Montecastello package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Montecastello package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Montecastello vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a personalized Montecastello vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Montecastello?
If you're considering a spur-of-the-moment Montecastello getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Montecastello vacation packages?
Your Montecastello trip should be a relaxing escape from your daily routine, not a source of money worries. So to allow you a little more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.