Castiglion Fiorentino Vacation Packages 2026 from $1,242

Castiglion Fiorentino flight + hotel vacation packages

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

Aurum Firenze

Historic Centre of Florence

$1,242

per person

Aug 9 - Aug 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Free WiFi in public areas and a safe deposit box are available at this hotel. Enjoy the free buffet breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.

Precise Tale Poggio Alla Sala

Save 100% on your flight

$3,246

per person

Jul 6 - Jul 12

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Family-friendly amenities include a playground and in-room childcare. Enjoy the 24-hour gym and free perks like buffet breakfast and WiFi in public areas.

Donati Luxury Tower Suites

Historic Centre of Florence

Save 100% on your flight

$2,304

per person

Jul 14 - Jul 19

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

This hotel features free WiFi in public areas, concierge services, and valet parking. A computer station, dry cleaning, and luggage storage are also on offer.

Park Hotel Villa Ariston

$2,338

per person

Jul 6 - Jul 12

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

This smoke-free hotel features 2 outdoor tennis courts, an outdoor pool, and a restaurant. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the seasonal outdoor pool and unwind at the bar/lounge and poolside bar.

Aurum Uffizi

Historic Centre of Florence

$1,259

per person

Aug 9 - Aug 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Enjoy the free buffet breakfast each morning. A snack bar/deli and a safe deposit box are also provided.

Top Castiglion Fiorentino hotels deals

Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.

Castiglion Fiorentino

Get rates

An outdoor pool is featured at this villa, along with a terrace and a garden. A library, laundry facilities, and barbecue grills are also on offer.

Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6 Cortona AR

$643 nightly

$716 total

Jun 19 - Jun 20

Total with taxes and fees

This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Precise Tale Poggio Alla Sala

Via Poggio alla Sala 10 Montepulciano SI

Free Cancellation

Reserve now, pay when you stay

$460 nightly

$513 total

Jun 7 - Jun 8

Total with taxes and fees

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR

Free Cancellation

Reserve now, pay when you stay

$329 nightly

$371 total

Jun 28 - Jun 29

Total with taxes and fees

A full-service spa and an indoor pool are featured at this luxury hotel. Enjoy the hot tub and free perks like full breakfast and WiFi in public areas. You'll appreciate the sauna, bar/lounge, and snack bar/deli.

Nuovo Etruria Resort

Via di S. Martino snc Montepulciano SI

Free Cancellation

$110 nightly

$126 total

Jun 7 - Jun 8

Total with taxes and fees

A seasonal outdoor pool is featured at this hotel, along with free WiFi in public areas and a garden. A communal living room is also provided.

Hotel Corsignano

Via Della Madonnina 11 Pienza SI

Free Cancellation

Reserve now, pay when you stay

$162 nightly

$186 total

Jun 21 - Jun 22

Total with taxes and fees

This smoke-free hotel features 2 hot tubs, a restaurant, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and airport shuttle. You'll appreciate the area shuttle, free parking, and terrace.

Don't see what you're looking for?

See all available properties in Castiglion Fiorentino

View all properties

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.

Popular places to visit

Cassero Tower

Find out about the history of Castiglion Fiorentino when you spend time at Cassero Tower. You can enjoy the wineries while in the area.

Tennis Club Castiglionese

Catch an event at Tennis Club Castiglionese during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.

Agricola Buccelletti Winery

You can enjoy a tasting or tour at Agricola Buccelletti Winery during your travels to La Strada-Santa Cristina. Discover the area's countryside and wineries.

Frequently asked questions

How much are vacation packages to Castiglion Fiorentino?

$1,242 is all you'll need for a wonderful escape in Castiglion Fiorentino. Bundle your hotel and flights into a vacation package with Travelocity and see your savings add up. With these kinds of prices, you'll want to start packing your bags now!

How long should my Castiglion Fiorentino vacation be?

Many people choose to spend around 2 nights in Castiglion Fiorentino, but it's your choice. If you're hoping to explore all the incredible things this location has to offer, why not hang around another few nights?

Where can I get the best vacation package deals for Castiglion Fiorentino?

It's hard to beat Travelocity when it comes to finding your Castiglion Fiorentino package deal. There are as many as 400 airlines and 1,000,000 worldwide properties to select from. Secure your trip now and get ready to cross another exciting destination off your list.

Why should I book my Castiglion Fiorentino vacation package via Travelocity?

Fantastic savings, an abundance of breathtaking destinations and a team of customer service experts available 24/7 — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always get the best possible deal with Travelocity.

Can I save money on my Castiglion Fiorentino car rental if I bundle it with hotels and flights?

With a Castiglion Fiorentino vacation package, you can bundle your car, hotel and flight bookings and save tons. If you'd love to uncover the best of this fantastic area, why not make tracks to St. Peter's Basilica? This renowned sight is 100 mi from Castiglion Fiorentino. With your own rental car, you'll be there soon enough.

Which airport is best for Castiglion Fiorentino?

Peretola Airport (FLR), 50 mi northwest of the city center, is where many visitors start their adventures in Castiglion Fiorentino. But it's possible that Federico Fellini Intl. Airport (RMI) (60 mi away from central Castiglion Fiorentino) could be a handier option for you.

What is there to do in Castiglion Fiorentino?

You'll feel an undeniable magic as you stroll the streets of Castiglion Fiorentino. Vasari Loggia and Tennis Club Castiglionese are just a couple of famous sights that make this city so popular, so put them at the top of your to-do list.

Where should I stay when visiting Castiglion Fiorentino?

Many people opt to spend their nights at the Charming and inviting vacation home with communal pool.. It's the perfect base for your Castiglion Fiorentino vacation.