Italy Vacation with Castle Accommodations, Airfare & Car - Montagnana, Italy

Seven-Night Trip to Tuscany from Great Value Vacations with Round-Trip Airfare from New York (JFK)

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Romantic Tuscan Vacation, Birthplace of the Renaissance

On this seven-night vacation from Great Value Vacations, you can sample Tuscan wines and cheese, stand before Michelangelo’s David, and tilt your head in line with the Leaning Tower of Pisa during a weeklong stay at a 12th-century hillside castle. The package includes round-trip airfare from New York (JFK), villa accommodations in the middle of the Tuscan wine region, and a rental car for the duration of your trip.

Click here to see a full breakdown of the package.

Montegufoni Castle

Montegufoni Castle (“Castello Montegufoni” in Italian) is a relic from the 12th century, built just before the Italian Renaissance. Situated amid the rolling hills of Tuscany, the castle is just 13 miles outside of Florence. You’ll be staying on the castle grounds, in a villa equipped with en suite bathrooms and a kitchenette. From here you can walk into town to purchase the Chianti region’s namesake wine.

The castle has a prized room frescoed by Italian Futurist Gino Severini. The work, known as La Sala delle Maschere, or “the room of masks,” depicts characters from the Italian Commedia dell'Arte masked theater. The castle estate features an outdoor pool and a restaurant that serves authentic Tuscan food prepared with locally sourced ingredients.

Day-Trip Ideas: Florence, Pisa, and San Gimignano

While you’re staying at Montegufoni Castle, hop into the included rental car and check out some of these nearby attractions.

  • Florence: The birthplace of the Renaissance and one of the world’s most beautiful cities, Florence is just 13 miles away. Try climbing The Duomo—the Florence Cathedral—to see the city in all its splendor, or marvel at Michelangelo’s David at the Accademia di Belle Arti di Firenze.

  • The Leaning Tower of Pisa: This world landmark is just an hour’s drive west of the castle. While in Pisa, you can study up on the 20 other historical churches, or explore the campus of the University of Pisa, which dates back to the 12th century.

  • Montelupo Golf Club: About 8 miles away, this classic Tuscan course skirts the Arno River in the stunning green countryside.

  • San Gimignano: A walled medieval hill town known as The Town of Fine Towers for its magnificently preserved Romanesque and Gothic architecture. The town is equally popular for its white wine, Vernaccia di San Gimignano.

What You Get

  • Seven-night Tuscan castle package departing from New York (JFK) with spring travel dates

Travel for four people (four Groupons required)

  • Option 1: $1,199 per person to depart 4/1/13–5/18/13 (a $1,599 value)
  • Option 2: $1,499 per person to depart 5/19/13–6/24/13 (a $1,999 value)

Travel for two or three people (two or three Groupons required)

  • Option 3: $1,299 per person to depart 4/1/13–5/18/13 (a $1,699 value)
  • Option 4: $1,599 per person to depart 5/19/13–6/24/13 (a $2,199 value)

For Options 3 and 4, you may pay a single supplement fee to travel solo. For Option 3, the fee is $700; for Option 4, the fee is $800.

Included in all options:

  • Round-trip airfare from New York City (JFK) on Aer Lingus
  • Accommodations on the grounds of the Montegufoni Castle, near Montespertoli
  • Rental car
  • All applicable taxes and fees

For all options, book by: 1/11/13
Valid for JFK departures on Monday–Wednesday only.

Read the Fine Print for important info on travel dates and other restrictions.


  • 12th-century Tuscan castle located 13 miles from Florence
  • Driving distance from Siena, Pisa, and San Gimignano
  • Signature restaurant specializing in chianti recipes
  • Outdoor pool
  • Free WiFi

The Fine Print

  • Book by 1/11/13 or promo value expires
  • Depart 4/1-5/18 or 5/19-6/24
  • Depart Mon-Weds
  • Option 1,2: Limit 4/person, 4/gifts; Option 3,4: 2/person, 2/gifts
  • 1/visit
  • Redemption occurs upon booking with Great Value Vacations; no refunds processed by Groupon after redemption
  • All cx subject to fee up to Groupon price
  • Travel Trip Protection allows for cx up to 72 hours before departure at no fee (less insurance costs & fees)
  • Must be 21+ to check in & rent car
  • CC req'ed at booking/check in
  • Solo fee= $700 for 4/1-5/18 and $800 for 5/19-6/24
  • €60 cleaning fee and €25/day heating fee not included.

Other Details

Hotel Policies

  • Check in: 3 p.m.–6 p.m.
  • Check out: 10 a.m.
  • Parking: free parking included with Groupon
  • Rollaways: not available
  • Smoking policy: no smoking inside the property
  • Pet policy: pets are not allowed inside the property.
  • Accessibility: handicap-accessible rooms are not available.
  • Room upgrades: not available

Getting There

  • By plane: includes round-trip flight from New York (JFK)
  • By car: about 17 miles from Peretola Airport (FLR)

Traveler's Tips

  • A passport is required for all travel outside the U.S.
  • Before international travel, always check the State Department's website for important info on the destination and its entry/exit requirements.
By purchasing this deal you'll unlock points which can be spent on discounts and rewards. Every 5,000 points can be redeemed for $5 Off your next purchase.

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