A royal escape in Italy
Castello di Montegufoni—a beautifully restored 12th‑century fortress set amid rolling Tuscan hills and terraced gardens—creates a truly memorable backdrop for your Italian getaway. Blending medieval charm with touches of Renaissance elegance, the estate offers an on‑site restaurant, a refreshing pool, and easy access to golf, hiking trails, and spa experiences. With an included rental car, it becomes an ideal home base for exploring the surrounding Chianti region and beyond.
Stay longer to add time in Rоme and Vеnice!
What's Included
- Round-trip economy class airfare to Rome (FCO)
- Manual shift car rental for duration - upgrade to automatic available
- 6 nights in Tuscany at Castello Di Montegufoni
Great Ways to Explore
Enjoy views of rolling hills and winding roads in Tuscany.
- Unwind at Castello Di Montegufoni, a 12th-century castle.
Discover the highlights of the Chianti region.
- Enjoy day trips to nearby Tuscan cities, like Florence.
Immerse yourself in the beauty, heritage, and flavors of Italy.
This Italian getaway unfolds at a relaxed, thoughtful pace, centered around a stay at Castello di Montegufoni—a 12th‑century castle tucked into the rolling hills of Tuscany’s Chianti region. With its spacious rooms, inviting pool, on-site dining, and the quiet beauty of the surrounding countryside, Montegufoni serves as a welcoming haven to return to after each day’s adventures.
From this base in Chianti, travelers can easily reach many of Italy’s most treasured cities. Florence, Pisa, Siena, and Arezzo are all within comfortable driving distance, making it simple to fill each day with Renaissance masterpieces, charming historic squares, and scenic routes lined with vineyards and olive groves. The journey balances exploration with indulgence, leaving plenty of time to enjoy regional dishes, sip local wines, and soak in the timeless atmosphere of Tuscany.
**Please Note**
The drive from Rome to Montegufoni is approximately 2.5 - 3 hours. In order to arrive at your accommodation in time for check-in, be sure to choose a flight which allots time for travel.
Check-in at Castello Di Montegufoni is NOT available after 6:00pm November through March, and after 7:00pm April through October. If arriving after those times, you must call the property to get instructions to get your keys and reach your apartment, but there is no one available to assist.
At Castello Di Montegufoni, the following taxes and fees are not included and must be paid directly to the property:
- Cash security deposit of €150 (refundable).
- Mandatory final cleaning fee of €60 for a one-bedroom villa, €70 for a two-bedroom, €80 for a three-bedroom.
- Local Tax of apx. €2 per person, per day for the first six days of your stay- applies only to adults over the age of 15.
- Heating fee of €20 per day for a one-bedroom villa, €25 per day for a two-bedroom, €30 per day for a three-bedroom. This fee is mandatory when staying November through April; in other month, this fee only applies if the heat is used.
- Gratuities, some local city taxes, daily housekeeping, and meals are NOT included.
- Fees vary based on accommodation type and are subject to change.
Please note that some recommendations in the following suggested itinerary may not be included in your package. Check What's Included above for full details on inclusions.
Enhance your vacation with:
- Florence Walk and Talk Tour
- Fattoria San Michele a Torri Wine Tasting
What's Included
- Round-trip economy class airfare to Rome (FCO)
- Manual shift car rental for duration - upgrade to automatic available
- 6 nights in Tuscany at Castello Di Montegufoni
Great Ways to Explore
Enjoy views of rolling hills and winding roads in Tuscany.
- Unwind at Castello Di Montegufoni, a 12th-century castle.
Discover the highlights of the Chianti region.
- Enjoy day trips to nearby Tuscan cities, like Florence.
Immerse yourself in the beauty, heritage, and flavors of Italy.
Package Overview
This Italian getaway unfolds at a relaxed, thoughtful pace, centered around a stay at Castello di Montegufoni—a 12th‑century castle tucked into the rolling hills of Tuscany’s Chianti region. With its spacious rooms, inviting pool, on-site dining, and the quiet beauty of the surrounding countryside, Montegufoni serves as a welcoming haven to return to after each day’s adventures.
From this base in Chianti, travelers can easily reach many of Italy’s most treasured cities. Florence, Pisa, Siena, and Arezzo are all within comfortable driving distance, making it simple to fill each day with Renaissance masterpieces, charming historic squares, and scenic routes lined with vineyards and olive groves. The journey balances exploration with indulgence, leaving plenty of time to enjoy regional dishes, sip local wines, and soak in the timeless atmosphere of Tuscany.
**Please Note**
The drive from Rome to Montegufoni is approximately 2.5 - 3 hours. In order to arrive at your accommodation in time for check-in, be sure to choose a flight which allots time for travel.
Check-in at Castello Di Montegufoni is NOT available after 6:00pm November through March, and after 7:00pm April through October. If arriving after those times, you must call the property to get instructions to get your keys and reach your apartment, but there is no one available to assist.
At Castello Di Montegufoni, the following taxes and fees are not included and must be paid directly to the property:
- Cash security deposit of €150 (refundable).
- Mandatory final cleaning fee of €60 for a one-bedroom villa, €70 for a two-bedroom, €80 for a three-bedroom.
- Local Tax of apx. €2 per person, per day for the first six days of your stay- applies only to adults over the age of 15.
- Heating fee of €20 per day for a one-bedroom villa, €25 per day for a two-bedroom, €30 per day for a three-bedroom. This fee is mandatory when staying November through April; in other month, this fee only applies if the heat is used.
- Gratuities, some local city taxes, daily housekeeping, and meals are NOT included.
- Fees vary based on accommodation type and are subject to change.
Please note that some recommendations in the following suggested itinerary may not be included in your package. Check What's Included above for full details on inclusions.
Upgrade & Include Even More!
Enhance your vacation with:
- Florence Walk and Talk Tour
- Fattoria San Michele a Torri Wine Tasting
Deal Of The Week
Number of Nights:
Day 1. Welcome to Rome!
Welcome to Rome!
After picking up your rental car—yours to enjoy for the entire trip—you’ll begin your drive toward the stunning Tuscan retreat of Castello di Montegufoni. The route carries you out of the city and into sweeping countryside, where rolling hills and open vistas invite leisurely stops for photos or simply to take in the view. Be sure to plan your timing so you can arrive before check‑in closes and avoid any late‑arrival fees.
Check-in - Castello di Montegufoni
Tuscany,
Italy
Castello di Montegufoni, a 12th-century castle set in the Tuscan hills, offers the perfect home for your Tuscan adventure. Set in the midst of a large and very charming terraced park overlooking beautiful Italian gardens, it still retains a certain medieval flavor which blends smoothly with Renaissance refinement and solidity. In addition to the 15 spacious and comfortable accommodations, the Castle offers a swimming pool, and restaurant specializing in sumptuous local Chianti fare. Golf, horseback riding, hiking, biking, and spa facilities can all be found within easy reach.
In addition to the 15 Castle apartments, Castello di Montegufoni offers Dependance apartments located only footsteps from the Castle. Offering access to the full range of facilities such as the pool, restaurant, and on-site activities, these modernized apartments have a large living room with a dining area and a kitchen corner. Dependance apartments have 2 - 4 bedrooms, one or more bathrooms, a freezer, and many have an outdoor area with gazebo furnished with table and chairs. Some apartments include air-conditioning, a dishwasher, a microwave, and a fireplace. Depending on Castle apartment availability, you may be accommodated in a Dependance apartment rather than a Castle apartment.
The hotel restaurant is open from March 1st through October 30th (closed on Tuesdays, opens at 12:00 pm). The hotel bar is open from April 1st through September 15th.
**Please Note**
At the Montegufoni Castle, the following taxes and fees are not included and must be paid directly to the property:
- Cash security deposit of €150 (refundable).
- Mandatory final cleaning fee of €50 for a one-bedroom villa, €60 for a two-bedroom, €70 for a three-bedroom.
- Local Tax of apx. €1 per person, per day for the first six days of your stay- applies only to adults over the age of 15.
- Heating fee (if used) of €20 per day for a one-bedroom villa, €25 per day for a two-bedroom, €30 per day for a three-bedroom.
- Gratuities, some local city taxes, daily housekeeping, and meals are NOT included.
- Fees vary based on accommodation type and are subject to change.
Day 2. Tuscany
Your hotel in Montegufoni Castle places you in the heart of the Chianti region, known for its vineyards and postcard-worthy scenery. With your rental car, you have the flexibility to explore at your own pace. Consider a 30-minute drive to Florence, a city celebrated as the birthplace of the Renaissance. Wander through its historic streets, admire the architecture, and begin discovering the cultural depth that defines this remarkable city.
Scenic Tuscany
Day 3. Tuscany
Spend more time immersing yourself in Florence today. Visit the Duomo and admire its striking facade and impressive dome, then explore the Pitti Palace, once home to powerful Florentine families. Art lovers will appreciate time at the Uffizi Gallery, which houses works by masters such as Michelangelo and Botticelli. Balance sightseeing with relaxed cafe stops and leisurely walks along the Arno River.
Duomo • Florence
Day 4. Tuscany
Today offers the opportunity to journey to Pisa, just under two hours away by car. The city is best known for the Leaning Tower, but the surrounding Piazza dei Miracoli is equally impressive, with its cathedral and baptistery. Take time to explore the area beyond the main sights, enjoying a slower pace before returning to Tuscany.
Leaning Tower of Pisa • Pisa
Day 5. Tuscany
Enjoy a scenic drive through the Tuscan countryside, where winding roads lead past vineyards, olive groves, and hilltop towns. Stop as often as you like to take in the views or explore local villages. Notable towns in the region include Siena, with its famous piazza, and Ravenna, known for its historic charm and artistic heritage.
Siena
Day 6. Tuscany
For a more relaxed final day in Tuscany, drive south for about an hour to the city of Arezzo. This elegant city features medieval towers, Renaissance architecture, and atmospheric streets. Spend time in Piazza Grande, the bustling heart of the city, and enjoy browsing shops or stopping for a leisurely lunch before returning to your accommodation.
Italian gelato
Day 7. Depart Italy
Gather your keepsakes and bid Italy a warm ciao. Make your way back to Rome Airport, return your rental car, and prepare to board your flight home.
Fly home!
We have selected the most economical flight schedule for you. Please note that shorter and more convenient flight options may be available at an additional cost.
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Tuscany, Italy
Castello di Montegufoni
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