Monsigliolo holiday homes

We found 1,257 holiday rentals — enter your dates for availability
Discover a selection of 5 villas and other holiday rentals in Monsigliolo that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, which might include a hot tub and a washer and dryer. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Monsigliolo

Showing deals for:27 Nov - 4 Dec

Exterior detail
The beach at Castiglione
Casa Castagni garden in the spring time
The Casa Castagni living room
Exceptional
(5 reviews)

Gorgeously restored tranquil farmhouse

Castiglione del Lago

19% off
NZ$2,455
for 7 nights, 1 home
NZ$351 per night
includes taxes & fees
Gorgeously restored tranquil farmhouse
Pool
Outdoor dining
Dining
Exterior
Exceptional
(6 reviews)

Apartment in Farmhouse

Cortona

6% off
NZ$1,841
for 7 nights, 1 room
NZ$263 per night
includes taxes & fees
Apartment in Farmhouse
AHHH! Tuscany!
Interior
Room
Enter here
Exceptional
(10 reviews)

❤️ of Castiglion Fiorentino

Castiglion Fiorentino

9% off
NZ$1,390
for 7 nights, 1 apartment
NZ$199 per night
includes taxes & fees
❤️ of Castiglion Fiorentino
We've tailored every detail to help you feel at home
There's no doubt you're in Tuscany
Take a seat. You're finally home.
The master bedroom promises privacy
Exceptional
(24 reviews)

Medieval Delight! Balcony, Rustic Beams & Brick Fireplace w/Modern Amenities

Castiglion Fiorentino

9% off
NZ$1,829
for 7 nights, 1 apartment
NZ$261 per night
includes taxes & fees
Medieval Delight! Balcony, Rustic Beams & Brick Fireplace w/Modern Amenities
entrance
View from the outside
Dining Room
Living room + Sofa bed
Exceptional
(58 reviews)

Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"

Cortona

14% off
NZ$2,860
for 7 nights, 1 home
NZ$409 per night
includes taxes & fees
Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"
Pool
Outdoor dining
Dining
Exterior
Exceptional
(25 reviews)

Farm on the hills of Cortona with a spectacular view of the Valdichiana Valley

Cortona

7% off
NZ$3,003
for 7 nights, 1 room
NZ$429 per night
includes taxes & fees
Farm on the hills of Cortona with a spectacular view of the Valdichiana Valley

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Monsigliolo getaway

Learn about the unique charm of Monsigliolo with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Monsigliolo

Do you want to discover things to do while you're in town? Venture out of your cosy holiday rental and check out everything that makes Monsigliolo a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Tenuta Valdipiatta (11.4 mi / 18.3 km)
  • Cantina del Redi (13.4 mi / 21.5 km)
  • Cantina Contucci (13.4 mi / 21.6 km)
  • Consorzio del Vino Nobile di Montepulciano (13.4 mi / 21.6 km)
  • Terme di Chianciano (15.5 mi / 25 km)
  • Piscine Termali Theia (15.6 mi / 25.2 km)

Exploring the natural landscape of Monsigliolo

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Monsigliolo is a great place to get outside. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Isola Maggiore (8.9 mi / 14.3 km)
  • Lake Trasimeno (11.1 mi / 17.8 km)
  • Sualzo Beach (11.1 mi / 17.9 km)
  • Val di Chiana (12.9 mi / 20.8 km)
  • Terme di Montepulciano Spa (13.9 mi / 22.4 km)
  • Piazza Guido Monaco (15.3 mi / 24.7 km)

Travelling to and around Monsigliolo

The nearest airport is in Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG), located 30 mi (48.3 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Monsigliolo?
The most sought-after types of holiday homes in Monsigliolo are villas. Prefer something different? Bookabach has numerous options to match our guests' unique needs, so you'll see holiday properties in loads of sizes and shapes. The ideal fit is waiting for you — snap up yours today.
How much does it cost to rent a holiday home in Monsigliolo?
The average price for a holiday home in Monsigliolo depends on a number of factors, like time of year, length of stay and property type. Whether you'd like a sprawling villa with lots of space or a cosy condo perfect for just you and the kids, just enter your travel dates to see some great-value stays.
How much does it cost to rent a beach house in Monsigliolo?
The average price for a holiday home close to the beach in Monsigliolo depends on when you'll be there and the size and type of property you want. You can find prices easily and quickly on Bookabach by entering your dates of travel. Then use the handy filters to select the number of bedrooms and amenities that you prefer, like a pool, WiFi and air conditioning.
Are there pet-friendly holiday homes in Monsigliolo?
Pack a travel bag for the pooch in your life because Monsigliolo has eight stays that throw out the welcome mat to doggie guests. Let your furriest friend have fun with the family at one of our pet-friendly holiday homes on Bookabach. Simply enter your travel dates and destination, then check our "Pets allowed" filter box.
Can I rent a house with a pool in Monsigliolo?
Pack your swimsuit and inflatable unicorn, because there are eight houses with a private pool in Monsigliolo. Base yourself at one of these popular holiday homes and every day will be a pool day. Simply enter your dates into Bookabach, then use the "pool" filter to find the ideal place for a splashing good time!
What are popular home amenities in Monsigliolo?
Some of the most popular home amenities people look for in Monsigliolo are a garden, a swimming pool and a fireplace. Whether you're hitting the road with friends, family or even pets, Bookabach holiday properties provide the best amenities for fun and relaxation with the people who matter most.
Are there large group holiday homes in Monsigliolo?
With four holiday homes that can sleep 10 or more guests in Monsigliolo, you won't have to leave anyone off your guest list. From holidays with the extended family to special events like anniversary parties and weddings, Bookabach can help you find a large group home to suit the occasion.
Are there holiday homes in Monsigliolo that welcome kids?
With eight family-friendly holiday homes to pick from in Monsigliolo, now is the perfect time to introduce the kids to the joys of travel. Check our "Properties good for families" filter box to view stays that feature amenities perfect for holidaying families, such as multiple bedrooms, swimming pools, entertainment areas and bunk beds.
What are the top attractions for families in Monsigliolo?
You'll find loads of wonderful things to see and do with the family in Monsigliolo, including:
  • Palazzo Comunale
  • Casali Palace
  • Museum of the Etruscan Academy
Are there holiday homes with WiFi in Monsigliolo?
You can pick from four holiday homes with WiFi in Monsigliolo. If you want to disconnect from daily life on your trip, but still want to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How old do you have to be to rent a holiday home in Monsigliolo?
The minimum age is generally 16, 18 or 21. It can change from property to property on Bookabach, so look at the rules of your chosen Monsigliolo holiday home before making a booking.
How long can I rent a holiday home in Monsigliolo for?
The length of time you can book a holiday home in Monsigliolo is down to the property. Just enter your chosen travel dates to display a list of options offering extended stays. With many features such as washing machines and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to get the perfect place to call your home away from home in Monsigliolo.