Holiday rentals near Guglielmi Castle

We found 3,633 holiday rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

July 2025

August 2025

Take a look at holiday rentals near Guglielmi Castle that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include air conditioning and a pool. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Guglielmi Castle

Showing deals for:10 Oct - 17 Oct

Exceptional

(7 reviews)

Beautiful Tuscan farmhouse in the countryside with swimming pool

Cortona, Tuscany

5% off

AU$1,018 per night

includes taxes & fees

Exceptional

(39 reviews)

Beautifully restored 16th C farmhouse w/ exclusive pool, woodlands, olive groves

Cortona, Toscana

5% off

AU$378 per night

includes taxes & fees

Exceptional

(48 reviews)

Farmhouse, private garden and fenced swimming pool on Tuscany-Umbria border

Citta della Pieve, Umbria

5% off

AU$470 per night

includes taxes & fees

Exceptional

(6 reviews)

Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga

Cortona, Tuscany

18% off

AU$745 per night

includes taxes & fees

Wonderful

(22 reviews)

Attractive Renovated Stone Mill House, Lovely Private Pool, Sleeps Max 5 People.

Cortona, Tuscany

9% off

AU$287 per night

includes taxes & fees

Exceptional

(16 reviews)

An unforgettable holiday between nature and art. Ideal family friendly location.

Umbertide, Umbria

8% off

AU$790 per night

includes taxes & fees

Exceptional

(26 reviews)

Villa Costa Piccola with private pool "amazing holiday in green heart of Italy"

Umbertide, Perugia

9% off

AU$923 per night

includes taxes & fees

Aerial view showing large size of villa, large pool & huge parking area

Exceptional

(15 reviews)

Luxurious Country Villa, large private pool & professional kitchen, near Perugia

Marsciano, Umbria

18% off

AU$890 per night

includes taxes & fees

Exceptional

(11 reviews)

Country house, heated pool, 4 en-suite bedrooms, stunning views sleeps 8 wi-fi

Monte Santa Maria Tiberina, Umbria

5% off

AU$822 per night

includes taxes & fees

Exceptional

(34 reviews)

Villa Mulinello, secluded, panoramic view over Montepulciano valley.

Torrita di Siena, Tuscany

9% off

AU$449 per night

includes taxes & fees

Exceptional

(26 reviews)

Villa with private pool, air conditioning, 4km from town, 30km Siena & Arezzo

Lucignano, Toscana

11% off

AU$735 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Guglielmi Castle

Showing deals for: 4 Oct - 7 Oct

Tuscany as it once was

Sleeps 4 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 apartment

AU$225 per night

includes taxes & fees

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

Sleeps 5 · 2 bedrooms · 1 bathroom

for 3 nights, 1 apartment

AU$170 per night

includes taxes & fees

House with garden and panoramic view over Lake Trasimeno

Sleeps 9 · 4 bedrooms · 2 bathrooms

for 3 nights, 1 villa

AU$508 per night

includes taxes & fees

Apartment in Sant 'Angelo di Cortona, immersed in the Tuscan hills

Sleeps 5 · 1 bedroom · 1 bathroom

for 3 nights, 1 apartment

AU$222 per night

includes taxes & fees

Apartment/house in a Tuscan stonehouse with private swimming pool and garden

Sleeps 5 · 1 bedroom · 2 bathrooms

for 3 nights, 1 apartment

AU$204 per night

includes taxes & fees

Top rated rentals - Guglielmi Castle

Premier Host

Loved Our Stay In Montepulciano

Our first time in Italy, we loved our three night stay in Montepulciano and the apartment made it so much more special, the home had everything you need and is located in a perfect spot with amazing views and an easy walk to everywhere in the village. Host was great and spent some time with us at check in, showing us the best restaurants to eat in and other villages to visit that were close by. We will definitely stay again if we go back to Italy. Highly recommend!

glen b.

Stayed Mar 2025

Premier Host

Tuscan birthday

We had a luxurious time with friends and family for my wife's birthday. Local restaurants were great even in winter . Parking in Chiusi can be interesting. A memorable stay for all the right reasons

Stuart S.

Stayed Feb 2025

Premier Host

A pleasant stay near beautiful town of Montepulciano.

Thank you, Franco for your friendliness and for helping us with transport.

Anna H.

Stayed Dec 2024

Premier Host

Love villa in Tuscany

We loved our stay at this villa in Cetona. We got some great use of the pool and spa. Our only wish was some AC for the nights it can get a bit hot some evenings. Great place to explore lots of nearby towns and vineyards. Valerio had some great recommendations and made some bookings for us which was greatly appreciated!

Stephanie H.

Stayed June 2023

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