Montecastelli Vacation Rentals

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Our top choices for Montecastelli vacation rentals

Castello di Monterone

Castello di Monterone
Perugia
9.8 out of 10, Exceptional, (312 reviews)
"Absolutely beautiful location, friendly and helpful staff, and wonderfully memorable experience! The bar tender was so kind and we loved our room and the views around the castello!"
United States
Shauna
The price is CA $286
CA $326 total
includes taxes & fees
Jun 3 - Jun 4
Castello di Monterone

B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.6 out of 10, Exceptional, (21 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is CA $184
CA $208 total
includes taxes & fees
Jun 7 - Jun 8
B&B Piccolo Hotel

Welchome suites

Welchome suites
Old Town Perugia
9.4 out of 10, Exceptional, (26 reviews)
"Clean, great staff and assistance when needed. Very comfortable and would stay again"
Canada
Adam
The price is CA $148
CA $203 total
includes taxes & fees
Jun 2 - Jun 3
Welchome suites

L'Antica Sosta

L'Antica Sosta
Corciano
9.4 out of 10, Exceptional, (3 reviews)
"Molto accoglienti e gentili "
Italy
Valentina
The price is CA $91
CA $100 total
includes taxes & fees
Jun 14 - Jun 15
L'Antica Sosta

San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is CA $188
CA $213 total
includes taxes & fees
Jun 5 - Jun 6
San Michele al Borgo

Apartment 'Blu Trasimeno' with Private Garden, Wi-Fi and Air Conditioning

Apartment 'Blu Trasimeno' with Private Garden, Wi-Fi and Air Conditioning
Tuoro sul Trasimeno
10.0 out of 10, Exceptional, (1 review)
"Pros: Hervorragende Ausstattung der Küche. Sehr gute Kommunikation mit dem Gastgeber. Sehr sauber und liebevoll eingerichtet."
Germany
Anonymous traveller
The price is CA $264
CA $336 total
includes taxes & fees
Jun 7 - Jun 8
Apartment 'Blu Trasimeno' with Private Garden, Wi-Fi and Air Conditioning

Villa Graziella, Romantic Perugia

Villa Graziella, Romantic Perugia
La Valle
9.6 out of 10, Exceptional, (10 reviews)
"excellent stay. Beautiful pool, well equipped kitchen, very friendly host.Perfect for the visit of the surrondigns: Perugia, the lake, Montepulciano."
United States
cinzia c.
The price is CA $164
CA $276 total
includes taxes & fees
Jun 8 - Jun 9
Villa Graziella, Romantic Perugia

Etruscan Residence Perugia

Etruscan Residence Perugia
Perugia
10.0 out of 10, Exceptional, (1 review)
The price is CA $152
CA $395 total
includes taxes & fees
Jun 2 - Jun 3
Etruscan Residence Perugia

Luxury Apartment, strategic location, about 5 minutes from the historic center.

Luxury Apartment, strategic location, about 5 minutes from the historic center.
Perugia
10.0 out of 10, Exceptional, (1 review)
"Excellent property and communication. Easy access as well. Thank you!!"
United States
Tracy S.
The price is CA $316
CA $361 total
includes taxes & fees
Jun 2 - Jun 3
Luxury Apartment, strategic location, about 5 minutes from the historic center.

Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!

Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!
Castel Rigone
10.0 out of 10, Exceptional, (4 reviews)
"The place was amazing and as advertised! We enjoyed the area very much, the views are amazing! We shopped at the local market and enjoyed dinner in both nights we were there. If we are back in the area, we will stay here again! Saverio was very attentive and gracious. Check in and out couldn’t have been easier! "
United States
John L.
The price is CA $152
CA $220 total
includes taxes & fees
Jun 3 - Jun 4
Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!

Exclusive Apartment in Piazza Italia in Perugia

Exclusive Apartment in Piazza Italia in Perugia
Old Town Perugia
10.0 out of 10, Exceptional, (4 reviews)
"The apartment is clean, beautifully designed, and comfortable. The location was perfect for experiencing the center and walking to work at the Università per Stranieri. There were some really hot days and the "penguin" air conditioner cooled the place well. We would come back again with no hesitation!"
United States
Brandon E.
The price is CA $405
CA $524 total
includes taxes & fees
Jun 5 - Jun 6
Exclusive Apartment in Piazza Italia in Perugia

Rustic Holiday Home in Citta di Castello With Swimming Pool

Rustic Holiday Home in Citta di Castello With Swimming Pool
Città di Castello
The price is CA $344
CA $379 total
includes taxes & fees
Jun 9 - Jun 10
Rustic Holiday Home in Citta di Castello With Swimming Pool

CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is CA $191
CA $215 total
includes taxes & fees
Jul 1 - Jul 2
CASA AMBRA

Etruscan residence Perugia

Etruscan residence Perugia
Pianello
The price is CA $186
CA $410 total
includes taxes & fees
Jun 7 - Jun 8
Etruscan residence Perugia

Historic farmhouse in the Umbrian hills

Historic farmhouse in the Umbrian hills
Monte Santa Maria Tiberina
The price is CA $495
CA $646 total
includes taxes & fees
Jun 7 - Jun 8
Historic farmhouse in the Umbrian hills

Edward Historic House

Edward Historic House
Gubbio
The price is CA $278
CA $315 total
includes taxes & fees
Jun 2 - Jun 3
Edward Historic House

Appartamento Perugia 705/B

Appartamento Perugia 705/B
Perugia
The price is CA $322
CA $368 total
includes taxes & fees
Jun 2 - Jun 3
Appartamento Perugia 705/B

Casa Esposito - Holidays in the Heart of Gubbio, Medieval Umbria

Casa Esposito - Holidays in the Heart of Gubbio, Medieval Umbria
Gubbio
10.0 out of 10, Exceptional, (1 review)
"Wir , eine Familie mit 2 Kindern (16 und 8 Jahre) waren leider nur 1 Woche in Gubbio. Es ist eine großartige mittelalterliche italienische Stadt. Voller Leben, viele Sehenswürdigkeiten für Kinder und Erwachsene. Die Wohnung liegt mitten in der eindrucksvollen, lebendigen, authentischen Altstadt von Gubbio. Man ist direkt im Ort. Geschäfte, Cafés, Bars, Gelaterias, Restaurants....alles um die Ecke. Supermärkte, viele Sehenswürdigkeiten, Natur... alles zu Fuß erreichbar. Auch kulturell war einiges...
Germany
Stephan H.
The price is CA $76
CA $229 total
includes taxes & fees
Jun 8 - Jun 9
Casa Esposito - Holidays in the Heart of Gubbio, Medieval Umbria

The window on the tower apartment new castiglion fiorentino

The window on the tower apartment new castiglion fiorentino
Castiglion fiorentino
10.0 out of 10, Exceptional, (1 review)
"Large apartment 4 floors above the town. Easy walking to anywhere in the area. Great shower and large bathroom. Equipped kitchen with big refrigerator. Living room with TV and dining table and couch. Large bedroom with fan. Also, there is a hairdryer and ironing board and iron. You are very close to walk to restaurants and stores, About a mile from the train station up a hill but the hostess helped us with transport.Overall, an excellent stay for my wife and I. (Be aware the room is 4...
United States
aric w.
The price is CA $161
CA $225 total
includes taxes & fees
Jun 7 - Jun 8
The window on the tower apartment new castiglion fiorentino

Apartment 'Magnolia Antico Casale '700' with Shared Pool and Wi-Fi

Apartment 'Magnolia Antico Casale '700' with Shared Pool and Wi-Fi
Umbertide
The price is CA $883
CA $1,000 total
includes taxes & fees
Jun 7 - Jun 8
Apartment 'Magnolia Antico Casale '700' with Shared Pool and Wi-Fi
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.
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Top Montecastelli Hotel Reviews

Find out more about Montecastelli

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Montecastelli. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Montecastelli?

Yes, you can find vacation rentals close to the most popular local attractions in Montecastelli, or you can select a more secluded option if you'd like a relaxing place to stay. Montecastelli is known for its spas and theme park. Make sure you have time to check out the cathedral and coffeehouses during your trip.

What are some of the best vacation home rentals in Montecastelli?

Podere Casorbica with free parking, large garden, private pool.: This vacation home near Montecastelli is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a balcony and a garden.

What can I see and do in Montecastelli?

Explore the area and family-friendly sights such as Centro Turistico Sportivo Di Candeleto, or get out into nature at a spot like Tiber River. In the larger area, you’ll find Historic Town Montone and Civitella Ranieri Castle.

What’s a vacation rental in Montecastelli like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Montecastelli. Vacation rentals provide amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a small group gathering.