Montecastelli Vacation Rentals

Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Montecastelli vacation rentals

Outdoor pool, sun loungers

Castello di Monterone

Castello di Monterone
Perugia
9.8 out of 10, Exceptional, (310 reviews)
"Beautiful hotel in restored castle. Staff were kind and welcoming. "
United Kingdom
Stuart
$201 nightly
The price is $230
May 14 - May 15
Total with taxes and fees
Castello di Monterone
Pool

FARMHOUSE WITH PANORAMIC POOL IN PERUGIA/ASSISI IDEAL FOR GROUPS FOR 22 PLACES

FARMHOUSE WITH PANORAMIC POOL IN PERUGIA/ASSISI IDEAL FOR GROUPS FOR 22 PLACES
Perugia
10.0 out of 10, Exceptional, (6 reviews)
"I had a very nice stay with a few friends after we were finished with school. You can stay up late and listen to music and party and have fun, no problem! The owners live there and are really nice and caring. If you‘ve got a problem, you can just tell them! Thank you Julio and Vera, it was a very nice stay:)"
Germany
Ronan S.
$923 nightly
The price is $1,015
May 11 - May 12
Total with taxes and fees
FARMHOUSE WITH PANORAMIC POOL IN PERUGIA/ASSISI IDEAL FOR GROUPS FOR 22 PLACES
Exterior

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
$138 nightly
The price is $157
May 18 - May 19
Total with taxes and fees
San Michele al Borgo
Outdoor pool

Villa Graziella, Romantic Perugia

Villa Graziella, Romantic Perugia
La Valle
9.6 out of 10, Exceptional, (8 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.
$197 nightly
The price is $197
May 10 - May 11
Total with taxes and fees
Villa Graziella, Romantic Perugia
Exterior

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

Apartment 'Magnolia Antico Casale '700' with Shared Pool and Wi-Fi
Umbertide
$498 nightly
The price is $498
May 10 - May 11
Total with taxes and fees
Apartment 'Magnolia Antico Casale '700' with Shared Pool and Wi-Fi
TV

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 traveler
$236 nightly
The price is $236
May 11 - May 12
Total with taxes and fees
Apartment 'Blu Trasimeno' with Private Garden, Wi-Fi and Air Conditioning
Property grounds

Appartamento Perugia 705/B

Appartamento Perugia 705/B
Perugia
$260 nightly
The price is $260
May 9 - May 10
Total with taxes and fees
Appartamento Perugia 705/B
Lobby

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
$134 nightly
The price is $152
May 18 - May 19
Total with taxes and fees
B&B Piccolo Hotel
Exterior

L'Antica Sosta

L'Antica Sosta
Corciano
9.4 out of 10, Exceptional, (3 reviews)
"Molto accoglienti e gentili "
Italy
Valentina
$66 nightly
The price is $72
Jun 8 - Jun 9
Total with taxes and fees
L'Antica Sosta
Pool

Apartment 'Glicine ad Antico Casale '700' with Shared Pool & Wi-Fi

Apartment 'Glicine ad Antico Casale '700' with Shared Pool & Wi-Fi
Umbertide
$706 nightly
The price is $706
May 10 - May 11
Total with taxes and fees
Apartment 'Glicine ad Antico Casale '700' with Shared Pool & Wi-Fi
Spa

Apartment 'Granaio - Borgo Dolci Colline' with Private Pool, Wi-Fi, and Air Conditioning

Apartment 'Granaio - Borgo Dolci Colline' with Private Pool, Wi-Fi, and Air Conditioning
Castiglion Fiorentino
$559 nightly
The price is $561
May 9 - May 10
Total with taxes and fees
Apartment 'Granaio - Borgo Dolci Colline' with Private Pool, Wi-Fi, and Air Conditioning
Property grounds

LANDLORD ALBACHIARA

LANDLORD ALBACHIARA
Ramazzano - Le Pulci
10.0 out of 10, Exceptional, (1 review)
"Ottimo appartamento, molto pulito e confortevole"
Italy
Fabio
$148 nightly
The price is $151
May 11 - May 12
Total with taxes and fees
LANDLORD ALBACHIARA
Dining

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Cortona
$6,226 nightly
The price is $6,226
May 9 - May 10
Total with taxes and fees
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Spa

La scalinata apartment - In the historic center of Perugia with emotional bath

La scalinata apartment - In the historic center of Perugia with emotional bath
Old Town Perugia
$1,380 nightly
The price is $1,626
May 10 - May 11
Total with taxes and fees
La scalinata apartment - In the historic center of Perugia with emotional bath
Outdoor dining

Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo

Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo
Cortona
$2,110 nightly
The price is $2,116
May 9 - May 10
Total with taxes and fees
Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo
Interior

The Garden Above the clouds

The Garden Above the clouds
Nuvole
$422 nightly
The price is $426
May 9 - May 10
Total with taxes and fees
The Garden Above the clouds
Dining

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.
$155 nightly
The price is $160
May 9 - May 10
Total with taxes and fees
Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!
Exterior

Holiday Home "Palazzetto Bovini" with Wi-Fi and Private Pool

Holiday Home "Palazzetto Bovini" with Wi-Fi and Private Pool
perugia
10.0 out of 10, Exceptional, (1 review)
"Pros: Great hosts, who were super helpful and responsive. Beautiful house and gardens. Cons: Nothing - it was great!"
United States
Anonymous traveler
$1,720 nightly
The price is $1,724
May 22 - May 23
Total with taxes and fees
Holiday Home "Palazzetto Bovini" with Wi-Fi and Private Pool
Exterior

Large and beautiful apartment with a view in a farmhouse with swimming pool, sleeps 9

Large and beautiful apartment with a view in a farmhouse with swimming pool, sleeps 9
Perugia
$324 nightly
The price is $356
May 11 - May 12
Total with taxes and fees
Large and beautiful apartment with a view in a farmhouse with swimming pool, sleeps 9
Classic Apartment, 3 Bedrooms | Exterior

Rustic Holiday Home in Citta di Castello With Swimming Pool

Rustic Holiday Home in Citta di Castello With Swimming Pool
Città di Castello
$239 nightly
The price is $263
Jun 8 - Jun 9
Total with taxes and fees
Rustic Holiday Home in Citta di Castello With Swimming Pool
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

Hotel Sant'Ercolano

Hotel Sant'Ercolano

10/10 Excellent
"Great location in the old town, only a short walk from the main square. Staff were very friendly and helpful, and made our stay very memorable. Beautiful room with a view."
Mia 4-night trip
Posted 1 day ago
Hotel Sant'Ercolano

Find out more about Montecastelli

Everything you need to know about Montecastelli vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montecastelli vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montecastelli vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montecastelli vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montecastelli. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Montecastelli in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $127 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Montecastelli rentals

At Expedia, we put the best Montecastelli vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Montecastelli rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montecastelli vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montecastelli. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.