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Top Holiday Rentals in Villa

Interior
Castello di Monterone
9.8 out of 10, Exceptional, (259)
"We arrived early and could check in. Used pool and jacuzzi overlooking Perugia. Lovely and relaxing at the end of the trip. First impressions of this ancient castle did not disappoint. Staff were welcoming and friendly. Hotel and grounds were impressive. Room was very comfortable. Had a drink outside before dinner. Still taking it all in. Dinner was incredible. Had a great nights sleep and breakfast was a huge choice of self serve items. Lots of home made unusual choices. Loved our unique castle...
The price is €130
per night
21 May - 22 May
Castello di Monterone
Pool
House with garden and panoramic view over Lake Trasimeno
9.8 out of 10, Exceptional, (36)
"Lovely property in a fantastic location far from the Madding Crowd, not that we found a crowd anywhere we visited. The only problem we encountered was the aggressive mosquitoes which stopped us using the pool. Other than that it was a great week away."
House with garden and panoramic view over Lake Trasimeno
Outdoor dining
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
9.8 out of 10, Exceptional, (54)
"This is a wonderful property in a quiet area, but only a short walk to the piazza and restaurants. The only improvement I would recommend is the shower caddy; all of my travel sized items kept falling out of it."
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
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Outdoor pool
Castle Cottage Near Perugia With Large Pool, Garden And Private Patio
9.0 out of 10, Wonderful, (62)
"The properties ambience was perfect, and exactly as described."
Castle Cottage Near Perugia With Large Pool, Garden And Private Patio
Property grounds
Big house
7.8 out of 10, Good, (11)
"The house and location are perfect for a family holiday, the pool is lovely and there are plenty of covered areas in the garden in which to relax when the sun gets too hot! The proprietors are very accommodating and fixed any issues (washing machine failed during our stay) immediately. The only thing to be aware of is that the region near the lake does suffer from mosquitoes which come out in the evening - so take repellent with you as it’s expensive in Italy!"
Big house
Pool
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
10.0 out of 10, Exceptional, (55)
"Where to even begin? We loved everything about our stay. Stefania was wonderful, and responsive to our many questions before we even arrived. Upon arrival, it felt like a dream. The Villa is beautiful, private, and expansive. The property is huge, with lots of olive trees, fig trees, and places for the kids to play and explore. And not to mention the stunning pool, which overlooks the most incredible views of Cortona. We were pleased to find a ping pong table, and just absolutely loved the pool...
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Pool
Villa plus Annex with Private Pool
8.2 out of 10, Very good, (10)
"Die Kommunikation mit dem Vermieter war nett und unkompliziert. Allerdings wurde vergessen uns vor Anreise mitzuteilen, dass ein Bad der Villa gar nicht benutzt werden kann! Zudem war das Haus bei unserer Anreise nicht geputzt. Was unser Urlaubserlebnis in Summe doch sehr getrübt hat. Das Haus ist in die Jahre gekommen und nicht nur die Betten haben die besten Jahre hinter sich. Wir waren zu dritt, haben uns aber gefragt, wie man als Gruppe von 8 Personen die Mahlzeiten gemeinsam einnehmen...
Villa plus Annex with Private Pool
Aerial view
Country House Le Case Coloniche
9.2 out of 10, Wonderful, (24)
"Great position for visiting Perugia and Assisi and many towns close by. Quiet, clean and charming; the restaurant is very good."
The price is €64
per night
21 May - 22 May
Country House Le Case Coloniche
Property grounds
Large independent villa with pool: privacy, absolute quiet and sweeping views.
9.2 out of 10, Wonderful, (16)
"Thanks, Etienne"
Large independent villa with pool: privacy, absolute quiet and sweeping views.
Pool
Canalicchio: Apartment within farmhouse and terrace with Jacuzzi for 4 persons
10.0 out of 10, Exceptional, (61)
"We never got to meet Monia, as she was away, but her brother, Mauro, took excellent care of us. He met us at the bottom of the hill and escorted us to the house and showed us around. He responded immediately to texts and questions, and gave us wonderful recommendations (we loved touring the olive oil mill that he takes his family's olives to). The house is a family home, a simple farmhouse but clean, comfortable and had everything we needed. The uncle lives next door but we rarely saw or heard...
Canalicchio: Apartment within farmhouse and terrace with Jacuzzi for 4 persons
Property grounds
Big estate with private indoor & outdoor pool, gym, billiard in Umbria
10.0 out of 10, Exceptional, (31)
"We needed lots of bedrooms, lots of bathrooms, and options for relaxation or activity. This property checked all boxes. Management was professional and gracious. Guido recommended, at our request, a chef for meal delivery and for a cooking class. Edoardo and his team, Josette and Fabrizio, made an otherwise fabulous stay even better. The photos of the property, particularly vistas, patios, and pools do not do it justice. Truly a magnificent property!"
Big estate with private indoor & outdoor pool, gym, billiard in Umbria
Exterior
Cottage " I due Pini"
10.0 out of 10, Exceptional, (35)
"Beautiful location in a natural environment. Wonderful hosts, and I especially liked their dog Akila who is very friendly."
Cottage " I due Pini"
Pool
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
9.4 out of 10, Exceptional, (40)
"Just on the slope nestled between Cortona city and the Calcinaio church, the location was perfect for us. We enjoyed the serenity of no one immediately around us while only being a very short drive from the city walls. (Admittedly, we could have walked, but driving was easier!) Taking day trips to various Tuscan cities and sights was wonderfully served by the central location."
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
Pool | Outdoor pool
Family friendly lake view Villa + big salted Pool near Cortona Umbria/Tuscany
10.0 out of 10, Exceptional, (84)
"Great area to visit. Handy to a lot of spectacular sights. Barbara is the best!"
Family friendly lake view Villa + big salted Pool near Cortona Umbria/Tuscany
Pool
Villa Primula - Holiday Rental in Cortona, Tuscany
9.6 out of 10, Exceptional, (45)
"A great villa for a 3 generation group; lovely pool and garden with plenty of outside furniture. Cafes, shops and transport are within walking distance. Spacious rooms and well equipped kitchen. Owner very helpful."
Villa Primula - Holiday Rental in Cortona, Tuscany
Exterior
PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI
10.0 out of 10, Exceptional, (189)
"Some may call it extravagant to rent an 8 bedroom house for two people, but I call it brilliant. This place is wonderful for the obvious reasons: the view, the pool, the jacuzzi, the copious space, the charming home. But, the secret and most clutch amenity is named Alice. She has exquisite taste and knows everyone and everything surrounding the property. She helped us get to the best butcher, and arrange the tours that truly made our trip magical. Gotta della Pieve is tiny and charming and...
PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI
Seasonal outdoor pool, pool umbrellas, pool loungers
Abbazia San Faustino Residenza d'Epoca
7.4 out of 10, Good, (14)
"The Abbazia is a wonderful place in a beautiful situation, rural and tranquil. "
The price is €161
per night
11 Jun - 12 Jun
Abbazia San Faustino Residenza d'Epoca
3 bedrooms, WiFi, bed sheets
Dimora Intima
6.0 out of 10, (1)
"Le camere erano carine, pulite e fornite di tutto ma l’organizzazione è stata molto scadente. Non avevano avvisato la signora delle pulizie e siamo potute entrare in casa solo la sera. Inoltre non funzionava la caldaia, il riscaldamento e il gas."
The price is €111
per night
20 May - 21 May
Dimora Intima
Outdoor dining
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Big offer summer 2019 wonderful villa with pool Tuscan Umbrian Border Italy
10.0 out of 10, Exceptional, (28)
"We had a lovely stay in Umbria with a total of 10 friends (and 4 small children). It is a lovely place, perfectly suitable for such large groups. We enjoyed the lovely garden, barbecue and swimming pool a lot. Thank you!"
Big offer summer 2019 wonderful villa with pool Tuscan Umbrian Border Italy
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See all available properties in Villa
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.

Other types of properties in Villa you may be interested in

Courtyard
Villa di Piazzano - Small Luxury Hotel of the World
5.0 star property
9.8 out of 10, Exceptional, (174)
"Absolutely amazing"
The price is €518
per night
16 Jun - 17 Jun
Villa di Piazzano - Small Luxury Hotel of the World
Sauna, hot tub, steam room, massages
Monastero di Cortona Hotel & Spa
5.0 star property
10.0 out of 10, Exceptional, (166)
"Excellent experience!!! Very attentive staff in ALL areas. Room was beautiful!! Breakfast was outstanding!!! Spa space was amazing!!!! A few tight corners but well worth the drive!!!! Love, love, loved the stay! "
The price is €335
per night
3 Jun - 4 Jun
Monastero di Cortona Hotel & Spa
Seasonal outdoor pool
Chocohotel
3.0 star property
8.6 out of 10, Excellent, (429)
"Breakfast was wonderfully fun. Dinner was excellent."
The price is €126
per night
9 Jun - 10 Jun
Chocohotel
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.

Frequently asked questions

Can I find holiday rentals in Villa?

Yes, there are holiday rentals close to the most popular sights in Villa, or you can select a more secluded option if you're looking for a relaxing stay. The countryside and jazz scene are just a few reasons why tourists like Villa. Allow plenty of time to check out the festivals and local chocolate shops during your visit.

How many holiday rentals will I find in San Valentino di Villa?

Choose from 1263 Expedia holiday rentals in San Valentino di Villa for a memorable holiday.

What’s there to see and do in Villa?

Enjoy the area's cultural attractions such as Antiquarium di Corciano, or get outdoors into nature at a spot like Lake Trasimeno. Magione Racetrack and Citta della Domenica are a couple of places you'll find in the wider area.

What’s a holiday rental in Villa like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Villa. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for family gatherings.

Recent reviews of Villa properties
Expedia verified reviews

Hotel San Michele

Hotel San Michele

5/5 Excellent
"Very helpful staff who parked our car in the difficult to manage car park. Great cleaning staff. We had marvelous views from our terrace. The hotel is old, but they have done their best to add modern amenities. We would have liked some warning that the water left in our refrigerator was not complimentary. That was our only niggle over a hotel we would definitely recommend.. "
A verified traveller stayed at Hotel San Michele
Posted 4 days ago
Hotel San Michele