Villa Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jul 23 - Jul 24
Tomorrow
Jul 24 - Jul 25
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Vacation Rentals in Villa

Castello di Monterone
Interior

Castello di Monterone

9.8 out of 10, Exceptional, (287)
"Wonderful Castle setting. Modern conveniences. Good dining. Friendly & helpful staff "
Castello di Monterone
Welchome suites
Double Room | 1 bedroom, blackout drapes, iron/ironing board, free WiFi

Welchome suites

9.8 out of 10, Exceptional, (6)
The price is ￥17,056
￥19,279 total
includes taxes & fees
Aug 4 - Aug 5
Welchome suites
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Outdoor dining

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

9.6 out of 10, Exceptional, (69)
"This was our second year staying in same apartment. It was so easy and perfectly located, we did not want to risk another location. The hot water has challenges but once I messaged them, they were over in minutes to help. If you have a rental car, this could not be more perfect as the parking is adjacent to the home. Incredible location. Best view of our trip. "
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Country House Le Case Coloniche
Aerial view

Country House Le Case Coloniche

9.2 out of 10, Wonderful, (42)
"Fabulous stay. "
The price is ￥13,222
￥14,545 total
includes taxes & fees
Jul 27 - Jul 28
Country House Le Case Coloniche
Agriturismo Borgo Spagnoli
Romantic Suite, 1 Queen Bed, Kitchen, Courtyard View (Torchio) | Private kitchen | Fridge, oven, stovetop, coffee/tea maker

Agriturismo Borgo Spagnoli

8.6 out of 10, Excellent, (10)
"Hostess very kind and engaging. Had nice map of the area with suggested places to visit."
Agriturismo Borgo Spagnoli
Casina in authentic Tuscany
Exterior

Casina in authentic Tuscany

9.8 out of 10, Exceptional, (64)
"This is a charming house in a small town outside Cortona. Easily located near all the things you would want to see in the area. The host treated us like family and had homemade treats and wine waiting for our arrival. The house is perfectly suited for 4 people to stay and had a lot of charm. If you are looking to escape the hustle of daily life and relax this is the perfect location. "
Casina in authentic Tuscany
I Casali della Ghisleria
BBQ/picnic area

I Casali della Ghisleria

8.0 out of 10, Very Good, (4)
"Situata in posto strategico per le bellezze umbre di Spello, Assisi, Perugia, per citarne solo alcune, la struttura rustica è decisamente accogliente e caratteristica. Unico neo la superstrada che passa a fianco, rumorosa se si vuole godere degli ottImi ed ampi spazi esterni. Gli appartamenti risultano ottimamente isolati. Colazione internazionale molto varia ed abbondante sui dolci. Personale disponibilissimo e decisamente cordiale "
I Casali della Ghisleria
Borgo Dolciano
Outdoor pool, sun loungers

Borgo Dolciano

9.0 out of 10, Wonderful, (24)
"We had five wonderful days in beautiful Toscana! Great atmosphere, wonderful location of the hotel and very reasonably priced. Eating at their restaurant was quite pricy however. Breakfast ok but excellent croissants and coffee! One of the reasons we picked this hotel was the laundry service which was advertised on hotels.com. No laundry service was available. "
The price is ￥13,525
￥15,221 total
includes taxes & fees
Jul 30 - Jul 31
Borgo Dolciano
Camping Villaggio Cerquestra
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas

Camping Villaggio Cerquestra

3.0 star property
9.0 out of 10, Wonderful, (21)
"Staff molto cordiale e disponibile. "
Camping Villaggio Cerquestra
Luxury Cortona view hilltop Villa
Outdoor dining

Luxury Cortona view hilltop Villa

10.0 out of 10, Exceptional, (47)
"The location and accommodations are perfect for a family. Nestled in the Italian countryside providing easy access to the nearby renaissance villages, art and landscapes and the people of Italy. The accommodations that Mieke has provided will only put a smile on your face."
Luxury Cortona view hilltop Villa
Villa Graziella, Romantic Perugia
Outdoor pool

Villa Graziella, Romantic Perugia

9.6 out of 10, Exceptional, (5)
"Hospitality of Sandro and his family is great. The house is unique and the partly private swiing pool super. In summer season airconditioning would be a welkome addition. "
The price is ￥18,603
￥31,177 total
includes taxes & fees
Aug 21 - Aug 22
Villa Graziella, Romantic Perugia
Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany
Pool

Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany

9.8 out of 10, Exceptional, (40)
"This is a lovely, updated home in a fantastic location to use as base for Tuscan/ Umbrian day trips. The town of Camucia has all conveniences, many within walking distance including groceries, restaurants and the train station (@ 10 min). Cortona is a short drive up the hill. We spent most evenings in the house and really appreciated the comfortable living area. The kitchen was well equipped for any meal but we mainly used it for morning coffee/breakfast. It was too early in the season to use...
Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
Property grounds

Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

9.8 out of 10, Exceptional, (29)
"We love our stay st Ca de Santi. Everything was great and the property is really amazing. You feel the Tuscany atmosphere."
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
ancient villa with pool and park in total privacy
Outdoor pool

ancient villa with pool and park in total privacy

9.6 out of 10, Exceptional, (24)
"Nice place for a relaxing vacation. Perfect hub for trips to towns like Arezzo, Peruggia or Siena."
ancient villa with pool and park in total privacy
A Corner of Paradise in Mystic Umbria with Private Pool
Pool

A Corner of Paradise in Mystic Umbria with Private Pool

9.6 out of 10, Exceptional, (33)
"We found the property and location to be very quiet (apart from the chickens!) and relaxing. Loved the pool. Nice restaurant in walking distance (about 30mins up the hill)"
A Corner of Paradise in Mystic Umbria with Private Pool
La Folaga del Trasimeno
Superior Apartment, 2 Bedrooms | Lake view

La Folaga del Trasimeno

10.0 out of 10, Exceptional, (5)
"It was perfect. Location. Property and hoste. "
La Folaga del Trasimeno
Villa with swimming pool and garden- San Feliciano, Trasimeno lake
Pool

Villa with swimming pool and garden- San Feliciano, Trasimeno lake

8.2 out of 10, Very Good, (42)
"Gemäß der Anzeige und den schönen Fotos im Netz hatten wir einen super Plan – „unser Ferienhaus“ in Umbrien - eine Woche Umbrien erkunden, eine Woche am Pool genießen und eine Woche arbeiten…tja, dieser Plan ist eklatant gescheitert. Es wird kein Ferienhaus vermietet sondern ein Apartment im Erdgeschoss in einem bewohnten Haus mit einer älteren Frau, die nur italienisch spricht samt Hund und mind. vier Katzen sowie ständigen Besuchern; wir waren nie alleine und es war ständig laut. Das...
Villa with swimming pool and garden- San Feliciano, Trasimeno lake
Independent Portion of Luxury Villa with Pool close to Assisi
Pool

Independent Portion of Luxury Villa with Pool close to Assisi

10.0 out of 10, Exceptional, (54)
"Superb place, marvellous sight, but first, a very pleasant host. Thank you so much."
Independent Portion of Luxury Villa with Pool close to Assisi
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Outdoor dining

Casa Bacco - private house with a remarkable garden in the centre of Cortona

10.0 out of 10, Exceptional, (8)
"This home was outstanding from the moment we arrived. There were 6 adults and we had plenty of room to gather together. The courtyard is lovely for early morning coffee or evening wine. Close to everything that Cortona offers."
Casa Bacco - private house with a remarkable garden in the centre of Cortona
PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI
Terrace/patio

PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI

10.0 out of 10, Exceptional, (198)
"In summary, a brilliant villa, perfect for our large group of families (4 couples with multiple kids). Citta della Pieve is a lovely town and there are loads of places to.visit nearby. We had a great time abd the hosts were very helpful. Would highly recommend."
PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Villa Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Stayed for 4 nights on part of a long gal pal trip to France & Italy. This place was simple extraordinary . Starting each day with a breakfast that had every imaginable food options to suit your style. No lunch needed after feasting in style. Happy hour could not have been better, the cocktails were a work of art, as were the complimentary appetizers! Each day we thought we would try some other restaurant in Cortona, but ultimately always chose to eat in the dinning room, and we were never disappointed. The wine, food, service, ...all outstanding. Oh my, the rooms, sheer indulgence, the views, the linens, the daily treats left for our enjoyment, the accessories, space & lighting options in the powder room. The ambiance of this hotel, combined with the staff, made our stay memorable indeed. I hope to be lucky enough to return!"
Kimberly 4-night trip
Posted 3 days ago
Monastero di Cortona Hotel & Spa

Frequently asked questions

Can I find vacation rentals in Villa?

Yes, we give you a choice of vacation rentals near well known attractions in Villa, or you can go with a more secluded option if you want a relaxing place to 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.

What are some of the best vacation rentals that Villa has to offer?

Country House Le Case Coloniche: This vacation home rental near Villa is located in a rural location and has a terrace, a garden, and a barbecue grill to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

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

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

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 larger area.

What’s a vacation rental in Villa like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Villa. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for families.