San Valentino Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for San Valentino vacation rentals

Exterior
L'Antica Sosta

Townhouse in Corciano

L'Antica Sosta
9.4 out of 10, Exceptional, (3)
"Molto accoglienti e gentili "
Italy
Valentina
The price is ￥10,825
￥11,907 total
includes taxes & fees
Dec 14 - Dec 15
L'Antica Sosta
View from property
Castello di Giomici

Townhouse in Valfabbrica

Castello di Giomici
9.2 out of 10, Wonderful, (52)
"We booked the stay last minute, not really knowing what to expect. We were happily surprised to find a 900 year old castle on the top of the hill, with its own church (which we were given the keys to see ourselves), towers and old hallways. The house was on 3 floors with 4 bedrooms, perfect for the 4 adults and 4 kids in our group, plus a rooftop with amazing views. The staff were super friendly and welcoming. Considering the price, it might be the best value for money place I've ever stayed...
United Kingdom
Mark
The price is ￥9,771
￥10,748 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Castello di Giomici
Outdoor pool, sun loungers
Castello di Monterone

Residence in Perugia

Castello di Monterone
9.8 out of 10, Exceptional, (301)
"Staff was great, the castle itself is incredible."
United States
Kevin
The price is ￥21,484
￥24,544 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Castello di Monterone
Front of property
PianPieve Nature and Relax apartments

Apartment in Assisi

PianPieve Nature and Relax apartments
10.0 out of 10, Exceptional, (3)
"Great place! "
United States
Carlos
The price is ￥13,867
￥17,076 total
includes taxes & fees
Dec 12 - Dec 13
PianPieve Nature and Relax apartments
Front of property
Domus Angeli Camere

Townhouse in Assisi

Domus Angeli Camere
8.4 out of 10, Very Good, (6)
"Great stay, very convenient location"
United Kingdom
Patrick
The price is ￥14,314
￥16,474 total
includes taxes & fees
Dec 20 - Dec 21
Domus Angeli Camere
Pool
VILLA SOVRANA - Ten Bedroom Villa, Sleeps 20

Villa in Perugia

VILLA SOVRANA - Ten Bedroom Villa, Sleeps 20
The price is ￥882,630
￥882,630 total
includes taxes & fees
Dec 12 - Dec 13
VILLA SOVRANA - Ten Bedroom Villa, Sleeps 20
Exterior
HILLTOP VILLA PRIVATE POOL AMAZING LOCATION

Villa in Gualdo Cattaneo (Perugia)

HILLTOP VILLA PRIVATE POOL AMAZING LOCATION
9.6 out of 10, Exceptional, (17)
"Der Aufenthalt war genial. Eine wundervolles abgelegenes Haus, dass perfekte für meinen Verein und mich war. Wir wurden super freundlich empfangen und uns wurde auch erklärt, was man in dieser Region machen bzw. anschauen kann. Jedoch die Zufahrt zu der Villa ist abenteuerlich. Aber dafür können die Besitzer nichts. Ich kann die Villa nur an alle weiterempfehlen. "
Germany
Sebastian L.
HILLTOP VILLA PRIVATE POOL AMAZING LOCATION
Dining
Spacious apartment in historic country residence, between Perugia and Assisi

Apartment in Perugia

Spacious apartment in historic country residence, between Perugia and Assisi
10.0 out of 10, Exceptional, (1)
"This was a new listing, and it far exceeded our expectations. Beautifully furnished, bright, and spotlessly clean. Very well appointed with everything we needed. Lovely country views and great hosts."
Canada
Susan K.
The price is ￥12,757
￥16,037 total
includes taxes & fees
Dec 19 - Dec 20
Spacious apartment in historic country residence, between Perugia and Assisi
Property grounds
Apartment in farmhouse from the late 1800s, in the vicinity of Perugia

Apartment in Umbria

Apartment in farmhouse from the late 1800s, in the vicinity of Perugia
9.6 out of 10, Exceptional, (5)
"struttura moderna, pulita e completa di tutto"
United States
Mariano S.
The price is ￥9,841
￥15,308 total
includes taxes & fees
Dec 16 - Dec 17
Apartment in farmhouse from the late 1800s, in the vicinity of Perugia
Front of property
Castello Izzalini Todi Resort

Apartment in Todi

Castello Izzalini Todi Resort
8.8 out of 10, Excellent, (6)
"Fascino "medievale", ambienti puliti ed accoglienti ed il silenzio che non guasta la permanenza"
Italy
Mino
The price is ￥20,709
￥23,326 total
includes taxes & fees
Dec 12 - Dec 13
Castello Izzalini Todi Resort
Dining
The Belvedere House - Private Apartments

Condo in Perugia

The Belvedere House - Private Apartments
8.0 out of 10, Very Good, (1)
"Ottima posizione,buona vacanza"
Italy
Maria P.
The price is ￥11,845
￥15,672 total
includes taxes & fees
Dec 13 - Dec 14
The Belvedere House - Private Apartments
Apartment, 1 Bedroom | Room amenity
Il Focolare

Townhouse in Todi

Il Focolare
9.8 out of 10, Exceptional, (22)
"Proprietario davvero gentile e premuroso. Appartamento bello e davvero tradizionale. Grazie dell'ospitalità "
Italy
Damiano
Il Focolare
Outdoor pool
Villa Graziella, Romantic Perugia

Villa in La Valle

Villa Graziella, Romantic Perugia
9.6 out of 10, Exceptional, (7)
"Great place. Would stay here again."
United States
Rob B.
The price is ￥17,713
￥30,287 total
includes taxes & fees
Dec 12 - Dec 13
Villa Graziella, Romantic Perugia
Interior entrance
Poggio del Sole

Vacation Home in Castiglione del Lago

Poggio del Sole
8.0 out of 10, Very Good, (4)
"El hotel no alcanzó el agua caliente y no se pudo bañar parte de la familia no contaba con suficientes amenidades "
Mexico
RAUL
Poggio del Sole
Exterior
Aethos Saragano

Aparthotel in Gualdo Cattaneo

Aethos Saragano
9.4 out of 10, Exceptional, (30)
"This hotel is a gem! The staff was amazing! The continental breakfast was very good! Our room was amazing! Would highly recommend staying here on your next trip to the Umbria region! "
Canada
Chantal
Aethos Saragano
Terrace/patio
Lemon Tree Boutique Guesthouse

Townhouse in Todi

Lemon Tree Boutique Guesthouse
The price is ￥23,523
￥26,422 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Lemon Tree Boutique Guesthouse
Property entrance
La Terrazza di spello

Apartment in Spello

La Terrazza di spello
8.2 out of 10, Very Good, (22)
"Increíble estancia en el alojamiento en Spello. Es muy espacioso y cercano del centro. Hermoso para caminar"
Spain
Gonzalo Martín
La Terrazza di spello
Terrace/patio
The pigsty in the valley of Assisi

Vacation Home in Assisi

The pigsty in the valley of Assisi
10.0 out of 10, Exceptional, (4)
"We stayed 3 nights, and enjoyed the rural quiet location. The suite was a great size for two, clean, easy parking and the drive into any of the hill towns and villages was easy. Gwen was a wonderful host she knew the neighborhood and locals villages with suggestions for side trips and places to eat. Would happily stay again. "
United States
Raymond W.
The price is ￥10,934
￥14,578 total
includes taxes & fees
Jan 11 - Jan 12, 2026
The pigsty in the valley of Assisi
Exterior
Farmhouse in a medieval village between Umbria and Tuscany

Vacation Home in Casaltondo

Farmhouse in a medieval village between Umbria and Tuscany
9.0 out of 10, Wonderful, (2)
"This apartment is located in a calm and charming little village, a good starting point to discover Umbria. The 3 bedrooms and 2 bathrooms make the place ideal for a family's comfortable stay. The apartment is well-equipped but we missed the air conditioning in the hot summer days and a microwave for easy cooking. The host were very nice and friendly. We can recommend this apartment for everyone who prefers a calm holiday."
United States
Edit K.
The price is ￥9,112
￥19,682 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Farmhouse in a medieval village between Umbria and Tuscany
Front of property
Terre del Cantico Country House

Vacation Home in Spello

Terre del Cantico Country House
8.0 out of 10, Very Good, (4)
"Très bon établissement proche de Spello"
France
CAROLINE
Terre del Cantico Country House
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 San Valentino Hotel Reviews

TH Assisi - Hotel Cenacolo

TH Assisi - Hotel Cenacolo

10/10 Excellent
"Very clean room and friendly staff. About 10 min drive up to Asisi parking lot and bus stop. "
Monica 1-night trip
Posted 8 days ago
TH Assisi - Hotel Cenacolo

Find out more about San Valentino

Search for holiday rentals in San Valentino on Expedia! You can easily find your home rentals, villas, holiday apartments in San Valentino using one of the methods below:

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Look no further and take a look at our great range of rental properties in San Valentino!

Frequently asked questions

Can I find vacation rentals in San Valentino?

Yes, we offer vacation rentals near well known sights in San Valentino, or you can go with a secluded option if you're looking for relaxation. The countryside and jazz scene are just a few reasons why tourists like San Valentino. While you're here, grab a bite or have a drink at the local chocolate shops.

What are some of the best vacation home rentals that San Valentino has to offer?

Country House Le Case Coloniche: This vacation home rental outside of San Valentino 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.

What’s there to see and do in San Valentino?

Explore the area and family-friendly sights such as Perugina Chocolate Factory, or get out into nature at a spot like Terme Francescane Thermal Baths. Golf Club Perugia and Teatro Lyrick Assisi are a couple of places you'll find in the larger area.

What’s a vacation rental in San Valentino like?

Vacation rentals are privately owned properties where you can stay for short or long periods in San Valentino. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family trip.