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

L'Antica Sosta

Corciano
9.4 out of 10, Exceptional, (3)
"Molto accoglienti e gentili "
Italy
Valentina
$69 nightly
The price is $76
Dec 11 - Dec 12
Total with taxes and fees
L'Antica Sosta
Outdoor wedding area
Castello di Giomici

Castello di Giomici

Valfabbrica
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
$59 nightly
The price is $65
Jan 9 - Jan 10, 2026
Total with taxes and fees
Castello di Giomici
Interior
Castello di Monterone

Castello di Monterone

Perugia
9.8 out of 10, Exceptional, (301)
"Staff was great, the castle itself is incredible."
United States
Kevin
$155 nightly
The price is $177
Dec 11 - Dec 12
Total with taxes and fees
Castello di Monterone
Bicycling
PianPieve Nature and Relax apartments

PianPieve Nature and Relax apartments

Assisi
10.0 out of 10, Exceptional, (3)
"Great place! "
United States
Carlos
$92 nightly
The price is $113
Dec 13 - Dec 14
Total with taxes and fees
PianPieve Nature and Relax apartments
Seasonal outdoor pool
Domus Angeli Camere

Domus Angeli Camere

Assisi
8.4 out of 10, Very Good, (6)
"Great stay, very convenient location"
United Kingdom
Patrick
$91 nightly
The price is $105
Dec 11 - Dec 12
Total with taxes and fees
Domus Angeli Camere
Exterior
VILLA SOVRANA - Ten Bedroom Villa, Sleeps 20

VILLA SOVRANA - Ten Bedroom Villa, Sleeps 20

Perugia
$5,632 nightly
The price is $5,632
Dec 11 - Dec 12
Total with taxes and fees
VILLA SOVRANA - Ten Bedroom Villa, Sleeps 20
Outdoor pool, an infinity pool
HILLTOP VILLA PRIVATE POOL AMAZING LOCATION

HILLTOP VILLA PRIVATE POOL AMAZING LOCATION

Gualdo Cattaneo (Perugia)
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.
$7,150 nightly
The price is $7,153
Dec 31 - Jan 1, 2026
Total with taxes and fees
HILLTOP VILLA PRIVATE POOL AMAZING LOCATION
Fridge, microwave, stovetop, coffee/tea maker
Spacious apartment in historic country residence, between Perugia and Assisi

Spacious apartment in historic country residence, between Perugia and Assisi

Perugia
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.
$102 nightly
The price is $102
Dec 11 - Dec 12
Total with taxes and fees
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 farmhouse from the late 1800s, in the vicinity of Perugia

Umbria
9.6 out of 10, Exceptional, (5)
"struttura moderna, pulita e completa di tutto"
United States
Mariano S.
$98 nightly
The price is $98
Dec 11 - Dec 12
Total with taxes and fees
Apartment in farmhouse from the late 1800s, in the vicinity of Perugia
Front of property
Castello Izzalini Todi Resort

Castello Izzalini Todi Resort

Todi
8.8 out of 10, Excellent, (6)
"Fascino "medievale", ambienti puliti ed accoglienti ed il silenzio che non guasta la permanenza"
Italy
Mino
$132 nightly
The price is $149
Dec 11 - Dec 12
Total with taxes and fees
Castello Izzalini Todi Resort
Exterior
The Belvedere House - Private Apartments

The Belvedere House - Private Apartments

Perugia
8.0 out of 10, Very Good, (1)
"Ottima posizione,buona vacanza"
Italy
Maria P.
$97 nightly
The price is $100
Dec 11 - Dec 12
Total with taxes and fees
The Belvedere House - Private Apartments
Apartment, 2 Bedrooms | Private kitchen | Full-size fridge, oven, stovetop, electric kettle
Il Focolare

Il Focolare

Todi
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 Graziella, Romantic Perugia

La Valle
9.6 out of 10, Exceptional, (7)
"Great place. Would stay here again."
United States
Rob B.
$196 nightly
The price is $196
Dec 11 - Dec 12
Total with taxes and fees
Villa Graziella, Romantic Perugia
Interior entrance
Poggio del Sole

Poggio del Sole

Castiglione del Lago
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
Front of property
Aethos Saragano

Aethos Saragano

Gualdo Cattaneo
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
$151 nightly
The price is $166
Dec 11 - Dec 12
Total with taxes and fees
Aethos Saragano
Property grounds
Lemon Tree Boutique Guesthouse

Lemon Tree Boutique Guesthouse

Todi
$150 nightly
The price is $168
Jan 7 - Jan 8, 2026
Total with taxes and fees
Lemon Tree Boutique Guesthouse
View from property
La Terrazza di spello

La Terrazza di spello

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
1 bedroom, free WiFi, bed sheets
The pigsty in the valley of Assisi

The pigsty in the valley of Assisi

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.
$91 nightly
The price is $93
Jan 10 - Jan 11, 2026
Total with taxes and fees
The pigsty in the valley of Assisi
Property grounds
Farmhouse in a medieval village between Umbria and Tuscany

Farmhouse in a medieval village between Umbria and Tuscany

Casaltondo
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.
$126 nightly
The price is $126
Jan 4 - Jan 5, 2026
Total with taxes and fees
Farmhouse in a medieval village between Umbria and Tuscany
Outdoor pool
Terre del Cantico Country House

Terre del Cantico Country House

Spello
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 7 days ago
TH Assisi - Hotel Cenacolo

Find out more about San Valentino

Everything you need to know about San Valentino 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 San Valentino 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 San Valentino vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Valentino vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Valentino. 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 San Valentino 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 $113 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 San Valentino rentals

At Expedia, we put the best San Valentino 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 San Valentino 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 San Valentino 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 San Valentino. 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 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.