San Secondo Vacation Rentals

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for San Secondo vacation rentals

Exterior
L'Antica Sosta

L'Antica Sosta

L'Antica Sosta
Corciano
9.4 out of 10, Exceptional, (3 reviews)
"Molto accoglienti e gentili "
Italy
Valentina
$69 nightly
The price is $76
Jan 18 - Jan 19
Total with taxes and fees
L'Antica Sosta
Outdoor pool
Villa Graziella, Romantic Perugia

Villa Graziella, Romantic Perugia

Villa Graziella, Romantic Perugia
La Valle
9.6 out of 10, Exceptional, (7 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.
$192 nightly
The price is $192
Jan 15 - Jan 16
Total with taxes and fees
Villa Graziella, Romantic Perugia
Exterior
San Michele al Borgo

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
$111 nightly
The price is $127
Jan 15 - Jan 16
Total with taxes and fees
San Michele al Borgo
TV
Apartment 'Trasimeno' with Private Garden, Wi-Fi and Air Conditioning

Apartment 'Trasimeno' with Private Garden, Wi-Fi and Air Conditioning

Apartment '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
$170 nightly
The price is $170
Jan 15 - Jan 16
Total with taxes and fees
Apartment 'Trasimeno' with Private Garden, Wi-Fi and Air Conditioning
Exterior
Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1 review)
" La casa pulitissima è molto bella, l’host molto disponibile e gentile, risponde sempre e anche subito. La posizione ottimale per fare il giro dei mercatini e di tutta la città. Consigliatissima "
Italy
Maria Gemma
$178 nightly
The price is $178
Jan 15 - Jan 16
Total with taxes and fees
Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Luxury Double or Twin Room, 1 Bedroom, Jetted Tub, City View | View from room
B&B 52cento

B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.0 out of 10, Very Good, (73 reviews)
"Stayed in the top floor room with the terrace and seating area. Definitely a great decision. Arrezo was the starting point of our Tuscany tour and glad we spent an extra night and day. Great room super convenient to town and the train station. "
United States
Edward
$69 nightly
The price is $82
Jan 21 - Jan 22
Total with taxes and fees
B&B 52cento
Reception
Allegra Toscana - Affittacamere Guest house

Allegra Toscana - Affittacamere Guest house

Allegra Toscana - Affittacamere Guest house
Arezzo Centro Storico
7.0 out of 10, Good, (16 reviews)
"Great location in Arezzo, easy and simple to find and access. Everything was exactly as we needed although we did not need to stay long."
United Kingdom
Justin
Allegra Toscana - Affittacamere Guest house
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!

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, (3 reviews)
"The only thing this place could have that it doesn't is an infinity pool! We loved it here. It was a last minute booking and the host was super helpful. STUNNING views from the patio, and the lake is a short drive down the hill. Also, a very cool little town with restaurants just a two minute drive.Our favorite stays in Italy we're in these little remote towns. Soooo nice. "
United States
Adam H.
$126 nightly
The price is $130
Jan 15 - Jan 16
Total with taxes and fees
Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!
Interior
La casa di Laura

La casa di Laura

La casa di Laura
Cortona Old Town
10.0 out of 10, Exceptional, (1 review)
"Best sleep I’ve had in a long time. Very quiet area. Beautiful views. Absolutely gorgeous. Water and coffee were provided. Clean. Bruno was very patient with us with the language barrier. We also had trouble getting to the place because we were not getting service on our phone till we connected to WiFi. Bruno met us and showed us where to park after showing us the way to the apartment. Very steep climb up to the apartment from the parking area, but Cortona is overall steep. You will climb up...
United States
Angie F.
$168 nightly
The price is $172
Jan 15 - Jan 16
Total with taxes and fees
La casa di Laura
Porch
Cameracaffè Centro

Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (179 reviews)
"Great room and wonderful staff. Loved the breakfast from the veranda with both a view of the mountains and the city center. "
United States
Keith
$88 nightly
The price is $104
Jan 18 - Jan 19
Total with taxes and fees
Cameracaffè Centro
Fridge, microwave, oven, stovetop
Netik Apartment Cortona- Garden & Vineyard in Tuscany

Netik Apartment Cortona- Garden & Vineyard in Tuscany

Netik Apartment Cortona- Garden & Vineyard in Tuscany
Vallone Pip
$114 nightly
The price is $119
Jan 15 - Jan 16
Total with taxes and fees
Netik Apartment Cortona- Garden & Vineyard in Tuscany
Property entrance
Locanda Guidi

Locanda Guidi

Locanda Guidi
Sansepolcro
9.0 out of 10, Wonderful, (2 reviews)
"No one in reception on arrival or departure. Only one small bottle of water in the room. ID cards left in the entry hall with no supervision. Very nice room, excellent location, very clean but totally lacking in "accoglienza"."
Ireland
Michael
Locanda Guidi
Oven, stovetop, dishwasher
The Cyclist. Pedal your way to your ideal stay!

The Cyclist. Pedal your way to your ideal stay!

The Cyclist. Pedal your way to your ideal stay!
Parlesca
$117 nightly
The price is $117
Jan 16 - Jan 17
Total with taxes and fees
The Cyclist. Pedal your way to your ideal stay!
Pool
Apartment "Papà Giuseppe La Colombaia" with Shared Pool & Wi-Fi

Apartment "Papà Giuseppe La Colombaia" with Shared Pool & Wi-Fi

Apartment "Papà Giuseppe La Colombaia" with Shared Pool & Wi-Fi
Cortona
10.0 out of 10, Exceptional, (1 review)
"Pros: Es war ganz toll. Das Klima mit 34 Grad sehr heiß aber durch den Pool geht auch das sehr gut. Der Gastgeber ist super freundlich... wir sprechen null italienisch aber das war nur ein kleines Hinderniss."
Germany
Anonymous traveler
$141 nightly
The price is $145
Jan 15 - Jan 16
Total with taxes and fees
Apartment "Papà Giuseppe La Colombaia" with Shared Pool & Wi-Fi
TV
Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.

Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.

Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.
Toscana
$115 nightly
The price is $120
Jan 20 - Jan 21
Total with taxes and fees
Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.
Interior
Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Shabby Chic House<br>(Independent & balcony)
Cortona Old Town
10.0 out of 10, Exceptional, (3 reviews)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
$131 nightly
The price is $134
Jan 15 - Jan 16
Total with taxes and fees
Cortona Shabby Chic House<br>(Independent & balcony)
Interior
The window on the tower apartment new castiglion fiorentino

The window on the tower apartment new castiglion fiorentino

The window on the tower apartment new castiglion fiorentino
Castiglion fiorentino
10.0 out of 10, Exceptional, (1 review)
"Large apartment 4 floors above the town. Easy walking to anywhere in the area. Great shower and large bathroom. Equipped kitchen with big refrigerator. Living room with TV and dining table and couch. Large bedroom with fan. Also, there is a hairdryer and ironing board and iron. You are very close to walk to restaurants and stores, About a mile from the train station up a hill but the hostess helped us with transport.Overall, an excellent stay for my wife and I. (Be aware the room is 4...
United States
aric w.
$161 nightly
The price is $163
Jan 15 - Jan 16
Total with taxes and fees
The window on the tower apartment new castiglion fiorentino
Interior
The Garden of Others

The Garden of Others

The Garden of Others
Cortona Old Town
10.0 out of 10, Exceptional, (1 review)
"Lovely second floor (3rd Floor for Americans) walk up across for a charming Michelin rated restaurant. Quiet location for a city apartment. Our host was very accommodating and helpful."
United States
Kenneth C.
$112 nightly
The price is $112
Feb 1 - Feb 2
Total with taxes and fees
The Garden of Others
Front of property
Dolce Rosa Centro Storico

Dolce Rosa Centro Storico

Dolce Rosa Centro Storico
Sansepolcro
9.6 out of 10, Exceptional, (13 reviews)
"Ottimo rapporto qualità prezzo camera carina... un unico neo mancavano i tappi di vasca e bidet..."
Italy
Sergio
Dolce Rosa Centro Storico
Room, 1 Bedroom, Accessible, Smoking | 1 bedroom
Room in Apartment - Two-room Apartment

Room in Apartment - Two-room Apartment

Room in Apartment - Two-room Apartment
Arezzo
10.0 out of 10, Exceptional, (1 review)
"A little tricky to locate but friendly staff and very walkable to see the sites."
Canada
Thelma
$122 nightly
The price is $141
Jan 18 - Jan 19
Total with taxes and fees
Room in Apartment - Two-room Apartment
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 Secondo Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Everything was great! Lovely hotel "
Laura 2-night trip
Posted 11 days ago
Monastero di Cortona Hotel & Spa

Find out more about San Secondo

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

San Secondo vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Secondo. 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 Secondo 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 $192 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 Secondo rentals

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

Are there vacation rentals in San Secondo?

Yes, there are vacation rentals close to popular local attractions in San Secondo, or you can choose a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in San Secondo?

Agriturismo Marano: You might like this vacation home rental near San Secondo. It offers a terrace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware.

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

Explore the area and family-friendly sights such as Aboca Museum, or get out into nature at a spot like Hannibal's Journey. Historic Town Montone and Civitella Ranieri Castle are a couple of places you'll find in the larger area.

What’s a vacation rental in San Secondo like?

Vacation rentals are private properties you can book for a few weeks or just a few days in San Secondo. Vacation rentals feature extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for families.