Holiday Rentals in San Secondo

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Holiday Rentals in San Secondo

L'Antica Sosta

Corciano
9.4 out of 10, Exceptional, (3)
"Molto accoglienti e gentili "
Italy
Valentina
The price is €59
includes taxes & fees
9 Dec - 10 Dec
L'Antica Sosta

Tenuta Borgo San Michele

Gubbio
9.2 out of 10, Wonderful, (5)
"Un posto davvero tranquillo immenso nel verde. Colazione abbondante e variegata. Gentilissimo il signore alla reception che ci ha dato consigli per vivere al meglio il nostro soggiorno."
Italy
Laura
The price is €118
includes taxes & fees
12 Dec - 13 Dec
Tenuta Borgo San Michele

Cameracaffè Centro

Arezzo Centro Storico
8.6 out of 10, Excellent, (179)
"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
The price is €89
includes taxes & fees
15 Dec - 16 Dec
Cameracaffè Centro

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

Tuoro sul Trasimeno
10.0 out of 10, Exceptional, (1)
"Pros: Hervorragende Ausstattung der Küche. Sehr gute Kommunikation mit dem Gastgeber. Sehr sauber und liebevoll eingerichtet."
Germany
Anonymous traveller
The price is €144
includes taxes & fees
9 Dec - 10 Dec
Apartment 'Trasimeno' with Private Garden, Wi-Fi and Air Conditioning

VILLA SOVRANA - Ten Bedroom Villa, Sleeps 20

Perugia
VILLA SOVRANA - Ten Bedroom Villa, Sleeps 20

Villa Graziella, Romantic Perugia

La Valle
9.6 out of 10, Exceptional, (7)
"Great place. Would stay here again."
United States
Rob B.
The price is €173
includes taxes & fees
9 Dec - 10 Dec
Villa Graziella, Romantic Perugia

San Michele al Borgo

Castiglion Fiorentino
9.8 out of 10, Exceptional, (9)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is €128
includes taxes & fees
9 Dec - 10 Dec
San Michele al Borgo

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)
"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.
The price is €126
includes taxes & fees
8 Jan - 9 Jan 2026
Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!

Locanda del Viandante

Anghiari
9.0 out of 10, Wonderful, (6)
"Smuk beliggenhed - meget autentisk på den gode måde"
Denmark
tina
The price is €135
includes taxes & fees
9 Dec - 10 Dec
Locanda del Viandante

La casa di Laura

Cortona Old Town
10.0 out of 10, Exceptional, (1)
"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.
The price is €161
includes taxes & fees
10 Dec - 11 Dec
La casa di Laura

The window on the tower apartment new castiglion fiorentino

Castiglion fiorentino
10.0 out of 10, Exceptional, (1)
"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.
The price is €144
includes taxes & fees
9 Dec - 10 Dec
The window on the tower apartment new castiglion fiorentino

B&B 52cento

Arezzo Centro Storico
8.0 out of 10, Very good, (73)
"Exactly how it is described and very near the train station. Walkable distance to all the things to do around there. I really enjoyed my stay there. "
United States
Maria de Lourdes
The price is €82
includes taxes & fees
8 Jan - 9 Jan 2026
B&B 52cento

Home In

Passignano sul Trasimeno
The price is €86
includes taxes & fees
2 Jan - 3 Jan 2026
Home In

Deluxe room Cartazucchero in the heart of Arezzo

Arezzo Centro Storico
10.0 out of 10, Exceptional, (2)
"From all the places we stayed during our 13-day trip to Italy, this was by far our favorite. Fabio was incredibly communicative and friendly right from the start, sending us clear instructions on how to get there. He greeted us at the door with such warmth that it truly felt like we were staying with family. The room was spotless, beautifully decorated, and generously stocked with water, cookies, pastries, and other treats. It had the comfort and attention to detail of a hotel, yet the warmth of...
United States
Hector
The price is €71
includes taxes & fees
8 Jan - 9 Jan 2026
Deluxe room Cartazucchero in the heart of Arezzo

Apartment 'Lavanda ad Antico Casale '700' with Shared Pool & Wi-Fi

Umbertide
8.0 out of 10, Very good, (1)
"Pros: Location in the mountains is superb, very friendly& supportive staff, fair price Cons: Only very small windows in the appartment, thus dark and nearly no chance for fresh cold air in the night. Due to the size of the location the pool was overcrowded and too less sun chairs. Photos better than reality."
United States
Anonymous traveller
The price is €181
includes taxes & fees
9 Dec - 10 Dec
Apartment 'Lavanda ad Antico Casale '700' with Shared Pool & Wi-Fi

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

Cortona
8.0 out of 10, Very good, (1)
"Pros: Heel leuk is de maandagavond met alle gasten gezamenlijk eten op uitnodiging van de gastheer. Cons: In de advertentie wordt airco aangegeven maar die is er niet,"
United States
Anonymous traveller
The price is €83
includes taxes & fees
6 Jan - 7 Jan 2026
Apartment "Papà Giuseppe La Cantina" with Shared Pool & Wi-Fi

Teo's house is the ideal home for relaxation, centrally located in Anghiari

Anghiari
10.0 out of 10, Exceptional, (1)
"The apartment was clean and cozy. I thoroughly enjoyed my stay. It is located on Corso Giacomo Matteotti and directly across from the main town square. Although not in the walled, traditional historic center, its in a very convenient and central location for exploring the entire town. The host Francesca was extremely helpful and checked in often."
United States
Danna J.
The price is €238
includes taxes & fees
9 Dec - 10 Dec
Teo's house is the ideal home for relaxation, centrally located in Anghiari

Allegra Toscana - Affittacamere Guest house

Arezzo Centro Storico
7.0 out of 10, Good, (16)
"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

Living suite Verdeconiglio in the heart of Arezzo

Arezzo Centro Storico
10.0 out of 10, Exceptional, (1)
"It was a beautiful and quiet part of town and was very close to everything. The property manager spoke pretty good English which made everything much easier. It is a beautiful comforting and clean stay in the heart of Arezzo. Thank you. Era una zona bellissima e tranquilla della città, vicinissima a tutto. Il gestore parlava un ottimo inglese, il che ha reso tutto molto più semplice. È stato un soggiorno splendido, confortevole e pulito nel cuore di Arezzo. Grazie."
United States
Andrew T.
The price is €89
includes taxes & fees
7 Jan - 8 Jan 2026
Living suite Verdeconiglio in the heart of Arezzo

City / Village Apartment in Cortona with 1 bedrooms sleeps 2

Cortona Old Town
10.0 out of 10, Exceptional, (6)
"This place was such a great find! So central and easily reachable. We really enjoyed our stay!"
United States
Julie R.
The price is €98
includes taxes & fees
9 Dec - 10 Dec
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
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

Find out more about San Secondo

Everything you need to know about San Secondo holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Secondo holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Secondo holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Secondo holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Secondo holiday rentals we have selected for you start as low as €118 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Secondo rentals

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

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 holiday rentals in San Secondo?

Yes, there are holiday rentals close to the most popular sights in San Secondo, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that San Secondo has to offer?

Agriturismo Marano: This holiday home rental outside of San Secondo offers a terrace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle.

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 Sualzo Beach. Historic Town Montone and Madonna del Parto Museum are a couple of places you'll find in the wider area.

What’s a holiday rental in San Secondo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Secondo. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family trip.