San Secondo Holiday Rentals from €186: Search Short-Term Rentals

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

Agriturismo Borgo Spagnoli : This holiday home rental outside of San Secondo is located in a regional park, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. Kick off your shoes and enjoy yourself with a rooftop terrace and a private garden.

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Holiday Rentals in San Secondo

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9 Aug - 10 Aug

"Beautiful apartment right in the centre of cortona. Lots of churches, museum and restaurants close by with interesting architecture and good food. Shops selling local linen, leather items and Italian cashmere. Wonderful place to experience Italian culture and cuisine"

includes taxes & fees

24 Jul - 25 Jul

"Staying here gives one the feel of how royalty lived hundreds of years ago mixed with the updated decor of the bathrooms. Also, the breakfasts were delicious! Wonderful experience!"

includes taxes & fees

24 Jul - 25 Jul

includes taxes & fees

23 Aug - 24 Aug

includes taxes & fees

20 Aug - 21 Aug

includes taxes & fees

3 Aug - 4 Aug

"Fascinating site, beautiful nature. Once obviously a well designed location, now somehow run down. Several things in the house and the surrounding are lft behind and broken.Its better to bring with you all you need in case you won't drive the car too often. The accsess takes time and needs a careful driver Communication with agency was always very prompt. Bring toilett paper, dish towels and soap with you....kitchen is small for more than 6 people in case you like to cook not only pasta. I...

includes taxes & fees

2 Aug - 3 Aug

includes taxes & fees

24 Jul - 25 Jul

"Die Zimmer entsprachen nicht denen auf den Bildern gezeigten, diese waren noch nicht für die Vermietung gerichtet. Die Räumlichkeiten waren sauber. Das Restaurant ist sehr empfehlungswert und bietet eine hervorragende lokale Küche. Ein guter Punkt um die nähere und etwas weitere Umgebung zu erkunden. Die Lage des Hauses ist sehr schön und ruhig."

"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."

includes taxes & fees

27 Jul - 28 Jul

includes taxes & fees

24 Jul - 25 Jul

includes taxes & fees

24 Jul - 25 Jul

1 bedroom, iron/ironing board, travel cot, free WiFi

includes taxes & fees

27 Jul - 28 Jul

includes taxes & fees

20 Aug - 21 Aug

includes taxes & fees

18 Aug - 19 Aug

includes taxes & fees

24 Jul - 25 Jul

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Top San Secondo Hotel Reviews

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!"

Hotel Italia

10/10 Excellent

"Had a great stay at Hotel Italia. On arrival, flight was delayed and train from Rome delayed but lovely lady on the front desk offered to stay until nearly 9pm so she could check me in which was hugely appreciated after such a busy day travelling! The room is big and airy, very tidy with a comfortable bed. Location is perfect being only a 30 second walk from the main Piazza. Already looking to book our next trip to Cortona and will be staying here again!"

Borgo di Celle

10/10 Excellent

"Questa è una proprietà così splendida con una vista così incredibile! Il personale è stato così cordiale e accomodante durante il mio soggiorno. Ho fatto un lungo viaggio di ritorno a un'altra destinazione e ho chiesto di usare il loro forno a microonde per la mia zuppa. L'hanno fatto felicemente e mi hanno persino permesso di tenere il loro cucchiaio! Un ringraziamento speciale a Georgia che si è assicurata che avessi tutto ciò di cui avevo bisogno per il mio lungo viaggio! Vorrei aver trascorso più tempo sul terreno dato che è così incredibilmente sereno. Hanno fatto uno sforzo così enorme per garantire che gli ospiti abbiano un'esperienza straordinaria qui! Non ti pentirai di aver scelto questo meraviglioso hotel durante i tuoi viaggi!"

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 €186 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 Borgo Spagnoli: This holiday home rental outside of San Secondo is located in a regional park, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. Kick off your shoes and enjoy yourself with a rooftop terrace and a private garden.

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 Monte Tezio. Historic Town Montone and Civitella Ranieri Castle 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.

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Holiday Rentals in San Secondo

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Holiday Rentals in San Secondo

Apartment "Papà Giuseppe Il Fienile" with Shared Pool & Wi-Fi

Elegante Appartamento nel Centro Storico di Cortona

PALAZZO TOMMASI LUXURY B&B CORTONA AREZZO ITALY

Vacation home Beppina, typical cortonese house, in the center, animals welcome

Bed and Breakfast 'Camera 4' with Shared Terrace, Wi-Fi and Air Conditioning

La Fonte, our quaint little west facing cottage for two people.

La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno

Vacation Home "Dependance Giardino" with Shared Pool, Terrace & Wi-Fi

Apartment 'Bosco Antico Casale '700' with Shared Pool and Wi-Fi

Apartment 'Magnolia Antico Casale '700' with Shared Pool and Wi-Fi

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

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

Mivà di Più Vacation Rental: 1 Bedroom House

Mivá More Holiday Home

Cozy detached house in the historic center of Umbertide indoor garden

La Casina di Fabbrizzi Rebecca 100mt from Piazza Grande, city center

Location Gattapone 3, Comfortable, romantic corner in the historic center

The Garden Above the clouds

Cottage La Fagianaia

Room 'Beb 1416 Camera' with Shared Terrace, Shared Garden and Wi-Fi

Top San Secondo Hotel Reviews

Monastero di Cortona Hotel & Spa

Hotel Continentale

Hotel Villa Marsili

Hotel Italia

Villa di Piazzano - Small Luxury Hotel of the World

Il Falconiere - Relais e Chateaux

I PORTICI HOTEL RESIDENZA D’EPOCA

Locanda agli Amici

Borgo di Celle

Find out more about San Secondo

Frequently asked questions