San Secondo Holiday Rentals from €1,629: Search Short-Term Rentals

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Holiday Rentals in San Secondo

"Property is perfect for the view and the loction"

"Beautiful location, very handy for the lake (swimming, pedelos etc) and with some lovely restaurants and gelatos in the local town! Views from the property are amazing, it is very quiet and peaceful"

"John & Dianne were utterly lovely and made every effort for us. The listing is very clear and if you're looking for peace and quiet in a serene valley, you couldn't do better. The track should be driven with care but after the first time accompanied by John, it's not too bad. I wouldn't bring a car with low clearance though. John and Dianne are in their home next door which was nice to know. They very much left us to it and didn't mind us playing our music by the pool. Otherwise we didn't see...

"We are traveling with 6 persons through Italy. This villa was a wonderful change of pace to the crowded streets of the cities. Beauty, clean, and well stocked. A little off the grid but worth the train rides and car rental. "

"We stayed for 10 days recently and had a great time, the house was easy to find and the host answered our queries straight away, he also visited the property every other day to water the plants and check that everything was ok. We had a problem with the dishwasher one day and an electrician turned up within 30 minutes. The photos of the house are true to life and the views from the shaded terrace are amazing. The pool was used almost every day and was cleaned regularly usually early before we...

Seasonal outdoor pool, pool umbrellas, pool loungers

"The hotel is located in a beautiful original old monastery with excellent rooms. The staff is very friendly and professional. The surrounding space is very nice and there is large swimming pool, a must during hot summer days. Dinning is on a very high level, food is excellent and the meals are provided all day. We will definitely come back again in the future. I can sincerely recommend this facility to everyone seeking quiet, peaceful holliday in a beautiful authentic setting in Umbria. "

"This house and adjacent apartment was perfect for a larger group. The rooms are comfortable and well equipped. The property was lovely and has a spectacular pool. A few things to note. The house name is not a location on a map and if you use an app like Google then you must use the name on the wall outside the property. The hot water takes a very long time to get to the upper floor shower and it’s almost impossible to fill a hot bath. That’s to be expected in a house of this age and it’s well...

"We had a very happy stay at this house in the country with our two friends. It is ideally located within an hour’s drive of interesting sites and historic towns. The place and its surroundings allowed us a restful and pleasant respite from our busier daytrips. The house was comfortable, beds were very good and the garden provided a peaceful setting with a choice of sitting and lounging areas. Louise was lovely, an excellent hostess who responded quickly to our questions and needs. "

"Beautiful location in a natural environment. Wonderful hosts, and I especially liked their dog Akila who is very friendly."

"We had a great stay at Massimo place. The grounds and pool were great! The views were to die for, and we had a different sun set every night! Thanks for the great stay Massimo! Will definitely back if in the area."

"A great villa for a 3 generation group; lovely pool and garden with plenty of outside furniture. Cafes, shops and transport are within walking distance. Spacious rooms and well equipped kitchen. Owner very helpful."

"Villa Calcinaio was a beautiful place to spend our time while in Cortona. My goal was to get a slice of Tuscan life and this house gave me the opportunity to do just that. It was rustic but charming and updated ~20 years ago. Enrico was very responsive and even came to our rescue when we had trouble locating the house on the dark and rainy night when we arrived. I found the house stocked with all the basics and then some and I fell in love with the view of the beautiful dome from every...

"This property is set a top a mountain with beautiful views. It’s a very old home fully refurbished that offers a glimpse at the past. Barbara is a pleasure to work with and helpful beyond words. I look forward to a future visit during warmer weather to enjoy the beautiful pool and do some hiking. "

"The property was exactly as listed - beautiful scenery and far away from neighbours so that you feel comfortable in your own bubble. Due to heavy storms we had a couple of issues with cloudy water and power going out, but the only thing outside of the hosts abilities was changing the weather! Whenever the power went Chiara and Davide came to our aid instantly and were nothing short of understanding and amazing every time. Cannot recommend this villa and host enough. 15/10."

"Chiara hosted our wedding weekend. I can not stress enough that pictures on here don't do the property justice. It is one of the most spectacular villas we have ever seen. Chiara (the host) is so lovely and very attentive. The place it swlf has got so much space, so much offer and is so wonderful, we're hoping to go back for our 10 year anniversary."

includes taxes & fees

2 Dec - 3 Dec

"We spent 6 days here as a wedding celebration. We were 30 adults, 1 little baby and a dog. The place is incredible and has so much charm to it! First few days we were preparing for the symbolic wedding which we did on the 4th day of our stay. We had a few amazing pool parties, some of the guests went to explore the nearby cities, some helped woth the decorations and so on. Everyone was so happy to be in this villa as it does have an amazing aura. The host Chiara is amazing, she was very...

includes taxes & fees

28 Dec - 29 Dec

"We enjoyed our stay very much. Everything is perfect. The "

"Fabulous location and property. We had a fantastic family holiday in the house. Great area to explore. Madeline was lovely. We will be back"

"Wir hatten einen sehr schönen Urlaub in einer wunderschönen, sehr gepflegten Anlage. Auch der Kontakt mit den Vermietern / Eigentümern welche immer vor Ort waren, war sehr herzlich. Wir können diese Anlage ohne Bedenken weiter empfehlen. Es gab für uns nichts zu bemängeln oder kritisieren."

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Other types of properties in San Secondo you may be interested in

"Great place"

includes taxes & fees

4 Dec - 5 Dec

"The inside and outside is beautiful. It overlooks the town of Cortona. The staff were fantastic. They treated us like we were part of their own families."

"The Villa di Piazzano is stunning down to the smallest detail. The staff is attentive, pleasant and helpful. The food and wine at the onsite restaurant was some of the best we had on our 23-day trip across Italy. One of our favorite stays for sure!"

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 €1,629 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.

Recent reviews of San Secondo properties

5/5 Excellent

"Always very good . Very good Staff "

A verified traveller stayed at Hotel Arezzo ASC

Posted 3 days ago

5/5 Excellent

"First off, Cortona is BEAUTIFUL AND AMAZING! Such an amazing old walled city to walk, photograph and enjoy! Second, this property is one of the most beautiful and ancient places I’ve ever stayed! The halls and rooms were stunning. Old stone and iron everywhere. We stayed in the top room with the terrace. Oh man, I just can’t tell you how beautiful and fun this stay was. We sat on the terrace and watched the meteor shower while I did night photography! This property is stunning. The parking down the hill was free! Just pull into the parking lot, park, then call the desk to get you a taxi up to the hotel! Unless you’re fit and can climb a hill with suitcases get a quick 2 minute taxi up there! Trust me, it’s a walled city and the walk up and down is a thing! It’s only 150 yards or so but damn, it’s an ancient cobble stone hill! Get the ride! Bring comfy shoes because you’re gonna walk the whole town! "

A verified traveller stayed at Hotel San Michele

Posted 7 days ago

Villa di Piazzano - Small Luxury Hotel of the World

5/5 Excellent

"The Villa di Piazzano is stunning down to the smallest detail. The staff is attentive, pleasant and helpful. The food and wine at the onsite restaurant was some of the best we had on our 23-day trip across Italy. One of our favorite stays for sure!"

A verified traveller stayed at Villa di Piazzano - Small Luxury Hotel of the World

Posted 1 month ago

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?

Farmhouse in the hills with panoramic view and swimming pool: This holiday home rental outside of San Secondo is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

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 Laghi di Faldo. Marchigliano Church and Historic Town Montone 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

Check San Secondo holiday rental availability

Holiday Rentals in San Secondo

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

House with garden and panoramic view over Lake Trasimeno

Traditional stone cottage in rural, tranquil and quiet location built in 1799

Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!

Farmhouse in the hills with panoramic view and swimming pool

Abbazia San Faustino Residenza d'Epoca

"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

Heritage Tuscan Farmhouse with private swimming pool

Charming Stone House in Castiglion Fiorentino: Your perfect Tuscan Getaway!

Cottage " I due Pini"

Villa with swimming pool and garden- San Feliciano, Trasimeno lake

Villa Primula - Holiday Rental in Cortona, Tuscany

Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona

Cortona Umbria / family lake view villa near Tuscany + large salted pool

Villa Vallorsaia with private pool, lake view, no neighbors

Villa Santarsa, 31 people, magnificent views and private pool, no neighbors

Villa Cungi with Privacy, stunning view, private pool, wifi Tuscany no neighbors

Villa Mulino - Completely renovated old mill in Tuscany

Beautiful villa with spectacular views in a rural location

Beautiful apartment for 6 guests with pool, WIFI, TV and parking

Other types of properties in San Secondo you may be interested in

Hotel Continentale

Monastero di Cortona Hotel & Spa

Villa di Piazzano - Small Luxury Hotel of the World

Find out more about San Secondo

Recent reviews of San Secondo properties

Hotel Arezzo ASC

Hotel San Michele

Monastero di Cortona Hotel & Spa

Relais Il Falconiere

Hotel Garden Experience

Hotel Italia

Cameracaffè Centro

Villa di Piazzano - Small Luxury Hotel of the World

Hotel Lidò

Frequently asked questions