San Secondo Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in San Secondo

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
9.8 out of 10, Exceptional, 55 reviews
"Great comfortable apt. with spectacular terrace"
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
10.0 out of 10, Exceptional, 101 reviews
"Stephano goes out of his way to make his guests feel at home. The place was comfortable and spotless. We enjoyed getting to know our host and his city. The kitchen is well appointed with a well stocked wine rack. Read through the reviews, they are accurate! Comfortable bedding, lovely surroundings and, oh yes, a wonderful bakery across the street. Highly recommended!"
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Camping Village Punta Navaccia
3.0 star property
9.0 out of 10, Wonderful, 11 reviews
"Great campsite, beautiful location and not crowded. Lovely pool, good playground and beautiful beach and lakeside area. Port at 1 minute walk with ferries to Isola Maggiore, Passignano and Castiglione. Tuoro train station at 5 minutes walk, so Perugia and Arezzo at 30 minutes. Albeit few trains stop at Tuoro. Two supermarkets at 10 minutes walk. Staff were brilliant; hard to persuade the children to leave the campsite. Overall, excellent and would consider going again! "
The price is CA $114
CA $185 total
includes taxes & fees
Jun 4 - Jun 5
Camping Village Punta Navaccia
Save an average of 15% on thousands of hotels when you're signed in
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Casa Bacco - private house with a remarkable garden in the centre of Cortona
House with garden and panoramic view over Lake Trasimeno
9.8 out of 10, Exceptional, 37 reviews
"This house was absolutely stunning! Its very quiet, secluded, and serves as a perfect base to explore the area. We loved the pool and the gardens. Wish I could have stayed longer!"
House with garden and panoramic view over Lake Trasimeno
Traditional stone cottage in rural, tranquil and quiet location built in 1799
10.0 out of 10, Exceptional, 31 reviews
"property and hosts were great. the drive down to it was an experience not to miss. you could hear a pin drop if it wasn't for the birds songs all day. thank you John and Diana for a brill time. 11 stars 🌟"
Traditional stone cottage in rural, tranquil and quiet location built in 1799
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
10.0 out of 10, Exceptional, 56 reviews
"Where to even begin? We loved everything about our stay. Stefania was wonderful, and responsive to our many questions before we even arrived. Upon arrival, it felt like a dream. The Villa is beautiful, private, and expansive. The property is huge, with lots of olive trees, fig trees, and places for the kids to play and explore. And not to mention the stunning pool, which overlooks the most incredible views of Cortona. We were pleased to find a ping pong table, and just absolutely loved the pool...
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
9.4 out of 10, Exceptional, 40 reviews
"Just on the slope nestled between Cortona city and the Calcinaio church, the location was perfect for us. We enjoyed the serenity of no one immediately around us while only being a very short drive from the city walls. (Admittedly, we could have walked, but driving was easier!) Taking day trips to various Tuscan cities and sights was wonderfully served by the central location."
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
Cortona Umbria / family lake view villa near Tuscany + large salted pool
10.0 out of 10, Exceptional, 84 reviews
"Great area to visit. Handy to a lot of spectacular sights. Barbara is the best!"
Cortona Umbria / family lake view villa near Tuscany + large salted pool
Abbazia San Faustino Residenza d'Epoca
7.4 out of 10, Good, 14 reviews
"The Abbazia is a wonderful place in a beautiful situation, rural and tranquil. "
The price is CA $171
CA $188 total
includes taxes & fees
Jun 4 - Jun 5
Abbazia San Faustino Residenza d'Epoca
17th century farmhouse with private pool and Wi-Fi and air conditioning
9.4 out of 10, Exceptional, 32 reviews
"This property is located approx 5km from the beautiful town of Arezzo. There is a bus every hour, daily, from Tregozanno, where the property is actually located, to Arezzo. It is very rustic and in a beautiful setting. So relaxing. And, because it’s not right in town, the best of both worlds. There are no restaurants in Tregozanno but there is a great butcher and deli/mini market. There is also a pharmacy and bar! Maurizio, the owner lives next door and is the loveliest, most helpful human being...
17th century farmhouse with private pool and Wi-Fi and air conditioning
Heritage Tuscan Farmhouse with private swimming pool
10.0 out of 10, Exceptional, 39 reviews
"We had a lovely holiday at Villa Rasenna. Louise is a great host and was very helpful and replied very quickly to any queries. The kitchen is well equipped and the sitting area comfortable and homely. We made good use of the pool. We enjoyed a great meal in the villa cooked by Elena and a local wine tasting and pizza in the village. There are lovely walks from the villa in the local countryside. Would definitely recommend a holiday and we would love to return. Thanks Louise."
Heritage Tuscan Farmhouse with private swimming pool
Big offer summer 2019 wonderful villa with pool Tuscan Umbrian Border Italy
10.0 out of 10, Exceptional, 28 reviews
"We had a lovely stay in Umbria with a total of 10 friends (and 4 small children). It is a lovely place, perfectly suitable for such large groups. We enjoyed the lovely garden, barbecue and swimming pool a lot. Thank you!"
Big offer summer 2019 wonderful villa with pool Tuscan Umbrian Border Italy
Farmhouse in the Tuscan countryside
10.0 out of 10, Exceptional, 11 reviews
"A huge apartment, with all the home comforts, in a stunning rural setting. It would benefit from fans in the bedrooms, which did get very hot, but everything else was amazing."
Farmhouse in the Tuscan countryside
NEW!!! Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!
10.0 out of 10, Exceptional, 20 reviews
"Took my parents and sister to Italy for the first time and enjoyed a week at La Fenice. Linda and Jaime were excellent hosts, we felt very at home in their beautiful property."
NEW!!! Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!
Farmhouse in the hills with panoramic view and swimming pool
9.6 out of 10, Exceptional, 58 reviews
"A super holiday. The location is superb with many places of interest within a 1 hour drive. Pool was maintained well and clean. We had a great 2 weeks."
Farmhouse in the hills with panoramic view and swimming pool
Large independent villa with pool: privacy, absolute quiet and sweeping views.
9.2 out of 10, Wonderful, 16 reviews
"Thanks, Etienne"
Large independent villa with pool: privacy, absolute quiet and sweeping views.
Giglio Dorato is an antique restored stone farmhouse with indipendent apartments
Giglio Dorato is an antique restored stone farmhouse with indipendent apartments
Cottage " I due Pini"
10.0 out of 10, Exceptional, 35 reviews
"Beautiful location in a natural environment. Wonderful hosts, and I especially liked their dog Akila who is very friendly."
Cottage " I due Pini"
Villa Primula - Holiday Rental in Cortona, Tuscany
9.6 out of 10, Exceptional, 45 reviews
"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 Primula - Holiday Rental in Cortona, Tuscany
Don't see what you're looking for?
See all available properties in San Secondo
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.

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

Monastero di Cortona Hotel & Spa
5.0 star property
10.0 out of 10, Exceptional, 168 reviews
"What a beautiful place. Staff was amazing, so helpful in every way. Lovely breakfasts in the garden. Their bartender fixes some incredible cocktails and the one night we had dinner in the hotel restaurant, everything was delicious. A word of advice: If you’re driving, insist on a SMALL rental car. Cortona is full of tiny curvy cobblestone streets some of which you must drive through to get to and from the hotel. We were offered an upgrade to a Jeep with the turning radius of a semi truck and...
The price is CA $427
CA $481 total
includes taxes & fees
Jul 1 - Jul 2
Monastero di Cortona Hotel & Spa
Villa di Piazzano - Small Luxury Hotel of the World
5.0 star property
9.8 out of 10, Exceptional, 176 reviews
"This hotel is one of the best we have experienced. The setting is beautiful, the room was very nice, the food was the best we had in Italy (and beyond) and the service is impeccable. The entire staff is amazing, but we wanted to point out the extra efforts from Paolo, Davide and Mikelo. Now we know why we met several returning couples to this property. We will return as well!"
The price is CA $686
CA $766 total
includes taxes & fees
Jun 16 - Jun 17
Villa di Piazzano - Small Luxury Hotel of the World
Borgo Il Melone
4.0 star property
8.8 out of 10, Excellent, 239 reviews
"All around excellence. Great location. Clean and spacious. "
The price is CA $109
CA $132 total
includes taxes & fees
Jun 16 - Jun 17
Borgo Il Melone
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with San Secondo. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Casa Bacco - private house with a remarkable garden in the centre of Cortona: This vacation home rental near San Secondo offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, an oven, and kitchenware.

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

Explore the area and family-friendly sights such as Tourist Office Arezzo Valley, or get out into nature at a spot like Laghi di Faldo. Marchigliano Church and Town Hall 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.

Recent reviews of San Secondo properties
Expedia verified reviews