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Top Holiday Rentals in San Secondo

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

9.6 out of 10, Exceptional, (69)
"My husband and I loved our stay here! It was so close to town and the terrace was absolutely stunning. Would definitely stay here again! "
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

Agriturismo Borgo Spagnoli

8.6 out of 10, Excellent, (10)
"Hostess very kind and engaging. Had nice map of the area with suggested places to visit."
Agriturismo Borgo Spagnoli

Camping Villaggio Cerquestra

3.0 star property
9.0 out of 10, Wonderful, (21)
"Staff molto cordiale e disponibile. "
Camping Villaggio Cerquestra

Farmhouse in the hills with panoramic view and swimming pool

9.6 out of 10, Exceptional, (71)
"We‘ve spent two wonderful weeks with our two year old daughter and our dog. The house is beautifully located in the hills with no direct neighbours. The view is fantastic and we felt immediately at home in this beautiful house. We had a wonderful time and our hosts were just lovely. (We cannot say anything about the pool - except that it is huge - because we were there out of season in March when the pool was closed.)"
Farmhouse in the hills with panoramic view and swimming pool

Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany

10.0 out of 10, Exceptional, (42)
"We spent a few nice days in spring '25 in Cortona"
Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany

ancient villa with pool and park in total privacy

9.8 out of 10, Exceptional, (26)
"Nice place for a relaxing vacation. Perfect hub for trips to towns like Arezzo, Peruggia or Siena."
ancient villa with pool and park in total privacy

Agriturismo Marano

9.2 out of 10, Wonderful, (7)
"We loved staying in Agriturismo Marano, and plan to stay again. Great rural location with views, and the unit was set up with everything we could need. Tiziana is a warm and welcoming hostess. "
Agriturismo Marano

Luxury Cortona view hilltop Villa

10.0 out of 10, Exceptional, (48)
"The location and accommodations are perfect for a family. Nestled in the Italian countryside providing easy access to the nearby renaissance villages, art and landscapes and the people of Italy. The accommodations that Mieke has provided will only put a smile on your face."
Luxury Cortona view hilltop Villa

Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

9.8 out of 10, Exceptional, (32)
"We love our stay st Ca de Santi. Everything was great and the property is really amazing. You feel the Tuscany atmosphere."
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

17th century farmhouse with private pool and Wi-Fi and air conditioning

9.4 out of 10, Exceptional, (37)
"Our host Maurizio, added quite a few extra layers of enjoyment to our stay. A brilliant host who went above and beyond to make our holiday truely memorable! We have invited him to come stay with us when he visits Australia. As for the farm house it’s self, an amazing experience to live like a true Italian. If you want to experience country life, I recommend La Rustica! Thank you Maurizio and Simonetta. ❤️"
17th century farmhouse with private pool and Wi-Fi and air conditioning

Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo

10.0 out of 10, Exceptional, (17)
"This worked out really well for our extended family across 3 generations. Lots of space, great amenities, and we loved Arezzo. Liliana is a brilliant host"
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo

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

8.4 out of 10, Very good, (44)
"We had a great Family Holiday there. We enjoyed the pool so much and the nice terrasse, where we had all our meals and sat in the evenings to watch the Sunset on the lake. We liked the dogs visiting us and Massimo was always helpful."
Villa with swimming pool and garden- San Feliciano, Trasimeno lake

Casa Bacco - private house with a remarkable garden in the centre of Cortona

10.0 out of 10, Exceptional, (8)
"This is a lovely property. Plenty of room. Well equipped with everything you need. The courtyard is a beautiful place for breakfast in the morning and wine in the evening. The flowers planted in the courtyard are beautiful. Please be aware that you must be able to walk up steep hills to get to this property. Of course, pretty much anywhere you go in Cortona is a hill."
Casa Bacco - private house with a remarkable garden in the centre of Cortona

Exclusive hideaway nestled in woods with stunning lakeview Tuscany/Umbria border

10.0 out of 10, Exceptional, (100)
"House with a lot of character and history. Views of the mountains and lake were very peaceful. Remote location for quiet time. Kitchen was rustic but functional. Fireplace was a nice feature. Access road is scheduled for update. "
Exclusive hideaway nestled in woods with stunning lakeview Tuscany/Umbria border

Agriturismo Nestore

9.8 out of 10, Exceptional, (6)
"Foi tudo bem. Lugar simples mas muito agradável. "
Agriturismo Nestore

Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona

9.2 out of 10, Wonderful, (45)
"We liked our stay very much"
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona

Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city

10.0 out of 10, Exceptional, (28)
"Fabio and Loretta were incredible guests and went above and beyond to welcome us and make us feel at home. Their space has a lot of room and can definitely make an extended stay of it. The yard and amenities were fantastic and the location is great for day trips to wine country in Tuscany. I actually wish we had more time in the nearby city center of Arezzo because it was great. Overall, we will absolutely recommend this stay and would love to return and stay again! Thank you both so much for...
Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city

Villa Luciano - Holiday Country Villa in Arezzo

9.0 out of 10, Wonderful, (34)
"Very nice place to stay. Lots of charm and the challenging drive provided amazing views. Nice place to stay for the price."
Villa Luciano - Holiday Country Villa in Arezzo

Villa Graziella, Romantic Perugia

9.4 out of 10, Exceptional, (6)
"Great place. Would stay here again."
The price is £148
includes taxes & fees
21 Aug - 22 Aug
Villa Graziella, Romantic Perugia

Villa Vallorsaia with private pool, lake view, no neighbors

10.0 out of 10, Exceptional, (14)
"We had a joint family holiday and a small wedding towards the end of the week. The location is beautiful and Chiara was very pleasant to communicate with. We recommend the wine tasting! "
The price is £1,117
includes taxes & fees
3 Sept - 4 Sept
Villa Vallorsaia with private pool, lake view, no neighbors
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

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.