Dreaming of your next vacation but looking for something really special? Well, check out these holiday rentals in Tuscany that our customers recently gave five-star reviews because they all have incredible extras, wonderful amenities, amazing hosts, stunning views, ideal locations, and much more besides and maybe you’ll find the perfect option...
Casa Delle Fiabe, San Casciano In Val Di Pesa
Sleeps up to 12
6 bedrooms
6 bathrooms
This charming 17th century property located in the village of San Casciano in Val di Pesa, not far from Florence, boasts a private pool, lovely gardens, wonderful views, pretty interiors, and some amazing extra amenities and services.
“Casa Delle Faibe is a beautiful, spacious villa in the lovely village of San Casciano. The kitchen was fully equipped to accommodate a cooking class for 8 women. The pool is calming and well maintained with automatic lights coming on at night. The fireplace is large and the perfect gathering spot for the house. The owners were attentive and extremely helpful. The wine tasting at the adjacent property with Rob is a must!”
Kelly R.
Atlanta (United States)
Reviewed on the 18th of October 2025
Sleeps up to 2
1 bedroom
1 bathroom
Perfectly built for two, this pretty little apartment is located in a charming stone building on the grounds of an estate overlooking the famous towers of the nearby medieval town of San Gimignano. There are three other apartments available on the property, along with the owners’ home, and all share access to an amazing pool area, panoramic terrace, and tennis court.
“We absolutely loved our stay at this beautiful place! It’s in a perfect location — central enough to explore almost anywhere in Tuscany. The owners are so kind and easy to talk to, and the countryside view from the patio is simply breathtaking. We couldn’t have asked for more. Highly recommended!”
Mario R.
Gatineau (Ca)
Reviewed on the 20th of October 2025
La Vecchia Pieve, Castelfiorentino
Sleeps up to 6
2 bedrooms
2 bathrooms
Boasting truly stunning panoramic views and luxurious grounds with an incredible shared pool area as well as pretty and very typically Tuscan interiors, this semi-detached vacation rental has all of the creature comforts that you could ask for and lots of style.
“La Vecchia Pieve is the most beautiful property! We were treated like royalty as we arrived with our names on a welcome sign. The check-in and communications was perfect. The home and grounds were immaculate! Sitting by the gorgeous pool in luxurious chairs overlooking the Tuscan valley was heavenly! Of our 3-week Italy trip and 5 properties, this was BY FAR our favorite! We would highly recommend staying here and plan to return again!”
Joseph H.
Clackamas (Us)
Reviewed on the 16th of October 2025
Sleeps up to 5
2 bedrooms
1 bathroom
A typically Tuscan villa with lush surroundings, stunning views, and a private pool in a remote and tranquil location, in the tiny hamlet of Cantalena Alta, 15km from the medieval town of Cortona.
“We had a wonderful vacation. We received a very warm welcome from Roberta and her family. The house is beautifully located and offers an unforgettable vacation with wonderful memories. The house is very clean and equipped with everything you need; we loved the authentic decor. The garden is also very beautiful and well-maintained. The pool was always clean and looked inviting. The surrounding towns offer many opportunities for strolling, admiring the scenery, and taking a stroll. There are many supermarkets within easy reach by car. We would recommend this unique accommodation to everyone.”
Michael R.
Am Salzhaff (De)
Reviewed on the 9th of October 2025