
Vacation rentals in Montecastelli
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Montecastelli
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Montecastelli vacation rentals
Other great vacation rentals in Montecastelli
Guest favorite

Condo in Montone
4.85 out of 5 average rating, 13 reviewsA view in the square! Montone historic center
OsmaryRating, 5 stars1 month ago
I loved this little town and this Airbnb. We came to Montone because a friend was getting married nearby, and honestly, this place is so charming. The Airbnb is in excellent condition. It has a spacious kitchen with everything you need, which made breakfast easy for us; a comfortable bed, a balcony, a washer and it’s located practically next to the main square. Everything was super clean, and communication with Andrea was excellent. While we were in town, we had a flat tire and he helped us sort it out. A lovely gesture was that he left us some water and the most amazing apples as a gift. 100% recommended!

Farm stay in Cortona
5 out of 5 average rating, 14 reviewsRelaxing-unspoiled country place Il Monte...
EileenRating, 5 stars8 months ago
Our stay with Sheila and Silvia was fantastic! They were terrific hosts, and the property exceeded our expectations with its beauty and impeccable cleanliness. We opted for extra meals and a cooking class, and everything was outstanding. Silvia is an incredible chef, and the dinners she prepared were some of our best meals during our trip to Italy. The beds were exceptionally comfortable, and the kitchen was well-equipped with everything needed for cooking. The property offers stunning views, nestled in the hills about a 20-25 minute drive from Cortona via scenic, winding roads, so having a car is essential. There’s so much to explore within a 30-minute to 2-hour drive, from lakeside towns and wine tastings to thermal baths, spas, charming medieval villages, and plenty of Michelin-starred restaurants. I highly recommend booking here for a relaxing, delicious, and comfortable getaway.
Guest favorite

Home in Cortona
4.94 out of 5 average rating, 202 reviewsCasa del Passerino
JonathanRating, 5 stars2 weeks ago
Great flat to explore Cortona! Excellent location and had everything you need
Superhost

Apartment in Umbertide
4.71 out of 5 average rating, 28 reviewsApartment in the countryside 4
GiuliaRating, 5 stars1 month ago
Perfect stay,location surrounded by nature. The owner of the apartment was very kind and available. Nothing negative to report

Villa in Montecastelli
4.7 out of 5 average rating, 10 reviewsAncient Mill on the Tiber - Alte Mühle am Tiber
MaikRating, 5 stars11 months ago
We had a fantastic stay in the old mill. The house and the property, including Pool, invite you to relax. We lacked nothing. Everything was clean and tidy. You have your peace and quiet on the property. We were 2 families, with everyone having their retreat options. Communication with Daniel and Anne went the way you want it to be. You never felt alone. Thank you so much!

Home in Umbertide
5 out of 5 average rating, 5 reviewsLa Querciola
IsabellaRating, 5 stars10 months ago
the place is fantastic surrounded by greenery and quiet ... also great for those who have animals since it is all fenced. 10 minutes from the Tiber River so very suitable for people like us who love to fish. Thehost (Gianluca) is a fantastic person,friendly and always available ...Great vacation in full Relaxation, we will return
Top guest favorite

Home in Magione
5 out of 5 average rating, 20 reviewsBeach House, on the shores of Lake Trasimeno
Juan DiegoRating, 5 stars2 weeks ago
To value this property, you have to start with the HOST, a professional in every sense. From the minute 0 of the reservation, until check-out; always attentive, very friendly and very professional. It's a pleasure to meet serious people and this gives the app value. The beach house is a paradise in Italy. Easy access, attention to detail, peace, nature, comfort. Our trip was as a family with our two poodles and I think they were the ones who enjoyed the property the most, seeing them run and jump through the green areas of the property and live with many birds, rabbits is priceless. Our daughter enjoyed her stay studying and with the peace and quiet of the place, it was easy for her to concentrate. We, on the other hand, did some sightseeing in the area, everything is very close and well connected by road. It is a very well-kept, safe property and above all, enjoying its sunset, sitting on a lounger, enjoying a good wine (from the area) is an unrepeatable experience. Thank you Maurizio.
Top guest favorite

Home in Cortona (Pierle)
4.98 out of 5 average rating, 51 reviews"L'Antico Metato" house in the woods
FriederikeRating, 5 stars3 weeks ago
We stayed 4 days and it was just fantastic. The arrival was hassle-free and Flavia welcomed us very warmly on site. After a short tour of the house and a short briefing, the holiday could begin. A note with restaurant recommendations and excursion destinations was ready on the table. After a short thunderstorm, we had a power outage, but Flavia was immediately available and within 5 minutes we had electricity again. Shopping and restaurants are easily accessible by car. I would recommend this place to anyone who longs for peace and wants to enjoy nature. We will be happy to come back!
Destinations to explore
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Lake Trasimeno
- Misano World Circuit
- Frasassi Caves
- Avignonesi Winery Fattoria Le Capezzine
- Oltremare
- Santa Maria della Scala
- Basilica of St Francis
- Villa delle Rose
- Tenuta Le Velette
- Portoverde
- Pubblico Palace
- Mount Subasio
- Castiglion del Bosco Winery
- Cantina Colle Ciocco
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Furlo Gorge Nature Reserve
- Cantina de' Ricci
- Spiaggia Della Rosa
- Madonna del Latte
- Cantina Contucci
- Abbey of Monte Oliveto Maggiore
- Casa Del Cioccolato Perugina
- Podere Il Cocco
- 77 Andrea Beach