
Vacation rentals in Portole
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Portole
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 Portole vacation rentals
Other great vacation rentals in Portole
Top guest favorite

Home in Monsigliolo
5 out of 5 average rating, 7 reviews[5 minutes from Cortona]The farmhouse of Cortona
denizRating, 5 stars1 month ago
Antonella was a great host, very quick response to our questions, always had positive communication with us. Her house was an extraordinary house, this stone house and antique items from the 1800s were a very nice experience for us. The house was very nice and in a quiet location. Antonella had provided us with everything we needed, gave us a lot of activities and local advice, what we were able to do from what she recommended really pleased us very much, it was nice advice. We would recommend this house to anyone who wants to spend a quiet Tuscan holiday. If we go back here, Antonella's house will be our choice again.
Superhost

Vacation home in Metelliano
4.76 out of 5 average rating, 71 reviewsVacation in tuscan hills.
JasminaRating, 5 stars1 month ago
Stefano is a great host. He is very warm and friendly, his suggestions helped us a lot. House is in quiet place, but nearby all interesting cities. All recommendations!
Guest favorite

Apartment in San Leo Bastia
5 out of 5 average rating, 27 reviewsHamlet San Biagio a Colle – House of Venus
ShannonRating, 5 stars4 days ago
Renato’s place was very extraordinary. We had the entire villa to ourselves. Our 2 bedroom was perfect for our stay. Renato was a great host and was very helpful when we couldn’t find his place right away. He brought us delicious pastries on several occasions. We were in town for a wedding and the villa was not far from the venue. I would recommend this villa to anyone who is looking for some peace and quiet. It can accommodate several families at one time
Top guest favorite

Home in Cortona
4.97 out of 5 average rating, 88 reviewsTraditional stone house in Tuscany
HannahRating, 5 stars1 week ago
What a wonderful stay. Perfect house for a family holiday with plenty of space for everyone. The house is beautiful and the beds all king size and comfy. The outdoor space and pool are perfect for relaxing after exploring the local area. Within easy reach of exploring the Tuscan gems of Siena and Montipluciano as well as lesser known villages such as spectacular Montone. Alessandro was so responsive and helpful providing recommendations for wine tours and a local chef. The local restaurant Mimmi is not to be missed - authentic home cooked food that was one of the best meals we ate - and the bar was set high. Thank you Alessandro for a wonderful and memorable stay.
Top guest favorite

Apartment in Cortona
4.88 out of 5 average rating, 34 reviewsTina’s House
FabioRating, 5 stars1 week ago
Everything extremely perfect! Great apartment, just a short walk from the center. Very good!
Guest favorite

Home in Cortona
4.92 out of 5 average rating, 76 reviewsCasa Vinalia: Etruscan paradise
JacquiRating, 5 stars3 weeks ago
Beautiful views of the village below from the bedrooms, such a dreamy place to stay. It was a fabulous place for my mother and I to base ourselves for a week. Our fitness improved walking down to the restaurants and shops- no guilty feelings about all the pastries we ate! Lots to see, we thoroughly enjoyed our time here.
Top guest favorite

Villa in Cortona
5 out of 5 average rating, 10 reviewsVilla Leopoldina, 6 pax, Private Pool
MaximeRating, 5 stars9 months ago
Gigi’s place is one of the most peaceful places we’ve stayed in in Italy. The location is gorgeous and perfectly located between different towns to explore (Cortona, Arezzo, Montepulciano to name a few). A car is necessary but you can get to the town center for groceries and local produce in 10 minutes. We enjoyed spending our days by the pool, cooking and barbecuing in the garden. The kitchen was the most equipped I’ve ever seen for an Airbnb and the house was spotless. Extra supplies were left for us as well if we needed which was a nice touch. Gigi was always available for recommendations and extremely friendly. If you’re looking for calm and quiet this is your place!!
Top guest favorite

Farm stay in Montepulciano
4.97 out of 5 average rating, 75 reviewsAgriturismo Via della Stella | Apartment Lecci
DenisRating, 5 stars2 weeks ago
We were very well received by Chiara. We enjoyed our three day stay with the delicious wine lunch. The grounds are beautiful with breathtaking views. Ideally located to visit surrounding sights. I highly recommend. Denis
Destinations to explore
- Florence Vacation rentals
- Pisa Vacation rentals
- Bologna Vacation rentals
- Rome Vacation rentals
- Francavilla al Mare Vacation rentals
- Pula Vacation rentals
- Rovinj Vacation rentals
- Venice Vacation rentals
- Verona Vacation rentals
- Agnone Vacation rentals
- Portofino Vacation rentals
- Riviera di Levante Vacation rentals
- 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
- Lake Bolsena
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Frasassi Caves
- Avignonesi Winery Fattoria Le Capezzine
- Teatro Tuscanyhall
- Santa Maria della Scala
- Basilica of St Francis
- Pubblico Palace
- Tenuta Le Velette
- Cantina Colle Ciocco
- Mount Subasio
- Castiglion del Bosco Winery
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Cantina de' Ricci
- Cantina Contucci
- Madonna del Latte
- Furlo Gorge Nature Reserve
- Museo Del Calcio
- Abbey of Monte Oliveto Maggiore
- Casa Del Cioccolato Perugina
- Podere Il Cocco
- Ugolino Golf Club