Portole

Travel Guide

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

5 out of 5
Localita Piazzano, C.P. 6 Cortona AR
$642 nightly
The price is $716 total per night from Sep 30 to Oct 1
$716 total
Sep 30 - Oct 1
Total with taxes and fees
Book a stay at this luxury hotel in Cortona. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (251 reviews)
"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"

Reviewed on Sep 20, 2026

Villa di Piazzano - Small Luxury Hotel of the World
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Di Poggio Alla Sala, 10 Montepulciano SI
$531 nightly
The price is $590 total per night from Oct 7 to Oct 8
$590 total
Oct 7 - Oct 8
Total with taxes and fees
Book a stay at this luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (172 reviews)
"We enjoyed this picturesque hotel for a night of R&R. We especially liked arranging for e bikes to be delivered and taking the back gravel roads to look around. The second day we ran the same route."

Reviewed on Sep 22, 2026

Precise Tale Poggio Alla Sala
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc Montepulciano SI
$108 nightly
The price is $123 total per night from Sep 29 to Sep 30
$123 total
Sep 29 - Sep 30
Total with taxes and fees
Stay at this hotel in Montepulciano. Enjoy an outdoor pool, breakfast (surcharge), and daily housekeeping. Popular attractions Colonna del Marzocco and Palazzo ...
9.2/10 Wonderful! (131 reviews)
"ALFREDO IS THE BEST!!!!"

Reviewed on Sep 24, 2026

Nuovo Etruria Resort
See all 4,395 properties in Portole
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.
17th century farmhouse with private pool and Wi-Fi and air conditioning

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

Arezzo Tuscany
Book a stay at this golf villa in Arezzo. Enjoy free WiFi, private pools, and a garden. Popular attractions Pieve di San Giovanni Battista and UCI Cinemas Arezzo ...
9.2/10 Wonderful! (41 reviews)
"Très grande maison rustique avec piscine, donc pratique en saison estivale. La climatisation est limitée aux chambres à coucher. Nous avons été bien accueillis par les hôtes et avons eu réponses à nos questions rapidement.Parfait pour grande famille."

Reviewed on Aug 31, 2026

17th century farmhouse with private pool and Wi-Fi and air conditioning
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)

Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)

Arezzo Tuscany
Stay at this apartment in Arezzo. Enjoy free WiFi, a garden, and patios. Our guests praise the helpful staff in our reviews. Popular attractions Vasari's House ...
10/10 Exceptional! (142 reviews)
"Stefano was great!!!! House was great and we were very pleased with all the Accommodations!!!!!Truly a very special home!!!!"

Reviewed on Sep 20, 2026

Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

Cortona Arezzo
Stay at this villa in Cortona. Enjoy private pools, a garden, and laundry facilities. Popular attractions Museo Diocesano and Signorelli Theatre are located ...
10/10 Exceptional! (72 reviews)
"La villa est magnifique et très bien équipé! L'emplacement était idéal. Nous avons adoré notre séjour. Merci de nous avoir accueilli"

Reviewed on Sep 6, 2026

"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
See all properties in Portole
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.

Things to do

Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

$29
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Montepulciano: Winery Tour and Tasting

Montepulciano: Winery Tour and Tasting

$40
per adult
100% of travellers recommend
Montepulciano: Winery Tour and Tasting
Horseback riding through the vineyards in Montepulciano Tuscany

Horseback riding through the vineyards in Montepulciano Tuscany

$92
per adult
Horseback riding through the vineyards in Montepulciano Tuscany
Montepulciano Gran Tour

Montepulciano Gran Tour

$17
per adult
Montepulciano Gran Tour
Montepulciano: Tuscan Cooking Class with Fresh Pasta & Wine

Montepulciano: Tuscan Cooking Class with Fresh Pasta & Wine

$92
per adult
Montepulciano: Tuscan Cooking Class with Fresh Pasta & Wine
Chianciano: The Essence of Tuscan Wine. Indigenous Wine Tasting

Chianciano: the essence of Tuscan wine. Indigenous wine tasting

$29
per adult
Chianciano: the essence of Tuscan wine. Indigenous wine tasting
See all activities in Portole

Frequently asked questions

When is the best time to visit Portole?
The best time to visit Portole is from May through September, when the weather is generally pleasant. For travelers seeking fewer crowds and better value, the quieter months of November through February offer a good alternative, with cooler temperatures.
Can I book a refundable hotel in Portole?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Portole by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Portole with Expedia?
Expedia makes it easier to plan your Portole trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Portole?
The best choice depends on your travel style. Hotels in Portole can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Portole trip on Expedia?
Once you've booked your Portole trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Portole trip?
Expedia offers customer support before, during, and after your Portole trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Portole?
If it's your first trip to Portole, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Portole hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Portole hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Portole

A hillside town with historic buildings, a church, and vineyards.

Cortona

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