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Our top choices for Ossaia romantic hotels

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (279 reviews)
"Very beautiful hotel & friendly staff"
Switzerland
Winona Mia
The price is ¥31,003
¥34,846 total
includes taxes & fees
Feb 28 - Mar 1
Relais Villa Grazianella - UNA Esperienze

La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
10.0 out of 10, Exceptional, (110 reviews)
"Stay was exceptional."
United States
Suzanne
La Cantina Relais - Fattoria Il Cipresso

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (203 reviews)
"Great place to stay"
Canada
Robert
Albergo San Biagio

Agriturismo Sanguineto

Agriturismo Sanguineto
Montepulciano
9.2 out of 10, Wonderful, (105 reviews)
"This hotel is beautiful I would 100% be recommending this beautiful place to everyone I know. Staff was super nice and helpful the food was delicious. Definitely coming back "
United States
Susana
The price is ¥22,036
¥24,983 total
includes taxes & fees
Feb 10 - Feb 11
Agriturismo Sanguineto

Palazzo Nobile di San Donato

Palazzo Nobile di San Donato
Montepulciano
9.4 out of 10, Exceptional, (72 reviews)
"Simply amazing!"
United States
Todd
The price is ¥44,864
¥50,094 total
includes taxes & fees
Mar 7 - Mar 8
Palazzo Nobile di San Donato

EcoResort Il Cantico della Natura

EcoResort Il Cantico della Natura
Magione
9.0 out of 10, Wonderful, (60 reviews)
"Beautiful peaceful place!!!"
United States
Meg
The price is ¥14,498
¥16,690 total
includes taxes & fees
Feb 16 - Feb 17
EcoResort Il Cantico della Natura

Locanda Vesuna

Locanda Vesuna
3.0 star property
Trequanda
9.4 out of 10, Exceptional, (52 reviews)
"Such a quiet and beautiful property, the hosts provided everything that was needed, and the location was great for visiting local Cantinas and Vineyards "
United States
Justin
The price is ¥14,087
¥16,053 total
includes taxes & fees
Feb 18 - Feb 19
Locanda Vesuna

Relais La Corte dei Papi

Relais La Corte dei Papi
5.0 star property
Cortona
9.6 out of 10, Exceptional, (65 reviews)
"Our visit was like being spoiled from the moment we arrived! The staff and even the owner were there to make sure we had everything we needed! Though our visit was in the off season, the only thing we didn't get to use was the pool as it was just too cold. The breakfast, though, was the best we have ever had while traveling! Highly recommend!!!"
United States
Traci
The price is ¥56,992
¥63,434 total
includes taxes & fees
Mar 12 - Mar 13
Relais La Corte dei Papi

Hotel Farneta

Hotel Farneta
3.0 star property
Cortona
8.8 out of 10, Excellent, (19 reviews)
"Scenic place to stay in the country - loved the sunset. Everything was great."
United States
Scott
The price is ¥16,041
¥18,110 total
includes taxes & fees
Feb 10 - Feb 11
Hotel Farneta

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (96 reviews)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is ¥12,278
¥14,249 total
includes taxes & fees
Feb 11 - Feb 12
Residenza Fabroni
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.

Top Ossaia Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Ossaia?
If you and your partner need a romantic escape, we've got just the thing. If you want to get out and explore the larger area, you might head to Villa Bramasole, Piazza della Repubblica, or Signorelli Theatre. If you're interested in staying near a certain attraction, you can sort properties by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Ossaia?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Ossaia: The hottest months are usually August and July with an average temp of 71°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Ossaia is 36 inches.
What is there to do in Ossaia?
There's nothing better than wandering around a new place with your sweetheart, so consider taking time to discover all that Ossaia has to offer. There's plenty to see in the greater Cortona area, so you might plan to visit Villa Bramasole, Piazza della Repubblica, or Signorelli Theatre.
What's the best way to get to Ossaia and around town during my romantic getaway?
These transportation options in Ossaia might help your romantic trip go off without a hitch: The closest major airport is Sant Egidio Airport (PEG), located 26.9 mi (43.3 km) from the city center. If you'd like to explore around the area, you may want a rental car for your journey.