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Check availability on Ossaia Romantic Hotels

Tonight
Mar 26 - Mar 27
Tomorrow
Mar 27 - Mar 28
This weekend
Mar 27 - Mar 29
Next weekend
Apr 3 - Apr 5

Our top choices for Ossaia romantic hotels

Property grounds

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (59 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is ￥24,845
￥28,715 total
includes taxes & fees
Mar 28 - Mar 29
Il Poggio dell'Eremita
Property grounds

Romantic farm in the Sienese hills

Romantic farm in the Sienese hills
Trequanda, Siena
8.0 out of 10, Very Good, (1 review)
"Gemischt.Sehr gut: Zentrale Lage, viele Ausflugsmöglichkeiten (Siena, Cortona, Arezzo Pienza). Gepflegt, schöner Pool. Antonio ist die gute Seele des Hauses, freundlich, hilfsbereit und scheinbar immer fröhlich.Gut: Ausstattung des Hauses (wir haben im kleineren Poggiolino) gewohnt.Nicht gut: Zentrale Lage, direkt an einer wichtigen Regionalstraße. Also Ruhe in den Hügeln der Toskana hatten wir uns anders vorgestellt... Und:Im Schlafzimmer (UG) war es sehr warm (bei hohen Außentemperaturen)....
Germany
Heike K.
The price is ￥14,926
￥32,063 total
includes taxes & fees
Mar 27 - Mar 28
Romantic farm in the Sienese hills
Fridge, microwave, stovetop, dishwasher

"Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
10.0 out of 10, Exceptional, (8 reviews)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
The price is ￥18,427
￥22,481 total
includes taxes & fees
Mar 31 - Apr 1
"Il Focolare" Superior Apartment in Monticchiello
Interior

Boutique Apartment Eleganza

Boutique Apartment Eleganza
Chiusi Scalo
9.6 out of 10, Exceptional, (5 reviews)
"Amazing apartment!So close to the train!"
United States
Ryan W.
The price is ￥13,434
￥16,390 total
includes taxes & fees
Mar 29 - Mar 30
Boutique Apartment Eleganza
Pool

Zampugna Estate - Spigo's cottage

Zampugna Estate - Spigo's cottage
Torrita di Siena
10.0 out of 10, Exceptional, (1 review)
"This is a great place within a beautiful setting. The view of the Tuscan countryside is amazing. Our cottage was small, but neat and tidy. Perfect for 2 people while visiting southern Tuscany. Our host Ricardo was great and very helpful."
United States
Karen F.
The price is ￥44,224
￥60,992 total
includes taxes & fees
Apr 14 - Apr 15
Zampugna Estate - Spigo's cottage
Terrace/patio

Rosmarino - Estate Zampugna

Rosmarino - Estate Zampugna
Torrita di Siena
The price is ￥51,607
￥67,089 total
includes taxes & fees
Apr 13 - Apr 14
Rosmarino - Estate Zampugna
2 bedrooms, desk, iron/ironing board, travel crib

The house in the village - Angelica apartment - Vald'Orcia

The house in the village - Angelica apartment - Vald'Orcia
Monticchiello
10.0 out of 10, Exceptional, (11 reviews)
"Marco was great to work with, was easily available for any of our questions and the stay was wonderful. The apartment is in a great location and had all we needed for our stay."
United States
Melissa B.
The price is ￥17,417
￥21,104 total
includes taxes & fees
Mar 30 - Mar 31
The house in the village - Angelica apartment - Vald'Orcia
Interior

Elegant apartment in the heart of the historical area

Elegant apartment in the heart of the historical area
Arezzo Centro Storico
10.0 out of 10, Exceptional, (28 reviews)
"Excellent location to explore the town and surrounding areas"
United States
Marina
The price is ￥16,588
￥22,670 total
includes taxes & fees
Mar 27 - Mar 28
Elegant apartment in the heart of the historical area
Property grounds

Apartment dell 'Erbe with panoramic terraces

Apartment dell 'Erbe with panoramic terraces
Montepulciano
10.0 out of 10, Exceptional, (42 reviews)
"The location was great! And the deck overlooking the valley was fabulous. This is the best VRBO we have ever stayed in. We would love to come back very, very soon."
United States
Tom M.
The price is ￥58,979
￥58,979 total
includes taxes & fees
Mar 28 - Mar 29
Apartment dell 'Erbe with panoramic terraces
Interior

La Finestra sul Teatro

La Finestra sul Teatro
Cortona Old Town
9.8 out of 10, Exceptional, (36 reviews)
"This was perfectly clean. The host was perfect."
United States
Michelle H.
The price is ￥26,719
￥39,802 total
includes taxes & fees
Apr 19 - Apr 20
La Finestra sul Teatro
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.
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Top Ossaia Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly "
Melodee 1-night trip
Posted 5 months ago
Villa di Piazzano - Small Luxury Hotel of the World
Grand Hotel Admiral Palace

Grand Hotel Admiral Palace

10/10 Excellent
"The staff was very helpful and nice. Safe neighborhood and quiet."
Anteneh 3-night trip
Posted 10 months ago
Grand Hotel Admiral Palace

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 Giuseppe Garibaldi Memorial, Villa Bramasole, or Piazza della Repubblica. 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 Giuseppe Garibaldi Memorial, Villa Bramasole, or Piazza della Repubblica.
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.

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