Ossaia Country Houses
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Top Country Houses in Ossaia

Relais Villa Grazianella - UNA Esperienze
Via Grazianella 5 Montepulciano SI
$147 nightly
The price is $167 total per night
$167 total
Dec 22 - Dec 23
Total with taxes and fees
An attached winery and an outdoor pool are featured at this smoke-free country house. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from the a restaurant and perks like free self parking.
Pool
Parking included

Relais Villa Monte Solare Wellness & SPA
Via Montali 7 Panicale PG
A full-service spa, 2 outdoor pools, and an indoor pool are all featured at this luxury country house. Families will appreciate the children's pool, onsite laundry facilities, and free babysitting. Enjoy a meal in one of the 2 coffee shops/cafes and perks like free buffet breakfast and free self parking.
Pool
Breakfast included

Porsenna Resort
Via Rengone, 30, Villastrada Castiglione del Lago PG
Free Cancellation
Reserve now, pay when you stay
$140 nightly
The price is $156 total per night
$156 total
Dec 27 - Dec 28
Total with taxes and fees
This country house features a restaurant, a seasonal outdoor pool, and a bar/lounge. Relax with a drink at the poolside bar and enjoy free perks like English breakfast and free self parking. A coffee shop, free WiFi in public areas, and a terrace are also on offer.
Pool
Breakfast included

Macciangrosso
Strada Vicinale di Macciano snc Chiusi SI
An attached winery and an outdoor tennis court are featured at this Tuscan-style country house. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. You'll appreciate the a rooftop terrace, bar/lounge, and laundry facilities.
Pool
Parking included

Podere San Giuseppe
Località Giardini, Petrignano del Lago Castiglione del Lago PG
$228 nightly
The price is $253 total per night
$253 total
Dec 29 - Dec 30
Total with taxes and fees
This country house doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. There's fun for all ages with a children's pool and a playground, and families will appreciate the picnic area. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.
Pool
Breakfast included

Country House Podere Casorbica
Loc. Casorbica 13 Cortona AR
$172 nightly
The price is $192 total per night
$192 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
This country house doesn't skimp on freebies - guests receive free WiFi and free self parking. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Enjoy the seasonal outdoor pool and conveniences like a terrace and laundry facilities.
Pool
Pet friendly

Country House Villa Rey
S. Maria Seconda 13 Panicale PG
A restaurant and an outdoor pool are featured at this country house. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a library are also on offer.
Pool
Spa

Podere Poggio al Sole
Via delle Pietrose 5 Montepulciano SI
This country house doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Enjoy the seasonal outdoor pool and conveniences like a terrace and laundry facilities.
Pool
Pet friendly

Apartment beautiful sunset farmhouse pascianella
Castelmuzio Provincia di Siena
This country house features an outdoor pool and a hot tub. A garden and barbecue grills are also provided.
Pool
Hot Tub

Farmhouse in Cortona With Pool
Cortona AR
An outdoor pool, free self parking, and barbecue grills are featured at this country house. WiFi in public areas is free. A garden is also provided.
Pool
Pet friendly

Azienda Agrituristica I Tre Casali
Via Montebuono di Agello Magione PG
An outdoor pool is featured at this country house, along with a terrace and a garden. There's fun for all ages with a children's pool and a playground, and families will appreciate the picnic area. Free self parking, express check-in, and express check-out are also offered.
Pool
Pet friendly

Il Cantico della Natura
50 Via Case Sparse Magione PG
This country house features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and free perks like buffet breakfast and free self parking. Free WiFi in public areas, a garden, and a snack bar/deli are also on offer.
Pool
Breakfast included
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 hotels in Ossaia

Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
$275 nightly
The price is $307 total per night from Jan 4 to Jan 5
$307 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
9.8/10 Exceptional! (254 reviews)
Ossaia Country Houses essential information
Accommodation | 49 Country Houses |
|---|---|
Lowest Price | $92 |
Highest Price | $307 |
Popular accommodation | Relais Villa Grazianella - UNA Esperienze, Relais Villa Monte Solare Wellness & SPA, Porsenna Resort, Macciangrosso, Podere San Giuseppe, Country House Podere Casorbica, Country House Villa Rey, Podere Poggio al Sole, Apartment beautiful sunset farmhouse pascianella, Farmhouse in Cortona With Pool, Azienda Agrituristica I Tre Casali, Il Cantico della Natura |
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