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Jan 6 - Jan 7
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Jan 9 - Jan 11
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Our top choices for Ossaia hotels

Hiking
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (100)
"It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!"
United States
Juan Carlos
Borgo Sant'Ambrogio Resort
Terrace/patio
Tuscany Living - Terra Antica

Tuscany Living - Terra Antica

Tuscany Living - Terra Antica
Montepulciano
10.0 out of 10, Exceptional, (6)
"This property is a gem! "
United Kingdom
Joy
$289 nightly
The price is $323
Jan 23 - Jan 24
Total with taxes and fees
Tuscany Living - Terra Antica
Indoor pool, open 9:00 AM to midnight, sun loungers
Albergo San Biagio

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (201)
"Great place to stay"
Canada
Robert
$46 nightly
The price is $56
Jan 13 - Jan 14
Total with taxes and fees
Albergo San Biagio
Exterior
Podere La Rocca

Podere La Rocca

Podere La Rocca
Montepulciano
9.8 out of 10, Exceptional, (94)
"Clean room, great food and amazingly helpful staff!"
United States
Ronald
$114 nightly
The price is $130
Jan 9 - Jan 10
Total with taxes and fees
Podere La Rocca
Outdoor wedding area
La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
10.0 out of 10, Exceptional, (110)
"Stay was exceptional."
United States
Suzanne
$128 nightly
The price is $148
Jan 14 - Jan 15
Total with taxes and fees
La Cantina Relais - Fattoria Il Cipresso
Front of property
Villa Santa Margherita

Villa Santa Margherita

Villa Santa Margherita
3.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (18)
"Good facilities and good value. Very helpful staff, too."
United States
George
Villa Santa Margherita
Interior
Meublé Il Riccio

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (86)
"Staff is great and many good restaurants in short walking distance."
United States
Mark
$152 nightly
The price is $172
Jan 8 - Jan 9
Total with taxes and fees
Meublé Il Riccio
Outdoor banquet area
Palazzo Nobile di San Donato

Palazzo Nobile di San Donato

Palazzo Nobile di San Donato
Montepulciano
9.4 out of 10, Exceptional, (71)
"The staff were very friendly. We enjoyed a lovely breakfast made to order and the hospitality was exceptional. "
United States
Jennifer
$119 nightly
The price is $136
Jan 11 - Jan 12
Total with taxes and fees
Palazzo Nobile di San Donato
2 restaurants, Regional cuisine
Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta
Montepulciano
9.0 out of 10, Wonderful, (171)
"Great spot for a quick stay and convenient to main railway station"
Australia
Julianne
$85 nightly
The price is $98
Jan 9 - Jan 10
Total with taxes and fees
Palazzo Mosela Alla Porta
Breakfast, lunch, dinner served; local cuisine, pool views
Porsenna Resort

Porsenna Resort

Porsenna Resort
Castiglione del Lago
9.4 out of 10, Exceptional, (46)
"Beautiful view and beautiful place to be out of town. "
United States
norma
Porsenna Resort
Interior
Antiche Mura

Antiche Mura

Antiche Mura
Arezzo Centro Storico
9.4 out of 10, Exceptional, (86)
"It was my second stay at the Antiche Mura, and I was pleased to find that it remains a very comfortable place right in the middle of the city, near the main cathedral. "
United States
Dennis
Antiche Mura
Balcony view
Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano
2.0 star property
Montepulciano
9.2 out of 10, Wonderful, (200)
"Great family owned hotel in the centre of the town "
United Kingdom
Jonathan
$117 nightly
The price is $134
Jan 7 - Jan 8
Total with taxes and fees
Hotel La Terrazza di Montepulciano
Exterior
Hotel Boutique Castiglione del Lago

Hotel Boutique Castiglione del Lago

Hotel Boutique Castiglione del Lago
4.0 star property
Contrada Castello
9.8 out of 10, Exceptional, (45)
"Enjoyed our stay here, owners are super friendly! Our room was clean and comfortable and located next to shops and restaurants. Small town vibes, beautiful lake views. Perfect for a quick get away from busy life. Grazie mille! "
United States
Julie
$121 nightly
The price is $135
Jan 7 - Jan 8
Total with taxes and fees
Hotel Boutique Castiglione del Lago
Minibar, in-room safe, desk, blackout drapes
Hotel I Due Cigni

Hotel I Due Cigni

Hotel I Due Cigni
3.0 star property
Montepulciano
9.4 out of 10, Exceptional, (432)
"Hotel was clean and owners were very friendly and helpful with getting around."
Canada
Douglas F.
Hotel I Due Cigni
Suite con Idromassaggio | Premium bedding, minibar, in-room safe, desk
EcoResort Il Cantico della Natura

EcoResort Il Cantico della Natura

EcoResort Il Cantico della Natura
Magione
9.0 out of 10, Wonderful, (60)
"Beautiful peaceful place!!!"
United States
Meg
$98 nightly
The price is $113
Feb 1 - Feb 2
Total with taxes and fees
EcoResort Il Cantico della Natura
Exterior
B&B Il Girasole

B&B Il Girasole

B&B Il Girasole
Corciano
9.0 out of 10, Wonderful, (22)
"Probably one of the best place we stayed during our whole month in Italy. "
United States
Claudio
$61 nightly
The price is $67
Jan 11 - Jan 12
Total with taxes and fees
B&B Il Girasole
Property grounds
Al Giardino degli Etruschi

Al Giardino degli Etruschi

Al Giardino degli Etruschi
Chiusi
9.8 out of 10, Exceptional, (35)
"Beautiful place to visit. Wonderful attentive hosts Chickens very entertaining. Loved it here"
United States
Susan
Al Giardino degli Etruschi
Interior detail
Albergo Angiolino

Albergo Angiolino

Albergo Angiolino
3.0 star property
Chianciano Terme
8.8 out of 10, Excellent, (85)
"Breakfast was lovely with kind service. "
United States
Shay
$91 nightly
The price is $104
Jan 17 - Jan 18
Total with taxes and fees
Albergo Angiolino
Reception
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (279)
"Great room and service"
United States
ALFREDO
$265 nightly
The price is $296
Jan 7 - Jan 8
Total with taxes and fees
Relais Villa Grazianella - UNA Esperienze
Exterior detail
Podere San Giuseppe

Podere San Giuseppe

Podere San Giuseppe
Castiglione del Lago
10.0 out of 10, Exceptional, (4)
"Superlative Unterkunft! Eccezionale Soggiorno in questo bello, piccolo Paradiso silenzioso. Sehr freundliche und sympathische Gastgeber! Molto simpatici e gentili ospiti con cordialità! "
Switzerland
Valentino
$244 nightly
The price is $271
Jan 7 - Jan 8
Total with taxes and fees
Podere San Giuseppe
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Everything was great! Lovely hotel "
Laura 2-night trip
Posted 3 days ago
Monastero di Cortona Hotel & Spa

More cheap stays in Ossaia

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
$117 nightly
The price is $134 total per night from Jan 7 to Jan 8
$134 total
Jan 7 - Jan 8
Total with taxes and fees
9.2/10 Wonderful! (196 reviews)

Frequently asked questions

Where is the best place for a stay in Ossaia?
Located 18 mi (29 km) from the heart of Ossaia, A Point Arezzo Park Hotel is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Monastero di Cortona Hotel & Spa and Grand Hotel Admiral Palace. See all available top hotels, or vacation rentals in Ossaia.
What are some of the best vacation home rentals that Ossaia has to offer?
Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city: This vacation home near Ossaia is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a garden, a hot tub, and a selection of books so you can immerse yourself in your vacation. See all vacation rentals in Ossaia.
If I need to cancel my hotel reservation in Ossaia, will I receive a refund?
Yes! You'll find that most hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Ossaia.
Where can I learn more about changing or cancelling my trip to Ossaia?
For additional details about rescheduling or cancelling your trip to Ossaia, click here.
What are some hotels with pools in Ossaia?
A Point Arezzo Park Hotel: Features 2 restaurants, a seasonal outdoor pool, and a full-service spa. Monastero di Cortona Hotel & Spa and Grand Hotel Admiral Palace are a couple of other choices that feature an onsite pool. View all hotels with pools in Ossaia.
What is the best hotel near Peretola Airport (FLR)?
Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.
What is staying in Ossaia like?
Travelers to Ossaia will find plenty to explore and enjoy. In Ossaia, there are 14 hotels and other accommodations to choose from. Find out more about Ossaia.
What are the top places to visit in Ossaia?
Places to visit in the wider area include Giuseppe Garibaldi Memorial, Villa Bramasole, and Piazza della Repubblica. You'll also find Signorelli Theatre and La Braccesca Winery in the area. Check out what more to see and do in Expedia's Ossaia guide.
What's the weather like 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.

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