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5 Jan - 6 Jan
Tomorrow
6 Jan - 7 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

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Our top choices for Ossaia hotels

Garden
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (100)
Immerse yourself in rural luxury at this farm stay with helpful staff. Enjoy Italian dining at Borgo Sant'Ambrogio R restaurant, unwind by the seasonal pool, or explore nearby Monastery of Sant'Anna in Camprena. Free breakfast, WiFi and parking enhance your Tuscan retreat.
"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
The price is ฿4,212
฿4,744 total
includes taxes & fees
6 Jan - 7 Jan
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)
Escape to this charming farmstay in Montepulciano with a seasonal outdoor pool and on-site winery. Free WiFi and parking add convenience while Tenuta Valdipiatta and Val di Chiana attractions await nearby.
"This property is a gem! "
United Kingdom
Joy
The price is ฿5,154
฿10,694 total
includes taxes & fees
24 Jan - 25 Jan
Tuscany Living - Terra Antica
Indoor pool, open 9:00 AM to midnight, pool loungers
Albergo San Biagio

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (201)
Relax in the Italian countryside at this hotel with an indoor pool and a children's pool. Enjoy Thai massages at the spa and Italian cuisine at Ristorante San Biagio. San Biagio and Torre del Pulcinella attractions are just minutes away.
"Great place to stay"
Canada
Robert
Albergo San Biagio
Junior Suite | Terrace/patio
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
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)
Surrounded by Tuscan beauty, this charming farm stay features its own winery and relaxing outdoor pool. Enjoy authentic regional cuisine at the restaurant and evening drinks at the bar. With free WiFi and parking, explore nearby Cassero Tower and Archaeological Museum.
"Stay was exceptional."
United States
Suzanne
La Cantina Relais - Fattoria Il Cipresso
Property entrance
Villa Santa Margherita

Villa Santa Margherita

Villa Santa Margherita
3.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (18)
Experience the charm of this Cortona villa with free daily buffet breakfast and WiFi. Nearby Giuseppe Garibaldi Memorial and Parterre Garden offer cultural exploration, while convenient parking makes day trips easy from this business-friendly haven.
"Good facilities and good value. Very helpful staff, too."
United States
George
Villa Santa Margherita
Exterior
Meublé Il Riccio

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (86)
Panoramic views await at this Montepulciano hideaway, where the rooftop terrace offers breathtaking vistas. Just steps from historic Piazza Grande and Contucci winery, this charming hotel provides free WiFi, parking, and a garden oasis with morning buffet breakfast.
"Staff is great and many good restaurants in short walking distance."
United States
Mark
Meublé Il Riccio
Restaurant
Palazzo Nobile di San Donato

Palazzo Nobile di San Donato

Palazzo Nobile di San Donato
Montepulciano
9.4 out of 10, Exceptional, (70)
Located near Consorzio del Vino Nobile and Palazzo Comunale, this distinctive B&B offers complimentary continental breakfast and WiFi. Outdoor enthusiasts will appreciate the nearby hiking and mountain biking trails, while room service adds extra convenience to your Tuscan getaway.
"The staff were very friendly. We enjoyed a lovely breakfast made to order and the hospitality was exceptional. "
United States
Jennifer
Palazzo Nobile di San Donato
Front of property
Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta
Montepulciano
9.0 out of 10, Wonderful, (171)
Set in charming Montepulciano, this guesthouse features an attached winery where guests can savour local vintages. Enjoy regional specialities at La Corte Medicea, one of 2 restaurants, while exploring nearby Palazzo Cocconi and Palazzo di Bucelli.
"Great spot for a quick stay and convenient to main railway station"
Australia
Julianne
The price is ฿2,503
฿2,901 total
includes taxes & fees
9 Jan - 10 Jan
Palazzo Mosela Alla Porta
Seasonal outdoor pool, pool umbrellas, pool loungers
Porsenna Resort

Porsenna Resort

Porsenna Resort
Castiglione del Lago
9.4 out of 10, Exceptional, (46)
Enjoy the relaxed countryside ambiance of this Castiglione del Lago retreat. The seasonal outdoor pool with poolside bar creates a perfect summer escape. Free perks include breakfast, WiFi and parking, while nearby attractions and a welcoming cafe round out your Italian getaway.
"Beautiful view and beautiful place to be out of town. "
United States
norma
Porsenna Resort
1 bedroom, individually furnished, desk, soundproofing
Antiche Mura

Antiche Mura

Antiche Mura
Arezzo Centro Storico
9.4 out of 10, Exceptional, (86)
This cosy accommodation sits just a 12-minute walk from Arezzo Station. Explore nearby attractions like Fraternita dei Laici while enjoying convenient amenities including free WiFi, daily housekeeping, and laundry facilities.
"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
Property entrance
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)
Immerse in Italian charm at this Tuscan retreat with a tranquil garden and welcoming bar. Explore nearby hiking trails before returning to enjoy complimentary breakfast. Palazzo Ricci and Civic Museum are just moments away from this hillside haven.
"Great family owned hotel in the centre of the town "
United Kingdom
Jonathan
The price is ฿3,694
฿4,212 total
includes taxes & fees
6 Jan - 7 Jan
Hotel La Terrazza di Montepulciano
Suite Deluxe Isola Polvese | Interior
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)
Explore Lake Trasimeno with ease from this inviting hotel in Castiglione del Lago. Enjoy free continental breakfast and WiFi, plus daily housekeeping. Nearby hiking trails and Palazzo della Corgna offer adventure while the convenient location puts you just a 10-minute walk from the lake.
"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
The price is ฿3,829
฿4,271 total
includes taxes & fees
7 Jan - 8 Jan
Hotel Boutique Castiglione del Lago
Standard Double or Twin Room | Minibar, in-room safe, desk, blackout curtains
Hotel I Due Cigni

Hotel I Due Cigni

Hotel I Due Cigni
3.0 star property
Montepulciano
9.4 out of 10, Exceptional, (432)
Discover Italian hospitality at this Montepulciano gem with restaurant dining and a welcoming bar. Enjoy the tranquil garden terrace while staying close to popular thermal spas. Room service and free WiFi enhance your authentic Tuscan escape.
"Hotel was clean and owners were very friendly and helpful with getting around."
Canada
Douglas F.
Hotel I Due Cigni
Exterior
EcoResort Il Cantico della Natura

EcoResort Il Cantico della Natura

EcoResort Il Cantico della Natura
Magione
9.0 out of 10, Wonderful, (60)
Immerse yourself in rural Italy at this EcoResort near Lake Trasimeno. After a day exploring Cantina Berioli, unwind in the full-service spa, hot tub, or outdoor pool with poolside bar. The on-site restaurant completes this authentic Tuscan escape.
"Beautiful peaceful place!!!"
United States
Meg
The price is ฿3,090
฿3,547 total
includes taxes & fees
19 Jan - 20 Jan
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)
Experience countryside charm at this welcoming B&B just a 7-minute walk from Ellera Corciano Station. Enjoy complimentary perks including daily buffet breakfast, airport shuttle service, WiFi, and parking while exploring nearby Golf Club Perugia.
"Probably one of the best place we stayed during our whole month in Italy. "
United States
Claudio
B&B Il Girasole
Seasonal outdoor pool, pool loungers
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
Breakfast, lunch, dinner served; Regional cuisine
Albergo Angiolino

Albergo Angiolino

Albergo Angiolino
3.0 star property
Chianciano Terme
8.8 out of 10, Excellent, (85)
Escape to this welcoming Italian hotel offering free breakfast, WiFi, and parking. Unwind with drinks at the bar or enjoy meals at the on-site restaurant. The peaceful garden and terrace provide perfect spots to relax after exploring nearby Piazza Italia and Terme di Chianciano.
"Breakfast was lovely with kind service. "
United States
Shay
The price is ฿2,896
฿3,304 total
includes taxes & fees
17 Jan - 18 Jan
Albergo Angiolino
Outdoor pool, pool loungers
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (279)
Immerse in Tuscan splendour at this Montepulciano country house with its own winery. Savour local vintages at the restaurant, relax by the outdoor pool, or explore nearby Val di Chiana. Free WiFi and parking complement the serene garden setting.
"Great room and service"
United States
ALFREDO
The price is ฿8,343
฿9,325 total
includes taxes & fees
6 Jan - 7 Jan
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)
Immerse yourself in Italian countryside at this family-friendly retreat offering hiking trails and free bike rentals. Enjoy the bar/lounge and children's pool before exploring nearby La Braccesca Winery, all with convenient parking and daily buffet breakfast.
"Superlative Unterkunft! Eccezionale Soggiorno in questo bello, piccolo Paradiso silenzioso. Sehr freundliche und sympathische Gastgeber! Molto simpatici e gentili ospiti con cordialità! "
Switzerland
Valentino
The price is ฿6,010
฿6,670 total
includes taxes & fees
6 Jan - 7 Jan
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

More cheap stays in Ossaia

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
The price is ฿3,694 per night from 6 Jan to 7 Jan
฿3,694
฿4,212 total
6 Jan - 7 Jan
includes taxes & 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 traveller data. Two other choices for your trip to the area are Monastero di Cortona Hotel & Spa and Grand Hotel Admiral Palace. See all available top hotels, or 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 reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, you might be able to still cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Ossaia.
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 offer an on-site pool. View all hotels with pools in Ossaia.
What is staying in Ossaia like?
Travellers to Ossaia will find plenty to explore and enjoy. In Ossaia, there are 14 hotels and other accommodation options to choose from. Find out more about Ossaia.
What should I see while I'm 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. Take a look at what more there is to see and do in Expedia's Ossaia guide.
What's the seasonal weather like in Ossaia?
The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Ossaia is 906 mm.

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