Ossaia Hotel Guide - Hotels with Pool in Ossaia, Cortona

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Ossaia Hotels with Pool

Next weekend
In two weeks

Top Ossaia Hotels with Pool

Borgo Sant'Ambrogio Resort

5.0 star property
Trequanda
9.8 out of 10, Exceptional, (95)
"I had an amazing stay at Borgo Sant’Ambrogio Resort. The property is absolutely beautiful with breathtaking views of the Tuscan landscape. It exceeded my expectations in every way. The staff was warm and friendly which made the experience even more special. I would highly recommend this resort to anyone looking for a peaceful and unforgettable stay in Tuscany."
United States
Richard
The price is €105
includes taxes & fees
8 Dec - 9 Dec
Borgo Sant'Ambrogio Resort

Relais Villa Grazianella - UNA Esperienze

Montepulciano
9.8 out of 10, Exceptional, (276)
"Great room and service"
United States
ALFREDO
The price is €112
includes taxes & fees
1 Dec - 2 Dec
Relais Villa Grazianella - UNA Esperienze

Abbadia Sicille Relais

4.0 star property
Trequanda
8.8 out of 10, Excellent, (163)
"We stayed there for 1 night our our way to Rome. BEAUTIFUL. Bed was very comfortable as well. 10/10 will recommend to everyone "
United States
Brittnay
The price is €71
includes taxes & fees
4 Dec - 5 Dec
Abbadia Sicille Relais

Podere La Rocca

Montepulciano
9.8 out of 10, Exceptional, (93)
"Clean room, great food and amazingly helpful staff!"
United States
Ronald
Podere La Rocca

Hotel I Due Cigni

3.0 star property
Montepulciano
9.4 out of 10, Exceptional, (431)
"Hotel was clean and owners were very friendly and helpful with getting around."
Canada
Douglas F.
Hotel I Due Cigni

Albergo San Biagio

3.0 star property
Montepulciano
8.6 out of 10, Excellent, (199)
"Great place to stay"
Canada
Robert
The price is €602
includes taxes & fees
31 Dec - 1 Jan 2026
Albergo San Biagio

EcoResort Il Cantico della Natura

Magione
9.0 out of 10, Wonderful, (59)
"Beautiful peaceful place!!!"
United States
Meg
The price is €91
includes taxes & fees
21 Dec - 22 Dec
EcoResort Il Cantico della Natura

Locanda Vesuna

3.0 star property
Trequanda
9.4 out of 10, Exceptional, (49)
"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 €87
includes taxes & fees
19 Dec - 20 Dec
Locanda Vesuna

Agriturismo La Terra

Montepulciano
9.6 out of 10, Exceptional, (20)
"Lovely stay and lovely people who run it."
New Zealand
David
Agriturismo La Terra

Tuscany Living - Terra Antica

Montepulciano
10.0 out of 10, Exceptional, (6)
"This property is a gem! "
United Kingdom
Joy
The price is €275
includes taxes & fees
5 Dec - 6 Dec
Tuscany Living - Terra Antica
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

What are some hotels with pools in Ossaia?
Monastero di Cortona Hotel & Spa: Features a full-service spa, an indoor pool and a sauna. B&B Hotel Arezzo: Offers 2 restaurants, a seasonal outdoor pool and a full-service spa. Hotel Continentale: Features a children's pool, an outdoor pool and a full-service spa. Best Western Hotel Quattrotorri Perugia: Features a children's pool, an indoor pool and a full-service spa. Il Gentiluomo Hotel & SPA: Offers a children's pool, a seasonal outdoor pool and a full-service spa.
What is there to see and do in Ossaia?
The picturesque settings of Isola Maggiore and Lake Trasimeno showcase the area's natural beauty. Discover sights such as Villa Bramasole, Piazza della Repubblica and Fortress of Girifalco during your stay.
When is the best time to book a hotel with a pool in Ossaia?
You may want to think about accommodation with an outdoor swimming pool if you're planning to visit Ossaia in the hottest months of August, July or June, when the average temp is 22°C. Accommodation offering an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temp is 6°C.