Ossaia Hotel Guide - Hotels with Pool in Ossaia, Cortona

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Check availability on Ossaia Hotels with Pool

Tonight
30 Nov - 1 Dec
Tomorrow
1 Dec - 2 Dec
Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec

Top Ossaia Hotels with Pool

Games room
Borgo Sant'Ambrogio Resort

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
Outdoor pool, pool loungers
Relais Villa Grazianella - UNA Esperienze

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
Outdoor pool, pool umbrellas, pool loungers
Abbadia Sicille Relais

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
Exterior
Podere La Rocca

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
Standard Double Room
Hotel I Due Cigni

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
Indoor pool, open 9:00 AM to midnight, pool loungers
Albergo San Biagio

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
Exterior
EcoResort Il Cantico della Natura

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
Exterior
Locanda Vesuna

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
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Agriturismo La Terra

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
Terrace/patio
Tuscany Living - Terra Antica

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.
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Top Ossaia Hotel Reviews

A Point Arezzo Park Hotel

A Point Arezzo Park Hotel

6/10 Okay
"The room was in quite poor condition. There was only lukewarm water, the heating was noisy, the tv didn’t work, the lights over the bed flashed and the toilet seat was loose. It was a very stylish hotel but it just needs some maintenance. The breakfast was very good and the bed was comfortable "
Zena 1-night trip
Posted 2 weeks ago
A Point Arezzo Park Hotel

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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.