TOP Hotels with Pool in Ossaia for 2026

Q: What are some hotels with pools in Ossaia?

Villa di Piazzano - Small Luxury Hotel of the World : Features a snack bar/deli, an outdoor pool and free self parking. Monastero di Cortona Hotel & Spa : Offers a full-service spa, an indoor pool and a sauna. Precise Tale Poggio Alla Sala : Provides a seasonal outdoor pool, an indoor pool and a full-service spa. Nuovo Etruria Resort : Features televisions, a seasonal outdoor pool and complimentary bottled water. Hotel Continentale : Features 2 outdoor tennis courts, an outdoor pool and a rooftop terrace.

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Our top choices for Ossaia hotels with a pool

Borgo Sant'Ambrogio Resort

Trequanda

Splashy seasonal pool moments at this lakeside farm stay with Italian restaurant and garden oasis.

฿7,291 total

includes taxes & fees

17 Jun - 18 Jun

Indoor pool, open 9:00 AM to midnight, pool loungers

Albergo San Biagio

Montepulciano

Elegant indoor pool sanctuary with a dedicated kids' pool creates splashy holiday magic for all ages.

฿2,607 total

includes taxes & fees

3 Jun - 4 Jun

Residenza Dei Ricci Relais

Chiusi

฿6,168 total

includes taxes & fees

1 Jun - 2 Jun

La Torre ai Mari

Sarteano

Escape to a seasonal mountain oasis where sun-drenched pool loungers and shady umbrellas create the perfect summer retreat.

฿4,320 total

includes taxes & fees

3 Jun - 4 Jun

Seasonal outdoor pool, a rooftop pool, pool umbrellas, pool loungers

Locanda Vesuna

Trequanda

฿6,291 total

includes taxes & fees

2 Jun - 3 Jun

Cortona Resort - Le Terre Dei Cavalieri

Cortona

Elegant farmhouse pool retreat immerses guests in the Tuscan countryside with dining steps away.

฿5,170 total

includes taxes & fees

3 Jun - 4 Jun

Seasonal outdoor pool, pool umbrellas, pool loungers

Porsenna Resort

Castiglione del Lago

Immerse in a Tuscan oasis at this charming country house where poolside pleasures meet rural tranquility in the heart of Italy.

฿4,995 total

includes taxes & fees

2 Jun - 3 Jun

Residenza Fabroni

Montepulciano

Take a dip in the historic residence's hot tub after exploring the attached winery and nearby pools.

฿3,092 total

includes taxes & fees

8 Jun - 9 Jun

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Choose what matters most at hotels with a pool in Ossaia

Breakfast included

4 stars

Top Ossaia Hotel Reviews

Agriturismo La Sovana

10/10 Excellent

"I have nothing but rave reviews for this resort!! I came with my 2 sisters for a special birthday trip and the second we arrived there our jaws were on the ground when we saw how beautiful this place was. Seriously the pictures online don’t do it justice! When we arrived Fiorella greeted us and immediately treated us like family. She made sure every aspect of our stay went smoothly. We felt bad because we were new to Italy and had a million questions everyday but she was truly our little fairy godmother helping us navigate our days! She helped us plan and coordinate our visits in the Tuscan countryside and even booked wine tastings for us since we didn’t know what we were doing. She is fantastic with planning and just being available to help and was just such a joy to talk to! We didn’t rent a car which in hindsight I almost wish we did because getting around isn’t the easiest since there are not a ton of taxis in the country side but the owner of the resort Guiseppe was so kind and helped get us to our destinations a few times which he did out of the kindness of his heart! The other staff members also called and arranged taxis when available for us! They truly treat you like a part of their family here. We did a wine tasting of their homemade wine and it was all so delicious! We all ended up ordering wine and olive oil to be shipped home so we can enjoy it when we miss Italy! Honestly, every staff member was beyond wonderful and we couldn’t have picked a better place! 10/10!"

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"The Hotel and grounds are beautiful and immaculately maintained. The entire staff really stands out. So friendly and welcoming. Those little gestures of respect and kindness are appreciated. Also it’s very convenient that they can speak English. There are several beautiful hotels in the area to experience, however I would choose to come back here.."

Frequently asked questions

What are some hotels with pools in Ossaia?

Villa di Piazzano - Small Luxury Hotel of the World: Features a snack bar/deli, an outdoor pool and free self parking. Monastero di Cortona Hotel & Spa: Offers a full-service spa, an indoor pool and a sauna. Precise Tale Poggio Alla Sala: Provides a seasonal outdoor pool, an indoor pool and a full-service spa. Nuovo Etruria Resort: Features televisions, a seasonal outdoor pool and complimentary bottled water. Hotel Continentale: Features 2 outdoor tennis courts, an outdoor pool and a rooftop terrace.

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 Cortona Cathedral 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.

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