The Best Hotels with a Pool in Cortona from SAR 239 in 2026

Q: What are some accommodations with pools in Cortona?

Monastero di Cortona Hotel & Spa : Features a full-service spa, an indoor pool, and a sauna. Agriturismo 'Cuiano La Loggetta' with Shared Pool, Garden and Wi-Fi : Offers complimentary wireless internet access, a communal pool, and kitchens. Locanda del Molino : Provides a snack bar/deli, a seasonal outdoor pool, and buffet. Traditional Tuscan manor in the countryside with private pool, BBQ, pizza oven : Offers sun loungers, a pool, and kitchens.

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Our top choices for Cortona hotels with a pool

A pool area with lounge chairs, a hot tub, and a view of mountains.

1. Monastero di Cortona Hotel & Spa

Cortona Old Town

Luxurious indoor pool sanctuary awaits at this historic Cortona monastery, where relaxation flows from spa waters to garden views.

SAR 1,015 total

includes taxes & fees

29 Nov - 30 Nov

A person in a swimming pool with a view of trees and mountains through a window.

2. Il Falconiere - Relais e Chateaux

Cortona

Luxurious Tuscan retreat offers twin outdoor pools, winery access, and poolside dining with stunning vineyard views.

SAR 1,468 total

includes taxes & fees

12 Nov - 13 Nov

A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

3. Locanda agli Amici

Cortona

Discover seasonal poolside bliss with rooftop views, sun loungers, and umbrellas at this upscale family-friendly retreat.

SAR 434 total

includes taxes & fees

1 Dec - 2 Dec

A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.

4. Relais La Corte dei Papi

Cortona

Luxurious Tuscan retreat offers poolside bliss with mountain views and spa treatments.

SAR 1,347 total

includes taxes & fees

16 Nov - 17 Nov

A swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.

5. Cortona Resort Spa

Cortona

Serene seasonal outdoor pool awaits at this rural Italian resort, where massages and hiking trails beckon.

SAR 646 total

includes taxes & fees

10 Nov - 11 Nov

A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.

6. Locanda del Molino

Cortona

Take a dip in the outdoor pool surrounded by Tuscan scenery while sipping refreshing drinks from the poolside bar.

SAR 331 total

includes taxes & fees

19 Nov - 20 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.

7. Country House Podere Casorbica

Cortona

Soak in seasonal bliss at this Italian country house with a dreamy outdoor pool for kids and adults alike.

SAR 306 total

includes taxes & fees

26 Nov - 27 Nov

A swimming pool surrounded by a well-maintained lawn, with a fountain in the foreground and a building in the background.

8. Agriturismo Villa Augusto

Cortona

Seasonal pool paradise with tennis court and free bicycles offers a refreshing Italian farmhouse retreat in the countryside.

SAR 680 total

includes taxes & fees

12 Nov - 13 Nov

A large estate with multiple buildings, a swimming pool, and well-maintained gardens.

9. Apartment 'Magazzino 2 Classic' with Shared Pool, Wi-Fi and Air Conditioning

Cortona

SAR 1,744 total

includes taxes & fees

10 Nov - 11 Nov

10. Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning

Cortona

SAR 2,369 total

includes taxes & fees

12 Nov - 13 Nov

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Choose what matters most at hotels with a pool in Cortona

Breakfast included

4 stars

Hotels with pools and free breakfast in Cortona

A terrace with sun loungers, stone walls, and potted plants.

Monastero di Cortona Hotel & Spa

Cortona Old Town

SAR 1,015 total

includes taxes & fees

29 Nov - 30 Nov

A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

Il Falconiere - Relais e Chateaux

Cortona

SAR 1,468 total

includes taxes & fees

12 Nov - 13 Nov

View all properties

Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

Cortona Old Town

10/10 Excellent

Eric

Locanda agli Amici

Cortona

10/10 Excellent

This was the perfect away from the city stay for us. Cortona was just a quick few day stay for us but the staff/sylvia were fantastic. Room was clean, the breakfast was delicious. A/c and water pressure from the shower was much needed and the location was perfect for us. It is a short walk from downtown Cortona (steep walk into the city and about 15 mins) but the views are unmatched. Sylvia went above and beyond for us picking us up and dropping us off at the bus station. Highly recommend to...

Kaylan

Relais La Corte dei Papi

Cortona

10/10 Excellent

Traci

Agriturismo Villa Augusto

Cortona

10/10 Excellent

Kristian

Cortona Resort Spa

Cortona

10/10 Excellent

Pro: gorgeous and spacious property, we were upgraded to a junior suite that was lovely, attentive staff, and incredible amenities. Pool was wonderful for tired bodies. Con: very few. The restaurant on site has pretty limited menu, toilet in room kept running all night long- informed staff on checkout (as it was troublesome to flush, and wasting water), fridge in room- housed in a cabinet that I feel caused it to overheat… and therefore was not very powerful enough to keep drinks cold. Loved...

Jeneva

Il Falconiere - Relais e Chateaux

Cortona

10/10 Excellent

This was the first hotel we visited in our two week Tuscany vacation. Coming out of Rome and getting on the highway north, it looked like the exit should be labeled for Cortona...but it wasn't and we wasted a lot of time getting lost (our fault). Once we found the hotel, it was a gem in the hills in the vineyards. Breakfast on the patio of the little glass Liminoere building was fabulous. Loved their boxer dog roamed around saying "hi". Owner/chef is on premises and she gives cooking lessons....

Barbara

A landscaped garden with a swimming pool, neatly trimmed hedges, and outdoor seating areas.

La Cantina Relais - Fattoria Il Cipresso

Arezzo

10/10 Excellent

Steve

A swimming pool with a wooden deck and white pebbles.

DormiVeglia B&B

Monte San Savino

10/10 Excellent

BILL

Terra Antica Resort

Montepulciano

10/10 Excellent

Nikhil

Lupaia

Torrita di Siena

10/10 Excellent

This was the most amazing place to stay! This was our favorite stop on a 30-day trip to Greece, Italy and Switzerland. The surrounding countryside is stunning. Our room had a Turkish Bath - what a fun experience. We were a couple of weeks in to our vacation, and we were ready for some down time. Having a private little garden, overlooking the Tuscan hillside was WONDERFUL. The dinner we had on site was one of the best of our entire trip. Breakfast in the morning was an incredible display...

KC Traveler

A garden pathway leading to a building with a yellow facade and arched windows.

Residenza Dei Ricci Relais

Chiusi

10/10 Excellent

My husband and I spent one night at Residenza dei Ricci last weekend and cannot wait to return. It is ideally situated for exploring Chiusi and the surrounding area. Our short time spent under the care of Donatella and Raffaele was one of the best travel experiences we have ever had. They are talented, congenial and generous hosts. The residenza is beautifully appointed with all the amenities one would expect at a luxury hotel -- combined with all the warmth one feels while staying at the home...

Tim

An outdoor swimming pool at night with surrounding trees and a stone wall.

LOCANDA DELLA PICCA

Citta della Pieve

10/10 Excellent

Charles

A modern interior with a large window, a hanging chair, and a small pool area.

I Borghi dell'Eremo

Piegaro

10/10 Excellent

Absolutely Stunning! The grounds and rooms are first class! The staff is friendly and helpful in all aspects during the stay. Peaceful and serene is an understatement. Food and breakfast at the resort is top notch. Other dining options near the resort are amazing. Al Baciamano and Seven Cafe are great stops. Close enough to Tuscany day trips. Will definitely stay again and share with friends looking for a relaxing first class stay and amenities.

Tyler

A pool area with red umbrellas, lounge chairs, and a stone border.

The Monteleone

Monteleone d'Orvieto

10/10 Excellent

Paul

A serene outdoor pool area with a view of rolling hills and a sunset sky.

Relais Val d'Orcia

Pienza

10/10 Excellent

Justine

A pool surrounded by lavender and yellow flowers, with a stone wall and a building in the background.

Podere San Giuseppe

Castiglione del Lago

10/10 Excellent

Timothy

Frequently Asked Questions

How many pool hotels will I find in Cortona?

Expedia's 47 hotels in Cortona give you a great choice for your poolside getaway.

What's it like visiting Cortona?

If spending time by the pool is your idea of the perfect getaway, you may want to check out Cortona, which has 47 places to stay with pools. While you're visiting, you can explore sights such as Piazza della Repubblica and Villa Bramasole, and then relax poolside at one of the accommodations in Cortona that guests like for their pools.

What are some accommodations with pools in Cortona?

Monastero di Cortona Hotel & Spa: Features a full-service spa, an indoor pool, and a sauna. Agriturismo 'Cuiano La Loggetta' with Shared Pool, Garden and Wi-Fi: Offers complimentary wireless internet access, a communal pool, and kitchens. Locanda del Molino: Provides a snack bar/deli, a seasonal outdoor pool, and buffet. Traditional Tuscan manor in the countryside with private pool, BBQ, pizza oven: Offers sun loungers, a pool, and kitchens.

What is there to see and do in Cortona?

Spend some time experiencing the great outdoors at Val di Chiana. During your stay, check out sights such as Piazza della Repubblica, Villa Bramasole, and Palazzo Comunale.

When is the best time to book a hotel with a pool in Cortona?

You may want to think about a place to stay that has an outdoor pool if you plan to visit Cortona in the warmest months of August, July, or June when the average temp is 71°F. Lodging offering an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 42°F.

What's the best way to travel around Cortona?

Knowing the transportation options in Cortona can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Camucia-Cortona Station or Terontola-Cortona Station. Cortona may not have many public transportation choices so consider a car rental to maximize your time.

Find Hotels with a Pool in Cortona

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cortona hotels with a pool

1. Monastero di Cortona Hotel & Spa

2. Il Falconiere - Relais e Chateaux

3. Locanda agli Amici

4. Relais La Corte dei Papi

5. Cortona Resort Spa

6. Locanda del Molino

7. Country House Podere Casorbica

8. Agriturismo Villa Augusto

9. Apartment 'Magazzino 2 Classic' with Shared Pool, Wi-Fi and Air Conditioning

10. Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning

Choose what matters most at hotels with a pool in Cortona

Hotels with pools and free breakfast in Cortona

Monastero di Cortona Hotel & Spa

Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

Frequently Asked Questions

How many pool hotels will I find in Cortona?

What's it like visiting Cortona?

What are some accommodations with pools in Cortona?

What is there to see and do in Cortona?

When is the best time to book a hotel with a pool in Cortona?

What's the best way to travel around Cortona?