Hotels with a Pool in Cortona Old Town
Hotels near Cortona Old Town
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Cortona Old Town, Cortona, Tuscany, Italy

Cortona Old Town Hotels with a Pool

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your current months are July, 2025 and August, 2025.

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Cortona Old Town Hotels with a Pool

1 bedroom, premium bedding, down comforters, memory foam beds

Monastero di Cortona Hotel & Spa

5.0 star property

Cortona Old Town

10.0 out of 10, Exceptional, (218)

10.0/10

Exceptional

(218)

"Wonderful hotel and spa. The spa experience was incredible. The pools are so relaxing. Great location in the city center. The staff was extremely accommodating. "

Kelly

The price is P18,467

P18,467

P20,843 total

includes taxes & fees

Jul 27 - Jul 28

Monastero di Cortona Hotel & Spa

Couples treatment rooms, sauna, hot tub, steam room, Turkish bath

Hotel Villa Ricci

3.0 star property

Chianciano Terme

8.2 out of 10, Very Good, (208)

8.2/10

Very Good

(208)

"very clean, great location, excellent staff and restaurant was value for money"

Terry

Hotel Villa Ricci

Seasonal outdoor pool, pool umbrellas, sun loungers

Badia di Pomaio

4.0 star property

Arezzo

10.0 out of 10, Exceptional, (19)

10.0/10

Exceptional

(19)

"Very well managed and friendly "

Martin

Badia di Pomaio

Allegra Toscana - Affittacamere Guest house

Arezzo Centro Storico

7.6 out of 10, Good, (12)

7.6/10

Good

(12)

"Great location in Arezzo, easy and simple to find and access. Everything was exactly as we needed although we did not need to stay long."

Justin

Allegra Toscana - Affittacamere Guest house

Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas

1 bedroom, desk, laptop workspace, iron/ironing board

Borgo Pulciano Agriturismo

Montone

8.6 out of 10, Excellent, (29)

8.6/10

Excellent

(29)

"The photos do not do this location justice! It is even more beautiful. I usually stay in Tuscany but now Umbria is at the top of my list. Besides being elegant, comfortable, and super clean, Borgo Pulciano Agriturismo is very affordable! It is super pet and family friendly. It also has probably the best breakfast I have ever had in Italy! And there are 2 pools! Absolutely the best! "

Robin

Borgo Pulciano Agriturismo

Minibar, in-room safe, desk, blackout drapes

Hotel I Due Cigni

3.0 star property

Montepulciano

9.4 out of 10, Exceptional, (420)

9.4/10

Exceptional

(420)

"Excellent hotel. Inexpensive, spotlessly clean family owned small hotel. Wonderful breakfast with freshly made cakes. Fabulous hosts. It’s located in a very small town with limited restaurants/shops nearby, but there are a couple of restaurants walking distance and Montepulciano is only a short drive. Swimming

is great, but about a 5 minute drive away. "

Claire

Hotel I Due Cigni

Hotel Marvin

3.0 star property

Montepulciano

6.0 out of 10, (12)

6.0/10

(12)

"Sehr hellhöriges Haus, Rezeption nicht besetzt, Bad war erst nach Eigenreparatur der Spülung Funktionsbereich, Frühstück sehr Italienisch, dieses Haus ist leider überbewertet"

Renate

The price is P3,342

P3,342

P3,941 total

includes taxes & fees

Jul 21 - Jul 22

Hotel Marvin

Agriturismo Podere Caggiolo

Marciano della Chiana

8.6 out of 10, Excellent, (8)

8.6/10

Excellent

(8)

"Posto incantevole, un vero paradiso in una struttura tipica"

Paola

Agriturismo Podere Caggiolo

Seasonal outdoor pool, open 10 AM to 7 PM, sun loungers

B&B Ortali Country House

Arezzo

10.0 out of 10, Exceptional, (25)

10.0/10

Exceptional

(25)

"Great stop over. Wonderful host and breakfast. "

chris

The price is P5,114

P5,114

P6,020 total

includes taxes & fees

Jul 29 - Jul 30

B&B Ortali Country House

Breakfast, lunch, dinner served; Regional cuisine

Hotel Montecarlo

3.0 star property

Chianciano Terme

8.6 out of 10, Excellent, (99)

8.6/10

Excellent

(99)

"Tutto bene "

Leonardo

The price is P6,878

P6,878

P7,776 total

includes taxes & fees

Jul 28 - Jul 29

Hotel Montecarlo

Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

Lupaia

Torrita di Siena

10.0 out of 10, Exceptional, (68)

10.0/10

Exceptional

(68)

"Exquisite property with the attention to the smallest detail. The food is a culinary experience. "

Lyubomir

The price is P54,276

P54,276

P59,835 total

includes taxes & fees

Jul 30 - Jul 31

Lupaia

1 bedroom, desk, iron/ironing board, free cribs/infant beds

Body treatments, hot stone massages, body wraps, body scrubs, facials

Il Cardo Resort

Anghiari

8.8 out of 10, Excellent, (12)

8.8/10

Excellent

(12)

The price is P7,993

P7,993

P8,792 total

includes taxes & fees

Jul 17 - Jul 18

Il Cardo Resort

Villa Svetoni Wine Resort

Montepulciano

9.8 out of 10, Exceptional, (45)

9.8/10

Exceptional

(45)

"Holy guacamole this place was heaven. I don't write many reviews, we only stayed for one night as we were doing a driving tour of Tuscany and Umbria, but this is a standout amongst all of the places we stopped as a place we will return and recommend to friends. Our kids loved the

, my wife loved waking up and walking in the vineyards as well as the sunflower farm just down the road, I loved the unusual simple beauty of the place, the kindness of the staff and the Michelin stared restaurant...

Kris

Villa Svetoni Wine Resort

Egyptian cotton sheets, premium bedding, down comforters

Tenuta Santo Pietro

Pienza

9.6 out of 10, Exceptional, (110)

9.6/10

Exceptional

(110)

"Beautiful hotel with a very good restaurant. We enjoyed the breakfast,lunch and dinner. Nice

"Beautiful hotel with a very good restaurant. We enjoyed the breakfast,lunch and dinner. Nice pool

and lounge area. Great location near beautiful Pienza and Montepulciano. "

Constantine

The price is P12,068

P12,068

P13,538 total

includes taxes & fees

Aug 16 - Aug 17

Tenuta Santo Pietro

Outdoor pool, pool umbrellas, sun loungers

Abbadia Sicille Relais

4.0 star property

Trequanda

8.8 out of 10, Excellent, (159)

8.8/10

Excellent

(159)

"Absolutely idyllic and magical property. Serene and quiet, away from civilization tucked away in the mountains of Trequanda. Perhaps one of the best resorts I have ever stayed at, not just in Italy, not just in Europe, but in the entire world. Definitely recommend a room with a jacuzzi and sauna, that is the moneymaker right there. The restaurant onsite is world class as well. All in all, 5 out of 5 stars, actually make it 6 out of 5. Definitely recommend and hope to return one day. "

Tony

The price is P8,275

P8,275

P9,301 total

includes taxes & fees

Jul 20 - Jul 21

Abbadia Sicille Relais

Daily buffet breakfast (EUR 15 per person)

Nuovo Etruria Resort

Montepulciano

9.2 out of 10, Wonderful, (20)

9.2/10

Wonderful

(20)

"The place is well located , with lovely view of the old city walls. The room was specious, very clean , nice breakfast and great assistance and service of the front desk with reservation problem we had .. thanks for everything "

Ronen

The price is P7,441

P7,441

P8,448 total

includes taxes & fees

Jul 23 - Jul 24

Nuovo Etruria Resort

Frette Italian sheets, premium bedding, minibar, in-room safe

AgriHotel Villa Ambra

3.0 star property

Montepulciano

9.2 out of 10, Wonderful, (158)

9.2/10

Wonderful

(158)

"Excellent staff, spacious rooms and common areas. Great large and clean swimming

"Excellent staff, spacious rooms and common areas. Great large and clean swimming pool

. Delicious breakfast and excellent wines!! Hotel has a very good restaurant for dinner and is next door to a farm to table excellent restaurant open at lunch time. "

Raquel

The price is P7,053

P7,053

P8,287 total

includes taxes & fees

Jul 27 - Jul 28

AgriHotel Villa Ambra

2 outdoor pools, free cabanas, pool umbrellas

Breakfast, lunch, dinner served; Italian cuisine, garden views

Il Falconiere - Relais e Chateaux

5.0 star property

Cortona

9.2 out of 10, Wonderful, (108)

9.2/10

Wonderful

(108)

"The hotel and grounds are beautiful and are very well maintained. The staff are very friendly and welcoming. We did have a problem with our room which could not have been foreseen but it was dealt with. It has a great

and a special mention has to be given to Daniella who runs the bar, she is the hardest working person I think I have ever seen! The hotel is let down by the food options available- the lunch menu is very small and unfortunately in the evening, if you don’t want to eat every...

Amber

Il Falconiere - Relais e Chateaux

Premium bedding, down comforters, Select Comfort beds, minibar

Relais Villa Grazianella - UNA Esperienze

Montepulciano

9.8 out of 10, Exceptional, (236)

9.8/10

Exceptional

(236)

"Stunning Tuscan views, beautifully updated historic propert, warm, friendly and marvelously competent staff, delicious food and wine…this place is a marvel. We enjoyed three days in autumn. The countryside was beautiful and the days were sunny with ideal temperatures. They have a gorgeous swimming

which should make it even better during summer, though I can’t complain because the off season prices we got were a steal. Words cannot describe how wonderful this place is."

Jorge

The price is P14,856

P14,856

P16,605 total

includes taxes & fees

Jul 29 - Jul 30

Relais Villa Grazianella - UNA Esperienze

Daily cooked-to-order breakfast (EUR 15 per person)

Agriturismo Merigge Wellness & Spa

Montepulciano

9.8 out of 10, Exceptional, (75)

9.8/10

Exceptional

(75)

"This was an amazing stay! Sparkling

"This was an amazing stay! Sparkling pool

, beautiful room and property and amazing hosts! "

Larissa

The price is P13,834

P13,834

P15,546 total

includes taxes & fees

Jul 30 - Jul 31

Agriturismo Merigge Wellness & Spa

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 landmarks in Cortona

Piazza della Repubblica

Find out about the history of Cortona with a stop at Piazza della Repubblica. Make time to visit the cathedral and monuments while you're in the area.

See propertiesSee properties in Piazza della Repubblica

Piazza della Repubblica

Cortona Cathedral

Find out about the history of Cortona with a stop at Cortona Cathedral. Make time to visit the cathedral and monuments while you're in the area.

See propertiesSee properties in Cortona Cathedral

Cortona Cathedral

Signorelli Theatre

You can make plans for a show at Signorelli Theatre during your stay in Cortona. Discover the area's countryside and monuments.

See propertiesSee properties in Signorelli Theatre

Signorelli Theatre

Giuseppe Garibaldi Memorial

You can learn about the history of Cortona when you stop by Giuseppe Garibaldi Memorial. Experience the area's museums and musical theater.

See propertiesSee properties in Giuseppe Garibaldi Memorial

Giuseppe Garibaldi Memorial

Santa Margherita Basilica

You can learn about the history of Cortona when you stop by Santa Margherita Basilica. Discover the area's museums and cathedral.

See propertiesSee properties in Santa Margherita Basilica

Santa Margherita Basilica

Museum of the Etruscan Academy

You can browse the exhibits at Museum of the Etruscan Academy, a museum with a storied past, during your trip to Cortona. Experience the area's museums and musical theater.

See propertiesSee properties in Museum of the Etruscan Academy

Museum of the Etruscan Academy

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Hotels in Cortona Old Town

Hotels near Arezzo Equestrian Centre
Hotels near Piazza della Repubblica
Hotels near Cortona Cathedral
Hotels near Signorelli Theatre
Hotels near Santa Margherita Basilica
Hotels near Giuseppe Garibaldi Memorial
Hotels near Museum of the Etruscan Academy
Hotels near Casali Palace
Hotels near San Domenico Church
Hotels near Fortress of Girifalco
Hotels near Museo Diocesano
Hotels near Valdichiana Outlet Village
Hotels near Piazza Grande
Hotels near Piazza Grande
Hotels near Terme di Chianciano
Hotels near Terme di Montepulciano Spa
Hotels near Piscine Termali Theia
Hotels near Tiber River
Hotels near Dome of Montepulciano
Hotels near Val di Chiana

Cortona Old Town Family Hotels
Cortona Old Town Pet-friendly Hotels
Cortona Old Town Hotels with Parking
Cortona Old Town Winery Hotels
Cortona Old Town Hotels with Free Breakfast
Cortona Old Town Business Hotels

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Cortona Old Town Hotels with a Pool

Check prices for these dates

Cortona Old Town Hotels with a Pool

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Top landmarks in Cortona

Piazza della Repubblica

Keep exploring

Keep exploring

Most popular destinations

More ways to book