A hillside town with historic buildings, a church, and vineyards.

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Our top choices for Cortona hotels with a pool

1. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (361 reviews)
"Beautiful historic property well located with just enough to do. Very relaxing ."
Canada
Peter
$236 nightly
The price is $264
Nov 29 - Nov 30
Total with taxes and fees
Monastero di Cortona Hotel & Spa

2. Villa Santa Margherita

Villa Santa Margherita
3.0 star property
Cortona Old Town
9.8 out of 10, Exceptional, (26 reviews)
"Wonderful staff, great location, highly recommend"
United States
George F
$106 nightly
The price is $119
Nov 20 - Nov 21
Total with taxes and fees
Villa Santa Margherita

3. Locanda agli Amici

Locanda agli Amici
4.0 star property
Cortona
9.8 out of 10, Exceptional, (46 reviews)
"Wonderful hospitality and food, good location. Didn’t sleep well most night because of large (10) group also staying, who returned late or very late and woke us up (3 times one night !), but that was no fault of the hotel, and could happen anywhere."
United Kingdom
David
$96 nightly
The price is $110
Nov 4 - Nov 5
Total with taxes and fees
Locanda agli Amici

4. Casa Kita

Casa Kita
Cortona Old Town
9.4 out of 10, Exceptional, (31 reviews)
"Terrace with a spectacular view. Hosts so helpful. The rooms and common areas are filled with color and objects from all over. A delightful stay."
United States
Joy
$93 nightly
The price is $105
Nov 1 - Nov 2
Total with taxes and fees
Casa Kita

5. Cortona Resort Spa

Cortona Resort Spa
Cortona
9.4 out of 10, Exceptional, (8 reviews)
"Needs lotion in the guest rooms and towels. The staff was wonderful. So was the food. "
United States
Candice
$156 nightly
The price is $173
Nov 1 - Nov 2
Total with taxes and fees
Cortona Resort Spa

6. Agriturismo Villa Augusto

Agriturismo Villa Augusto
Cortona
9.6 out of 10, Exceptional, (5 reviews)
"Augusto was a great host. We appreciated the recommendations of local attractions in the area. The deluxe villa was very clean, quiet, and nicely decorated. We really enjoyed the garden that is on the property. By far our best stay in Tuscany."
United States
Kristian
$163 nightly
The price is $185
Oct 31 - Nov 1
Total with taxes and fees
Agriturismo Villa Augusto

7. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
5.0 star property
Cortona
9.2 out of 10, Wonderful, (150 reviews)
"Beautiful place, delicious food and helpful staff"
United States
Qingwen
$367 nightly
The price is $408
Nov 15 - Nov 16
Total with taxes and fees
Il Falconiere - Relais e Chateaux

8. Hotel Italia

Hotel Italia
3.0 star property
Cortona Old Town
9.0 out of 10, Wonderful, (299 reviews)
"Manuela at the front office is great. So helpful, informative and full of tips. Make sure you ask her about favorite eateries."
United States
Fernando
$106 nightly
The price is $119
Nov 30 - Dec 1
Total with taxes and fees
Hotel Italia

9. Casale l'Antico Carro

Casale l'Antico Carro
Cortona
8.8 out of 10, Excellent, (51 reviews)
"The rooms were clean, easy drive to Camucia and plenty of parking"
United States
l thoma
$122 nightly
The price is $139
Oct 31 - Nov 1
Total with taxes and fees
Casale l'Antico Carro

10. Country House Podere Casorbica

Country House Podere Casorbica
Cortona
10.0 out of 10, Exceptional, (1 review)
"Great place. Beautiful area "
United States
Kristie
$72 nightly
The price is $82
Nov 26 - Nov 27
Total with taxes and fees
Country House Podere Casorbica

11. LA CORTE DI AMBRA

LA CORTE DI AMBRA
Cortona Old Town
8.0 out of 10, Very good, (2 reviews)
"Nice place smal town Absolutely no taxis available stuck on town Only worth going there 1-2 days"
United States
Sandro
$185 nightly
The price is $205
Nov 10 - Nov 11
Total with taxes and fees
LA CORTE DI AMBRA

12. B&B Il Mandorlo

B&B Il Mandorlo
Cortona
$78 nightly
The price is $88
Nov 30 - Dec 1
Total with taxes and fees
B&B Il Mandorlo

13. CASA AMBRA

CASA AMBRA
Cortona Old Town
$205 nightly
The price is $228
Nov 10 - Nov 11
Total with taxes and fees
CASA AMBRA

14. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
$96 nightly
The price is $107
Nov 3 - Nov 4
Total with taxes and fees
Vicolo Della Scala Rooms - La Luna

15. Vicolo Della Scala Rooms - Il Sole

Vicolo Della Scala Rooms - Il Sole
Cortona Old Town
$107 nightly
The price is $120
Nov 30 - Dec 1
Total with taxes and fees
Vicolo Della Scala Rooms - Il Sole

16. Relais La Corte dei Papi

Relais La Corte dei Papi
5.0 star property
Cortona
9.6 out of 10, Exceptional, (67 reviews)
"Beautiful with an amazing restaurant. "
United Kingdom
Frithjof
$323 nightly
The price is $360
Nov 6 - Nov 7
Total with taxes and fees
Relais La Corte dei Papi

17. Locanda del Molino

Locanda del Molino
4.0 star property
Cortona
9.4 out of 10, Exceptional, (42 reviews)
"Best sleep I’ve ever had Amazing staff Cutest inn"
Canada
Rochelle
$76 nightly
The price is $89
Nov 19 - Nov 20
Total with taxes and fees
Locanda del Molino
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.

Choose what matters most at hotels with a pool in Cortona

Hotels with pools and free breakfast in Cortona

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.

Find out more about Cortona

Discover top Cortona attractions

Cortona is a charming hilltop town bursting with cultural richness and captivating experiences. Start your journey by exploring the stunning views from the ancient walls that encircle the town, offering sweeping panoramas of the Val di Chiana and Lake Trasimeno. Next, immerse yourself in the local art scene at the Diocesan Museum, home to exquisite Renaissance masterpieces, where every piece tells a story of its own. For a taste of history, wander through the beautifully preserved streets, where the Etruscan heritage is palpable, especially at the archaeological site just outside the town. Don't miss the chance to savor authentic Tuscan cuisine at local trattorias, where fresh ingredients come together to create delightful dishes that reflect the region's culinary tradition. Finally, take a leisurely stroll through the quaint shops and artisan boutiques, where you can find unique handmade crafts, perfect for souvenirs or gifts. After a day of exploration, retreat to one of the cozy accommodations in the heart of Cortona, where attentive service and charming atmospheres ensure a perfect end to your day.

Top Cortona Hotel Reviews

Frequently asked questions

How much does a hotel with outdoor pool in Cortona cost?
Enjoy staying in a hotel in Cortona with an outdoor pool. You can find a great deal from $82 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Cortona that have private outdoor pools?
In the charming city of Cortona, there are several delightful accommodations featuring private outdoor pools, superb for families seeking a tranquil retreat.

One standout option is the Attractive Renovated Stone Mill House, which offers a lovely private pool along with a cozy kitchen, ideal for preparing family meals. Rated 9.0 by travellers, this property can comfortably sleep up to five people and provides a serene patio area, superb for enjoying the stunning Tuscan landscape.

Another exceptional choice is the Apartment "Agriturismo Le Bosole" - Val di Pierle, boasting a superb review score of 10.0. This inviting apartment not only features a private pool but also includes a spacious patio and kitchen, ensuring that families have all the conveniences they need for a relaxing stay. Nearby museums add a touch of culture to your visit, making it a fantastic all-around option.

For those looking for a more traditional Tuscan experience, the Beautiful Tuscan farmhouse in the countryside with a swimming pool is another top-rated accommodation, also receiving a superb score of 10.0. This property is surrounded by the stunning mountains of Tuscany, offering outdoor enthusiasts nearby biking opportunities, along with a secured private pool that ensures peace of mind for families.
Are there hotels in Cortona with outdoor pool cabanas or loungers?
Il Falconiere - Relais e Chateaux is a stunning 5-star hotel located in the picturesque landscape of Cortona, offering an exquisite outdoor pool experience. Guests rave about the luxurious poolside cabanas, which are complimentary, providing the great spot to unwind under the Tuscan sun. With plush sun loungers available, families can easily relax while enjoying the beautiful views of the surrounding vineyards.

In addition to the relaxing pool amenities, Il Falconiere excels in creating memorable experiences with its nearby winery tours and private tastings. Reviewers consistently highlight the exceptional quality of the on-site restaurant, often describing it as "amazing," which adds to the overall allure of this delightful hotel.
Which Cortona hotels offer poolside service for food and drinks?
Villa di Piazzano - Small Luxury Hotel of the World is a stunning 5-star option in Cortona, where you can enjoy exceptional poolside service. Guests rave about the attentive staff and the lovely atmosphere surrounding the outdoor pool, complete with a poolside bar that makes indulging in snacks and refreshing drinks a breeze. With a remarkable traveller rating of 9.8, this hotel is renowned for its beautiful location and spacious suites, offering a luxurious retreat for families and couples alike.

Another excellent choice is Cortona Resort - Le Terre Dei Cavalieri, which also features an outdoor pool and a convenient poolside bar. With the same impressive review score of 9.8, this resort provides a welcoming environment for families, offering free breakfast and self-parking options, ensuring a straightforward experience.

Il Falconiere - Relais e Chateaux, another five-star gem, boasts an outdoor pool with complimentary cabanas and a poolside bar. Guests appreciate the great pool experience and the amazing on-site restaurant, all contributing to its stellar 9.4 rating.

Lastly, Relais La Corte dei Papi and Relais Villa Baldelli, both rated above 9.0, also offer poolside bars, allowing guests to enjoy food and drinks while soaking up the Tuscan sun.
Is it cheaper to book flights and a Cortona hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Cortona for you.

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