Hotels with a Pool in Cortona

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Nov 15 - Nov 16
Tomorrow
Nov 16 - Nov 17
Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29

Hotels with a Pool in Cortona

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

1. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
  • Indoor pool
  • Hot tub
9.8 out of 10, Exceptional, (367 reviews)
Swimmers glide through the indoor sanctuary pool before unwinding in bubbling hot tubs and serene saunas. Spa massages complete the rejuvenation experience at this converted monastery, where medieval charm meets modern comforts within Cortona's ancient walls.
The price is $231
$263 total
includes taxes & fees
Dec 13 - Dec 14
Monastero di Cortona Hotel & Spa
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

2. Locanda agli Amici

Locanda agli Amici
4.0 star property
Cortona
  • Pool loungers
9.8 out of 10, Exceptional, (46 reviews)
Poolside relaxation awaits at this upscale retreat with sun loungers and umbrellas for optimal comfort. Mountain biking trails, ecotours, and a complimentary breakfast buffet round out the experience at this rail-connected gem.
The price is $87
$101 total
includes taxes & fees
Nov 16 - Nov 17
Locanda agli Amici
A swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.

3. Cortona Resort Spa

Cortona Resort Spa
Cortona
  • Outdoor pool
  • Hot tub
9.4 out of 10, Exceptional, (8 reviews)
Refreshing dips await in the seasonal outdoor pool where sunbathers lounge amid lush garden surroundings. Cortona Resort Spa pampers with full-service spa treatments, massage rooms, and a relaxing hot tub after hiking nearby trails.
The price is $153
$170 total
includes taxes & fees
Nov 16 - Nov 17
Cortona Resort Spa
A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.

4. Locanda del Molino

Locanda del Molino
4.0 star property
Cortona
  • Outdoor pool
  • Poolside bar
  • Pool loungers
9.4 out of 10, Exceptional, (42 reviews)
Poolside cocktails flow freely at the seasonal outdoor pool, where sun loungers invite lazy afternoons under Tuscan skies. Adventurous guests can rent bicycles, explore hiking trails, or arrange boat tours before returning to La Locanda for authentic local cuisine.
The price is $71
$82 total
includes taxes & fees
Nov 29 - Nov 30
Locanda del Molino
A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.

5. Relais La Corte dei Papi

Relais La Corte dei Papi
5.0 star property
Cortona
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Full-service spa
9.6 out of 10, Exceptional, (68 reviews)
Shimmering waters invite relaxation at this luxury tuscan hotel's seasonal outdoor pool. Sun loungers, poolside cocktails, and spa services complete the experience, while cyclists explore charming rural surroundings.
The price is $286
$319 total
includes taxes & fees
Nov 25 - Nov 26
Relais La Corte dei Papi
A person in a swimming pool with a view of trees and mountains through a window.

6. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
5.0 star property
Cortona
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
  • Hot tub
9.2 out of 10, Wonderful, (151 reviews)
Poolside paradise awaits at this Tuscan gem with 2 outdoor pools, free cabanas, and a hot tub. Rejuvenate at the onsite spa, savor Italian cuisine at the Michelin-starred restaurant, or explore nearby vineyards after a day of blissful swimming.
The price is $446
$495 total
includes taxes & fees
Nov 18 - Nov 19
Il Falconiere - Relais e Chateaux
A rectangular swimming pool with clear blue water, surrounded by a paved deck and a gazebo.

7. Agriturismo Villa Augusto

Agriturismo Villa Augusto
Cortona
  • Pool loungers
9.6 out of 10, Exceptional, (5 reviews)
Sparkling seasonal pool beckons with sun loungers and umbrellas after rounds on the tennis court. Farm stay adventures continue with free bicycle rentals, garden strolls, and individually furnished rooms featuring separate dining areas.
The price is $160
$179 total
includes taxes & fees
Nov 16 - Nov 17
Agriturismo Villa Augusto
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.

8. Country House Podere Casorbica

Country House Podere Casorbica
Cortona
  • Pool loungers
10.0 out of 10, Exceptional, (1 review)
Splashing adventures await at both children's and seasonal outdoor pools surrounded by garden landscapes. Beyond aquatic delights, families appreciate playground facilities, bicycle rentals, and nearby hiking trails for a complete countryside experience.
The price is $63
$81 total
includes taxes & fees
Nov 26 - Nov 27
Country House Podere Casorbica
Room

9. Agriturismo Parco Fiorito

Agriturismo Parco Fiorito
Tuoro sul Trasimeno
  • Indoor pool
  • Pool loungers
  • Hot tub
9.4 out of 10, Exceptional, (13 reviews)
The price is $111
$168 total
includes taxes & fees
Nov 16 - Nov 17
Agriturismo Parco Fiorito
A modern indoor pool area with wooden benches, a hot tub, and large windows offering views of the surrounding greenery.

10. I Capricci di Merion Resort & Spa

I Capricci di Merion Resort & Spa
Tuoro sul Trasimeno
  • Outdoor pool
  • Indoor pool
  • Pool loungers
  • Hot tub
9.8 out of 10, Exceptional, (54 reviews)
Swimming options abound with indoor and outdoor pools complemented by a soothing hot tub and sun loungers for ultimate relaxation. After aquatic indulgence, guests discover archery, hiking trails, and Ayurvedic spa treatments at this tranquil Lake Trasimeno retreat.
The price is $159
$175 total
includes taxes & fees
Nov 18 - Nov 19
I Capricci di Merion Resort & Spa
A hotel with a rooftop pool, a modern building with a sloped roof, and a view of the surrounding town.

11. Hotel Park

Hotel Park
4.0 star property
Castiglion Fiorentino
  • Pool loungers
8.8 out of 10, Excellent, (51 reviews)
Sparkling azure waters beckon from the seasonal outdoor pool, complete with luxurious sun loungers for ultimate relaxation. Guests retreat to the rooftop terrace after swimming, sampling evening cuisine at the on-site restaurant and cocktails from the hotel bar.
The price is $104
$119 total
includes taxes & fees
Nov 16 - Nov 17
Hotel Park
A landscaped garden with a swimming pool, neatly trimmed hedges, and outdoor seating areas.

12. La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
  • Outdoor pool
  • Pool loungers
10.0 out of 10, Exceptional, (121 reviews)
Swim alongside vineyards at this charming Tuscan farm stay, where an outdoor pool with sun loungers complements wine tasting at the attached winery. Regional cuisine from farm-to-table ingredients enhances the authentic Italian countryside experience.
The price is $97
$113 total
includes taxes & fees
Nov 17 - Nov 18
La Cantina Relais - Fattoria Il Cipresso
A rectangular swimming pool with a tiled deck, surrounded by lounge chairs and umbrellas.

13. Podere La Rocca

Podere La Rocca
Montepulciano
  • Outdoor pool
  • Pool loungers
  • Hot tub
9.8 out of 10, Exceptional, (114 reviews)
Massage services complement pool-day perfection at this rural Italian retreat. Guests rave about the clean swimming area, delicious on-site restaurant cuisine, and exceptionally helpful staff creating memorable countryside escapes.
The price is $126
$143 total
includes taxes & fees
Nov 29 - Nov 30
Podere La Rocca
A serene pool area with a clear sky and a distant mountain range.

14. Agriturismo Antica Corte

Agriturismo Antica Corte
Montepulciano
  • Pool
  • Spa
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Electric vehicle charging point
9.8 out of 10, Exceptional, (49 reviews)
Riverside relaxation beckons at the seasonal outdoor pool, open June through October, where spa services add extra bliss. Outdoor entertainment areas, grilling spots, and a picnic area complete this countryside haven.
The price is $107
$124 total
includes taxes & fees
Nov 16 - Nov 17
Agriturismo Antica Corte
An aerial view of a rectangular swimming pool with a surrounding tiled deck, surrounded by grassy areas and trees.

15. Equo Suites

Equo Suites
Castiglione del Lago
  • Pool umbrellas
9.4 out of 10, Exceptional, (19 reviews)
Swimming sessions come alive at the seasonal outdoor pool, where stylish umbrellas provide ideal shade from April through September. After a splash, guests can savor meals at 2 on-site restaurants or unwind in the peaceful garden setting.
The price is $107
$123 total
includes taxes & fees
Nov 17 - Nov 18
Equo Suites
A swimming pool with a sunbathing area, surrounded by lush greenery and vineyards.

16. Agriturismo La Terra

Agriturismo La Terra
Montepulciano
  • Pool loungers
9.6 out of 10, Exceptional, (22 reviews)
Poolside paradise awaits at this rustic farm retreat. Splash in the seasonal outdoor pool, relax on sun loungers under umbrellas, or watch children play in their dedicated pool. Hiking trails and free bicycle rentals complete the countryside experience.
The price is $103
$118 total
includes taxes & fees
Nov 16 - Nov 17
Agriturismo La Terra
A swimming pool with lounge chairs and umbrellas, a stone wall, and a building in the background.

17. Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
  • Outdoor pool
  • Pool loungers
9.8 out of 10, Exceptional, (363 reviews)
Swimming sessions become magical moments at this countryside haven's sun-drenched pool. Vineyard views create the perfect backdrop while loungers invite post-dip relaxation before enjoying dinner at the on-site restaurant.
The price is $165
$186 total
includes taxes & fees
Nov 24 - Nov 25
Relais Villa Grazianella - UNA Esperienze
A swimming pool with a wooden deck and white pebbles.

18. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
  • Pool loungers
  • Hot tub
10.0 out of 10, Exceptional, (31 reviews)
The price is $116
$132 total
includes taxes & fees
Nov 16 - Nov 17
DormiVeglia B&B
A waterfront hotel with a swimming pool, a boat dock, and a view of the water.

19. Hotel Lidò

Hotel Lidò
4.0 star property
Passignano sul Trasimeno
  • Outdoor pool
  • Pool loungers
  • Near the beach
  • Hot tub
8.0 out of 10, Very good, (161 reviews)
Sparkling outdoor pool paradise beckons with umbrellas providing shade while adventurous guests rent bicycles for lakeside exploration. After swimming, the hot tub soothes tired muscles as the Italian sunshine bathes this spotlessly clean hotel.
The price is $99
$114 total
includes taxes & fees
Nov 16 - Nov 17
Hotel Lidò
A nighttime swimming pool with a clear reflection, surrounded by trees and lounge chairs.

20. Hotel Le Capanne

Hotel Le Capanne
3.0 star property
Arezzo
  • Pool
  • Free breakfast
  • Airport transfer
  • Pet friendly
  • Free parking
  • Free WiFi
9.4 out of 10, Exceptional, (68 reviews)
Bicycles invite countryside adventures before cooling off in the seasonal pool. L'angolo delle Capanne restaurant serves local cuisine while elegant rooms feature stocked minibars, Frette Italian linens, and premium movies.
The price is $104
$121 total
includes taxes & fees
Nov 30 - Dec 1
Hotel Le Capanne
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.
View all properties

Discover your perfect hotel 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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
9.8 out of 10, Exceptional, (367)
The price is $231
$263 total
includes taxes & fees
Dec 13 - Dec 14
Monastero di Cortona Hotel & 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.
View all properties

Top neighborhoods in Cortona

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

Cortona Old Town

The Cortona Old Town neighborhood has lots to see including Piazza della Repubblica and Giuseppe Garibaldi Memorial.

Top landmarks in Cortona

Villa Bramasole

9.2/10 (20 reviews)
If you're planning a bit of sightseeing during your trip, head to Villa Bramasole— just one of the landmarks located 0.6 mi (1 km) from central Cortona.
See properties

About the destination

If you're looking to discover somewhere new, look no further than Cortona. Whether you're planning to stay for a night or for the week, the area around Cortona has accommodations to fit every need. Search for hotels in Cortona with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Cortona hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Cortona hotel deals are here with our lowest price guarantee.