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

Hotels with a Pool in Cortona

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, (365 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 $236
$264 total
includes taxes & fees
Nov 29 - Nov 30
Monastero di Cortona Hotel & Spa

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 $96
$110 total
includes taxes & fees
Nov 4 - Nov 5
Locanda agli Amici

3. 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 $76
$88 total
includes taxes & fees
Nov 19 - Nov 20
Locanda del Molino

4. 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, (150 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 $366
$407 total
includes taxes & fees
Nov 18 - Nov 19
Il Falconiere - Relais e Chateaux

5. 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 $159
$177 total
includes taxes & fees
Nov 15 - Nov 16
Cortona Resort Spa

6. 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, (67 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 $323
$359 total
includes taxes & fees
Nov 9 - Nov 10
Relais La Corte dei Papi

7. 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 $64
$82 total
includes taxes & fees
Nov 26 - Nov 27
Country House Podere Casorbica

8. 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 $162
$181 total
includes taxes & fees
Nov 3 - Nov 4
Agriturismo Villa Augusto

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 $113
$170 total
includes taxes & fees
Nov 8 - Nov 9
Agriturismo Parco Fiorito

10. La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
  • Outdoor pool
  • Pool loungers
10.0 out of 10, Exceptional, (120 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 3 - Nov 4
La Cantina Relais - Fattoria Il Cipresso

11. 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 $148
$167 total
includes taxes & fees
Nov 20 - Nov 21
Podere La Rocca

12. 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 $172
$189 total
includes taxes & fees
Nov 4 - Nov 5
I Capricci di Merion Resort & Spa

13. Agriturismo Antica Corte

Agriturismo Antica Corte
Montepulciano
  • Pool
  • Spa
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Electric vehicle charging point
9.8 out of 10, Exceptional, (48 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 $108
$125 total
includes taxes & fees
Nov 3 - Nov 4
Agriturismo Antica Corte

14. Hotel Park

Hotel Park
4.0 star property
Castiglion Fiorentino
  • Pool loungers
8.8 out of 10, Excellent, (50 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 $105
$120 total
includes taxes & fees
Nov 4 - Nov 5
Hotel Park

15. Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
  • Outdoor pool
  • Pool loungers
9.8 out of 10, Exceptional, (362 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 $201
$226 total
includes taxes & fees
Nov 26 - Nov 27
Relais Villa Grazianella - UNA Esperienze

16. Equo Suites

Equo Suites
Castiglione del Lago
  • Pool umbrellas
9.4 out of 10, Exceptional, (18 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 $109
$124 total
includes taxes & fees
Nov 4 - Nov 5
Equo Suites

17. Hotel La Darsena

Hotel La Darsena
3.0 star property
Passignano sul Trasimeno
  • Pool loungers
  • Near the beach
8.2 out of 10, Very good, (63 reviews)
The price is $66
$76 total
includes taxes & fees
Nov 9 - Nov 10
Hotel La Darsena

18. 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, (159 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 $100
$115 total
includes taxes & fees
Nov 4 - Nov 5
Hotel Lidò

19. Villaggio Albergo Le Macerine

Villaggio Albergo Le Macerine
3.0 star property
Contrada Fontivegge
  • Outdoor pool
  • Pool loungers
9.2 out of 10, Wonderful, (59 reviews)
Sparkling waters await at the seasonal outdoor pool, complete with comfortable loungers and shady umbrellas for perfect relaxation. Bicycles for rent invite exploration of nearby Lake Trasimeno and scenic hiking trails after refreshing dips.
The price is $114
$130 total
includes taxes & fees
Nov 27 - Nov 28
Villaggio Albergo Le Macerine

20. Hotel Apogeo

Hotel Apogeo
3.0 star property
Sinalunga
  • 2 outdoor pools
  • Poolside bar
  • Children's pool
8.4 out of 10, Very good, (123 reviews)
Poolside relaxation reaches peak perfection with refreshing dips in 2 inviting outdoor pools. A dedicated children's pool keeps little ones entertained while grown-ups sip cocktails at the poolside bar, all complemented by garden views.
The price is $99
$111 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Apogeo
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.

Discover your perfect hotel with a pool in Cortona

Hotels with pools and free breakfast in Cortona

5-star hotels with pools 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.

Top neighborhoods in Cortona

Cortona Old Town

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

Top landmarks in Cortona

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.