
Hotels with a Pool in Ossaia
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Top 5 Hotels with a Pool in Ossaia at a glance
- Cortona Resort Spa — Located in Cortona. Guest rating: 9.2/10 — Wonderful.
- Locanda del Molino — 4-star hotel in Cortona. Guest rating: 9.6/10 — Exceptional.
- Relais Villa Baldelli — 4-star hotel in Cortona. Guest rating: 9.4/10 — Exceptional.
- Locanda agli Amici — 4-star hotel in Cortona. Guest rating: 9.8/10 — Exceptional.
- Monastero di Cortona Hotel & Spa — 5-star hotel in Cortona Old Town. Guest rating: 10/10 — Exceptional.
Hotels with a Pool in Ossaia




9.2 out of 10, Wonderful, (7 reviews)
9.2/10
Wonderful
(7 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.
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 $144
$144
$162 total
includes taxes & fees
Aug 6 - Aug 7




9.6 out of 10, Exceptional, (38 reviews)
9.6/10
Exceptional
(38 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.
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 $118
$118
$140 total
includes taxes & fees
Aug 6 - Aug 7




9.4 out of 10, Exceptional, (137 reviews)
9.4/10
Exceptional
(137 reviews)
Poolside bliss awaits at the seasonal outdoor pool, complete with loungers, umbrellas, and refreshing drinks from the bar. After swimming, guests savor the excellent breakfast before exploring hiking trails and mountain biking adventures.
Poolside bliss awaits at the seasonal outdoor pool, complete with loungers, umbrellas, and refreshing drinks from the bar. After swimming, guests savor the excellent breakfast before exploring hiking trails and mountain biking adventures.
The price is $130
$130
$152 total
includes taxes & fees
Aug 6 - Aug 7




9.8 out of 10, Exceptional, (40 reviews)
9.8/10
Exceptional
(40 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.
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 $129
$129
$151 total
includes taxes & fees
Aug 9 - Aug 10




Monastero di Cortona Hotel & Spa
Monastero di Cortona Hotel & Spa5.0 star property
Cortona Old Town
- Indoor pool
- Hot tub
10.0 out of 10, Exceptional, (302 reviews)
10/10
Exceptional
(302 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.
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 $292
$292
$330 total
includes taxes & fees
Aug 16 - Aug 17




9.4 out of 10, Exceptional, (105 reviews)
9.4/10
Exceptional
(105 reviews)
Sunshine-seekers splash in the seasonal pool (open May to September), surrounded by umbrellas and loungers. Beyond aquatic pleasures, guests discover yoga classes, hiking trails, and attentive staff who consistently exceed expectations.
Sunshine-seekers splash in the seasonal pool (open May to September), surrounded by umbrellas and loungers. Beyond aquatic pleasures, guests discover yoga classes, hiking trails, and attentive staff who consistently exceed expectations.
The price is $126
$126
$148 total
includes taxes & fees
Aug 27 - Aug 28




9.0 out of 10, Wonderful, (97 reviews)
9.0/10
Wonderful
(97 reviews)
Sunbathers stretch out on loungers surrounding the refreshing outdoor pool, a scenic centerpiece of this Tuscan retreat. Beyond swimming, visitors discover an attached winery, tennis court, and miles of hiking trails through spectacular countryside.
Sunbathers stretch out on loungers surrounding the refreshing outdoor pool, a scenic centerpiece of this Tuscan retreat. Beyond swimming, visitors discover an attached winery, tennis court, and miles of hiking trails through spectacular countryside.
The price is $107
$107
$123 total
includes taxes & fees
Aug 24 - Aug 25




Relais La Corte dei Papi
Relais La Corte dei Papi5.0 star property
Cortona
- Outdoor pool
- Poolside bar
- Pool loungers
- Full-service spa
9.6 out of 10, Exceptional, (65 reviews)
9.6/10
Exceptional
(65 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.
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 $320
$320
$361 total
includes taxes & fees
Aug 11 - Aug 12




8.4 out of 10, Very Good, (52 reviews)
8.4/10
Very Good
(52 reviews)
Splash into vacation mode at twin pools where families make memories. Mountain biking adventures, free bicycle rentals, and lakefront proximity create the perfect balance of relaxation and recreation at this charming Italian retreat.
Splash into vacation mode at twin pools where families make memories. Mountain biking adventures, free bicycle rentals, and lakefront proximity create the perfect balance of relaxation and recreation at this charming Italian retreat.
The price is $94
$94
$108 total
includes taxes & fees
Aug 12 - Aug 13




Cortona Resort - Le Terre Dei Cavalieri
Cortona Resort - Le Terre Dei CavalieriCortona
- Outdoor pool
- Poolside bar
- Pool loungers
9.8 out of 10, Exceptional, (76 reviews)
9.8/10
Exceptional
(76 reviews)
Poolside loungers invite sun-drenched relaxation at this rustic retreat with mountain biking trails nearby. A poolside bar serves refreshing drinks while the Italian restaurant offers al fresco dining under Tuscan skies.
Poolside loungers invite sun-drenched relaxation at this rustic retreat with mountain biking trails nearby. A poolside bar serves refreshing drinks while the Italian restaurant offers al fresco dining under Tuscan skies.
The price is $171
$171
$194 total
includes taxes & fees
Aug 18 - Aug 19




Villa di Piazzano - Small Luxury Hotel of the World
Villa di Piazzano - Small Luxury Hotel of the World5.0 star property
Cortona
- Outdoor pool
- Poolside bar
- Pool loungers
9.8 out of 10, Exceptional, (241 reviews)
9.8/10
Exceptional
(241 reviews)
Splash into summer at the outdoor pool, surrounded by pristine Tuscan grounds and mountain views. Luxury loungers, poolside cocktails, and exceptional staff create a perfect retreat after exploring hiking trails near Lake Trasimeno.
Splash into summer at the outdoor pool, surrounded by pristine Tuscan grounds and mountain views. Luxury loungers, poolside cocktails, and exceptional staff create a perfect retreat after exploring hiking trails near Lake Trasimeno.
The price is $637
$637
$710 total
includes taxes & fees
Aug 16 - Aug 17




Park Hotel Montigeto
Park Hotel Montigeto3.0 star property
Passignano sul Trasimeno
- Outdoor pool
- Pool loungers
8.8 out of 10, Excellent, (32 reviews)
8.8/10
Excellent
(32 reviews)
Colorful pool loungers beckon beneath the Italian sun at this charming lakeside retreat. Beyond the refreshing outdoor pool, guests discover bicycle rentals for exploring nearby Lake Trasimeno, a playground for little ones, and a welcoming bar for evening aperitifs.
Colorful pool loungers beckon beneath the Italian sun at this charming lakeside retreat. Beyond the refreshing outdoor pool, guests discover bicycle rentals for exploring nearby Lake Trasimeno, a playground for little ones, and a welcoming bar for evening aperitifs.
The price is $98
$98
$111 total
includes taxes & fees
Sep 2 - Sep 3




Il Falconiere - Relais e Chateaux
Il Falconiere - Relais e Chateaux5.0 star property
Cortona
- 2 outdoor pools
- Poolside bar
- Pool loungers
- Hot tub
9.4 out of 10, Exceptional, (134 reviews)
9.4/10
Exceptional
(134 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.
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 $466
$466
$522 total
includes taxes & fees
Aug 26 - Aug 27




9.8 out of 10, Exceptional, (12 reviews)
9.8/10
Exceptional
(12 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.
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 $167
$167
$189 total
includes taxes & fees
Sep 1 - Sep 2




Hotel Villa Paradiso
Hotel Villa Paradiso4.0 star property
Passignano sul Trasimeno
- Outdoor pool
- Pool loungers
- Near the beach
7.6 out of 10, Good, (100 reviews)
7.6/10
Good
(100 reviews)
Swimming adventures await at the expansive outdoor pool complex, complete with a dedicated children's splash zone and ample sun loungers. Beyond the water, guests savor free breakfast buffets and unwind in the garden after lakeside explorations.
Swimming adventures await at the expansive outdoor pool complex, complete with a dedicated children's splash zone and ample sun loungers. Beyond the water, guests savor free breakfast buffets and unwind in the garden after lakeside explorations.
The price is $104
$104
$119 total
includes taxes & fees
Sep 1 - Sep 2




10.0 out of 10, Exceptional, (23 reviews)
10/10
Exceptional
(23 reviews)
Bicyclists and hikers find respite in the seasonal outdoor oasis complete with sun loungers and a rejuvenating hot tub. After adventures on nearby trails, Casa Bellavista offers spa treatments, wedding services, and eco-friendly comfort.
Bicyclists and hikers find respite in the seasonal outdoor oasis complete with sun loungers and a rejuvenating hot tub. After adventures on nearby trails, Casa Bellavista offers spa treatments, wedding services, and eco-friendly comfort.
The price is $233
$233
$261 total
includes taxes & fees
Aug 24 - Aug 25




Villa Svetoni Wine Resort
Villa Svetoni Wine ResortMontepulciano
- Poolside bar
- Children's pool
- Full-service spa
9.6 out of 10, Exceptional, (94 reviews)
9.6/10
Exceptional
(94 reviews)
Splash into summer at the seasonal pool featuring a children's area and poolside bar service amid picturesque vineyards. Villa Svetoni complements aquatic relaxation with winery tours, facials, and massages at the full-service spa.
Splash into summer at the seasonal pool featuring a children's area and poolside bar service amid picturesque vineyards. Villa Svetoni complements aquatic relaxation with winery tours, facials, and massages at the full-service spa.
The price is $277
$277
$309 total
includes taxes & fees
Aug 17 - Aug 18




Hotel La Darsena
Hotel La Darsena3.0 star property
Passignano sul Trasimeno
- Pool loungers
- Near the beach
8.2 out of 10, Very Good, (59 reviews)
8.2/10
Very Good
(59 reviews)
The price is $83
$83
$95 total
includes taxes & fees
Aug 30 - Aug 31




Villa Schiatti
Villa Schiatti4.0 star property
Castiglion Fiorentino
- Poolside bar
- Pool loungers
- 3 hot tubs
9.0 out of 10, Wonderful, (49 reviews)
9.0/10
Wonderful
(49 reviews)
The price is $176
$176
$198 total
includes taxes & fees
Aug 6 - Aug 7




Hotel Lidò
Hotel Lidò4.0 star property
Passignano sul Trasimeno
- Outdoor pool
- Pool loungers
- Near the beach
- Hot tub
8.0 out of 10, Very Good, (153 reviews)
8.0/10
Very Good
(153 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.
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 $114
$114
$130 total
includes taxes & fees
Sep 1 - Sep 2
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.
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.