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Hotels with Swimming Pool in Ossaia, Cortona

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Check availability on Ossaia Hotels with Swimming Pool

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Ossaia hotels with a pool

A pool area with lounge chairs, a hot tub, and a view of mountains.
A terrace with sun loungers, stone walls, and potted plants.
A balcony with a pool view, a small table, and a chair.
A spacious room with a large window, a view of a landscape painting, and a desk with a vase of flowers.

1. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
  • Luxurious indoor pool sanctuary awaits at this historic Cortona monastery, where relaxation flows from spa waters to garden views.
P16,575
P18,793 total
includes taxes & fees
Oct 25 - Oct 26
Monastero di Cortona Hotel & Spa
A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.
A rustic outdoor dining area with stone walls, a table, and wicker chairs.
A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.
A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.

2. Relais Villa Baldelli

Relais Villa Baldelli
Cortona
  • Dive into cooling bliss at this upscale hotel's seasonal outdoor pool with lounger service and refreshing drinks.
P7,322
P8,614 total
includes taxes & fees
Oct 14 - Oct 15
Relais Villa Baldelli
A rectangular swimming pool with clear blue water, surrounded by white lounge chairs and umbrellas, set against a backdrop of trees and a clear sky.
A stone building with multiple windows and a courtyard.
A stone building with a tiled roof, a small window, and a metal fence.
A stone building with outdoor seating and a fountain.

3. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
  • Immerse in a seasonal poolside paradise with loungers, umbrellas, and fitness amenities.
P7,390
P8,690 total
includes taxes & fees
Oct 14 - Oct 15
Villa Borgo San Pietro
A person in a swimming pool with a view of trees and mountains through a window.
A balcony with a table and chairs, a potted plant, and a view of a green landscape.
A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

4. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
  • Luxurious Tuscan retreat offers twin outdoor pools, winery access, and poolside dining with stunning vineyard views.
P23,976
P26,653 total
includes taxes & fees
Nov 2 - Nov 3
Il Falconiere - Relais e Chateaux
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
A buffet with various food items, a vase of flowers, and a mirror reflecting the room.
A large estate with a swimming pool, surrounded by lush greenery and hills.
A hallway with a checkered floor, arched windows, and a chandelier.

5. Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
  • Tuscan escape with poolside lounging beneath cypress trees and vineyard views.
P39,510
P44,021 total
includes taxes & fees
Oct 15 - Oct 16
Villa di Piazzano - Small Luxury Hotel of the World
A pool surrounded by neatly trimmed hedges and a row of sun loungers.
A restaurant with round tables set for dining, large windows with curtains, and a view of the countryside.
An outdoor dining area with a table set with food and wine, surrounded by outdoor seating and a large house in the background.
A courtyard with a brick building, surrounded by well-maintained lawns and potted plants.

6. Borgo Tre Rose

Borgo Tre Rose
Montepulciano
  • Soak in panoramic views at this vineyard hotel with a sun-drenched outdoor pool.
P4,577
P5,315 total
includes taxes & fees
Nov 2 - Nov 3
Borgo Tre Rose
A tranquil sunset over a calm body of water with a gazebo structure in the foreground.
A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.
An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.
A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.

7. Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
  • Elegant farmhouse pool retreat immerses guests in the Tuscan countryside with dining steps away.
P9,334
P10,617 total
includes taxes & fees
Oct 15 - Oct 16
Cortona Resort - Le Terre Dei Cavalieri
A waterfront hotel with a swimming pool, a boat dock, and a view of the water.
A marina with boats docked, a waterfront building, and a cityscape in the background.
A waterfront hotel with multiple balconies, a calm river, and a dock with boats.
A waterfront restaurant with outdoor seating, a view of a river, and buildings in the background.

8. Hotel Lidò

Hotel Lidò
Passignano sul Trasimeno
  • Unwind by the sparkling outdoor pool with loungers and umbrellas at this upscale lakeside retreat.
P6,302
P7,212 total
includes taxes & fees
Oct 16 - Oct 17
Hotel Lidò
A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.
A historic stone building with arched doorways and a courtyard at twilight.
A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.
A long banquet table with gold candelabras, white flowers, and gold tableware.

9. Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
  • Luxurious Tuscan retreat offers poolside bliss with mountain views and spa treatments.
P21,426
P23,849 total
includes taxes & fees
Nov 9 - Nov 10
Relais La Corte dei Papi
An aerial view of a rectangular swimming pool with a surrounding tiled deck, surrounded by grassy areas and trees.
A historic building with a courtyard, surrounded by lush greenery and trees.
A bedroom with a bed, bedside lamps, a window, and a rustic wooden ceiling.
A cozy living room with a grey sofa, a green lamp, and a large mirror.

10. Equo Suites

Equo Suites
Castiglione del Lago
  • Refreshing seasonal pool oasis with shady umbrellas creates the perfect summer retreat at this hotel.
P7,357
P8,372 total
includes taxes & fees
Nov 9 - Nov 10
Equo Suites
View all properties

Choose what matters most at hotels with a pool in Ossaia

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Ossaia Hotel Reviews

Albergo San Biagio

Albergo San Biagio

8/10 Good
"Not a happy greeting but checked in ok. Swimming was a €5 charge but you needed to wear a swim cap €2 if needed. The restaurant staff were fantastic and really helpful and asked about us and our trip. The town is bit of a hike - drive to is best."
MARK 1-night trip
Posted 2 hours ago
Albergo San Biagio
Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano

8/10 Good
"Ok."
Yuanjun 1-night trip
Posted 4 days ago
Hotel Panoramic Montepulciano
Agriturismo La Sovana

Agriturismo La Sovana

8/10 Good
"Wonderful"
Robert 2-night trip
Posted 4 days ago
Agriturismo La Sovana
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"
lynda 3-night trip
Posted 8 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"Personal, muy amable y educado, muy cálida, recepción, lindo hotel. Lo aconsejo para quienes quieran visitar la toscana y sobretodo Montepulciano."
Julio 1-night trip
Posted 2 weeks ago
Hotel Villa Ricci

Frequently asked questions

What are some hotels with pools in Ossaia?
Villa di Piazzano - Small Luxury Hotel of the World: Features a snack bar/deli, an outdoor pool, and free self parking. Nuovo Etruria Resort: Offers televisions, a seasonal outdoor pool, and complimentary bottled water. Precise Tale Poggio Alla Sala: Provides a seasonal outdoor pool, an indoor pool, and a full-service spa. Hotel Continentale: Offers a full-service spa, an indoor pool, and a sauna. Monastero di Cortona Hotel & Spa: Features sun loungers, an infinity pool, and complimentary wireless internet access.
What is there to see and do in Ossaia?
The picturesque setting of Isola Maggiore and Lake Trasimeno showcase the area's natural beauty. Discover sights such as Villa Bramasole, Piazza della Repubblica, and Passignano sul Trasimeno Marina during your stay.
When is the best time to book a hotel with a pool in Ossaia?
You may want to think about an accommodation that has an outdoor pool if you will be visiting Ossaia in the hottest months of August, July, or June when the average temp is 71°F. Lodging offering an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temp is 42°F.

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