Default HTG hotel image

Hotels with Swimming Pool in Portole, Cortona

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Portole Hotels with Swimming Pool

Tonight
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Portole hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.
A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.
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.

1. 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.
P7,393
P8,698 total
includes taxes & fees
Oct 17 - Oct 18
Relais Villa Baldelli
A pool area with lounge chairs, a hot tub, and a view of mountains.
A spacious room with a large window, a view of a landscape painting, and a desk with a vase of flowers.
A terrace with sun loungers, stone walls, and potted plants.
A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.

2. 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.
P15,556
P17,677 total
includes taxes & fees
Oct 25 - Oct 26
Monastero di Cortona Hotel & Spa
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 a tiled roof, a small window, and a metal fence.
A stone building with multiple windows and a courtyard.
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.
P8,619
P10,047 total
includes taxes & fees
Oct 17 - Oct 18
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 stone building with a red awning, potted plants, and a staircase leading to the entrance.
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.
P23,168
P25,768 total
includes taxes & fees
Nov 15 - Nov 16
Il Falconiere - Relais e Chateaux
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
A hallway with a checkered floor, arched windows, and a chandelier.
A large estate with a swimming pool, surrounded by lush greenery and hills.
An outdoor dining area with tables set for a meal, surrounded by greenery and trees.

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.
P39,895
P44,451 total
includes taxes & fees
Oct 19 - Oct 20
Villa di Piazzano - Small Luxury Hotel of the World
A hotel with a rooftop pool, a modern building with a sloped roof, and a view of the surrounding town.
A modern bar area with a counter, bar stools, and a seating area with chairs.
A modern hotel lobby with a reception desk, seating area, and a large plant.
A modern library with leather sofas, bookshelves, and a large window.

6. Hotel Park

Hotel Park
Castiglion Fiorentino
  • Soak up the sun at this hotel's seasonal pool, surrounded by lounge chairs for ultimate relaxation.
P6,611
P7,553 total
includes taxes & fees
Oct 28 - Oct 29
Hotel Park
A tranquil sunset over a calm body of water with a gazebo structure in the foreground.
A large building with a tiled roof, surrounded by grapevines and a hay bale in a field.
A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.
A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.

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.
P12,310
P13,895 total
includes taxes & fees
Oct 17 - Oct 18
Cortona Resort - Le Terre Dei Cavalieri
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 long banquet table with gold candelabras, white flowers, and gold tableware.
A spacious bathroom with a large wooden bathtub, a freestanding mirror, and a glass-enclosed shower.

8. Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
  • Luxurious Tuscan retreat offers poolside bliss with mountain views and spa treatments.
P21,635
P24,081 total
includes taxes & fees
Nov 9 - Nov 10
Relais La Corte dei Papi
A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.
A bedroom with a bed, a table with lemons, a window with curtains, and a radiator.
A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.
A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.

9. Locanda del Molino

Locanda del Molino
Cortona
  • Take a dip in the outdoor pool surrounded by Tuscan scenery while sipping refreshing drinks from the poolside bar.
P4,939
P5,999 total
includes taxes & fees
Oct 28 - Oct 29
Locanda del Molino
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.
A person in a white robe standing by a window with a view of mountains.
A person seated at a table with a glass of white wine, in a room with tables and chairs, and a plant in the background.
A couple dining at a table with a scenic view of mountains and a lake.

10. Locanda agli Amici

Locanda agli Amici
Cortona
  • Discover seasonal poolside bliss with rooftop views, sun loungers, and umbrellas at this upscale family-friendly retreat.
P6,153
P7,333 total
includes taxes & fees
Oct 18 - Oct 19
Locanda agli Amici
View all properties

Choose what matters most at hotels with a pool in Portole

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Portole Hotel Reviews

Podere La Rocca

Podere La Rocca

10/10 Excellent
"I had a wonderful time! The property was well maintained, the room was clean, the staff were attentive and friendly and professional!"
Jennifer 4-night trip
Posted 5 days ago
Podere La Rocca
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 11 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel Villa Paradiso

Hotel Villa Paradiso

8/10 Good
"Nice hotel, rooms are a decent size and the bed was comfortable. Breakfast was very good, lots of choice Excellent pool area and ample seating/ sun loungers. Layout of hotel can be a little confusing at first, finding your way down stairs to dinning area but additional signage was put up indicating directions. Hotel appears to do a lot of its business accommodating large coach parties, certainly during our stay so lots of people at breakfast at same time before they go off on trips."
Keith 4-night trip
Posted 2 weeks ago
Hotel Villa Paradiso
Hotel Garden Experience

Hotel Garden Experience

10/10 Excellent
"Tout est super je le recomendé fortement"
Keny Yahaira 7-night trip
Posted 2 months ago
Hotel Garden Experience

Frequently asked questions

What are some accommodations with pools in Portole?
Villa di Piazzano - Small Luxury Hotel of the World: Features a snack bar/deli, an outdoor pool, and free self parking. Precise Tale Poggio Alla Sala: Offers a seasonal outdoor pool, an indoor pool, and a full-service spa. Nuovo Etruria Resort: Provides televisions, a seasonal outdoor pool, and complimentary bottled water. Monastero di Cortona Hotel & Spa: Features a full-service spa, an indoor pool, and a sauna. Hotel Continentale: Features a snack bar/deli, an outdoor pool, and free self parking.
What is there to see and do in Portole?
Make a point to visit attractions like Isola Maggiore and Naturalistic Oasis La Valle. Discover sights such as Villa Bramasole, Piazza della Repubblica, and Tennis Club Castiglionese during your stay.
When is the best time to book a hotel with a pool in Portole?
You may want to consider an accommodation that has an outdoor pool if you're planning to visit Portole in the hottest months of August, July, or June when the average temperature is 70°F. Lodging with 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.

Explore a world of travel with Expedia