Default HTG hotel image

Hotels with Swimming Pools in Portole

  • 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 Pools

Tonight
1 Sept - 2 Sept
Tomorrow
2 Sept - 3 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

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 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.

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.
S$183
includes taxes & fees
28 Sept - 29 Sept
Relais Villa Baldelli
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.
A couple dining at a table with a scenic view of mountains and a lake.
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.

2. Locanda agli Amici

Locanda agli Amici
Cortona
  • Discover seasonal poolside bliss with rooftop views, sun loungers, and umbrellas at this upscale family-friendly retreat.
S$188
includes taxes & fees
20 Sept - 21 Sept
Locanda agli Amici
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 bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.
A stone building with a tiled roof, a small window, and a metal fence.

3. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
  • Immerse in a seasonal poolside paradise with loungers, umbrellas, and fitness amenities.
S$177
includes taxes & fees
1 Oct - 2 Oct
Villa Borgo San Pietro
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
An outdoor dining area with tables set for a meal, surrounded by greenery and trees.
A buffet with various food items, a vase of flowers, and a mirror reflecting the room.
A hallway with a checkered floor, arched windows, and a chandelier.

4. 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.
S$851
includes taxes & fees
3 Sept - 4 Sept
Villa di Piazzano - Small Luxury Hotel of the World
A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.
A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.
A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.
A stone building with a rustic exterior, a wooden door, and a sign that reads "MOLINO".

5. 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.
S$132
includes taxes & fees
30 Sept - 1 Oct
Locanda del Molino
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 balcony with a pool view, a small table, and a chair.
A terrace with sun loungers, stone walls, and potted plants.

6. 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.
S$506
includes taxes & fees
13 Sept - 14 Sept
Monastero di Cortona Hotel & Spa
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.
A well-maintained garden with a wooden pergola, stone structures, and lush greenery.
A kitchen with stone walls, a gas stove, and a wooden shelf with wine bottles.
A stone building with a wooden balcony, outdoor seating, and potted plants.

7. Country House Podere Casorbica

Country House Podere Casorbica
Cortona
  • Soak in seasonal bliss at this Italian country house with a dreamy outdoor pool for kids and adults alike.
S$152
includes taxes & fees
28 Sept - 29 Sept
Country House Podere Casorbica
A swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.
A spacious hallway with wooden flooring, a wooden cabinet with a mirror, and two candle lanterns.
A bedroom with a bed, a chair, a table with a candle, and a wardrobe.
A round table set for dining with candles, wine glasses, and a bottle of wine. A stone wall and wooden furniture are in the background.

8. Cortona Resort Spa

Cortona Resort Spa
Cortona
  • Serene seasonal outdoor pool awaits at this rural Italian resort, where massages and hiking trails beckon.
S$238
includes taxes & fees
3 Sept - 4 Sept
Cortona Resort Spa
A nighttime swimming pool with a clear reflection, surrounded by trees and lounge chairs.
A large, two-story building with a symmetrical facade, a central entrance, and evenly spaced windows.
A restaurant interior with tables set for dining, a kitchen area, and a wine display.
An outdoor dining area with tables set for breakfast, including pastries, fruit, and beverages.

9. Hotel Le Capanne

Hotel Le Capanne
Arezzo
  • Splash into seasonal bliss at this 24-hour rural pool escape with mountain views and refreshing freedom.
S$175
includes taxes & fees
21 Sept - 22 Sept
Hotel Le Capanne
A landscaped garden with a swimming pool, neatly trimmed hedges, and outdoor seating areas.
A building with arched windows and a well-maintained garden with trimmed bushes and a large flower pot.
A greenhouse-style dining area with tables and chairs, surrounded by greenery and string lights.
A restaurant with glass walls, tables set with white tablecloths, and chairs.

10. La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
  • Discover a Tuscan escape with a vineyard-view pool, winery tours, and farm-to-table dining.
S$224
includes taxes & fees
7 Sept - 8 Sept
La Cantina Relais - Fattoria Il Cipresso
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

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Unforgetable experience in the middle of wine country in Tuscany. Higly recommended. the view from the property is amazing. Excellent full breakfast and clean rooms. Only minor complain is the air conditioning in a very hot august months."
Jacobo 2-night trip
Posted 3 days ago
Relais Villa Grazianella - UNA Esperienze
Relais Villa Baldelli

Relais Villa Baldelli

8/10 Good
"The property was relaxing and quaint. The pool was nice and the overall Tuscan country vibe and decor was nice. The location was good and the rooms were spacious. It was not walkable to anything but if you have a rental car the location is great because Cortana is a wonderful town. The staff is kind and responsive however I had an issue with the cleaning ladies where they disposed of thing of my mine thinking it was trash. I found it odd that cleaning folks would take it upon themselves to touch my things as all. I asked them to not to clean our room anymore and they did it again the next day due to poor internal communication. It was annoying to deal with that but still I would say the staff tried their best to be helpful. Lastly, I was not a fan of their breakfast. They had the basics that were heavily rooted in sweets and pork both of which I don’t eat. They made fresh plain eggs but some veggies and maybe turkey meat would have been nice. Overall, for the price point this place is good."
Shabnam Karimi 4-night trip
Posted 8 days ago
Relais Villa Baldelli
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Staff was helpful , and the room was clean. The Antica Casina di Caccia dining with wine pairing was absolutely amazing. Also took some great pictures in the garden. The breakfast was nice too."
Yan Bo 1-night trip
Posted 2 weeks ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel Villa Paradiso

Hotel Villa Paradiso

10/10 Excellent
"In general a good place to stay. Excellent pool and pool area to relax. Good location easy access to station and town and good parking provision. Initial room offer not so good but we were able to move to a much nicer room with no problem.Buffet breakfast good with many options. The only downside is no WiFi in the rooms but good WiFi in communal areas."
Moira 2-night trip
Posted 3 months ago
Hotel Villa Paradiso

Frequently asked questions

What are some accommodation options with pools in Portole?
Precise Tale Poggio Alla Sala: Features a seasonal outdoor pool, an indoor pool and a full-service spa. Villa di Piazzano - Small Luxury Hotel of the World: Offers a snack bar/deli, an outdoor pool and free self parking. Monastero di Cortona Hotel & Spa: Provides a full-service spa, an indoor pool and a sauna. Il Falconiere - Relais e Chateaux: Features a full-service spa, 2 outdoor swimming pools and a sauna. Nuovo Etruria Resort: Offers televisions, a seasonal outdoor pool and complimentary bottled water.
What is there to see and do in Portole?
Make a point to visit attractions such as Isola Maggiore and Naturalistic Oasis La Valle. Discover sights such as Villa Bramasole, Santa Maria Nuova and Cortona Cathedral during your stay.
When is the best time to book a hotel with a pool in Portole?
You may want to consider a place to stay with an outdoor swimming pool if you'll be visiting Portole in the warmest months of August, July or June, when the average temperature is 21°C. Accommodation with an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temp is 5°C.

Explore a world of travel with Expedia