Portole Holiday Rentals: Short-Term Accommodations for Rent

Q: What are some of the best holiday rentals that Portole has to offer?

Holiday Home in Umbria with Pool : This holiday home rental outside of Portole offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind.

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Our top choices for Portole holiday rentals

An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

1. B&B Piccolo Hotel

Cortona Old Town

mansoor

HK$1,376 total

includes taxes & fees

29 Sept - 30 Sept

A narrow stone staircase leading up to a building with a red door, flanked by buildings with balconies and hanging laundry.

2. City / Village Apartment in Cortona with 1 bedrooms sleeps 2

Cortona Old Town

Dawn H.

HK$871 total

includes taxes & fees

1 Oct - 2 Oct

A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

3. Vicolo Della Scala Rooms - La Luna

Cortona Old Town

HK$912 total

includes taxes & fees

26 Sept - 27 Sept

A swimming pool with stone edges, surrounded by greenery and a view of a hill with a castle-like structure in the background.

4. Holiday Apartment "Monastero" with Mountain View, Shared Pool & Wi-Fi

Cortona (AR)

Anonymous traveller

HK$5,095 total

includes taxes & fees

25 Sept - 26 Sept

A staircase with two lit lanterns on the wall.

5. Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Old Town

Erin

HK$1,290 total

includes taxes & fees

30 Sept - 1 Oct

A view from a window overlooking a courtyard with stone buildings and a tower.

6. La Finestra sul Teatro

Cortona Old Town

Michelle H.

HK$1,634 total

includes taxes & fees

4 Oct - 5 Oct

A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

7. San Michele al Borgo

Castiglion Fiorentino

Vern

HK$1,268 total

includes taxes & fees

25 Sept - 26 Sept

A balcony with a clear view of a distant landscape, a stone building, and a glass of orange juice.

8. Cortonas Rooftop Nest

Cortona Old Town

Robin F.

HK$1,680 total

includes taxes & fees

28 Sept - 29 Sept

A hot tub in a grassy outdoor area with a mountain view.

9. Farmhouse with mountain views hot tub

Cortona

HK$3,545 total

includes taxes & fees

27 Sept - 28 Sept

A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

10. CASA AMBRA

Cortona Old Town

HK$2,839 total

includes taxes & fees

1 Oct - 2 Oct

A modern apartment with a kitchen, dining area, living room, and a balcony.

11. Apartment 'Blu Trasimeno' with Private Garden, Wi-Fi and Air Conditioning

Tuoro sul Trasimeno

Anonymous traveller

HK$1,723 total

includes taxes & fees

25 Oct - 26 Oct

A kitchen with white cabinets, a microwave, a sink, and a window with lace curtains.

12. Happy Nest Tuscany Between Florence and Rome

Castiglion Fiorentino

HK$598 total

includes taxes & fees

25 Sept - 26 Sept

A park with picnic tables, a playground, and a gravel path.

13. Holiday home with panoramic terrace ideal for families and couples

Cortona

HK$723 total

includes taxes & fees

25 Sept - 26 Sept

14. Beautiful apartment for 2 people with WIFI, A/C and pets allowed

Cortona Old Town

HK$904 total

includes taxes & fees

26 Sept - 27 Sept

An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

15. Fontelunga Hotel & Villas

Foiano della Chiana

Brian

HK$2,608 total

includes taxes & fees

11 Oct - 12 Oct

A fountain with water cascading down a column, surrounded by greenery and a building in the background.

16. Residence al Lago

Contrada Fontivegge

Hananeh

HK$842 total

includes taxes & fees

28 Sept - 29 Sept

A window with a view of a historic town, including a prominent tower and colorful buildings.

17. The window on the tower apartment new castiglion fiorentino

Castiglion fiorentino

"Large apartment 4 floors above the town. Easy walking to anywhere in the area. Great shower and large bathroom. Equipped kitchen with big refrigerator. Living room with TV and dining table and couch. Large bedroom with fan. Also, there is a hairdryer and ironing board and iron. You are very close to walk to restaurants and stores, About a mile from the train station up a hill but the hostess helped us with transport.Overall, an excellent stay for my wife and I. (Be aware the room is 4...

aric w.

HK$1,250 total

includes taxes & fees

30 Sept - 1 Oct

18. iConic Wellness Resort

Arezzo

Rheymarie

HK$705 total

includes taxes & fees

25 Oct - 26 Oct

A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

19. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

HK$748 total

includes taxes & fees

25 Sept - 26 Sept

A stone house with a swimming pool, outdoor seating, and a well-lit patio area.

20. Villa in Tuscany with Pool and Valley Views

Castiglion Fiorentino

Anonymous traveller

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Top Portole Hotel Reviews

Nuovo Etruria Resort

8/10 Good

"ALFREDO IS THE BEST!!!!"

Villa Tiberini Wine Relais

10/10 Excellent

"Property was a bit remote, accessible by a 1K dirt driveway, but definitely worth the trip, and really not far from town and Montepulciano. Beautiful views, rooms were spacious and clean, and owners Nunzia and her husband Luca were helpful and gracious. We were able to spend several hours with Luca walking us through the wine making process, from picking the grapes to tracking the fermenting in oak barrels. Be sure to taste the wine, it is excellent. If you’re looking for a reasonably priced authentic experience in a wonderful location, this is it."

Hotel San Michele

8/10 Good

"This is a charming hotel housed in a 15th century palazzo as close as you can get to the center of Cortona. The staff was pleasant and helpful. Plus you can pull your car up for luggage drop off - a real convenience in a town center where cars are otherwise restricted. Just note this hotel is in an old building. Not all rooms are serviced by elevator - some stairs required. And like any historic property the facilities have charming quirks - rooms but not all public facilities have A/C, lighting is low and there are no amenities on site other than a lovely buffet breakfast you can enjoy inside or in a garden setting. However its location steps from Cortona’s Piazza Republica, restaurants and shops make up for any shortcomings!"

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"

Find out more about Portole

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Frequently asked questions

Can I find holiday rentals in Portole?

Yes, there are holiday rentals close to the most popular sights in Portole, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Portole has to offer?

Holiday Home in Umbria with Pool: This holiday home rental outside of Portole offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind.

What can I see and do in Portole?

Explore the area and family-friendly sights such as Naturalistic Oasis La Valle, or get out into nature at a spot like Isola Maggiore. Villa Bramasole and Cortona Cathedral are a couple of places you'll find in the wider area.

What are holiday rentals like in Portole?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portole. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for small groups.

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Check prices for these dates

Our top choices for Portole holiday rentals

1. B&B Piccolo Hotel

2. City / Village Apartment in Cortona with 1 bedrooms sleeps 2

3. Vicolo Della Scala Rooms - La Luna

4. Holiday Apartment "Monastero" with Mountain View, Shared Pool & Wi-Fi

5. Cortona Shabby Chic House<br>(Independent & balcony)

6. La Finestra sul Teatro

7. San Michele al Borgo

8. Cortonas Rooftop Nest

9. Farmhouse with mountain views hot tub

10. CASA AMBRA

11. Apartment 'Blu Trasimeno' with Private Garden, Wi-Fi and Air Conditioning

12. Happy Nest Tuscany Between Florence and Rome

13. Holiday home with panoramic terrace ideal for families and couples

14. Beautiful apartment for 2 people with WIFI, A/C and pets allowed

15. Fontelunga Hotel & Villas

16. Residence al Lago

17. The window on the tower apartment new castiglion fiorentino

18. iConic Wellness Resort

19. Artisti del Cavallo Tourism

20. Villa in Tuscany with Pool and Valley Views

Find holiday rentals that suit your style

Top Portole Hotel Reviews

Nuovo Etruria Resort

Villa Tiberini Wine Relais

Monastero di Cortona Hotel & Spa

Precise Tale Poggio Alla Sala

Hotel San Michele

Villa di Piazzano - Small Luxury Hotel of the World

Il Falconiere - Relais e Chateaux

Relais Villa Grazianella - UNA Esperienze

Borgo San Vincenzo

Find out more about Portole

Frequently asked questions

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