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Trestina Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Trestina holiday rentals

A stone building with a balcony and a small garden area with plants.

1. L'Antica Sosta

L'Antica Sosta
Corciano
9.4 out of 10, Exceptional, (3 reviews)
"Molto accoglienti e gentili "
Italy
Valentina
The price is AU$94
includes taxes & fees
26 Oct - 27 Oct
L'Antica Sosta
A building with a balcony, multiple windows, and a door.

2. Dolce Rosa Centro Storico

Dolce Rosa Centro Storico
Sansepolcro
9.6 out of 10, Exceptional, (13 reviews)
"Ottimo rapporto qualità prezzo camera carina... un unico neo mancavano i tappi di vasca e bidet..."
Italy
Sergio
The price is AU$85
includes taxes & fees
23 Oct - 24 Oct
Dolce Rosa Centro Storico
A modern kitchen with a central island, built-in appliances, and a dining area with a table and chairs.

3. The Cyclist. Pedal your way to your ideal stay!

The Cyclist. Pedal your way to your ideal stay!
Parlesca
The price is AU$160
includes taxes & fees
1 Nov - 2 Nov
The Cyclist. Pedal your way to your ideal stay!
A courtyard with a stone pathway, potted plants, and a building with multiple windows and a door.

4. Elegant Countryside Retreat

Elegant Countryside Retreat
Città di Castello
9.4 out of 10, Exceptional, (29 reviews)
"Enjoyed evenings near that fireplace, really nice ambiance when winding down after excursions into town. Garden’s a good spot to chill if you want some fresh air as well."
United States
Anonymous traveller
The price is AU$409
includes taxes & fees
23 Oct - 24 Oct
Elegant Countryside Retreat
A cozy living room with a wooden ceiling, a sofa, a dining table with chairs, a bookshelf, and a view through a window.

5. La Perla del Lago Vacation Home - All the comforts of home with a view of the lake!

La Perla del Lago Vacation Home - All the comforts of home with a view of the lake!
Castel Rigone
10.0 out of 10, Exceptional, (4 reviews)
"The place was amazing and as advertised! We enjoyed the area very much, the views are amazing! We shopped at the local market and enjoyed dinner in both nights we were there. If we are back in the area, we will stay here again! Saverio was very attentive and gracious. Check in and out couldn’t have been easier! "
United States
John L.
The price is AU$214
includes taxes & fees
21 Oct - 22 Oct
La Perla del Lago Vacation Home - All the comforts of home with a view of the lake!
Pool

6. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (41 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is AU$127
includes taxes & fees
16 Nov - 17 Nov
iConic Wellness Resort
A stone building with a sloped roof, a covered porch, and a small garden area.

7. Apartment 'Glicine ad Antico Casale '700' with Shared Pool & Wi-Fi

Apartment 'Glicine ad Antico Casale '700' with Shared Pool & Wi-Fi
Umbertide
The price is AU$588
includes taxes & fees
20 Nov - 21 Nov
Apartment 'Glicine ad Antico Casale '700' with Shared Pool & Wi-Fi
A stone building with a sloped roof, a covered porch, and a small garden area with potted plants.

8. Apartment 'Lavanda ad Antico Casale '700' with Shared Pool & Wi-Fi

Apartment 'Lavanda ad Antico Casale '700' with Shared Pool & Wi-Fi
Umbertide
8.0 out of 10, Very good, (1 review)
"Pros: Location in the mountains is superb, very friendly& supportive staff, fair price Cons: Only very small windows in the appartment, thus dark and nearly no chance for fresh cold air in the night. Due to the size of the location the pool was overcrowded and too less sun chairs. Photos better than reality."
United States
Anonymous traveller
The price is AU$497
includes taxes & fees
21 Oct - 22 Oct
Apartment 'Lavanda ad Antico Casale '700' with Shared Pool & Wi-Fi
An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

9. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (25 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is AU$193
includes taxes & fees
6 Nov - 7 Nov
B&B Piccolo Hotel
A kitchen with white cabinets, a microwave, a sink, and a window with lace curtains.

10. Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
The price is AU$111
includes taxes & fees
21 Oct - 22 Oct
Happy Nest Tuscany Between Florence and Rome
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

11. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is AU$157
includes taxes & fees
22 Oct - 23 Oct
Vicolo Della Scala Rooms - La Luna
Exterior detail

12. Home of the Sun

Home of the Sun
Passignano sul Trasimeno
10.0 out of 10, Exceptional, (2 reviews)
"Highly Recommend!I couldn’t have asked for a better place to stay! The property was absolutely spotless, beautifully maintained, and incredibly comfortable. You can tell that a lot of care and attention goes into making sure guests have a wonderful experience.The host was fantastic—warm, welcoming, attentive, and genuinely committed to making sure everything was perfect. Communication was excellent, and I felt right at home throughout my stay.The location was another huge plus! Centrally located...
United States
Randell P.
The price is AU$207
includes taxes & fees
23 Oct - 24 Oct
Home of the Sun
Exterior

13. Wohnung la Mimosa by Interhome

Wohnung la Mimosa by Interhome
Cortona
The price is AU$338
includes taxes & fees
21 Oct - 22 Oct
Wohnung la Mimosa by Interhome
A narrow stone staircase leading up to a building with a red door, flanked by buildings with balconies and hanging laundry.

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

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Cortona Old Town
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful location. Can't wait to go back."
United States
Dawn H.
The price is AU$158
includes taxes & fees
21 Oct - 22 Oct
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
A stone fireplace with a rustic mantel, a large vase, and a heart-shaped decoration on the wall.

15. The Garden Above the clouds

The Garden Above the clouds
Nuvole
The price is AU$488
includes taxes & fees
1 Nov - 2 Nov
The Garden Above the clouds
A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

16. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is AU$210
includes taxes & fees
25 Oct - 26 Oct
San Michele al Borgo
Holiday Home Exterior [summer]

17. Holiday Home in Umbria near Renaissance Castle

Holiday Home in Umbria near Renaissance Castle
Città di Castello
9.6 out of 10, Exceptional, (12 reviews)
"Good value overall considering included pool use and garden space. The location offered beautiful views that enhanced our relaxation throughout the stay."
United States
Anonymous traveller
The price is AU$369
includes taxes & fees
21 Oct - 22 Oct
Holiday Home in Umbria near Renaissance Castle
A grassy courtyard with a stone wall, a wooden bench, and a building with a tower in the background.

18. Apartment 'Sotto Le Mura' with Wi-Fi

Apartment 'Sotto Le Mura' with Wi-Fi
Anghiari
The price is AU$154
includes taxes & fees
21 Oct - 22 Oct
Apartment 'Sotto Le Mura' with Wi-Fi
A rustic outdoor dining area with wooden tables and chairs, hanging birdcages, and a view of greenery.

19. Beb 1416 Room with Shared Terrace, Shared Garden, and Wi-Fi

Beb 1416 Room with Shared Terrace, Shared Garden, and Wi-Fi
ANGHIARI
10.0 out of 10, Exceptional, (1 review)
"I greatly enjoyed my stay at this beautiful and unique apartment. It was captivatingly decorated with antiques and appointed with all needed amenities. the hosts were charming and helpful, and made every effort to make me feel at home and my stay comfortable. If I had the time, I believe a longer stay would have been quite pleasant."
United States
Andrew P.
The price is AU$173
includes taxes & fees
23 Oct - 24 Oct
Beb 1416 Room with Shared Terrace, Shared Garden, and Wi-Fi
A modern apartment with a kitchen, dining area, living room, and a balcony.

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

Apartment 'Blu Trasimeno' with Private Garden, Wi-Fi and Air Conditioning
Tuoro sul Trasimeno
10.0 out of 10, Exceptional, (1 review)
"Pros: Hervorragende Ausstattung der Küche. Sehr gute Kommunikation mit dem Gastgeber. Sehr sauber und liebevoll eingerichtet."
Germany
Anonymous traveller
The price is AU$312
includes taxes & fees
25 Oct - 26 Oct
Apartment 'Blu Trasimeno' with Private Garden, Wi-Fi and Air Conditioning
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.
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Top Trestina Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Awesome spot to stay, staff treats you like royalty. Nice little spot to stay for a few days after one of the bigger cities in Italy!"
Shayne 2-night trip
Posted 7 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Trestina

Everything you need to know about Trestina holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Trestina holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Trestina holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Trestina holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Trestina. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Trestina holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Trestina holiday rentals we have selected for you start as low as AU$306 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Trestina rentals

At Expedia, we put the best Trestina holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Trestina rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Trestina holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Trestina. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Trestina?

Yes, there are holiday rentals close to the most popular sights in Trestina, 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 Trestina has to offer?

Holiday Home in Umbria with Pool: This holiday home rental outside of Trestina 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 Trestina?

Explore the area and family-friendly sights such as Aboca Museum, or get out into nature at a spot like Tiber River. In the wider area, you’ll find Historic Town Montone and Civitella Ranieri Castle.

What are holiday rentals like in Trestina?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Trestina. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for small groups.