Trestina Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Trestina vacation rentals

Pool

1. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (45 reviews)
"It was wonderful!"
United States
Wade
The price is CA $118
CA $140 total
includes taxes & fees
Nov 16 - Nov 17
iConic Wellness Resort
A stone building with a sloped roof, a covered porch, and a small garden area.

2. 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 CA $322
CA $437 total
includes taxes & fees
Nov 15 - Nov 16
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.

3. 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 CA $368
CA $483 total
includes taxes & fees
Nov 15 - Nov 16
Apartment 'Lavanda ad Antico Casale '700' with Shared Pool & Wi-Fi
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 CA $173
CA $423 total
includes taxes & fees
Nov 19 - Nov 20
Elegant Countryside Retreat
A stone building with a balcony and a small garden area with plants.

5. L'Antica Sosta

L'Antica Sosta
Corciano
9.4 out of 10, Exceptional, (3 reviews)
"Molto accoglienti e gentili "
Italy
Valentina
The price is CA $91
CA $100 total
includes taxes & fees
Nov 22 - Nov 23
L'Antica Sosta
A building with a balcony, multiple windows, and a door.

6. 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 CA $81
CA $89 total
includes taxes & fees
Nov 16 - Nov 17
Dolce Rosa Centro Storico
A modern kitchen with a central island, built-in appliances, and a dining area with a table and chairs.

7. The cyclist. Cycle your way to your perfect getaway!

The cyclist. Cycle your way to your perfect getaway!
Parlesca
The price is CA $118
CA $135 total
includes taxes & fees
Nov 17 - Nov 18
The cyclist. Cycle your way to your perfect getaway!
An outdoor patio with a wooden table and chairs, surrounded by stone walls and a large shade sail.

8. Country House 'Casale San Pietro' with Mountain View, Private Terrace and Wi-Fi

Country House 'Casale San Pietro' with Mountain View, Private Terrace and Wi-Fi
Città di Castello
The price is CA $619
CA $1,056 total
includes taxes & fees
Dec 13 - Dec 14
Country House 'Casale San Pietro' with Mountain View, Private Terrace and Wi-Fi
A narrow stone staircase leading up to a building with a red door, flanked by buildings with balconies and hanging laundry.

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

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Cortona Old Town
9.8 out of 10, Exceptional, (9 reviews)
"Nice property"
United States
Joseph
The price is CA $147
CA $153 total
includes taxes & fees
Nov 20 - Nov 21
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
A courtyard with a stone pathway, potted plants, and a building with multiple windows and a door.

10. Rustic Holiday Home in Citta di Castello With Swimming Pool

Rustic Holiday Home in Citta di Castello With Swimming Pool
Città di Castello
The price is CA $233
CA $335 total
includes taxes & fees
Nov 16 - Nov 17
Rustic Holiday Home in Citta di Castello With Swimming Pool
A dining table set outdoors with a view of the sunset over a body of water.

11. 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 CA $139
CA $194 total
includes taxes & fees
Nov 20 - Nov 21
La Perla del Lago Vacation Home - All the comforts of home with a view of the lake!
Holiday Home Exterior [summer]

12. 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 CA $252
CA $344 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Home in Umbria near Renaissance Castle
Exterior detail

13. 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 CA $170
CA $187 total
includes taxes & fees
Nov 19 - Nov 20
Home of the Sun
A couple relaxing in a spa setting with a visible logo on the wall, a reception desk, and a plant in the background.

14. 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 CA $187
CA $213 total
includes taxes & fees
Nov 16 - Nov 17
San Michele al Borgo
Exterior

15. Wohnung la Mimosa by Interhome

Wohnung la Mimosa by Interhome
Cortona
The price is CA $332
CA $340 total
includes taxes & fees
Nov 16 - Nov 17
Wohnung la Mimosa by Interhome
A modern bathroom with a freestanding bathtub, a wooden tray, and a glass candle holder.

16. The Garden Above the clouds

The Garden Above the clouds
Nuvole
The price is CA $311
CA $429 total
includes taxes & fees
Nov 15 - Nov 16
The Garden Above the clouds
A sectional sofa with a chaise, positioned against a plain wall, on a wooden floor.

17. La Corte dei Servi - Locazione Turistica

La Corte dei Servi - Locazione Turistica
Sansepolcro
The price is CA $252
CA $278 total
includes taxes & fees
Nov 19 - Nov 20
La Corte dei Servi - Locazione Turistica
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

18. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is CA $290
CA $321 total
includes taxes & fees
Nov 15 - Nov 16
CASA AMBRA
A view from a window overlooking a courtyard with stone buildings and a tower.

19. La Finestra sul Teatro

La Finestra sul Teatro
Cortona Old Town
9.8 out of 10, Exceptional, (39 reviews)
"we loved the rooms—especially"
United States
Jean V. A.
The price is CA $204
CA $294 total
includes taxes & fees
Dec 10 - Dec 11
La Finestra sul Teatro
A black dog with a blue collar sitting in front of a brown double door with a stone archway.

20. Casa Beppina Cortona by Interhome

Casa Beppina Cortona by Interhome
Cortona Old Town
The price is CA $192
CA $200 total
includes taxes & fees
Nov 19 - Nov 20
Casa Beppina Cortona by Interhome
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

A stone building with a pool, lounge chairs, and a statue.
Borgo di Celle

Borgo di Celle

Borgo di Celle
Città di Castello

10/10 Excellent

Views were breath taking. Spa n pools were great.
Canada
Kevin
Reviewed July 8, 2022
Borgo di Celle

Find out more about Trestina

Everything you need to know about Trestina vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Trestina vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Trestina vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Trestina vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Trestina vacation rentals we have selected for you start as low as CA $80 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Trestina rentals

At Expedia, we put the best Trestina vacation 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 vacation.

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 vacation rentals in Trestina?

Yes, you can find vacation rentals near top points of interest in Trestina, or you can choose a more remote option if you're looking for relaxation.

What's the top vacation rental in Trestina?

Holiday Home in Umbria with Pool: Visitors like this Trestina vacation home rental. It offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection 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 larger area, you’ll find Historic Town Montone and Civitella Ranieri Castle.

What are vacation rentals like in Trestina?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Trestina. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a small group gathering.