Trestina Vacation Rentals from CA $303: Short-Term Rentals for 2026

Q: 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.

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Our top choices for Trestina vacation rentals

A stone fireplace with a rustic mantel, a large vase, and a heart-shaped decoration on the wall.

1. The Garden Above the clouds

Nuvole

CA $644 total

includes taxes & fees

Oct 14 - Oct 15

A stone building with a balcony, outdoor seating, and a stone staircase.

2. Apartment "Pugnano Alto - Tartufo" with Shared Pool and Wi-Fi

lisciano niccone

Anonymous traveller

CA $824 total

includes taxes & fees

Oct 31 - Nov 1

3. Wohnung la Mimosa by Interhome

Cortona

CA $336 total

includes taxes & fees

Oct 3 - Oct 4

A courtyard with a stone pathway, potted plants, and a building with multiple windows and a door.

4. Elegant Countryside Retreat

Città di Castello

Anonymous traveller

CA $405 total

includes taxes & fees

Oct 5 - Oct 6

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

5. Farmhouse with mountain views hot tub

Cortona

A table with food and drinks, a stone pillar, and a scenic view of hills and trees.

6. Apartment 'Pugnano Alto – Castagna' with Panoramic View and Pool – 2 Bedrooms with Private Bathroom

Lisciano Niccone

Anonymous traveller

CA $630 total

includes taxes & fees

Oct 1 - Oct 2

7. Holiday Home in Umbria near Renaissance Castle

Città di Castello

Anonymous traveller

CA $347 total

includes taxes & fees

Oct 4 - Oct 5

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

Città di Castello

CA $363 total

includes taxes & fees

Oct 7 - Oct 8

A stone building with a glass table and chairs, outdoor seating, and a staircase leading to an upper level.

9. Apartment 'Pugnano Alto- Girasole' with Shared Pool, Private Terrace and Wi-Fi

Lisciano Niccone

Anonymous traveller

CA $798 total

includes taxes & fees

Oct 31 - Nov 1

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

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

Tuoro sul Trasimeno

Anonymous traveller

CA $311 total

includes taxes & fees

Oct 19 - Oct 20

11. Holiday Apartment 'Pugnano Alto - Tabacco' with Shared Pool, Private Terrace and Wi-Fi

lisciano niccone

CA $554 total

includes taxes & fees

Oct 14 - Oct 15

A cozy living room with a wooden ceiling, a sofa, a dining table with chairs, a bookshelf, and a view through a window.

12. Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!

Castel Rigone

John L.

CA $210 total

includes taxes & fees

Oct 5 - Oct 6

A swimming pool with clear water reflecting trees and a stone building in the background.

13. Villa Graziella, Romantic Perugia

La Valle

Rob B.

CA $303 total

includes taxes & fees

Oct 5 - Oct 6

14. Abode of the Sun

Passignano sul Trasimeno

Ted M.

CA $203 total

includes taxes & fees

Oct 4 - Oct 5

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

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

Cortona Old Town

Dawn H.

CA $157 total

includes taxes & fees

Oct 14 - Oct 15

A spiral staircase in a hallway with wooden flooring and a door leading to a room with a blue-tiled floor.

16. Apartment 'Posta Del Lago' with Lake View, Private Terrace and Wi-Fi

Passignano sul Trasimeno

"Pros: We hebben een ontzettend fijne tijd gehad in het appartement van Gabriella en Emanuele. De locatie is prachtig en het huis was voor ons een heerlijke plek om tot rust te komen en tegelijkertijd Umbrië/Toscane en het Trasimenomeer te ontdekken. Wat ons vooral is bijgebleven, is de enorme gastvrijheid van Gabriella en Emanuele. Vanaf het eerste moment voelden we ons welkom. Ze waren heel vriendelijk, reageerden snel en stonden direct voor ons klaar als we een vraag hadden of ergens hulp bij...

Anonymous traveller

CA $333 total

includes taxes & fees

Oct 4 - Oct 5

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

17. San Michele al Borgo

Castiglion Fiorentino

Vern

CA $207 total

includes taxes & fees

Oct 10 - Oct 11

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

18. L'Antica Sosta

Corciano

Valentina

CA $89 total

includes taxes & fees

Oct 11 - Oct 12

A modern kitchen with a central island, built-in appliances, and a dining area with a table and chairs.

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

Parlesca

CA $162 total

includes taxes & fees

Oct 3 - Oct 4

A rustic room with a stone wall, a spiral staircase, a bed, a table with chairs, and a small kitchen area.

20. Apartment Room with a View in Anghiari

Anghiari

CA $353 total

includes taxes & fees

Oct 5 - Oct 6

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Top Trestina Hotel Reviews

Villa Borgo San Pietro

10/10 Excellent

"Well done"

A small cottage in authentic Tuscany. Serves 4

10/10 Excellent

"The host was very nice and met us at the property. She gave us a tour of the apartment and explained everything for us. She also provided some good snacks made by her mother and a bottle of wine. The location is perfect for visiting Cortana and many other small towns in the area. We had a wonderful time during our stay."

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!"

Hotel Relais Ducale

8/10 Good

"The room and hotel we’re both very clean and the staff was very helpful and attentive. The breakfast had various options and refilled regularly. The hotel is definitely in need of some updating and modernization, but if you are looking for a great location and beautiful surroundings, this place is great!"

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 $303 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.

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Check prices for these dates

Our top choices for Trestina vacation rentals

1. The Garden Above the clouds

2. Apartment "Pugnano Alto - Tartufo" with Shared Pool and Wi-Fi

3. Wohnung la Mimosa by Interhome

4. Elegant Countryside Retreat

5. Farmhouse with mountain views hot tub

6. Apartment 'Pugnano Alto – Castagna' with Panoramic View and Pool – 2 Bedrooms with Private Bathroom

7. Holiday Home in Umbria near Renaissance Castle

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

9. Apartment 'Pugnano Alto- Girasole' with Shared Pool, Private Terrace and Wi-Fi

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

11. Holiday Apartment 'Pugnano Alto - Tabacco' with Shared Pool, Private Terrace and Wi-Fi

12. Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!

13. Villa Graziella, Romantic Perugia

14. Abode of the Sun

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

16. Apartment 'Posta Del Lago' with Lake View, Private Terrace and Wi-Fi

17. San Michele al Borgo

18. L'Antica Sosta

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

20. Apartment Room with a View in Anghiari

Find vacation rentals that suit your style

Top Trestina Hotel Reviews

Villa Borgo San Pietro

Hotel Giò Wine e Jazz Area

A small cottage in authentic Tuscany. Serves 4

Relais Villa Baldelli

Hotel San Luca

Hotel San Michele

Villa di Piazzano - Small Luxury Hotel of the World

Il Falconiere - Relais e Chateaux

Hotel Relais Ducale

Find out more about Trestina

Frequently asked questions

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