Orzale Vacation Rentals from CA $184: Short-Term Rentals for 2026

Q: What are some of the best vacation rentals in Orzale?

Nice home in Castiglion Fiorentino : This highly rated vacation home rental in Orzale offers a fireplace, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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In two weeks

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Our top choices for Orzale vacation rentals

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

1. San Michele al Borgo

Castiglion Fiorentino

Vern

CA $209 total

includes taxes & fees

Oct 1 - Oct 2

2. iConic Wellness Resort

Arezzo

Rheymarie

CA $127 total

includes taxes & fees

Oct 25 - Oct 26

A view of a historic town with prominent buildings and a church tower.

3. Cameracaffè Centro

Arezzo Centro Storico

Alexandre

CA $141 total

includes taxes & fees

Oct 15 - Oct 16

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

4. CASA AMBRA

Cortona Old Town

CA $477 total

includes taxes & fees

Oct 1 - Oct 2

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

5. B&B Piccolo Hotel

Cortona Old Town

mansoor

CA $231 total

includes taxes & fees

Oct 7 - Oct 8

A modern hotel room with large windows, a bed, a desk, and a chair.

6. B&B 52cento

Arezzo Centro Storico

Tina

CA $121 total

includes taxes & fees

Oct 12 - Oct 13

7. Bibi Boutique

Arezzo Centro Storico

CA $137 total

includes taxes & fees

Oct 1 - Oct 2

A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

8. Castello di Gargonza

Monte San Savino

Iain

CA $389 total

includes taxes & fees

Sep 28 - Sep 29

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

9. Vicolo Della Scala Rooms - La Luna

Cortona Old Town

CA $165 total

includes taxes & fees

Oct 1 - Oct 2

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

10. Fontelunga Hotel & Villas

Foiano della Chiana

Brian

CA $452 total

includes taxes & fees

Oct 11 - Oct 12

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

11. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

CA $126 total

includes taxes & fees

Sep 28 - Sep 29

A compact kitchen with a microwave, a sink, and wooden cabinets.

12. Limehome Arezzo Duomo

Arezzo Centro Storico

CA $152 total

includes taxes & fees

Sep 28 - Sep 29

A spa area with a stone-walled arch, a hot tub, and a small window.

13. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

CA $170 total

includes taxes & fees

Oct 6 - Oct 7

A building with a balcony, multiple windows, and a door.

14. Dolce Rosa Centro Storico

Sansepolcro

Sergio

CA $87 total

includes taxes & fees

Oct 12 - Oct 13

An arched stone bridge with a white building on the right, featuring a balcony with plants.

15. Locanda Antico Borgo

Civitella in Val di Chiana

"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "

Mr Andy

CA $166 total

includes taxes & fees

Oct 2 - Oct 3

16. Palazzo Tarlati Residenza d'Epoca

Civitella in Val di Chiana

"Small family-owned inn located in center of Civitella in Val di Chiana. Room was comfortable and included all we needed. It was cold upon check-in which the co-owner tried to remedy with a space heater. It took a while. The room warmed up after the first night. The other co-owner kindly offered me our first night complimentary. (Thank you again.). The breakfast was simple and included fruit, juice, yogurt, sliced cheese and cold cut, packages sweets, tea, coffee and water. The owners were...

Marco

CA $193 total

includes taxes & fees

Sep 28 - Sep 29

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

17. Residence al Lago

Contrada Fontivegge

Hananeh

CA $142 total

includes taxes & fees

Sep 30 - Oct 1

A historic building with a tower, a courtyard, and a well-lit entrance.

18. Abbadia Sicille Relais

Trequanda

Robert

CA $184 total

includes taxes & fees

Oct 28 - Oct 29

A corridor with wooden flooring, a white cushioned bench, and shelves on both sides displaying bottles.

19. Allegra Toscana - Affittacamere Guest house

Arezzo Centro Storico

Justin

CA $149 total

includes taxes & fees

Oct 7 - Oct 8

20. Vicolo Della Scala Rooms - Il Sole

Cortona Old Town

CA $171 total

includes taxes & fees

Oct 7 - Oct 8

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Top Orzale Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"In addition to the property being absolutely beautiful, the"

Agriturismo Borgo Sette Tigli

10/10 Excellent

"The room was as advertised. Clean one bedroom apartment. If you stay here there are several room options. Ours didn't have a best view or patio (number 7) so maybe there is a way to request that. The pool was nice and relaxing to be at during the hot afternoons. The property was very quiet. We could sleep with the windows open. The access to the stay is by a dirt road, but you don't need Four wheel drive. Any car will work. The location was great as we were close to small towns for traveling. We needed a crib and that was set up for us on arrival. A highchair was also provided. The hosts were responsive with any issues brought up. I would stay here again."

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 Orzale

Everything you need to know about Orzale 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 Orzale 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 Orzale vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Orzale vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orzale. 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 Orzale 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 Orzale vacation rentals we have selected for you start as low as CA $184 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Orzale rentals

At Expedia, we put the best Orzale 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 Orzale 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 Orzale 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 Orzale. 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

Can I find a vacation rental in Orzale?

Yes, we have vacation rentals close to well known points of interest in Orzale, or you can go with a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Orzale?

Nice home in Castiglion Fiorentino: This highly rated vacation home rental in Orzale offers a fireplace, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Orzale?

While you're exploring the area, Piazza Guido Monaco and Isola Maggiore are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Tennis Club Castiglionese and Cortona Cathedral.

What’s a vacation rental in Orzale like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Orzale. Vacation rentals offer extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for small groups.

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Check prices for these dates

Our top choices for Orzale vacation rentals

1. San Michele al Borgo

2. iConic Wellness Resort

3. Cameracaffè Centro

4. CASA AMBRA

5. B&B Piccolo Hotel

6. B&B 52cento

7. Bibi Boutique

8. Castello di Gargonza

9. Vicolo Della Scala Rooms - La Luna

10. Fontelunga Hotel & Villas

11. Artisti del Cavallo Tourism

12. Limehome Arezzo Duomo

13. DormiVeglia B&B

14. Dolce Rosa Centro Storico

15. Locanda Antico Borgo

16. Palazzo Tarlati Residenza d'Epoca

17. Residence al Lago

18. Abbadia Sicille Relais

19. Allegra Toscana - Affittacamere Guest house

20. Vicolo Della Scala Rooms - Il Sole

Find vacation rentals that suit your style

Top Orzale Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

Villa Tiberini Wine Relais

Agriturismo Borgo Sette Tigli

Monastero di Cortona Hotel & Spa

Hotel San Michele

Villa di Piazzano - Small Luxury Hotel of the World

Il Falconiere - Relais e Chateaux

Podere La Rocca

Borgo San Vincenzo

Find out more about Orzale

Frequently asked questions

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