Cesa Vacation Rentals

Dates

November 2026

December 2026

Check prices for these dates

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Our top choices for Cesa vacation rentals

A hotel room with a large bed, a fireplace, and a brick ceiling.

1. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

$108 nightly

Nov 22 - Nov 23

Total with taxes and fees

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

2. Castello di Gargonza

Monte San Savino

Iain

$274 nightly

Nov 12 - Nov 13

Total with taxes and fees

3. iConic Wellness Resort

Arezzo

Wade

$74 nightly

Dec 2 - Dec 3

Total with taxes and fees

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

4. 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

$101 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

5. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

$75 nightly

Nov 22 - Nov 23

Total with taxes and fees

A balcony with potted plants and a view of a cityscape.

6. Cameracaffè Centro

Arezzo Centro Storico

Alexandre

$90 nightly

Nov 9 - Nov 10

Total with taxes and fees

A breakfast setting with a fireplace, a table with plates, glasses, and a croissant.

7. San Michele al Borgo

Castiglion Fiorentino

Vern

$133 nightly

Nov 9 - Nov 10

Total with taxes and fees

A covered corridor with brick columns, potted plants, and a view of a lush landscape.

8. Abbadia Sicille Relais

Trequanda

Robert

$61 nightly

Dec 8 - Dec 9

Total with taxes and fees

A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

9. B&B Piccolo Hotel

Cortona Old Town

mansoor

A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

10. La Murata

Rapolano Terme

Elizabeth

$127 nightly

Nov 12 - Nov 13

Total with taxes and fees

11. 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

$162 nightly

Nov 9 - Nov 10

Total with taxes and fees

A hotel room with a bed, a desk with a chair, a wardrobe, a television, and a window with curtains.

12. Limehome Arezzo Duomo

Arezzo Centro Storico

Florian

$77 nightly

Nov 11 - Nov 12

Total with taxes and fees

A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

13. Villa Fontis Rapolano

Rapolano Terme

Barbara

$76 nightly

Nov 11 - Nov 12

Total with taxes and fees

A white table with a bowl of snacks, two glasses of orange drink, and a small potted plant on a balcony.

14. RESIDENCE LECCIO

Asciano

Corey

$74 nightly

Nov 18 - Nov 19

Total with taxes and fees

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

15. B&B 52cento

Arezzo Centro Storico

Tina

$77 nightly

Nov 11 - Nov 12

Total with taxes and fees

A stone building with a balcony, surrounded by lush greenery and flowering plants.

16. Il Poggio dell'Eremita

Sinalunga

Paul Q.

$163 nightly

Nov 9 - Nov 10

Total with taxes and fees

A stone building with a sloped roof, a small porch, and a gravel driveway.

17. Podere La Chiusella

Rapolano Terme

"We enjoyed our stay. Everything was clean and comfortable, and the complex itself was impressive and a stunning place to stay. The location was also a convenient base for seeing Tuscany, and we had a great meal nearby in Rapolano Terme. Overall, it has the potential to be one of the coolest places you'll ever stay, though we did encounter a few technical issues regarding the shower and WiFi (which the hosts were quickly responsive about). I'd still recommend it, but it's helpful if you go in...

Kevin

$94 nightly

Nov 15 - Nov 16

Total with taxes and fees

A bedroom with a large bed, a chandelier, a mirror, and plants.

18. Bibi Boutique

Arezzo Centro Storico

Carol

$78 nightly

Nov 11 - Nov 12

Total with taxes and fees

A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

19. Dolce Casa 2 by Tiny Away

Rigutino

$109 nightly

Nov 10 - Nov 11

Total with taxes and fees

A swimming pool with a glass enclosure and a stone border.

20. VILLA IL MATTO with a saltwater pool, spa, and sauna

Toscana

$583 nightly

Nov 9 - Nov 10

Total with taxes and fees

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Find vacation rentals that suit your style

Top Cesa Hotel Reviews

A greenhouse-style dining area with tables and chairs, surrounded by greenery and string lights.

La Cantina Relais - Fattoria Il Cipresso

Arezzo

10/10 Excellent

Steve

DormiVeglia B&B

Monte San Savino

10/10 Excellent

BILL

A large, two-story building with a symmetrical facade, a central entrance, and evenly spaced windows.

Hotel Le Capanne

Arezzo

10/10 Excellent

Robert

A stone building with multiple windows and a central entrance.

Fondaco del Moro

Civitella in Val di Chiana

10/10 Excellent

Akis

A terrace with a view of a town, outdoor seating, and a tree.

San Michele al Castello

Castiglion Fiorentino

10/10 Excellent

Edward

A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

Il Falconiere - Relais e Chateaux

Cortona

10/10 Excellent

This was the first hotel we visited in our two week Tuscany vacation. Coming out of Rome and getting on the highway north, it looked like the exit should be labeled for Cortona...but it wasn't and we wasted a lot of time getting lost (our fault). Once we found the hotel, it was a gem in the hills in the vineyards. Breakfast on the patio of the little glass Liminoere building was fabulous. Loved their boxer dog roamed around saying "hi". Owner/chef is on premises and she gives cooking lessons....

Barbara

A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.

Il Gentiluomo Hotel & SPA

Arezzo

10/10 Excellent

terri

A bedroom with a bed, a chair, a table with a candle, and a wardrobe.

Cortona Resort Spa

Cortona

10/10 Excellent

Pro: gorgeous and spacious property, we were upgraded to a junior suite that was lovely, attentive staff, and incredible amenities. Pool was wonderful for tired bodies. Con: very few. The restaurant on site has pretty limited menu, toilet in room kept running all night long- informed staff on checkout (as it was troublesome to flush, and wasting water), fridge in room- housed in a cabinet that I feel caused it to overheat… and therefore was not very powerful enough to keep drinks cold. Loved...

Jeneva

A courtyard with a bench, a potted plant, and a building with flags.

Hotel Apogeo

Sinalunga

10/10 Excellent

Anonymous traveler

A person in a white robe standing by a window with a view of mountains.

Locanda agli Amici

Cortona

10/10 Excellent

This was the perfect away from the city stay for us. Cortona was just a quick few day stay for us but the staff/sylvia were fantastic. Room was clean, the breakfast was delicious. A/c and water pressure from the shower was much needed and the location was perfect for us. It is a short walk from downtown Cortona (steep walk into the city and about 15 mins) but the views are unmatched. Sylvia went above and beyond for us picking us up and dropping us off at the bus station. Highly recommend to...

Kaylan

A terrace with sun loungers, stone walls, and potted plants.

Monastero di Cortona Hotel & Spa

Cortona Old Town

10/10 Excellent

Eric

A stone building with outdoor seating and a pool in the background.

B&B Country House Poggio del Drago

Civitella in Val di Chiana

10/10 Excellent

Kristen

Hotel Italia

Cortona Old Town

10/10 Excellent

Eileen

An aerial view of a vineyard estate with rows of grapevines, a swimming pool, and a red building.

Podere La Rocca

Montepulciano

10/10 Excellent

Our stay at Podere La Rocca was fabulous! The property is located in the rolling Tuscan hills just outside Montepulciano. The property is a working farm and vineyard with an onsite restaurant and pool. Our room was comfortable and clean. The bathroom was huge with a new jetted tub. We stayed on the second floor in a building with a large communal room with a fireplace. On the first floor of the same building was a rec room with a pool table. What made the stay was our experience at the...

Find out more about Cesa

Everything you need to know about Cesa 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 Cesa vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Cesa vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cesa vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $70 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cesa rentals

At Expedia, we put the best Cesa 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 Cesa 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 Cesa 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 Cesa. 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 Cesa?

Yes, there are vacation rentals near the most popular local attractions in Cesa, or you can choose a more remote option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Cesa?

Villa Banditello, secluded, panoramic view over Montepulciano valley.: Visitors like this Cesa vacation home rental. It is located in a rural location and has a fireplace, a garden, and a barbecue grill to put you at ease 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. Make the most of the books in this rental home to help you unwind.

What’s there to see and do in Cesa?

While exploring the area, visit family-friendly sights like Berardenga Riding Centre, or get outside and enjoy nature at Val di Chiana. In the larger area, you’ll find Tennis Club Castiglionese and Valdichiana Outlet Village.

What’s a vacation rental in Cesa like?

A vacation rental is a private property you can stay in for a long or short time in Cesa. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family getaway.