Pergo Vacation Rentals

Dates

November 2026

December 2026

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Our top choices for Pergo vacation rentals

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

1. B&B Piccolo Hotel

Cortona Old Town

mansoor

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

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

Cortona Old Town

Joseph

$104 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

3. CASA AMBRA

Cortona Old Town

$205 nightly

Nov 8 - Nov 9

Total with taxes and fees

A staircase with two lit lanterns on the wall.

4. Cortona Shabby Chic House<br>(Independent & Balcony)

Cortona Old Town

Erin

$147 nightly

Nov 8 - Nov 9

Total with taxes and fees

A park with picnic tables, a playground, and a gravel path.

5. Vacation home with a panoramic terrace, ideal for families and couples

Cortona

$80 nightly

Nov 9 - Nov 10

Total with taxes and fees

6. Casale dell'Assiolo

Castiglione del Lago

Emma

$112 nightly

Nov 14 - Nov 15

Total with taxes and fees

7. iConic Wellness Resort

Arezzo

Wade

$74 nightly

Nov 8 - Nov 9

Total with taxes and fees

8. San Michele al Borgo

Castiglion Fiorentino

Vern

$133 nightly

Nov 9 - Nov 10

Total with taxes and fees

A balcony with a clear view of a distant landscape, a stone building, and a glass of orange juice.

9. Cortonas Rooftop Nest

Cortona Old Town

Robin F.

$158 nightly

Nov 8 - Nov 9

Total with taxes and fees

10. Montecchio di Cortona

Montecchio

Monica S.

$98 nightly

Nov 12 - Nov 13

Total with taxes and fees

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

$75 nightly

Nov 12 - Nov 13

Total with taxes and fees

A building with a stone facade, multiple windows, and a balcony.

12. Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi

Cortona

Anonymous traveler

$285 nightly

Dec 1 - Dec 2

Total with taxes and fees

A rustic brick building with a mural, a clock, and various potted plants.

13. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

Casamaggiore

"Stayed 2 nights in June 2026. Beautiful place with garden and private parking and outdoor terrace - all you can need in quite spacious studio condo. Comfy big bed, aircon and a ceiling fan, dining table with 4 chairs and a kitchenette if you want to cook your own dinners (full with cutlery and crockery, fridge and coffee machine). Clean private bathroom with shower, toilet and bidet. Host was very lovely too, we need an iron and we could borrow it with no fuss alongside ironing board. Very...

Anna

$96 nightly

Dec 8 - Dec 9

Total with taxes and fees

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

14. Abbadia Sicille Relais

Trequanda

Robert

$61 nightly

Dec 8 - Dec 9

Total with taxes and fees

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

15. Dolce Casa 2 by Tiny Away

Rigutino

$109 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

16. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

$108 nightly

Nov 8 - Nov 9

Total with taxes and fees

A stone building with a balcony, an archway, and potted plants.

17. Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi

Cortona

Bonnie B.

$128 nightly

Nov 10 - Nov 11

Total with taxes and fees

18. Dolce Casa 1 by Tiny Away

Rigutino

$115 nightly

Nov 9 - Nov 10

Total with taxes and fees

19. Home of the Sun

Passignano sul Trasimeno

"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...

Randell P.

$129 nightly

Nov 8 - Nov 9

Total with taxes and fees

20. Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi

Cortona

$443 nightly

Dec 8 - Dec 9

Total with taxes and fees

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Find vacation rentals that suit your style

Top Pergo Hotel Reviews

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

Monastero di Cortona Hotel & Spa

Cortona Old Town

10/10 Excellent

Eric

A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.

Relais La Corte dei Papi

Cortona

10/10 Excellent

Traci

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 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 view of a historic building with a green dome through a window, with candles and rolled towels on the windowsill.

Hotel Italia

Cortona Old Town

10/10 Excellent

Eileen

Two people seated at a round table outdoors, with a candle and food on the table, and a large tree in the background.

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 terraced garden with a stone staircase, outdoor seating, and a red statue.

Casa Kita

Cortona Old Town

10/10 Excellent

Joy

A courtyard with stone buildings, a wooden staircase, and a grassy area with stepping stones.

Casale l'Antico Carro

Cortona

10/10 Excellent

The Revd. Canon Dr. Michael

A courtyard with stone buildings, a gravel path, and potted plants.

B&B San Francesco

Cortona Old Town

10/10 Excellent

Martin

A restaurant with glass walls, tables set with white tablecloths, and chairs.

La Cantina Relais - Fattoria Il Cipresso

Arezzo

10/10 Excellent

Steve

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...

An outdoor event with people seated at tables, surrounded by stone buildings and greenery.

San Michele al Castello

Castiglion Fiorentino

10/10 Excellent

Edward

An arched entrance with a wooden balcony, a tiled floor, and a door leading inside.

Hotel Boutique Castiglione del Lago

Contrada Castello

10/10 Excellent

Anonymous traveler

A swimming pool with clear water, surrounded by lounge chairs and a pergola.

Morami Wine Agriturismo

Castiglione del Lago

10/10 Excellent

Leslie

Find out more about Pergo

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

Pergo vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pergo. 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 Pergo 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 Pergo rentals

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

Yes, we give you a choice of vacation rentals near the most popular attractions in Pergo, or you can go with a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Pergo has to offer?

Villa Banditello, secluded, panoramic view over Montepulciano valley.: Visitors like this Pergo 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 Pergo?

While exploring the area, visit family-friendly sights like Naturalistic Oasis La Valle, or get outside and enjoy nature at Isola Maggiore. Villa Bramasole and Piazza della Repubblica are a couple of places you'll find in the larger area.

What’s a vacation rental in Pergo like?

A vacation rental is a private property you can stay in for short or long periods in Pergo. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for family trips.

Pergo Vacation Rentals

Bundle & Save

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Upfront pricing

Check prices for these dates

Our top choices for Pergo vacation rentals

1. B&B Piccolo Hotel

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

3. CASA AMBRA

4. Cortona Shabby Chic House<br>(Independent & Balcony)

5. Vacation home with a panoramic terrace, ideal for families and couples

6. Casale dell'Assiolo

7. iConic Wellness Resort

8. San Michele al Borgo

9. Cortonas Rooftop Nest

10. Montecchio di Cortona

11. Artisti del Cavallo Tourism

12. Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi

13. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

14. Abbadia Sicille Relais

15. Dolce Casa 2 by Tiny Away

16. DormiVeglia B&B

17. Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi

18. Dolce Casa 1 by Tiny Away

19. Home of the Sun

20. Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi

Find vacation rentals that suit your style

Top Pergo Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

Find out more about Pergo

Everything you need to know about Pergo vacation rentals

Pergo vacation rentals: An excellent choice for every season

How to find incredible deals on Pergo rentals

Frequently Asked Questions

Are there vacation rentals in Pergo?

What are some of the best vacation home rentals that Pergo has to offer?

What’s there to see and do in Pergo?

What’s a vacation rental in Pergo like?