Ripoli Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Ripoli vacation rentals

Balcony
Cameracaffè Centro

Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (179)
"Great room and wonderful staff. Loved the breakfast from the veranda with both a view of the mountains and the city center. "
United States
Keith
$86 nightly
The price is $102
Jan 18 - Jan 19, 2026
Total with taxes and fees
Cameracaffè Centro
Classic Double or Twin Room, 1 Double Bed | Premium bedding, down comforters, pillowtop beds, minibar
THE MONNA LISA RESORT

THE MONNA LISA RESORT

THE MONNA LISA RESORT
Arezzo
9.6 out of 10, Exceptional, (8)
"Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. "
United States
Bart
$149 nightly
The price is $171
Jan 1 - Jan 2, 2026
Total with taxes and fees
THE MONNA LISA RESORT
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Villa La Ginestra

Villa La Ginestra

Villa La Ginestra
Subbiano
9.6 out of 10, Exceptional, (5)
"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."
Canada
Philippe
Villa La Ginestra
Balcony
Dolce Rosa Centro Storico

Dolce Rosa Centro Storico

Dolce Rosa Centro Storico
Sansepolcro
9.6 out of 10, Exceptional, (13)
"Ottimo rapporto qualità prezzo camera carina... un unico neo mancavano i tappi di vasca e bidet..."
Italy
Sergio
Dolce Rosa Centro Storico
Exterior
Locanda Guidi

Locanda Guidi

Locanda Guidi
Sansepolcro
9.0 out of 10, Wonderful, (2)
"No one in reception on arrival or departure. Only one small bottle of water in the room. ID cards left in the entry hall with no supervision. Very nice room, excellent location, very clean but totally lacking in "accoglienza"."
Ireland
Michael
Locanda Guidi
Free daily cooked-to-order breakfast
San Michele al Borgo

San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9)
"Excellent staff and tasty breakfast!"
United States
Vern
$116 nightly
The price is $133
Jan 8 - Jan 9, 2026
Total with taxes and fees
San Michele al Borgo
Lunch, dinner served; Italian cuisine, garden views
Locanda del Viandante

Locanda del Viandante

Locanda del Viandante
Anghiari
9.0 out of 10, Wonderful, (6)
"Smuk beliggenhed - meget autentisk på den gode måde"
Denmark
tina
$144 nightly
The price is $159
Jan 3 - Jan 4, 2026
Total with taxes and fees
Locanda del Viandante
Property grounds
Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples
Cortona
$104 nightly
The price is $108
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday home with panoramic terrace ideal for families and couples
Pool
Elegant Countryside Retreat

Elegant Countryside Retreat

Elegant Countryside Retreat
Città di Castello
$195 nightly
The price is $195
Jan 10 - Jan 11, 2026
Total with taxes and fees
Elegant Countryside Retreat
Exterior
Montecchio di Cortona

Montecchio di Cortona

Montecchio di Cortona
Montecchio
9.0 out of 10, Wonderful, (2)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
$92 nightly
The price is $92
Jan 8 - Jan 9, 2026
Total with taxes and fees
Montecchio di Cortona
Dining
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi

Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi

Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi
Cortona
9.0 out of 10, Wonderful, (2)
"Pros: Il camino è stato come tornare bambini.Atmosfera Natalizia e tanto di più. Cons: Il Bidè non funzionava."
Italy
Anonymous traveler
$114 nightly
The price is $118
Jan 5 - Jan 6, 2026
Total with taxes and fees
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi
Luxury Room, Jetted Tub, City View | Free WiFi, bed sheets
B&B 52cento

B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.0 out of 10, Very Good, (73)
"Exactly how it is described and very near the train station. Walkable distance to all the things to do around there. I really enjoyed my stay there. "
United States
Maria de Lourdes
$81 nightly
The price is $96
Jan 8 - Jan 9, 2026
Total with taxes and fees
B&B 52cento
Fridge, stovetop, electric kettle, cookware/dishes/utensils
Apartment "Papà Giuseppe La Colombaia" with Shared Pool & Wi-Fi

Apartment "Papà Giuseppe La Colombaia" with Shared Pool & Wi-Fi

Apartment "Papà Giuseppe La Colombaia" with Shared Pool & Wi-Fi
Cortona
10.0 out of 10, Exceptional, (1)
"Pros: Es war ganz toll. Das Klima mit 34 Grad sehr heiß aber durch den Pool geht auch das sehr gut. Der Gastgeber ist super freundlich... wir sprechen null italienisch aber das war nur ein kleines Hinderniss."
Germany
Anonymous traveler
$158 nightly
The price is $163
Jan 8 - Jan 9, 2026
Total with taxes and fees
Apartment "Papà Giuseppe La Colombaia" with Shared Pool & Wi-Fi
Property grounds
Deluxe room Cartazucchero in the heart of Arezzo

Deluxe room Cartazucchero in the heart of Arezzo

Deluxe room Cartazucchero in the heart of Arezzo
Arezzo Centro Storico
10.0 out of 10, Exceptional, (2)
"From all the places we stayed during our 13-day trip to Italy, this was by far our favorite. Fabio was incredibly communicative and friendly right from the start, sending us clear instructions on how to get there. He greeted us at the door with such warmth that it truly felt like we were staying with family. The room was spotless, beautifully decorated, and generously stocked with water, cookies, pastries, and other treats. It had the comfort and attention to detail of a hotel, yet the warmth of...
United States
Hector
$76 nightly
The price is $84
Jan 7 - Jan 8, 2026
Total with taxes and fees
Deluxe room Cartazucchero in the heart of Arezzo
Fridge, oven, stovetop, electric kettle
The window on the tower apartment new castiglion fiorentino

The window on the tower apartment new castiglion fiorentino

The window on the tower apartment new castiglion fiorentino
Castiglion fiorentino
10.0 out of 10, Exceptional, (1)
"Large apartment 4 floors above the town. Easy walking to anywhere in the area. Great shower and large bathroom. Equipped kitchen with big refrigerator. Living room with TV and dining table and couch. Large bedroom with fan. Also, there is a hairdryer and ironing board and iron. You are very close to walk to restaurants and stores, About a mile from the train station up a hill but the hostess helped us with transport.Overall, an excellent stay for my wife and I. (Be aware the room is 4...
United States
aric w.
$162 nightly
The price is $165
Dec 29 - Dec 30
Total with taxes and fees
The window on the tower apartment new castiglion fiorentino
Fridge, microwave, oven, stovetop
Apartment 'Trasimeno' with Private Garden, Wi-Fi and Air Conditioning

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

Apartment 'Trasimeno' with Private Garden, Wi-Fi and Air Conditioning
Tuoro sul Trasimeno
10.0 out of 10, Exceptional, (1)
"Pros: Hervorragende Ausstattung der Küche. Sehr gute Kommunikation mit dem Gastgeber. Sehr sauber und liebevoll eingerichtet."
Germany
Anonymous traveler
$274 nightly
The price is $274
Jan 7 - Jan 8, 2026
Total with taxes and fees
Apartment 'Trasimeno' with Private Garden, Wi-Fi and Air Conditioning
1 bedroom, iron/ironing board, free WiFi, bed sheets
House in the Cortona countryside

House in the Cortona countryside

House in the Cortona countryside
Fratticciola
10.0 out of 10, Exceptional, (1)
"Host was extremely welcoming. Met us when we arrived and explained usage of all the amenities, including the clothes washer. Cottage was quintessential Rural Italian home. The hostess even provided us with some local wine and homemade biscotti. "
United States
Nancy F.
$127 nightly
The price is $127
Dec 29 - Dec 30
Total with taxes and fees
House in the Cortona countryside
Property grounds
La casa di Laura

La casa di Laura

La casa di Laura
Cortona Old Town
10.0 out of 10, Exceptional, (1)
"Best sleep I’ve had in a long time. Very quiet area. Beautiful views. Absolutely gorgeous. Water and coffee were provided. Clean. Bruno was very patient with us with the language barrier. We also had trouble getting to the place because we were not getting service on our phone till we connected to WiFi. Bruno met us and showed us where to park after showing us the way to the apartment. Very steep climb up to the apartment from the parking area, but Cortona is overall steep. You will climb up...
United States
Angie F.
$200 nightly
The price is $205
Jan 7 - Jan 8, 2026
Total with taxes and fees
La casa di Laura
Dining
LE ORTENSIE Independent mini-apartment outdoor space and small garden

LE ORTENSIE Independent mini-apartment outdoor space and small garden

LE ORTENSIE Independent mini-apartment outdoor space and small garden
Arezzo
10.0 out of 10, Exceptional, (1)
"From the moment we checked in, Giacinta was a gem to talk to, even with her broken English :). The apartment was very clean and the A/C worked great, specially after a busy day outside. Just a short drive to the historic district and also to some wineries and vineyards. Overall I will rate this place a 10 and recommend to anyone visiting Arezzo in the Tuscany region of Italy."
United States
Jose P.
$171 nightly
The price is $178
Jan 2 - Jan 3, 2026
Total with taxes and fees
LE ORTENSIE Independent mini-apartment outdoor space and small garden
1 bedroom, iron/ironing board, free WiFi, bed sheets
Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1)
" La casa pulitissima è molto bella, l’host molto disponibile e gentile, risponde sempre e anche subito. La posizione ottimale per fare il giro dei mercatini e di tutta la città. Consigliatissima "
Italy
Maria Gemma
$180 nightly
The price is $180
Jan 12 - Jan 13, 2026
Total with taxes and fees
Tolletta 10 e Lode - One Bedroom House, Sleeps 4
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 Ripoli Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Everything was perfect! Would like to give this Property a 6 Star rating. The staff made you feel like royalty!!"
Sabrina 4-night trip
Posted 10 days ago
Monastero di Cortona Hotel & Spa

Find out more about Ripoli

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

Ripoli vacation rentals: An excellent choice for every season

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

At Expedia, we put the best Ripoli 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 Ripoli 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 Ripoli 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 Ripoli. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Ripoli?

Yes, we give you a choice of vacation rentals near top attractions in Ripoli, or you can go with a more remote option if you're looking for relaxation.

What are some of the best vacation rentals in Ripoli?

Il Rifugio, a farmhouse in Cortona with a panoramic view of Lake Trasimeno : Located near Ripoli, this vacation home rental is located in the mountains and has a fireplace, a patio, 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. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Ripoli?

Choose from 4 Expedia vacation rentals in Ripoli for a memorable vacation.

What’s there to see and do in Ripoli?

While exploring the area, visit family-friendly sights like Aboca Museum, or get outside and enjoy nature at Piazza Guido Monaco. Anghiari Historic Town Center and Vitelli Palace alla Cannoniera are a couple of places you'll find in the larger area.

What’s a vacation rental in Ripoli like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Ripoli. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and busy concierge desks 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 a great choice for families.