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La Strada-Santa Cristina Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for La Strada-Santa Cristina vacation rentals

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

1. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
$130 nightly
The price is $148
Aug 31 - Sep 1
Total with taxes and fees
San Michele al Borgo

2. Hillside home in an ancient Camaldolese hamlet

Hillside home in an ancient Camaldolese hamlet
Cortona
$515 nightly
The price is $515
Sep 19 - Sep 20
Total with taxes and fees
Hillside home in an ancient Camaldolese hamlet

3. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (40 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
$109 nightly
The price is $127
Aug 30 - Aug 31
Total with taxes and fees
iConic Wellness Resort
A window with a view of a historic town, including a prominent tower and colorful buildings.

4. 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 review)
"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.
$161 nightly
The price is $163
Aug 29 - Aug 30
Total with taxes and fees
The window on the tower apartment new castiglion fiorentino
A view of a historic town with prominent buildings and a church tower.

5. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (192 reviews)
"Very convenient and a beautifull terrasse to have breakfast with an amazing vue on Arezzo!"
France
Alexandre
$86 nightly
The price is $101
Aug 30 - Aug 31
Total with taxes and fees
Cameracaffè Centro
An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

6. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (23 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
$153 nightly
The price is $173
Sep 2 - Sep 3
Total with taxes and fees
B&B Piccolo Hotel
A kitchen with white cabinets, a microwave, a sink, and a window with lace curtains.

7. Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
$73 nightly
The price is $78
Sep 1 - Sep 2
Total with taxes and fees
Happy Nest Tuscany Between Florence and Rome
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

8. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (7 reviews)
"We loved our stay here! The hosts and staff were super warm and friendly. Breakfast had a wide choice and we liked the evening drinks set up too! The hotel doggies were definitely a highlight ☺️ we’d love to come back!"
United Kingdom
Shelby
$262 nightly
The price is $293
Sep 1 - Sep 2
Total with taxes and fees
Fontelunga Hotel & Villas
A kitchen with wooden cabinets, a tiled backsplash, a stove, and a dining area with a table and chairs.

9. Casa Lèon, Relax Nature and Comfort in the Heart of Valdichiana.

Casa Lèon, Relax Nature and Comfort in the Heart of Valdichiana.
Toscana
$179 nightly
The price is $184
Sep 7 - Sep 8
Total with taxes and fees
Casa Lèon, Relax Nature and Comfort in the Heart of Valdichiana.
A hot tub in a grassy outdoor area with a mountain view.

10. Farmhouse with mountain views hot tub

Farmhouse with mountain views hot tub
Cortona
$462 nightly
The price is $462
Aug 31 - Sep 1
Total with taxes and fees
Farmhouse with mountain views hot tub
A narrow stone staircase leading up to a building with a red door, flanked by buildings with balconies and hanging laundry.

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

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Cortona Old Town
10.0 out of 10, Exceptional, (8 reviews)
"This place was such a great find! So central and easily reachable. We really enjoyed our stay!"
United States
Julie R.
$109 nightly
The price is $114
Sep 1 - Sep 2
Total with taxes and fees
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
A window with a view of a building with a clock tower, balconies, and a clear sky.

12. Palazzo Cofani Brizzolari – Historic Residence with Tower in the Heart of Arezzo

Palazzo Cofani Brizzolari – Historic Residence with Tower in the Heart of Arezzo
Arezzo Centro Storico
$336 nightly
The price is $343
Sep 11 - Sep 12
Total with taxes and fees
Palazzo Cofani Brizzolari – Historic Residence with Tower in the Heart of Arezzo
A balcony with a view of a sunset over a hilly landscape.

13. Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.

Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.
Toscana
9.4 out of 10, Exceptional, (3 reviews)
"Great appartment really nice. Great view. Very nice and reactive owner.However it is imperative to have a car to go there, even by walking very fast it takes minimum 50 minutes to go to the center.And also take note that there are stairs to get to the appartment."
United States
Louis / Jeanne M.
$115 nightly
The price is $120
Aug 29 - Aug 30
Total with taxes and fees
Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

14. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
$99 nightly
The price is $114
Sep 1 - Sep 2
Total with taxes and fees
Vicolo Della Scala Rooms - La Luna
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

Dolce Casa 2 by Tiny Away
Rigutino
$124 nightly
The price is $124
Aug 30 - Aug 31
Total with taxes and fees
Dolce Casa 2 by Tiny Away
A spa area with a stone-walled arch, a hot tub, and a small window.

16. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (29 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
$118 nightly
The price is $135
Aug 30 - Aug 31
Total with taxes and fees
DormiVeglia B&B
A narrow street with buildings on either side, stone walls, and a clear blue sky.

17. 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 review)
" 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
$171 nightly
The price is $171
Aug 29 - Aug 30
Total with taxes and fees
Tolletta 10 e Lode - One Bedroom House, Sleeps 4
A modern hotel room with large windows, a bed, a desk, and a chair.

18. B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.0 out of 10, Very Good, (81 reviews)
"Very accessible and easy accommodation. Very pleasant room and reasonable breakfast. Within walking distance of train station and city centre."
Australia
Tina
$82 nightly
The price is $97
Sep 8 - Sep 9
Total with taxes and fees
B&B 52cento
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

19. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (44 reviews)
"Beautiful historic fortress / castle with tastefully updated rooms, great amenities that maintains the old character "
Canada
Ariel
$229 nightly
The price is $257
Sep 28 - Sep 29
Total with taxes and fees
Castello di Gargonza
A living room with a television displaying 'NETFLIX', a sofa, a coffee table, and a patterned rug.

20. Piazza Grande Boutique Apartment

Piazza Grande Boutique Apartment
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1 review)
"Le top ! Une localisation parfaite et un appartement comme rarement connu dans mes diverses locations, au point où nous avons souhaité y rester pour dîner avec repas traiteur. 🤩Merci "
France
Gilles D.
$598 nightly
The price is $598
Aug 29 - Aug 30
Total with taxes and fees
Piazza Grande Boutique Apartment
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 La Strada-Santa Cristina Hotel Reviews

Relais Villa Baldelli

Relais Villa Baldelli

8/10 Good
"The property was relaxing and quaint. The pool was nice and the overall Tuscan country vibe and decor was nice. The location was good and the rooms were spacious. It was not walkable to anything but if you have a rental car the location is great because Cortana is a wonderful town. The staff is kind and responsive however I had an issue with the cleaning ladies where they disposed of thing of my mine thinking it was trash. I found it odd that cleaning folks would take it upon themselves to touch my things as all. I asked them to not to clean our room anymore and they did it again the next day due to poor internal communication. It was annoying to deal with that but still I would say the staff tried their best to be helpful. Lastly, I was not a fan of their breakfast. They had the basics that were heavily rooted in sweets and pork both of which I don’t eat. They made fresh plain eggs but some veggies and maybe turkey meat would have been nice. Overall, for the price point this place is good."
Shabnam Karimi 4-night trip
Posted 5 days ago
Relais Villa Baldelli

Find out more about La Strada-Santa Cristina

Everything you need to know about La Strada-Santa Cristina 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 La Strada-Santa Cristina 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 La Strada-Santa Cristina vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

La Strada-Santa Cristina vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in La Strada-Santa Cristina. 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 La Strada-Santa Cristina 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 $182 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 La Strada-Santa Cristina rentals

At Expedia, we put the best La Strada-Santa Cristina 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 La Strada-Santa Cristina 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 La Strada-Santa Cristina 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 La Strada-Santa Cristina. 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 vacation rentals in La Strada-Santa Cristina?

Yes, we offer vacation rentals near popular attractions in La Strada-Santa Cristina, or you can select a more secluded option if you're looking for a relaxing stay. La Strada-Santa Cristina is known for its wineries.

What are some of the best vacation rentals in La Strada-Santa Cristina?

Idyllic guest house in Tuscan country house style with swimming pool: This vacation home rental outside of La Strada-Santa Cristina is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a patio and a garden.

How many vacation rentals are there in La Strada-Santa Cristina?

Expedia has 5 vacation rentals for your stay in La Strada-Santa Cristina.

What’s there to see and do in La Strada-Santa Cristina?

While exploring the area, visit family-friendly sights like Ravagni Oil Mill, or get outside and enjoy nature at Piazza Guido Monaco. In the larger area, you’ll find Agricola Buccelletti Winery and Cassero Tower.

What’s a vacation rental in La Strada-Santa Cristina like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in La Strada-Santa Cristina. Vacation rentals offer extras like WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.