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La Strada-Santa Cristina Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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
$122 nightly
The price is $139
Oct 5 - Oct 6
Total with taxes and fees
San Michele al Borgo
Pool

2. 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
$75 nightly
The price is $90
Oct 25 - Oct 26
Total with taxes and fees
iConic Wellness Resort
A kitchen with white cabinets, a microwave, a sink, and a window with lace curtains.

3. Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
$71 nightly
The price is $76
Oct 1 - Oct 2
Total with taxes and fees
Happy Nest Tuscany Between Florence and Rome
An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

4. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (25 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
$139 nightly
The price is $158
Oct 1 - Oct 2
Total with taxes and fees
B&B Piccolo Hotel
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, (193 reviews)
"Very convenient and a beautifull terrasse to have breakfast with an amazing vue on Arezzo!"
France
Alexandre
$76 nightly
The price is $91
Oct 7 - Oct 8
Total with taxes and fees
Cameracaffè Centro
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

6. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
$95 nightly
The price is $109
Oct 5 - Oct 6
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.

7. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
$121 nightly
The price is $121
Oct 1 - Oct 2
Total with taxes and fees
Dolce Casa 2 by Tiny Away
A narrow stone staircase leading up to a building with a red door, flanked by buildings with balconies and hanging laundry.

8. 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)
"Beautiful location. Can't wait to go back."
United States
Dawn H.
$106 nightly
The price is $111
Oct 1 - Oct 2
Total with taxes and fees
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Room

9. Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Rigutino
$128 nightly
The price is $128
Oct 5 - Oct 6
Total with taxes and fees
Dolce Casa 1 by Tiny Away
A modern hotel room with large windows, a bed, a desk, and a chair.

10. 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
$70 nightly
The price is $83
Oct 21 - Oct 22
Total with taxes and fees
B&B 52cento
A view from a window overlooking a courtyard with stone buildings and a tower.

11. La Finestra sul Teatro

La Finestra sul Teatro
Cortona Old Town
9.8 out of 10, Exceptional, (39 reviews)
"This was perfectly clean. The host was perfect."
United States
Michelle H.
$204 nightly
The price is $209
Oct 4 - Oct 5
Total with taxes and fees
La Finestra sul Teatro
A staircase with two lit lanterns on the wall.

12. Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Shabby Chic House<br>(Independent & balcony)
Cortona Old Town
10.0 out of 10, Exceptional, (3 reviews)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
$169 nightly
The price is $172
Oct 18 - Oct 19
Total with taxes and fees
Cortona Shabby Chic House<br>(Independent & balcony)
A park with picnic tables, a playground, and a gravel path.

13. Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples
Cortona
$92 nightly
The price is $92
Oct 1 - Oct 2
Total with taxes and fees
Holiday home with panoramic terrace ideal for families and couples
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

14. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful stay!"
Canada
Brian
$276 nightly
The price is $308
Oct 11 - Oct 12
Total with taxes and fees
Fontelunga Hotel & Villas
A hot tub in a grassy outdoor area with a mountain view.

15. Farmhouse with mountain views hot tub

Farmhouse with mountain views hot tub
Cortona
Farmhouse with mountain views hot tub
A narrow street with buildings on either side, stone walls, and a clear blue sky.

16. 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
$160 nightly
The price is $167
Oct 4 - Oct 5
Total with taxes and fees
Tolletta 10 e Lode - One Bedroom House, Sleeps 4
A balcony with a clear view of a distant landscape, a stone building, and a glass of orange juice.

17. Cortonas Rooftop Nest

Cortonas Rooftop Nest
Cortona Old Town
10.0 out of 10, Exceptional, (12 reviews)
"Absolute gem of a property. Margherita is an excellent host as well!"
United States
Robin F.
Cortonas Rooftop Nest
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

18. CASA AMBRA

CASA AMBRA
Cortona Old Town
$279 nightly
The price is $311
Oct 1 - Oct 2
Total with taxes and fees
CASA AMBRA
Room

19. Bibi Boutique

Bibi Boutique
Arezzo Centro Storico
$73 nightly
The price is $87
Oct 1 - Oct 2
Total with taxes and fees
Bibi Boutique
A spa area with a stone-walled arch, a hot tub, and a small window.

20. 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
$103 nightly
The price is $118
Oct 6 - Oct 7
Total with taxes and fees
DormiVeglia B&B
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

Villa Tiberini Wine Relais

Villa Tiberini Wine Relais

10/10 Excellent
"It's great place for the large family."
ENLI 3-night trip
Posted 2 days ago
Villa Tiberini Wine Relais

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 $178 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?

Holiday Home in Umbria with Pool: This vacation home rental outside of La Strada-Santa Cristina offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

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 Tennis Club Castiglionese.

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.