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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for La Strada-Santa Cristina holiday rentals

Pool

1. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (41 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is 2.181.385 ₫
2.573.395 ₫ total
includes taxes & fees
5 Nov - 6 Nov
iConic Wellness Resort
A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

2. 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
The price is 3.635.484 ₫
4.114.946 ₫ total
includes taxes & fees
14 Oct - 15 Oct
San Michele al Borgo
An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

3. 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
The price is 3.670.258 ₫
4.095.241 ₫ total
includes taxes & fees
2 Nov - 3 Nov
B&B Piccolo Hotel
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

4. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay!"
Canada
Brian
The price is 7.304.596 ₫
8.150.970 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Fontelunga Hotel & Villas
A modern kitchen with wooden cabinets, a microwave, and a black countertop.

5. Limehome Arezzo Duomo

Limehome Arezzo Duomo
Arezzo Centro Storico
10.0 out of 10, Exceptional, (3 reviews)
"I really liked the brand new room. Nice design and super comfy bed. Plus free coffee is a nice addition to the experience there. Loved it. Plus my personal highlight were the nice views into the historical center of Arezzo."
Germany
Florian
The price is 1.659.598 ₫
2.158.810 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Limehome Arezzo Duomo
A spa area with a stone-walled arch, a hot tub, and a small window.

6. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (30 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is 2.853.065 ₫
3.254.285 ₫ total
includes taxes & fees
8 Nov - 9 Nov
DormiVeglia B&B
A view of a historic town with prominent buildings and a church tower.

7. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (195 reviews)
"Pros: Nice staff. Good breakfast with a nice view. Cons: Old bed and can feel the metal springs in your back so poor sleep. Lots of beggars and vagrants at the entrance of building."
United States
Steven
The price is 2.291.909 ₫
2.695.000 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Cameracaffè Centro
A modern hotel room with large windows, a bed, a desk, and a chair.

8. B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.0 out of 10, Very good, (82 reviews)
"Very accessible and easy accommodation. Very pleasant room and reasonable breakfast. Within walking distance of train station and city centre."
Australia
Tina
The price is 1.957.731 ₫
2.327.375 ₫ total
includes taxes & fees
19 Oct - 20 Oct
B&B 52cento
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

9. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.4 out of 10, Exceptional, (46 reviews)
"Roberto, his wife and his staff were all round great. Very friendly helpful and great service. We were very happy to find this authentic castle/village to stay in Tuscany."
Canada
Iain
The price is 6.256.720 ₫
6.998.306 ₫ total
includes taxes & fees
29 Oct - 30 Oct
Castello di Gargonza
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

10. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is 5.927.348 ₫
6.563.551 ₫ total
includes taxes & fees
6 Nov - 7 Nov
CASA AMBRA
Room

11. Bibi Boutique

Bibi Boutique
Arezzo Centro Storico
The price is 2.133.976 ₫
2.521.245 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Bibi Boutique
An arched stone bridge with a white building on the right, featuring a balcony with plants.

12. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (21 reviews)
"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. "
United Kingdom
Mr Andy
The price is 2.976.882 ₫
3.274.570 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Locanda Antico Borgo
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

13. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is 2.102.258 ₫
2.428.398 ₫ total
includes taxes & fees
24 Oct - 25 Oct
Artisti del Cavallo Tourism
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

14. Vicolo Della Scala Rooms - Il Sole

Vicolo Della Scala Rooms - Il Sole
Cortona Old Town
The price is 2.890.737 ₫
3.295.724 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Vicolo Della Scala Rooms - Il Sole
A stone building with arched windows and a gravel driveway.

15. Villa La Ginestra

Villa La Ginestra
Subbiano
9.6 out of 10, Exceptional, (5 reviews)
"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."
Canada
Philippe
The price is 2.845.161 ₫
3.216.612 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Villa La Ginestra
Property entrance

16. Palazzo Tarlati Residenza d'Epoca

Palazzo Tarlati Residenza d'Epoca
Civitella in Val di Chiana
8.0 out of 10, Very good, (3 reviews)
"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...
United States
Marco
The price is 4.214.922 ₫
4.636.559 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Palazzo Tarlati Residenza d'Epoca
A corridor with wooden flooring, a white cushioned bench, and shelves on both sides displaying bottles.

17. Allegra Toscana - Affittacamere & Guest House Arezzo

Allegra Toscana - Affittacamere & Guest House Arezzo
Arezzo Centro Storico
7.0 out of 10, Good, (17 reviews)
"Great location in Arezzo, easy and simple to find and access. Everything was exactly as we needed although we did not need to stay long."
United Kingdom
Justin
The price is 2.421.996 ₫
2.953.981 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Allegra Toscana - Affittacamere & Guest House Arezzo
Room

18. Two-room Apartment for 3 People With Kitchen and Private Bathroom

Two-room Apartment for 3 People With Kitchen and Private Bathroom
Saione
8.0 out of 10, Very good, (1 review)
"The property is in a great location in Arezzo and the owner communicated clearly, thoroughly with us and this was much appreciated since we are still novice VRBO users. Not having a designated parking spot caused some frustration when we ended up finding an open spot a block away. "
United States
Robert
The price is 3.477.419 ₫
3.999.032 ₫ total
includes taxes & fees
10 Nov - 11 Nov
Two-room Apartment for 3 People With Kitchen and Private Bathroom
A table set outdoors with a view of mountains, including a basket of pastries, cups of coffee, and a bottle of water.

19. Locanda del Viandante

Locanda del Viandante
Anghiari
9.0 out of 10, Wonderful, (6 reviews)
"客室は清潔で、とても可愛いかったです。宿泊場所からの眺望は感動します。 朝食が人生でベスト朝食でした！"
Japan
Tatsuya
The price is 3.293.116 ₫
3.622.312 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Locanda del Viandante
An arched stone gateway leading to a pathway lined with potted plants and lights.

20. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very good, (17 reviews)
"To far out"
United States
Dennis
Castello di Modanella
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Beautiful hotel, friendly staff and lovely spa with very good massage therapists. Beware of steep streets, not easy for older folks."
Lena 3-night trip
Posted 3 hours ago
Monastero di Cortona Hotel & Spa

Frequently asked questions

Can I find a holiday rental in La Strada-Santa Cristina?

Yes, there are holiday rentals close to the most popular sights in La Strada-Santa Cristina, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to La Strada-Santa Cristina speak positively about the countryside and wineries in this destination. Make sure you have time to check out the churches and musical theatre during your trip.

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. Agricola Buccelletti Winery and Tennis Club Castiglionese are a couple of places you'll find in the wider area.

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

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in La Strada-Santa Cristina. Holiday rentals feature extras such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a small group gathering.