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Check prices for these dates

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

Our top choices for La Strada-Santa Cristina holiday 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
The price is £113
includes taxes & fees
5 Oct - 6 Oct
San Michele al Borgo

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
The price is £68
includes taxes & fees
25 Oct - 26 Oct
iConic Wellness Resort
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

3. 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 £69
includes taxes & fees
1 Oct - 2 Oct
Artisti del Cavallo Tourism
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

4. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (44 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 £208
includes taxes & fees
29 Sept - 30 Sept
Castello di Gargonza
A modern hotel room with large windows, a bed, a desk, and a chair.

5. 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
The price is £64
includes taxes & fees
29 Oct - 30 Oct
B&B 52cento

6. Bibi Boutique

Bibi Boutique
Arezzo Centro Storico
The price is £74
includes taxes & fees
30 Sept - 1 Oct
Bibi Boutique
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

7. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is £254
includes taxes & fees
2 Oct - 3 Oct
CASA AMBRA
A view of a historic town with prominent buildings and a church tower.

8. 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
The price is £75
includes taxes & fees
15 Oct - 16 Oct
Cameracaffè Centro
A compact kitchen with a microwave, a sink, and wooden cabinets.

9. Limehome Arezzo Duomo

Limehome Arezzo Duomo
Arezzo Centro Storico
The price is £86
includes taxes & fees
29 Sept - 30 Sept
Limehome Arezzo Duomo
An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

10. 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 £123
includes taxes & fees
7 Oct - 8 Oct
B&B Piccolo Hotel
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

11. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful stay!"
Canada
Brian
The price is £236
includes taxes & fees
28 Oct - 29 Oct
Fontelunga Hotel & Villas
A spa area with a stone-walled arch, a hot tub, and a small window.

12. 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
The price is £91
includes taxes & fees
5 Oct - 6 Oct
DormiVeglia B&B
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

13. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is £83
includes taxes & fees
1 Oct - 2 Oct
Vicolo Della Scala Rooms - La Luna
A fountain with water cascading down a column, surrounded by greenery and a building in the background.

14. Residence al Lago

Residence al Lago
Contrada Fontivegge
8.6 out of 10, Excellent, (39 reviews)
"We stayed for one night, but the rooms are only good for night, it was very expensive for the room and location "
United States
Hananeh
The price is £81
includes taxes & fees
29 Sept - 30 Sept
Residence al Lago
An arched stone bridge with a white building on the right, featuring a balcony with plants.

15. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (20 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 £90
includes taxes & fees
1 Oct - 2 Oct
Locanda Antico Borgo
A building with a balcony, multiple windows, and a door.

16. Dolce Rosa Centro Storico

Dolce Rosa Centro Storico
Sansepolcro
9.6 out of 10, Exceptional, (13 reviews)
"Ottimo rapporto qualità prezzo camera carina... un unico neo mancavano i tappi di vasca e bidet..."
Italy
Sergio
The price is £47
includes taxes & fees
12 Oct - 13 Oct
Dolce Rosa Centro Storico

17. 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 £103
includes taxes & fees
29 Sept - 30 Sept
Palazzo Tarlati Residenza d'Epoca

18. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
The price is £106
includes taxes & fees
6 Oct - 7 Oct
Casale dell'Assiolo
A corridor with wooden flooring, a white cushioned bench, and shelves on both sides displaying bottles.

19. Allegra Toscana - Affittacamere Guest house

Allegra Toscana - Affittacamere Guest house
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 £81
includes taxes & fees
11 Oct - 12 Oct
Allegra Toscana - Affittacamere Guest house
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
The price is £108
includes taxes & fees
19 Oct - 20 Oct
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

Villa Tiberini Wine Relais

Villa Tiberini Wine Relais

10/10 Excellent
"This place was spectacular. Luca and Nunzia became like family. Their staff was always helpful. The property is gorgeous!!! We also did the wine tasting lunch and that was one of pur favorite activities of a 5 week trip."
Kristine 7-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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the La Strada-Santa Cristina holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

La Strada-Santa Cristina holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A La Strada-Santa Cristina holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of La Strada-Santa Cristina holiday rentals we have selected for you start as low as £137 per night. Entering your travel dates in the search wizard 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 holiday 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 holiday.

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 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 are some of the best holiday rentals that La Strada-Santa Cristina has to offer?

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

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.