La Strada-Santa Cristina Holiday Rentals

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for La Strada-Santa Cristina holiday rentals

Premium bedding, down duvets, pillow-top 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
The price is S$218
includes taxes & fees
3 Jan - 4 Jan, 2026
THE MONNA LISA RESORT
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
The price is S$129
includes taxes & fees
18 Jan - 19 Jan, 2026
Cameracaffè Centro
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
Daily buffet breakfast (EUR 10 per person)
DormiVeglia B&B

DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (27)
"This was our favourite B&B. The owner Simona was absolutely wonderful. The hot tub in our room was out of this world. If you have the chance to visite this gem…DO IT!!"
Canada
Claude
DormiVeglia B&B
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
The price is S$177
includes taxes & fees
8 Jan - 9 Jan, 2026
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
The price is S$204
includes taxes & fees
8 Jan - 9 Jan, 2026
Locanda del Viandante
Property grounds
Artisti del Cavallo Tourism

Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (24)
"Good house for one night. "
Germany
Heiner
The price is S$118
includes taxes & fees
6 Jan - 7 Jan, 2026
Artisti del Cavallo Tourism
Terrace/patio
Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.4 out of 10, Exceptional, (3)
"We absolutely loved our stay at this hotel. The suite was perfect and the restaurant had probably the best food I have had in Tuscany. We definitely plan to stay there again."
United States
Gregory
The price is S$192
includes taxes & fees
4 Jan - 5 Jan, 2026
Casa Vacanze Le Fornaci
Front of property
Locanda Antico Borgo

Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (20)
"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 S$150
includes taxes & fees
8 Jan - 9 Jan, 2026
Locanda Antico Borgo
Free WiFi, bed sheets
B&B 52cento

B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.0 out of 10, Very good, (73)
"Stayed in the top floor room with the terrace and seating area. Definitely a great decision. Arrezo was the starting point of our Tuscany tour and glad we spent an extra night and day. Great room super convenient to town and the train station. "
United States
Edward
The price is S$123
includes taxes & fees
11 Jan - 12 Jan, 2026
B&B 52cento
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
"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 12 days 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.