La Strada-Santa Cristina Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for La Strada-Santa Cristina holiday rentals

Exterior
THE MONNA LISA RESORT

Townhouse in Arezzo

THE MONNA LISA RESORT
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 NZ$284
includes taxes & fees
1 Jan - 2 Jan 2026
THE MONNA LISA RESORT
Front of property
Dolce Rosa Centro Storico

Townhouse in Sansepolcro

Dolce Rosa Centro Storico
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
Porch
Cameracaffè Centro

Townhouse in Arezzo Centro Storico

Cameracaffè Centro
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 NZ$179
includes taxes & fees
18 Jan - 19 Jan 2026
Cameracaffè Centro
Front of property
Villa La Ginestra

Townhouse in Subbiano

Villa La Ginestra
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
Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub
DormiVeglia B&B

Townhouse in Monte San Savino

DormiVeglia B&B
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
Artisti del Cavallo Tourism

Villa in Foiano della Chiana

Artisti del Cavallo Tourism
8.4 out of 10, Very good, (24)
"Good house for one night. "
Germany
Heiner
The price is NZ$162
includes taxes & fees
30 Dec - 31 Dec
Artisti del Cavallo Tourism
Exterior
The Rigomagno Hill

Apartment in Rigomagno

The Rigomagno Hill
10.0 out of 10, Exceptional, (1)
"location meravigliosa, personale comprensivo disponibile ed accogliente, consigliato"
Italy
Giulio
The Rigomagno Hill
Exterior
San Michele al Borgo

Townhouse in Castiglion Fiorentino

San Michele al Borgo
9.8 out of 10, Exceptional, (9)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is NZ$226
includes taxes & fees
8 Jan - 9 Jan 2026
San Michele al Borgo
Dining
Montecchio di Cortona

Holiday Home in Montecchio

Montecchio di Cortona
9.0 out of 10, Wonderful, (2)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is NZ$157
includes taxes & fees
31 Dec - 1 Jan 2026
Montecchio di Cortona
Outdoor dining
Deluxe room Cartazucchero in the heart of Arezzo

Apartment in Arezzo Centro Storico

Deluxe room Cartazucchero in the heart of Arezzo
10.0 out of 10, Exceptional, (2)
"From all the places we stayed during our 13-day trip to Italy, this was by far our favorite. Fabio was incredibly communicative and friendly right from the start, sending us clear instructions on how to get there. He greeted us at the door with such warmth that it truly felt like we were staying with family. The room was spotless, beautifully decorated, and generously stocked with water, cookies, pastries, and other treats. It had the comfort and attention to detail of a hotel, yet the warmth of...
United States
Hector
The price is NZ$144
includes taxes & fees
7 Jan - 8 Jan 2026
Deluxe room Cartazucchero in the heart of Arezzo
Dining
Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!

Holiday Home in Castel Rigone

Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!
10.0 out of 10, Exceptional, (3)
"The only thing this place could have that it doesn't is an infinity pool! We loved it here. It was a last minute booking and the host was super helpful. STUNNING views from the patio, and the lake is a short drive down the hill. Also, a very cool little town with restaurants just a two minute drive.Our favorite stays in Italy we're in these little remote towns. Soooo nice. "
United States
Adam H.
The price is NZ$246
includes taxes & fees
11 Jan - 12 Jan 2026
Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!
Daily local cuisine breakfast for a fee
Locanda del Viandante

Townhouse in Anghiari

Locanda del Viandante
9.0 out of 10, Wonderful, (6)
"Smuk beliggenhed - meget autentisk på den gode måde"
Denmark
tina
The price is NZ$273
includes taxes & fees
7 Jan - 8 Jan 2026
Locanda del Viandante
Family Apartment, 2 Bedrooms, Hill View, Tower | View from room
Casa Vacanze Le Fornaci

Apartment in Pergine Valdarno

Casa Vacanze Le Fornaci
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 NZ$256
includes taxes & fees
7 Jan - 8 Jan 2026
Casa Vacanze Le Fornaci
Luxury Double or Twin Room, 1 Bedroom, Jetted Tub, City View | View from room
B&B 52cento

Townhouse in Arezzo Centro Storico

B&B 52cento
8.0 out of 10, Very good, (73)
"Exactly how it is described and very near the train station. Walkable distance to all the things to do around there. I really enjoyed my stay there. "
United States
Maria de Lourdes
The price is NZ$165
includes taxes & fees
8 Jan - 9 Jan 2026
B&B 52cento
Exterior
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi

Holiday Home in Cortona

Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi
9.0 out of 10, Wonderful, (2)
"Pros: Il camino è stato come tornare bambini.Atmosfera Natalizia e tanto di più. Cons: Il Bidè non funzionava."
Italy
Anonymous traveller
The price is NZ$225
includes taxes & fees
7 Jan - 8 Jan 2026
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi
Interior
Casa Da Vinci for two

Holiday Home in Castiglion fibocchi

Casa Da Vinci for two
8.0 out of 10, Very good, (1)
"Sauber gemütlich, nette Atmosphäre Einrichtung ist ausreichend."
Germany
Perdita I.
The price is NZ$137
includes taxes & fees
1 Jan - 2 Jan 2026
Casa Da Vinci for two
Interior
The window on the tower apartment new castiglion fiorentino

Apartment in Castiglion fiorentino

The window on the tower apartment new castiglion fiorentino
10.0 out of 10, Exceptional, (1)
"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.
The price is NZ$283
includes taxes & fees
7 Jan - 8 Jan 2026
The window on the tower apartment new castiglion fiorentino
Smart TV
Home In

Apartment in Passignano sul Trasimeno

Home In
The price is NZ$166
includes taxes & fees
7 Jan - 8 Jan 2026
Home In
Exterior
Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Holiday Home in Arezzo Centro Storico

Tolletta 10 e Lode - One Bedroom House, Sleeps 4
10.0 out of 10, Exceptional, (1)
" 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
The price is NZ$308
includes taxes & fees
18 Jan - 19 Jan 2026
Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Exterior detail
LE ORTENSIE Independent mini-apartment outdoor space and small garden

Apartment in Arezzo

LE ORTENSIE Independent mini-apartment outdoor space and small garden
10.0 out of 10, Exceptional, (1)
"From the moment we checked in, Giacinta was a gem to talk to, even with her broken English :). The apartment was very clean and the A/C worked great, specially after a busy day outside. Just a short drive to the historic district and also to some wineries and vineyards. Overall I will rate this place a 10 and recommend to anyone visiting Arezzo in the Tuscany region of Italy."
United States
Jose P.
The price is NZ$307
includes taxes & fees
2 Jan - 3 Jan 2026
LE ORTENSIE Independent mini-apartment outdoor space and small garden
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 Svetoni Wine Resort

Villa Svetoni Wine Resort

10/10 Excellent
"What a wonderful villa wine resort in Tuscany. Great restaurant Michelin star attached and easy access . Staff was very attentive and available at Al times. 10 min drive to Montepulciano "
Manny 3-night trip
Posted 3 weeks ago
Villa Svetoni Wine Resort

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, 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 NZ$162 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 holiday rentals 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. La Strada-Santa Cristina is known for its wineries.

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

Villa with swimming pool and garden- San Feliciano, Trasimeno lake: This holiday home rental outside of La Strada-Santa Cristina is located in a rural location, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a pool table and 1 hot tub.

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

Expedia has 5 holiday 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 wider area, you’ll find Agricola Buccelletti Winery and Cortona Cathedral.

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 offer extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for small groups.