La Strada-Santa Cristina Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for La Strada-Santa Cristina holiday rentals

Outdoor pool
Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI!

Villa in Castiglion Fiorentino

Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI!
9.8 out of 10, Exceptional, (38)
"Lovely villa and garden Well equipped Air con that works Fantastic pool and scenery 10/10"
United Kingdom
Gawain D.
Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI!
Exterior
Il Poggio dell'Eremita

Villa in Sinalunga

Il Poggio dell'Eremita
10.0 out of 10, Exceptional, (59)
"Amazing property! Could not recommend more."
United States
Annika P.
The price is AU$251
includes taxes & fees
12 Dec - 13 Dec
Il Poggio dell'Eremita
Pool
Farmhouse in the hills with panoramic view and swimming pool

Holiday Home in Ristonchia

Farmhouse in the hills with panoramic view and swimming pool
9.6 out of 10, Exceptional, (75)
"Was wonderful and beautiful. "
United States
Alana A.
Farmhouse in the hills with panoramic view and swimming pool
Property grounds
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 AU$139
includes taxes & fees
11 Jan - 12 Jan 2026
Artisti del Cavallo Tourism
Outdoor pool
17th century farmhouse with private pool and Wi-Fi and air conditioning

Villa in Arezzo

17th century farmhouse with private pool and Wi-Fi and air conditioning
9.2 out of 10, Wonderful, (39)
"We stayed as a family of 10 and had a great time. The accommodation is definitely rustic and traditional. It won’t suit everyone but if you’re looking to get back to basics look no further! For us as an Australian family it could have cleaner and we ended up doing cleaning ourselves to make it more comfortable. The bed linen and towels are also ready for a refresh. The host was great and provided a good summary of the local area and sights. Arezzo is a lovely day out. "
Australia
Anonymous traveller
17th century farmhouse with private pool and Wi-Fi and air conditioning
Pool
House with garden and panoramic view over Lake Trasimeno

Villa in Tuoro Sul Trasimeno

House with garden and panoramic view over Lake Trasimeno
9.8 out of 10, Exceptional, (47)
"We had a very pleasant stay and enjoyed the house and surroundings to the fullest. The view of the lake is breathtaking.We had very good communication with the owner and bought some of his very good wines."
Denmark
Lars B.
House with garden and panoramic view over Lake Trasimeno
Outdoor dining
Luxury Cortona view hilltop Villa

Villa in cortona

Luxury Cortona view hilltop Villa
10.0 out of 10, Exceptional, (50)
"Perfect location for day trips covering so many of the hilltop towns. Perfect accommodation for a group of 12 friends as each bedroom has it’s own bathroom.Perfect Villa for relaxing at home coffee every morning, lying by the pool and dinner watching the incredible sunsets.Perfect hosts. Denise takes care of everything while you are at the villa including cooking us a wonderful dinner. Mieke answered all our questions prior to our arrival very promptly. She has set the villa up perfectly and...
Australia
Belinda P.
Luxury Cortona view hilltop Villa
Fridge, microwave, oven, stovetop
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)

Apartment in Arezzo Centro Storico

Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
10.0 out of 10, Exceptional, (133)
"Quaint/Historic/Location/Fabulous Weekend of CelebrationBetween Stefano’s hospitality, terrific meals, market in the park and winning the Jousting tournament we could not choose our best memory! Thank you for sharing your chef talent, comfy car and lovely cottage with us. Enjoy your American treats:)"
United States
Katie J.
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Terrace/patio
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 AU$222
includes taxes & fees
11 Jan - 12 Jan 2026
Casa Vacanze Le Fornaci
Pool
Villa with swimming pool and garden- San Feliciano, Trasimeno lake

Holiday Home in San Feliciano

Villa with swimming pool and garden- San Feliciano, Trasimeno lake
8.4 out of 10, Very good, (46)
"We had a great Family Holiday there. We enjoyed the pool so much and the nice terrasse, where we had all our meals and sat in the evenings to watch the Sunset on the lake. We liked the dogs visiting us and Massimo was always helpful."
Germany
Karin
Villa with swimming pool and garden- San Feliciano, Trasimeno lake
Property grounds
Holiday home with panoramic terrace ideal for families and couples

Holiday Home in Cortona

Holiday home with panoramic terrace ideal for families and couples
The price is AU$164
includes taxes & fees
14 Dec - 15 Dec
Holiday home with panoramic terrace ideal for families and couples
Property grounds
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

Villa in AREZZO

Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
9.8 out of 10, Exceptional, (35)
"Lovely property with a great pool. Hosts were very friendly and communication good throughout."
United Kingdom
Andrew T.
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
Outdoor pool
Villa with private pool, 7bedrooms, in Tuscan country between Cortona and Arezzo

Villa in Arezzo

Villa with private pool, 7bedrooms, in Tuscan country between Cortona and Arezzo
10.0 out of 10, Exceptional, (45)
"This property is just beautiful. One of the best I have ever stayed at. Everyone loved it. The location (right next to a lovely winery) couldn’t be better. Plenty of parking and ample space for our group. Hope to come back and stay again!"
United States
Deepak M.
Villa with private pool, 7bedrooms, in Tuscan country between Cortona and Arezzo
Exterior
Wonderful villa at the foot of Cortona with private pool and unforgettable views

Villa in Cortona

Wonderful villa at the foot of Cortona with private pool and unforgettable views
9.4 out of 10, Exceptional, (3)
"I want to move into this villa. It was amazing from start to finish with only one or two minor issues. The location was perfect for visiting nearby towns and wineries. The American style coffee maker was ancient and it took over an hour to brew a cup of coffee. Once we cleaned it with vinegar it worked a lot better. Sadly we did not use the pool due to the weather. I definitely would return to this villa. "
United States
Mary S.
Wonderful villa at the foot of Cortona with private pool and unforgettable views
Exterior
Castello di Gargonza

Residence in Monte San Savino

Castello di Gargonza
3.0 star property
9.2 out of 10, Wonderful, (39)
"All of the hotel staff did an outstanding job. Our room had everything we needed and the restaurant was great. Breakfast was exceptional. Special shoutout to Neri, the owner, for taking such good care of us. "
United States
Diane
Castello di Gargonza
Outdoor pool
Casa Fontelunga, Tuscan holiday villa with private pool

Holiday Home in cortona

Casa Fontelunga, Tuscan holiday villa with private pool
9.4 out of 10, Exceptional, (13)
"We had a two week escape in the Tuscan countryside. We enjoyed touring around the area and a organized cooking class"
United States
Andrew Z.
Casa Fontelunga, Tuscan holiday villa with private pool
Seasonal outdoor pool
Agriturismo Nestore

Holiday Home in Umbertide

Agriturismo Nestore
9.8 out of 10, Exceptional, (7)
"Foi tudo bem. Lugar simples mas muito agradável. "
Brazil
Fernanda
Agriturismo Nestore
Outdoor pool
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo

Villa in Arezzo

Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo
10.0 out of 10, Exceptional, (18)
"Amazing location, great pool, ideal for a large group. Very friendly and helpful hosts. Second stay at this property would definitely consider it again. "
United Kingdom
Julie C.
The price is AU$4,141
includes taxes & fees
13 Dec - 14 Dec
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo
Pool
Big house

Villa in Castiglione del Lago

Big house
7.8 out of 10, Good, (13)
"The house and location are perfect for a family holiday, the pool is lovely and there are plenty of covered areas in the garden in which to relax when the sun gets too hot! The proprietors are very accommodating and fixed any issues (washing machine failed during our stay) immediately. The only thing to be aware of is that the region near the lake does suffer from mosquitoes which come out in the evening - so take repellent with you as it’s expensive in Italy!"
United Kingdom
Paul F.
Big house
Terrace/patio
beautiful tuscan villa with pool, ideal for groups

Holiday Home in Cortona

beautiful tuscan villa with pool, ideal for groups
10.0 out of 10, Exceptional, (30)
"I can’t even describe how beautiful this villa is . The first day I walked out of the house into the patio to the smell of wisteria and the sound of bees . It was incredibly relaxing and we fixed wonderful meals and spent time around the pool . There was plenty of room for our family and everyone left feeling rested . There are so many things to do close by. We highly recommend this villa to anyone who will be staying in the region "
United States
Alicia N.
beautiful tuscan villa with pool, ideal for groups
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top La Strada-Santa Cristina Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"The hotel amenities, comfort, hospitality are top notch. Should easily be a 4-star hotel! "
Neha 2-night trip
Posted 4 days ago
Hotel Italia

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 favourite 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 depend 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 AU$139 per night. Entering your travel dates in the search wizard might find you 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?

Agriturismo Nestore: This holiday home rental outside La Strada-Santa Cristina offers a garden, an arcade/games room and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware.

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 Tennis Club Castiglionese.

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.