La Strada-Santa Cristina Vacation Rentals from $176: Search Short-Term Rentals

Q: What's the top vacation rental in La Strada-Santa Cristina?

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

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Our top choices for La Strada-Santa Cristina vacation rentals

A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

1. San Michele al Borgo

Castiglion Fiorentino

Vern

$123 nightly

Oct 1 - Oct 2

Total with taxes and fees

2. iConic Wellness Resort

Arezzo

Rheymarie

$75 nightly

Oct 25 - Oct 26

Total with taxes and fees

A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

3. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

$76 nightly

Oct 4 - Oct 5

Total with taxes and fees

A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

4. Castello di Gargonza

Monte San Savino

Iain

$246 nightly

Sep 28 - Sep 29

Total with taxes and fees

A modern hotel room with large windows, a bed, a desk, and a chair.

5. B&B 52cento

Arezzo Centro Storico

Tina

$70 nightly

Oct 21 - Oct 22

Total with taxes and fees

6. Bibi Boutique

Arezzo Centro Storico

$73 nightly

Oct 1 - Oct 2

Total with taxes and fees

A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

7. CASA AMBRA

Cortona Old Town

$281 nightly

Oct 23 - Oct 24

Total with taxes and fees

A view of a historic town with prominent buildings and a church tower.

8. Cameracaffè Centro

Arezzo Centro Storico

Alexandre

$79 nightly

Oct 16 - Oct 17

Total with taxes and fees

A compact kitchen with a microwave, a sink, and wooden cabinets.

9. Limehome Arezzo Duomo

Arezzo Centro Storico

$87 nightly

Sep 28 - Sep 29

Total with taxes and fees

An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

10. B&B Piccolo Hotel

Cortona Old Town

mansoor

$144 nightly

Oct 7 - Oct 8

Total with taxes and fees

An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

11. Fontelunga Hotel & Villas

Foiano della Chiana

Brian

$283 nightly

Oct 18 - Oct 19

Total with taxes and fees

A spa area with a stone-walled arch, a hot tub, and a small window.

12. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

$103 nightly

Oct 18 - Oct 19

Total with taxes and fees

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

Cortona Old Town

$96 nightly

Sep 29 - Sep 30

Total with taxes and fees

A fountain with water cascading down a column, surrounded by greenery and a building in the background.

14. Residence al Lago

Contrada Fontivegge

Hananeh

$86 nightly

Sep 30 - Oct 1

Total with taxes and fees

An arched stone bridge with a white building on the right, featuring a balcony with plants.

15. Locanda Antico Borgo

Civitella in Val di Chiana

"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. "

Mr Andy

$106 nightly

Oct 2 - Oct 3

Total with taxes and fees

A building with a balcony, multiple windows, and a door.

16. Dolce Rosa Centro Storico

Sansepolcro

Sergio

$56 nightly

Oct 12 - Oct 13

Total with taxes and fees

17. Palazzo Tarlati Residenza d'Epoca

Civitella in Val di Chiana

"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...

Marco

$124 nightly

Sep 28 - Sep 29

Total with taxes and fees

18. Casale dell'Assiolo

Castiglione del Lago

$121 nightly

Oct 6 - Oct 7

Total with taxes and fees

A corridor with wooden flooring, a white cushioned bench, and shelves on both sides displaying bottles.

19. Allegra Toscana - Affittacamere Guest house

Arezzo Centro Storico

Justin

$79 nightly

Oct 25 - Oct 26

Total with taxes and fees

An arched stone gateway leading to a pathway lined with potted plants and lights.

20. Castello di Modanella

Rapolano Terme

Dennis

$128 nightly

Oct 4 - Oct 5

Total with taxes and fees

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Top La Strada-Santa Cristina Hotel Reviews

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."

Agriturismo Borgo Sette Tigli

10/10 Excellent

"The room was as advertised. Clean one bedroom apartment. If you stay here there are several room options. Ours didn't have a best view or patio (number 7) so maybe there is a way to request that. The pool was nice and relaxing to be at during the hot afternoons. The property was very quiet. We could sleep with the windows open. The access to the stay is by a dirt road, but you don't need Four wheel drive. Any car will work. The location was great as we were close to small towns for traveling. We needed a crib and that was set up for us on arrival. A highchair was also provided. The hosts were responsive with any issues brought up. I would stay here again."

Hotel San Michele

8/10 Good

"This is a charming hotel housed in a 15th century palazzo as close as you can get to the center of Cortona. The staff was pleasant and helpful. Plus you can pull your car up for luggage drop off - a real convenience in a town center where cars are otherwise restricted. Just note this hotel is in an old building. Not all rooms are serviced by elevator - some stairs required. And like any historic property the facilities have charming quirks - rooms but not all public facilities have A/C, lighting is low and there are no amenities on site other than a lovely buffet breakfast you can enjoy inside or in a garden setting. However its location steps from Cortona’s Piazza Republica, restaurants and shops make up for any shortcomings!"

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"

Find out more about La Strada-Santa Cristina

Everything you need to know about La Strada-Santa Cristina vacation rentals

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

La Strada-Santa Cristina vacation 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 low season months. For more hustle and bustle, you may prefer to visit La Strada-Santa Cristina in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $176 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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 vacation rental in La Strada-Santa Cristina?

Yes, there are vacation rentals near the most popular local attractions in La Strada-Santa Cristina, or you can select a more remote 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 theater during your trip.

What's the top vacation rental in La Strada-Santa Cristina?

Holiday Home in Umbria with Pool: This vacation home rental near La Strada-Santa Cristina offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection 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 larger area.

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

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in La Strada-Santa Cristina. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a family trip.

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Check prices for these dates

Our top choices for La Strada-Santa Cristina vacation rentals

1. San Michele al Borgo

2. iConic Wellness Resort

3. Artisti del Cavallo Tourism

4. Castello di Gargonza

5. B&B 52cento

6. Bibi Boutique

7. CASA AMBRA

8. Cameracaffè Centro

9. Limehome Arezzo Duomo

10. B&B Piccolo Hotel

11. Fontelunga Hotel & Villas

12. DormiVeglia B&B

13. Vicolo Della Scala Rooms - La Luna

14. Residence al Lago

15. Locanda Antico Borgo

16. Dolce Rosa Centro Storico

17. Palazzo Tarlati Residenza d'Epoca

18. Casale dell'Assiolo

19. Allegra Toscana - Affittacamere Guest house

20. Castello di Modanella

Find vacation rentals that suit your style

Top La Strada-Santa Cristina Hotel Reviews

Villa Tiberini Wine Relais

Agriturismo Borgo Sette Tigli

Monastero di Cortona Hotel & Spa

Hotel San Michele

Villa di Piazzano - Small Luxury Hotel of the World

Il Falconiere - Relais e Chateaux

Podere La Rocca

Borgo San Vincenzo

Il Gentiluomo Hotel & SPA

Find out more about La Strada-Santa Cristina

Frequently asked questions

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