La Strada-Santa Cristina Vacation Rentals from ￥27,944: Search Short-Term Rentals

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Our top choices for La Strada-Santa Cristina vacation rentals

1. San Michele al Borgo

Castiglion Fiorentino

Vern

￥24,073 total

includes taxes & fees

Sep 16 - Sep 17

2. iConic Wellness Resort

Arezzo

Rheymarie

￥15,823 total

includes taxes & fees

Oct 11 - Oct 12

3. B&B Piccolo Hotel

Cortona Old Town

mansoor

￥27,462 total

includes taxes & fees

Sep 23 - Sep 24

Apartment (1 Bedroom) | Front of property

4. Vicolo Della Scala Rooms - La Luna

Cortona Old Town

￥17,682 total

includes taxes & fees

Sep 16 - Sep 17

5. CASA AMBRA

Cortona Old Town

￥23,387 total

includes taxes & fees

Sep 18 - Sep 19

6. Cameracaffè Centro

Arezzo Centro Storico

Alexandre

￥14,852 total

includes taxes & fees

Sep 27 - Sep 28

7. Fontelunga Hotel & Villas

Foiano della Chiana

Shelby

￥54,967 total

includes taxes & fees

Sep 19 - Sep 20

Luxury Double or Twin Room, 1 Bedroom, Jetted Tub, City View | View from room

8. B&B 52cento

Arezzo Centro Storico

Tina

￥12,144 total

includes taxes & fees

Sep 29 - Sep 30

9. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

￥14,791 total

includes taxes & fees

Sep 14 - Sep 15

Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub

10. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

￥19,045 total

includes taxes & fees

Oct 4 - Oct 5

11. Castello di Gargonza

Monte San Savino

Ariel

￥40,069 total

includes taxes & fees

Oct 14 - Oct 15

12. 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

￥19,128 total

includes taxes & fees

Oct 14 - Oct 15

13. Villa La Ginestra

Subbiano

Philippe

￥18,239 total

includes taxes & fees

Sep 25 - Sep 26

14. Vicolo Della Scala Rooms - Il Sole

Cortona Old Town

￥19,092 total

includes taxes & fees

Sep 17 - Sep 18

15. 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

￥21,382 total

includes taxes & fees

Sep 14 - Sep 15

16. Allegra Toscana - Affittacamere Guest house

Arezzo Centro Storico

Justin

￥16,820 total

includes taxes & fees

Sep 17 - Sep 18

17. Room-two-room Apartment

Saione

Thelma

￥21,649 total

includes taxes & fees

Sep 20 - Sep 21

18. Casale dell'Assiolo

Castiglione del Lago

￥22,284 total

includes taxes & fees

Oct 6 - Oct 7

19. Locanda del Viandante

Anghiari

Tatsuya

￥21,382 total

includes taxes & fees

Sep 14 - Sep 15

Classic Apartment, 3 Bedrooms | Exterior

20. Rustic Holiday Home in Citta di Castello With Swimming Pool

Città di Castello

￥40,624 total

includes taxes & fees

Oct 4 - Oct 5

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Top La Strada-Santa Cristina Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

"I never write hotel reviews, but this hotel was so exceptional that I had to share my experience. The room was beautiful, spotless, and incredibly comfortable, with thoughtful turn-down service every evening. The staff were truly the most attentive and welcoming I’ve ever experienced. They helped arrange pickup from the train station, made restaurant reservations, and went above and beyond in so many little ways. Those small details made me feel genuinely cared for. The breakfast was lovely and served in such a beautiful setting — the perfect way to start the day. I absolutely loved my stay here and would come back to Cortona for this hotel alone. A truly special place with exceptional hospitality. Highly recommend!"

Poggio Paradiso Resort & Spa

10/10 Excellent

"We LOVED our stay at Poggio Paradiso! The property is absolutely gorgeous and all the staff were amazing! The property is in a great location making it easy to day trip to many different areas in the Tuscan hill country. The onsite restaurant, L’Olivo, has THE most incredible food. The meals we ate there were the best we had in Italy hands down. Marco, the onsite sommelier, was helpful with wine selection at the restaurant and Gabriel, the bartender, was also great. We were also fortunate enough to meet the manager of the property, Chris, and loved hearing more about the history of the property and how it came to be. We will definitely go back!"

Villa Tiberini Wine Relais

10/10 Excellent

"Villa Tiberini is a beautiful place! The chef, staff and owners are wonderful people. The apartment was clean, had all of the necessities and thoughtful touches to make the experience welcoming and comfortable. The shower water pressure and pillow top bed were an extra treat! Breakfast was delicious and we loved the wine. We thoroughly enjoyed our time and would highly recommend this stay for anyone looking to get away from the buzz of tourist destinations. The actual winery is about a 10 minute drive away. We enjoyed our time lounging by the pool and exploring nearby towns by car."

Il Falconiere - Relais e Chateaux

10/10 Excellent

"Il Falconiere treats you as a true guest. Welcoming, courteous and professional were all staff members. Food truly excellent and with the Michelin star, you will enjoy a sumptuous meal, ample portions, amuse bouche at meal's start with a surprise dessert tray with little bites. All staff you interact with are well trained and genuinely friendly and still professional. Our room was in the origjnal residence and had a modern bathroom, lovely size bedroom, anti room with a second desk. In the salon, upon entering the suite, you will find "gifts" left for guests with seating if wishing to entertain. Our group, 4 persons, were very impressed with accommodations, meals and courteous staff. Of course, owner and chef, Silvia Baracchi, too was gracious coming to tables in the evening, welcoming guests and if passed anyone during day, always smiled a buon giorno to one and all. A delightful experience and wonderful to share with good friends."

Find out more about La Strada-Santa Cristina

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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?

Welcome to Villa Dolce Vita - your private paradise in Tuscany: This vacation home rental near La Strada-Santa Cristina is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

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. B&B Piccolo Hotel

4. Vicolo Della Scala Rooms - La Luna

5. CASA AMBRA

6. Cameracaffè Centro

7. Fontelunga Hotel & Villas

8. B&B 52cento

9. Artisti del Cavallo Tourism

10. DormiVeglia B&B

11. Castello di Gargonza

12. Locanda Antico Borgo

13. Villa La Ginestra

14. Vicolo Della Scala Rooms - Il Sole

15. Palazzo Tarlati Residenza d'Epoca

16. Allegra Toscana - Affittacamere Guest house

17. Room-two-room Apartment

18. Casale dell'Assiolo

19. Locanda del Viandante

20. Rustic Holiday Home in Citta di Castello With Swimming Pool

Find vacation rentals that suit your style

Top La Strada-Santa Cristina Hotel Reviews

Monastero di Cortona Hotel & Spa

Il Gentiluomo Hotel & SPA

Borgo San Vincenzo

Poggio Paradiso Resort & Spa

Villa Tiberini Wine Relais

Il Falconiere - Relais e Chateaux

Hotel Villa Paradiso

Hotel Minerva

Hotel Continentale

Find out more about La Strada-Santa Cristina

Frequently asked questions

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