Castiglion Fiorentino Cottages

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Recommended hotels in Castiglion Fiorentino

A terrace with a view of a town, outdoor seating, and a tree.

1. San Michele al Castello

Castiglion Fiorentino

Alejandro

RM537 total

includes taxes & fees

30 Sept - 1 Oct

A hotel with a modern design, featuring a prominent green sign, multiple balconies, and well-maintained landscaping.

2. Hotel Park

Castiglion Fiorentino

Karen

RM501 total

includes taxes & fees

25 Sept - 26 Sept

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

3. San Michele al Borgo

Castiglion Fiorentino

Vern

RM662 total

includes taxes & fees

25 Sept - 26 Sept

A multi-story building with green shutters, a balcony, and a sign with a musical note.

4. Bed & Breakfast Viziottavo

Castiglion Fiorentino

luigi

RM508 total

includes taxes & fees

8 Oct - 9 Oct

A stone building with a courtyard, outdoor seating, and a view of the landscape.

5. Villa Schiatti

Castiglion Fiorentino

Soudabeh

RM729 total

includes taxes & fees

27 Sept - 28 Sept

A large, two-story building with a symmetrical facade, a central entrance, and evenly spaced windows.

6. Hotel Le Capanne

Arezzo

Robert

RM559 total

includes taxes & fees

25 Sept - 26 Sept

A stone building with a glass table and chairs, surrounded by purple flowers and greenery, overlooking a rural landscape with hills and trees.

7. Il Falconiere - Relais e Chateaux

Cortona

Qingwen

RM2,021 total

includes taxes & fees

22 Oct - 23 Oct

A view of a historic building with a green dome through a window, with candles and rolled towels on the windowsill.

8. Hotel Italia

Cortona Old Town

Frances

RM617 total

includes taxes & fees

23 Oct - 24 Oct

A stone building with multiple windows and a central entrance.

9. Fondaco del Moro

Civitella in Val di Chiana

Heather

RM315 total

includes taxes & fees

25 Sept - 26 Sept

An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.

10. Cortona Resort - Le Terre Dei Cavalieri

Cortona

Dana

RM673 total

includes taxes & fees

27 Sept - 28 Sept

A two-story building with a balcony, multiple windows with shutters, and a well-maintained garden with hedges and potted plants.

11. La Cantina Relais - Fattoria Il Cipresso

Arezzo

Ronald

RM476 total

includes taxes & fees

14 Oct - 15 Oct

A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.

12. Relais Villa Baldelli

Cortona

Peter

RM615 total

includes taxes & fees

28 Sept - 29 Sept

A pool area with lounge chairs, a hot tub, and a view of mountains.

13. Monastero di Cortona Hotel & Spa

Cortona Old Town

Alexander

RM1,648 total

includes taxes & fees

11 Oct - 12 Oct

A courtyard with stone buildings, a gravel path, and potted plants.

14. B&B San Francesco

Cortona Old Town

Esther

RM458 total

includes taxes & fees

27 Sept - 28 Sept

A building with multiple floors, a staircase leading to the entrance, and a small garden area with a palm tree and bushes.

15. Villa Santa Margherita

Cortona Old Town

George F

RM546 total

includes taxes & fees

29 Sept - 30 Sept

A stone building with multiple windows and a courtyard.

16. Villa Borgo San Pietro

Cortona

Olga

RM563 total

includes taxes & fees

4 Oct - 5 Oct

A hotel with a stone-paved courtyard, neatly trimmed hedges, and outdoor seating.

17. Hotel Villa Marsili

Cortona Old Town

fares

RM940 total

includes taxes & fees

10 Oct - 11 Oct

A balcony with two lounge chairs, a small table with a drink, and a scenic view.

18. Hotel San Luca

Cortona Old Town

Massimo

RM406 total

includes taxes & fees

19 Oct - 20 Oct

A rooftop terrace with outdoor seating, a pergola, and a view of hills.

19. Il Gentiluomo Hotel & SPA

Arezzo

Luis Mauricio

RM360 total

includes taxes & fees

28 Sept - 29 Sept

A historic stone building with arched doorways and a courtyard at twilight.

20. Relais La Corte dei Papi

Cortona

Frithjof

RM1,750 total

includes taxes & fees

30 Sept - 1 Oct

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Top Castiglion Fiorentino Hotel Reviews

Nuovo Etruria Resort

8/10 Good

"The staff was very attentive and helpful specially Alfredo. He is terrific! My only complaint was a persistent low level hum that was noticeable at night, I figured that our room was above the kitchen area and that it was the industrial size refrigerator below. The view of the town up the hill from our room was spectacular. Decent breakfast. The pool was wonderful."

Villa Tiberini Wine Relais

10/10 Excellent

"Property was a bit remote, accessible by a 1K dirt driveway, but definitely worth the trip, and really not far from town and Montepulciano. Beautiful views, rooms were spacious and clean, and owners Nunzia and her husband Luca were helpful and gracious. We were able to spend several hours with Luca walking us through the wine making process, from picking the grapes to tracking the fermenting in oak barrels. Be sure to taste the wine, it is excellent. If you’re looking for a reasonably priced authentic experience in a wonderful location, this is it."

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!"

Casanova - Panoramic Rooms and Suites

10/10 Excellent

"Great area, easy car access to many tiscan locations: Pienza, Montalcino, Moltepulciano and many others. Breakfast was great, many options. Property has a pool area that was unbelievably pretty. There is also a restaurant onsite that had an amazing dinner selections. The town is nearby and walkable. Would highly recommend this location for anyone exploring Tuscany and wants to get away from super touristy little towns."

Hotel San Gregorio

8/10 Good

"Quaint but modern hotel walking distance to all - good breakfast and service in hotel restaurant. Spacious rooms with air conditioning (which gets turned off when staff cleans room - call desk to turn back on), safe, and bathroom with tub- but no shower curtain- took a while to learn how to negotiate using the shower handle. Pool area is restful. Enjoyed our stay"

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